Enjoy Key West

holding-a-cocktail-on-a-tropical-beach

Author: Colleen Taylor

  • Big Pine Key

    Big Pine Key

    Big Pine Key & The Lower Keys

    Big Pine Key & The Lower Keys

    Hello Big Pine Key Travelers

    Embark on a journey to the “Natural Keys” as you arrive in Big Pine Key and the captivating Lower Keys. This enchanting stretch of islands, located just north of Key West, offers a distinct and more serene experience than its bustling neighbor. Here, the focus shifts from lively nightlife to the quiet rhythm of nature, inviting visitors to immerse themselves in pristine habitats, encounter unique wildlife, and discover some of Florida’s most breathtaking natural beauty. From the miniature marvels of the Key deer to the world-renowned underwater wonders and idyllic beaches, the Lower Keys promise an authentic and restorative escape into the untouched splendor of the Florida archipelago.

    Big Pine Key Looe Key Reef
    Big Pine Key Looe Key Reef

    Attractions:

    • National Key Deer Refuge: Home to the endangered miniature Key deer, a unique subspecies of white-tailed deer.
    • Bahia Honda State Park: Consistently ranked among the best beaches in the U.S., offering stunning white sands, clear waters, and excellent snorkeling, swimming, and camping. It also features the old Bahia Honda Bridge, a picturesque landmark.
    • Looe Key Reef: A protected National Marine Sanctuary known for its spectacular shallow-water dive and snorkel sites.
    Big Pine Key Hotels
    Big Pine Key Hotels
    Book
    Big Pine Key
    Hotels Today

    Hotels:

    • Parmer’s Resort: Down-to-earth rooms, suites & cottages in a waterfront resort with free breakfast & an outdoor pool. (3-star hotel, currently 28% less than usual at $156/night)
    • Kingsail Resort: Laid-back retro motel offering kitchen units, an outdoor pool & boat trailers & dockage (fee). (2-star hotel, currently 26% less than usual at $87/night)
    • Big Pine Key Motel: Modest rooms in a simple motel with an outdoor pool, plus free Wi-Fi & parking for boats. ($158/night)
    • Sugarloaf Lodge: Family-owned hotel offering simple rooms, plus a marina, a restaurant & a tiki bar with live music. (2-star hotel, $159/night)
    • Old Wooden Bridge Guest Cottages & Marina: Guest cottages and marina accommodations. (3-star hotel, $129/night)
    Big Pine Key Boondocks
    Big Pine Key Boondocks

    Restaurants:

    • No Name Pub (Big Pine Key): A legendary, rustic, and very unique spot. Famous for its cash-covered walls (from patrons leaving signed dollar bills), delicious pizza, smoked fish dip, and a true Old Keys dive bar feel. It’s a bit hidden, adding to its charm.
    • Boondocks Grille & Draft House & Miniature Golf (Ramrod Key): Touted as the “Largest Tiki Bar in the Keys,” Boondocks is a sprawling complex with a huge open-air bar, live music, good food (seafood, burgers, salads), and even a mini-golf course, making it a great family-friendly option.
    • Kiki’s Sandbar Bar & Grille (Little Torch Key): A fantastic waterfront restaurant and bar accessible by car or boat. Kiki’s offers a full menu, raw bar, and live music, with a sandy beach area for games and a relaxed, tropical vibe. They also offer “cook your catch.”
    • Mangrove Mama’s Restaurant (Sugarloaf Key): A true Keys institution with a quirky, rustic charm. Mangrove Mama’s is known for its Caribbean-inspired seafood, fresh catches, and lively atmosphere, often with live music. It’s a favorite among locals and visitors alike.
    • Big Pine Rooster (Big Pine Key): Offers homestyle island food with a focus on fresh seafood delivered daily, in-house BBQ, and hearty portions for breakfast, lunch, and dinner. It prides itself on quality ingredients and friendly service.
    • Square Grouper (Cudjoe Key): A highly-rated upscale casual restaurant known for its creative preparation of fresh, local seafood and a fantastic wine list. It’s one of the more refined dining options in the Lower Keys. They also have a sister restaurant, “My New Joint,” next door.
    • Trianos Taco Company (Big Pine Key): A popular spot for delicious and authentic tacos, burritos, and other Mexican-inspired dishes. It’s a great choice for a quick, flavorful, and satisfying meal.
    • Galley Grill (Summerland Key): A local favorite offering a variety of American and seafood dishes in a casual setting.
    • Morita’s Cuban Cafe (Cudjoe Key): A long-standing Cuban restaurant dishing out traditional Cuban and Keys fare like black beans, rice, shredded beef, and fried seafood.
    • A Slice of Paradise (Summerland Key): Known for its relaxed atmosphere and a mix of comfort food and seafood options.
    • Jolly Mon Pub & Grill (Big Pine Key): One of the newer spots, offering a gastropub experience with high-quality casual food, handcrafted cocktails, and a selection of draft beers. It’s described as a fun atmosphere with events.
    Big Pine Key No Name Pub
    Big Pine Key No Name Pub

    Bars:

    The Lower Keys’ bar scene leans towards authentic, laid-back, and often quirky spots that embody the “Old Keys” charm, with many offering live music and a strong local feel.

    Here are some popular bars in Big Pine Key & The Lower Keys:

    • My New Joint (Cudjoe Key): This is the sister restaurant/bar to the upscale Square Grouper. It offers a more casual, vibrant atmosphere than the main restaurant, with creative cocktails, a good wine list, and smaller plates, making it a great spot for drinks and appetizers.
    • No Name Pub (Big Pine Key): This is arguably the most famous bar in the Lower Keys and an absolute must-visit. It’s a true slice of Keys history, known for its cash-covered walls, rustic charm, and strong local vibe. While they serve food (especially pizza), it’s primarily a bar experience. Expect a no-frills, authentic atmosphere.
    • Boondocks Grille & Draft House & Miniature Golf (Ramrod Key): Marketed as the “Largest Tiki Bar in the Keys,” Boondocks is a sprawling open-air complex. It features a massive bar, often has live music, serves food, and even has miniature golf. It’s a lively, fun spot popular with both locals and tourists looking for a party atmosphere.
    • Kiki’s Sandbar Bar & Grille (Little Torch Key): A fantastic waterfront bar with a lively atmosphere and often live music. Kiki’s offers a full bar, a sandy beach area, and great views. It’s accessible by car or boat and is a popular spot for both drinks and food.
    • Mangrove Mama’s Restaurant (Sugarloaf Key): While a renowned restaurant, Mangrove Mama’s also has a very popular bar area that’s central to its quirky, tropical charm. It’s known for its strong drinks, often hosts live music, and offers a true “Keys” experience in its rustic setting.
    • Sugarloaf Lodge (Tiki Bar): This lodge features a classic Keys tiki bar, often with live music, right on the water. It’s a relaxed spot perfect for enjoying a drink and the Lower Keys scenery.
    • Jolly Mon Pub & Grill (Big Pine Key): One of the newer additions to the Lower Keys, Jolly Mon offers a modern gastropub feel with a well-stocked bar, craft cocktails, and a good selection of draft beers. It aims for a lively yet comfortable atmosphere.
    • Springers Bar & Grill (Big Pine Key): A local favorite known for being a friendly neighborhood bar with good drinks, typical pub fare, and sometimes live entertainment or karaoke nights. It’s a good place to mingle with Marathon residents.
    • Looe Key Reef Resort & Tiki Bar (Ramrod Key): This resort has a casual tiki bar that’s popular with divers and locals. It’s a relaxed spot for a post-dive drink or to unwind after a day of exploring the area.
  • Marathon

    Marathon

    Things to do in Marathon

    Things to do in Marathon

    Hello Marathon Travelers

    Located roughly at the geographical heart of the Florida Keys, Marathon stands as a vibrant, family-friendly community spread across a collection of picturesque islands. Often referred to as the “Heart of the Florida Keys,” it offers a balanced mix of natural beauty, engaging marine life encounters, and a relaxed, unpretentious atmosphere. From its famous connection to the historic Seven Mile Bridge and its dedication to sea turtle rescue, to its beautiful beaches and abundant fishing opportunities, Marathon presents a perfect blend of adventure and tranquility for those seeking an authentic Keys experience that’s both accessible and endlessly charming.

    Marathon Dolphin Research Center
    Marathon Dolphin Research Center

    Attractions:

    • The Turtle Hospital: A renowned veterinary hospital dedicated to the rescue, rehabilitation, and release of sea turtles. Public tours are available.
    • Dolphin Research Center: A non-profit marine mammal research and education facility where visitors can interact with dolphins.
    • Sombrero Beach: A beautiful public beach with soft sand and designated loggerhead turtle nesting sites.
    • Curry Hammock State Park: A large undeveloped state park offering camping, kayaking, and nature trails.
    • Pigeon Key: A historic island located under the Old Seven Mile Bridge, accessible by ferry or by biking/walking the old bridge, offering a glimpse into the railroad era.
    Marathon Rainbow Bend Resort
    Marathon Rainbow Bend Resort
    Book More
    Marathon
    Hotels

    Hotels:

    • Gulf View Waterfront Resort: A laid-back, family-run property with airy rooms and apartments, plus loaner watercraft, a pool, and BBQs. (3-star hotel, currently 24% less than usual at $122/night)
    • Tropical Cottages: A down-to-earth motel offering a tiki bar, a boat dock with a kayak launch, and a picnic area with BBQs. (3-star hotel, currently 21% less than usual at $105/night)
    • Glunz Ocean Beach Hotel & Resort: A family-owned hotel with bright, airy rooms, a private beach, and a pool & hot tub with ocean views. (3-star hotel, currently 39% less than usual at $139/night)
    • Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton: Modern rooms & suites in a waterfront complex with a marina, upscale dining, and an outdoor pool. (4-star hotel, $214/night)
    • Hampton Inn Marathon – Florida Keys: A straightforward hotel featuring an outdoor pool with ocean views, plus a bar and free breakfast. ($150/night)
    Marathon Butterfly Cafe
    Marathon Butterfly Cafe

    Restaurants:

    • Lighthouse Kitchen + Bar: Located at Faro Blanco Resort, this waterfront restaurant offers an eclectic American menu with a focus on fresh, sustainable seafood and unique craft cocktails, all with a great view of Florida Bay.
    • The Island Fish Co. Tiki Bar and Restaurant: A popular waterfront spot with a huge tiki bar, offering locally inspired dishes, fresh seafood, and refreshing drinks. It’s known for its spectacular sunset views and often has live music. They also serve breakfast.
    • Porky’s Bayside Restaurant & Marina: A historic, island-style tiki diner known for its daily smoked BBQ, fresh local seafood, sushi, and “the best mojitos in town.” They offer waterfront dining, live music, and are pet-friendly. Don’t miss their award-winning Deep Fried Key Lime Pie!
    • Sparky’s Landing: A lively bar and grill offering a diverse menu from fish tacos to wood-fired pizzas, steaks, and seafood. It’s a fun atmosphere with creative food and cocktails. Dock & Dine is available.
    • Sunset Grille & Raw Bar: Situated at the foot of the iconic Seven Mile Bridge, this spot offers stunning oceanfront views, especially at sunset. It’s known for its large pool and beach party atmosphere on Sundays, serving breakfast, lunch, and dinner.
    • Lazy Days South: An oceanfront dining gem with a relaxed vibe, offering exquisite Keys-style cuisine, fresh seafood, seafood pastas, and the option to “cook your catch.” It’s great for enjoying romantic sunsets.
    • Keys Fisheries: A local institution famous for its fresh seafood market and walk-up window. They are particularly known for their Stone Crab claws (in season) and their massive Lobster Reuben. There’s also an adults-only upstairs tiki bar.
    • Angler & Ale (at Hawks Cay Marina): Located on the docks of Hawks Cay, this spot offers great food, including Florida Keys specialties, and “hook & cook” options for your fresh catch. It’s a place for families, friends, and fish stories.
    • The Stuffed Pig: A classic Marathon spot for breakfast and lunch, known for its hearty portions, local twists on breakfast standards, and a charming, rustic atmosphere. Cash only.
    • Florida Keys Steak & Lobster House: A highly-rated restaurant offering delicious steak and seafood with a “zesty tropical vibe.” Known for great service, fresh ingredients, and popular happy hour and early bird specials.
    • Triton Seafood Restaurant: A popular spot serving breakfast, lunch, and dinner, known for its fresh seafood options.
    Marathon Sunset Grille
    Marathon Sunset Grille

    Bars:

    • Porky’s Bayside Restaurant & Marina: While a full restaurant, Porky’s has a very popular and expansive tiki bar right on the water. It’s famous for its lively atmosphere, often featuring live music, great mojitos, and fantastic sunset views over Florida Bay. It’s a quintessential Keys experience.
    • Sunset Grille & Raw Bar: Located right at the base of the iconic Seven Mile Bridge, this is a prime spot for spectacular sunset views over the ocean. They have a large outdoor bar area, often with a pool and a lively “beach party” atmosphere, especially on weekends.
    • The Hurricane: A popular local dive bar and restaurant known for its strong drinks, casual atmosphere, and regular live music. It’s a go-to for a genuine Keys experience away from some of the more touristy spots.
    • Sparky’s Landing: A vibrant bar and grill, Sparky’s offers a fun atmosphere with a diverse drink menu, including creative cocktails. It’s often bustling and has a great view of the marina, making it a good spot for happy hour or an evening out.
    • Keys Fisheries (Upstairs Tiki Bar): While the main operation is a seafood market and casual restaurant, Keys Fisheries has a popular adults-only tiki bar upstairs. It’s a hidden gem for enjoying drinks with a great view, especially when the stone crabs are in season.
    • Dockside Tropical Café: Offers a relaxed, open-air setting with views of the marina. It’s a casual spot for drinks and simple food, often popular with boaters.
    • Butterfly Cafe (at Tranquility Bay Beachfront Resort): For a more upscale and sophisticated bar experience, the bar at Butterfly Cafe offers a refined atmosphere, perfect for a quiet drink or pre-dinner cocktails in a beautiful setting.
    • Lazy Days South (Bar Area): Similar to its Islamorada counterpart, the Marathon location of Lazy Days has a pleasant bar area that complements its oceanfront dining. It’s a great place to enjoy a drink with a view in a relaxed setting.
  • Islamorada

    Islamorada

    Things to do in Islamorada

    Things to do in Islamorada

    Hello Islamorada Travelers

    Nestled amidst the turquoise expanse of the Florida Keys, Islamorada, often heralded as the “Sportfishing Capital of the World,” is a charming village of islands that perfectly embodies the laid-back luxury and natural splendor of this unique archipelago. Spanning several distinct keys—including Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key, and Tea Table Key—Islamorada boasts a singular geography where the calm, shallow waters of Florida Bay meet the deep blue of the Atlantic Ocean. This convergence creates a rich marine ecosystem, making it an unparalleled destination for anglers, divers, and nature enthusiasts alike.

    Beyond its world-class fishing and vibrant underwater world, Islamorada offers a refined yet relaxed atmosphere, with upscale resorts, quaint local shops, art galleries, and waterfront dining experiences that invite visitors to unwind and savor the authentic spirit of the Keys.

    Islamorada Lobster
    Islamorada Rain Barrel Village

    Attractions:

    • Sportfishing Charters: Countless options for both offshore and shallow-water fishing.
    • Theater of the Sea: A marine mammal park offering interactive experiences with dolphins, sea lions, and other marine life.
    • History of Diving Museum: A fascinating collection detailing the history of underwater exploration.
    • Robbie’s Marina: Famous for its tarpon feeding dock, where you can hand-feed massive tarpon.
    • Anne’s Beach: A tranquil public beach with a beautiful boardwalk.
    • Morada Way Arts & Cultural District: Features galleries, studios, and restaurants, especially lively during their monthly art walks.
    Cheeca Lodge Beach
    Cheeca Lodge Beach
    Book
    Islamorada
    Hotels Today

    Hotels:

    • Cheeca Lodge & Spa: A historic and iconic luxury resort, known for its beautiful beachfront, excellent dining, golf course, and renowned fishing programs. It’s a top choice for those seeking an upscale and full-service experience.
    • Postcard Inn Beach Resort & Marina (Holiday Isle): This is a very popular, lively resort with a large marina, multiple pools, and famous tiki bars (like the Tiki Bar and Raw Bar). It’s known for its energetic atmosphere and direct access to watersports and charters.
    • Amara Cay Resort: A modern and stylish resort offering a relaxed, yet sophisticated, atmosphere. It features a zero-entry pool, private beach access, and often has live music. Many rooms offer ocean views.
    • Islander Resort, a Guy Harvey Outpost: This resort is celebrated for its spacious accommodations, family-friendly amenities, and two large oceanfront pools. It also hosts the Florida Keys History & Discovery Center.
    • The Moorings Village & Spa: For a truly exclusive and tranquil experience, The Moorings offers luxurious private cottages nestled among lush palms on a private beach. It’s known for its serene beauty and high-end service, perfect for a romantic getaway.
    • Pelican Cove Resort & Marina: A charming and comfortable beachfront resort with a relaxed atmosphere, a large pool, and a small private beach. It’s popular for families and offers easy access to water activities.
    • Casa Morada: An adults-only boutique hotel offering a serene and private escape. It features a secluded pool, complimentary yoga, and a focus on tranquility and personalized service.
    • Drop Anchor Resort & Marina: A family-owned and operated resort that offers a more traditional Keys experience with comfortable rooms, a pool, and direct access to fishing charters and water activities.
    Islamorada Restaurants
    Islamorada Restaurants

    Restaurants:

    • Lorelei Restaurant & Cabana Bar: An iconic, lively waterfront spot famous for its breathtaking sunset views, live music nightly, and classic Keys seafood dishes. It’s a very popular choice for a casual, fun atmosphere.
    • Square Grouper Islamorada: Offers an elevated dining experience with a focus on fresh, local seafood prepared with innovative flair. Known for its sophisticated atmosphere and excellent craft cocktails.
    • Lazy Days Restaurant: A long-standing favorite offering exquisite oceanfront dining with stunning views of the Atlantic. They specialize in fresh seafood, steaks, and pastas, with options for indoor, patio, or even “feet-in-the-sand” beach dining. They can also cook your fresh catch!
    • Chef Michael’s: An upscale restaurant renowned for its fresh seafood and prime-grade beef, prepared with a tropical twist. It’s considered one of Islamorada’s finest dining experiences, offering an intimate ambiance.
    • Marker 88: A historic waterfront restaurant serving guests since 1967, combining Keys maritime history with exciting culinary creations, handcrafted cocktails, and local beers. Great for sunset views.
    • Morada Bay Beach Café: A Mediterranean bistro offering a casual, “feet-in-the-sand” dining experience right on the beach, with intoxicating sunset views. Perfect for a relaxed meal in a picturesque setting.
    • Pierre’s Restaurant & Lounge: Part of the Morada Bay property, Pierre’s offers an elegant, fine-dining experience with French and global influences. It’s known for its romantic ambiance, especially on its second-story veranda overlooking the bay. Reservations are highly recommended.
    • Green Turtle Inn Restaurant: An Islamorada institution since 1947, featured on Diners, Drive-Ins and Dives. It offers authentic Keys cooking and southern staples for breakfast, lunch, and dinner in a relaxed, nostalgic setting.
    • Islamorada Fish Company: While part of a larger chain, this original location offers fresh seafood in a lively atmosphere, often with fish and shark feedings in its private lagoon.
    • Kindler: A newer addition focusing on wood-fired cooking, offering a sophisticated menu of regional bounty from land and sea, complemented by a diverse wine collection.
    • Bayside Gourmet: A more casual spot known for its delicious pizza, sandwiches (including a popular grouper Reuben), and pasta dishes. It’s a great option for a more laid-back meal.
    • M.E.A.T. Eatery & Tap Room: Stands for “Meat, Eat, And Taste,” this spot is famous for its award-winning burgers and extensive craft beer selection. It’s a popular, lively gastropub.
    Islamorada Tiki Bar
    Islamorada Tiki Bar

    Bars:

    • Lorelei Restaurant & Cabana Bar: While also a restaurant, the “Cabana Bar” part is legendary. It’s the quintessential Keys tiki bar experience, known for its sprawling outdoor seating, nightly live music, magical sunset views over Florida Bay, and a perpetually festive atmosphere. It’s a must-visit for a casual drink.
    • Postcard Inn Beach Resort & Marina (Tiki Bar and Raw Bar): This resort is home to one of the most famous and lively tiki bars in the Keys. It’s typically bustling with energy, offering direct access to the beach, marina, and often features live entertainment. Great for day drinking or a vibrant evening.
    • Whistle Stop Bar: A true local dive bar, the Whistle Stop is known for its unpretentious atmosphere, strong drinks, and often a colorful cast of characters. It’s a classic Keys watering hole for those looking for an authentic, no-frills experience.
    • Pierre’s Restaurant & Lounge (Upstairs Lounge): If you’re looking for something more upscale and sophisticated, the lounge upstairs at Pierre’s offers an elegant setting. It’s perfect for pre-dinner cocktails or a refined nightcap, with stunning views of Florida Bay and a more intimate, romantic ambiance.
    • Marker 88 (Tiki Bar): Another excellent waterfront option, Marker 88 combines history with a great bar scene. Their large outdoor tiki bar is ideal for enjoying a tropical drink while watching the sunset and listening to live music.
    • Islamorada Brewery & Distillery: For craft beer and spirits enthusiasts, this is the go-to spot. They offer a diverse selection of their own brewed beers and distilled spirits (rum, gin, vodka), often with a tasting room and outdoor seating. It’s a great place to try local flavors.
    • Wahoo’s Bar & Grill: A popular spot at the famous Robbie’s Marina. It’s a casual, open-air bar and grill where you can grab a drink and a bite after feeding the tarpon or before/after a fishing charter.
    • Hog Heaven Sports Bar & Grill: A classic sports bar environment with plenty of TVs to catch a game, along with pub fare and a full bar. It’s a more traditional bar setting compared to the many tiki bars.
    • Bimini Bay Bar (at Cheeca Lodge): Part of the luxurious Cheeca Lodge & Spa, this bar offers a more refined, resort-style setting. It’s perfect for a relaxed drink in a beautiful environment, often with views of the ocean or pool.
    • Morada Bay Beach Café: While primarily a restaurant, their “feet-in-the-sand” beachside setting makes for an incredible spot to enjoy cocktails, especially during their famous Full Moon Parties.
  • Key Largo

    Key Largo

    Things to do in Key Largo

    Things to do in Key Largo

    Hello Key Largo Travelers

    Welcome to Key Largo, the sprawling gateway to the magnificent Florida Keys and a true paradise for anyone drawn to the ocean’s allure. Nicknamed the “Diving Capital of the World,” this northernmost and largest of the Keys beckons with its crystal-clear turquoise waters, vibrant coral reefs teeming with marine life, and a relaxed, natural charm. Easily accessible from mainland Florida, Key Largo offers an enticing blend of thrilling underwater adventures, serene natural parks, and a quintessential Keys laid-back atmosphere, promising unforgettable experiences for every traveler.

    Key Largo John Pennekamp
    Key Largo John Pennekamp

    Attractions:

    • John Pennekamp Coral Reef State Park: The first undersea park in the United States, offering fantastic opportunities for snorkeling, scuba diving (including the famous Christ of the Abyss statue), and glass-bottom boat tours.
    • Dagny Johnson Key Largo Hammock Botanical State Park: Features one of the largest tracts of West Indian tropical hardwood hammock in the U.S., with nature trails for hiking and biking.
    • Molasses Reef: A highly regarded dive and snorkel site.
    • The African Queen: Take a tour on the actual steamboat from the classic Humphrey Bogart movie.
    Hotels Key Largo
    Hotels Key Largo
    Book
    Key Largo
    Hotels Today

    Hotels:

    • Hampton Inn Key Largo, FL: A 3-star waterfront hotel with complimentary hot breakfast and Wi-Fi, along with an outdoor pool and exercise room. Nightly price: $149 (as of 2025-07-16).
    • Kona Kai Resort, Gallery and Botanic Gardens: A casual 3-star beachfront hotel featuring a botanical garden, art gallery, and a pool. Nightly price: $173 (as of 2025-07-16).
    • The Pelican Key Largo Cottages: Offers cozy 2-star cottages and suites in a beach resort setting, with boat hire and free breakfast available. Nightly price: $122 (as of 2025-07-16).
    • Holiday Inn Key Largo, an IHG Hotel: A modern 3-star hotel with a seafood restaurant, poolside bar, and function rooms, plus free WiFi and parking. Nightly price: $159 (as of 2025-07-16).
    • Amoray Dive Resort: Provides laid-back rooms and apartments, some with water views, along with an outdoor pool and complimentary snorkel gear use. Nightly price: $107 (as of 2025-07-16).
    Sundowners Key Largo
    Sundowners Key Largo

    Restaurants:

    • The Fish House: Known for incredibly fresh, locally caught seafood. They buy whole fish and fillet it on-site.
    • Mrs. Mac’s Kitchen: A Key Largo institution with two locations, famous for its quirky decor, hearty comfort food, and delicious seafood dishes like lobster mac & cheese.
    • Sundowners Key Largo: Offers waterfront dining with fantastic sunset views over Florida Bay, serving fresh seafood, steaks, and sandwiches.
    • Snook’s Bayside Restaurant & Grand Tiki Bar: Another popular waterfront spot for sunset views, live music, and a menu focusing on fresh seafood and tropical drinks.
    • Key Largo Conch House Restaurant & Coffee Bar: A charming, family-owned spot in a pink Victorian-style house, known for its seafood, coffee, and homemade desserts.
    • Bayside Grille & Sunset Bar: Features elevated dining with panoramic views of Florida Bay, offering “Keyribbean” cuisine and daily live music at its Sunset Bar downstairs.
    • Hobo’s Cafe: A casual and laid-back Keys eatery known for serving fresh, local seafood and generous portions in a family-friendly atmosphere.
    Skippers Dockside
    Skippers Dockside

    Bars:

    • Caribbean Club: A legendary and historic waterfront bar, famous for being a filming location for the movie Key Largo and featured in the Netflix series Bloodline. It’s known for its authentic dive bar atmosphere, stunning sunset views over Florida Bay, live music, and affordable drinks. It’s a cash-only bar but has an ATM on site, and often has a food truck.
    • Sundowners Key Largo: While also a popular restaurant, Sundowners boasts a fantastic outdoor tiki bar right on Florida Bay. It’s a prime spot for enjoying cocktails and appetizers while watching the sunset, often with live music.
    • Snook’s Bayside Restaurant & Grand Tiki Bar: Similar to Sundowners, Snook’s offers a lively atmosphere with a large tiki bar, live music, and excellent sunset views.
    • Skippers Dockside: A charming boathouse-style venue with a tiki bar, offering canal views (including the famous African Queen boat passing by). It has a relaxed vibe and is a good spot for drinks and casual dining.
    • Jimmy Johnson’s Big Chill: Owned by the former NFL coach, this waterfront complex offers multiple bars, including the Big Chill Restaurant & Tiki Bar and JJ’s Sports Bar. It’s a large venue with entertainment and dining, great for catching a game or enjoying the bay views.
    • Sharkey’s Galley of Key Largo: Known for its extensive selection of beers on tap (over 32!), including craft options. It offers great views and a relaxed pub atmosphere.
    • Salty’s Bar and Grill: A waterside hangout with happy hour specials, food, and games, perfect for a casual and fun time by the water.
    • Breezer’s Tiki Bar: A good spot to mingle with locals and enjoy cocktails, offering sunset views from either an enclosed, air-conditioned space or with floor-to-ceiling doors open on nice days.
  • Key West Transportation

    Key West Transportation

    Transportation in Key West

    Enjoy Key West and the Florida Keys

    Key West Transportation

    Welcome to Key West Transportation, where getting around is as breezy as the island itself! Forget the stress of big-city traffic and endless parking woes. Our charming island is perfectly sized for easy exploration, making it a joy to navigate without a car. Whether you’re here for a relaxing getaway or an adventurous escape, you’ll discover that the most popular ways to get around are designed to enhance your Key West experience, from leisurely strolls to fun, unique rides.

    Walking

    Walking is, without a doubt, one of the most popular and rewarding types of Key West Transportation. It is one of the best ways to experience Key West, especially within the historic Old Town area. The island’s compact size means that a vast array of its most beloved attractions, delectable restaurants, and unique shops are all comfortably within easy strolling distance.

    Beyond being the most budget-friendly option, walking offers an unparalleled opportunity to truly immerse yourself in the vibrant atmosphere and discover the hidden gems nestled along the charming, palm-lined streets. It’s an invitation to slow down, soak in the distinctive architecture, enjoy the live music spilling from open doors, and stumble upon that perfect souvenir or a delightful cafe

    Bicycles

    Embracing the laid-back island vibe, biking is an incredibly popular and wonderfully convenient way to navigate the charming streets of Key West. The flat terrain and numerous dedicated bike lanes and paths make it accessible for riders of all ages and skill levels. With a wealth of bike rental shops scattered across the island, it’s easy to find the perfect set of wheels for your adventure, from classic cruisers to multi-speed options for covering longer distances.

    Biking offers a fantastic balance: it allows you to cover significantly more ground than walking, reaching attractions and neighborhoods further afield, while still maintaining that intimate connection with the island’s unique atmosphere.

    Feel the warm breeze on your face as you pedal past vibrant Conch houses, discover hidden gardens down quiet lanes, or cruise along the scenic waterfront. It’s an eco-friendly and invigorating way to explore, providing the freedom to stop whenever a photo opportunity arises or a tempting café beckons. Many locals and visitors alike prefer it for getting to beaches, museums, and even out to Stock Island, making it a truly immersive way to experience the best of Key West.

    Golf Carts and Low-Speed Vehicles (LSVs)

    For a uniquely Key West experience, or when traveling with a group or staying a bit further afield from the main action, golf carts and Low-Speed Vehicles (LSVs) have become an increasingly popular and fun mode of transportation. These open-air vehicles perfectly embody the island’s relaxed atmosphere, allowing you to soak in the sights and sounds at a leisurely pace. They are particularly well-suited for navigating Key West’s often narrow streets and charming lanes, which can be a tight squeeze for larger vehicles.

    Important Considerations for Key West Transportation:

    • Rental Availability: Numerous rental companies offer golf carts and LSVs, providing options for various group sizes and rental durations. Be sure to inquire about age requirements for drivers, insurance, and any specific rules or restrictions from the rental company or city ordinances. It’s also important to note that golf carts are generally not allowed on the main highways or bridges connecting the islands.
    • Road Rules Apply: While they might feel like a toy, golf carts and LSVs are considered street-legal vehicles in Key West (classified as LSVs in Florida if they can go between 20-25 mph). This means all standard traffic laws apply, including obeying speed limits (typically 30 mph or less on most Key West roads where they are permitted), stopping at stop signs, and yielding to pedestrians and other traffic. Drivers must have a valid driver’s license.
    • Parking Challenges: Despite their smaller size, parking a golf cart or LSV in Key West can be just as challenging as parking a full-sized car. They must be parked in designated automobile parking spaces, which are often paid and can be scarce, especially in popular areas like Old Town and near Duval Street. Don’t expect to find special, easy parking for them.

    Public Transportation (Duval Loop and City Buses)

    For an incredibly convenient, affordable, and eco-conscious ways of Key West Transportation, the island’s public transportation system is an excellent choice, particularly for visitors. It’s designed to alleviate traffic congestion and parking headaches, allowing you to relax and enjoy the ride.

    The Duval Loop:

    A true gem for tourists, the Duval Loop is a city-operated bus service that offers a continuous circuit through Key West’s vibrant historic district. This fantastic service makes navigating the island’s most popular areas a breeze, with 18 clearly marked stops strategically located near major attractions, popular hotels, bustling eateries, and charming shops. It’s specifically designed to reduce the need for cars in the heart of the tourist zone, making your exploration seamless.

    The buses are clean, air-conditioned, and provide a comfortable way to hop on and off as you please. As of July 7, 2025, the fare for the Duval Loop will be an incredibly budget-friendly $1 per ride, making it an unbeatable value for exploring the best of Key West Transportation.

    Key West City Buses:

    Beyond the Duval Loop, the city also operates regular bus routes that extend public Key West Transportation services to other parts of Key West and even to Stock Island. These routes, primarily the North Route and South Route, provide essential connections for both residents and visitors looking to venture beyond the immediate Old Town area.

    Whether you’re heading to a specific beach, a less-trafficked local spot, or simply want to experience more of the island’s broader community, these buses offer a reliable solution. All city buses are air-conditioned for a comfortable ride and are fully accessible, ensuring that everyone can easily utilize this convenient mode of transport. Check the current schedule and specific route maps for the most up-to-date information on stops and timings.

    Rideshares and Taxis

    For those times when you need a quick, direct, or door-to-door service, rideshare apps like Uber and Lyft are readily available in Key West, providing a convenient alternative to traditional Key West Transportation. These services operate much like they do in larger cities, allowing you to request a ride directly from your smartphone, track your driver’s arrival, and pay seamlessly through the app.

    Alongside rideshares, traditional taxi services remain a reliable option. You can typically find taxis waiting at Key West International Airport (EYW), at popular hotel lobbies, or by calling one of the local taxi companies. While it might be difficult to hail a cab from the street outside of designated areas, they are generally responsive to dispatch calls.

    Both rideshares and taxis are particularly useful for:

    • Airport Transfers: They offer a convenient way to get to and from Key West International Airport, especially if you have luggage or prefer not to navigate public transport immediately upon arrival or departure. Rides from EYW to Duval Street, for instance, typically cost around $20 for Uber.
    • Direct Rides: When you need to get to a specific destination quickly, perhaps outside of the main Old Town walking zone or after dark, these services provide a direct and efficient journey.
    • Late-Night Transportation: After enjoying Key West’s lively nightlife, rideshares and taxis offer a safe and easy way to return to your accommodation.

    While they offer convenience, keep in mind that surge pricing for rideshares can occur during peak demand (e.g., late nights, special events), and taxi fares are metered. However, for reliability and ease of access, they are valuable components of Key West Transportation landscape.

    Trolley Tours (e.g., Old Town Trolley, Conch Tour Train)

    For a delightful blend of sightseeing and convenient transportation, Key West’s iconic trolley tours, such as the popular Old Town Trolley and the Conch Tour Train, are an absolute must for many visitors. While these services are primarily designed to offer comprehensive, narrated tours of the island’s rich history and vibrant culture, their “hop-on, hop-off” functionality makes them an invaluable mode of Key West Transportation for tourists.

    These open-air vehicles follow specific routes, stopping at numerous points of interest throughout Old Town and beyond, including famous landmarks like the Ernest Hemingway Home and Museum, the Southernmost Point Buoy, Mallory Square, and the historic waterfront. Passengers can disembark at any designated stop to explore attractions at their leisure, then simply re-board the next trolley that comes along when they’re ready to continue their journey.

    The benefits of using trolley tours as Key West Transportation are manifold:

    • Effortless Sightseeing: Knowledgeable conductors provide engaging and often humorous narration, sharing fascinating facts and anecdotes about Key West’s colorful past and present, enriching your understanding of the island as you travel.
    • Stress-Free Navigation: You completely bypass the frustrations of driving, navigating unfamiliar streets, and, crucially, finding parking, which can be scarce and expensive in popular areas.
    • Convenient Access: With stops strategically located near major attractions, hotels, and dining hubs, these trolleys offer easy access to virtually everything you’ll want to see and do in Key West.
    • Flexibility: The hop-on, hop-off model allows you to explore at your own pace, spending as much or as little time as you wish at each stop before catching the next available trolley.

    Whether you choose the Old Town Trolley or the Conch Tour Train, these services offer a unique and enjoyable way to see the main sights and get around the island, combining the utility of transport with the pleasure of a guided tour.

    Less Common Key West Transportation, but Still Options:

    Renting a Car: Generally, renting a car is not recommended for getting around Key West itself, especially if you’re staying in Old Town, due to limited and expensive parking. It’s more useful if you plan to explore the rest of the Florida Keys.

    Scooters/Mopeds: While available for rent, they are generally cautioned against due to a higher risk of accidents, especially for inexperienced riders.

    Pedicabs: These bicycle-powered rickshaws can be found in the more touristy areas, offering a unique and leisurely way to travel, though they can be more expensive.

    Boats and Jet Skis: For those staying on the water or looking for a more adventurous way to travel, boats and jet skis can be used to access waterfront locations.

  • Key West Tours

    Key West Tours

    Tours in Key West

    Key West Tours

    Hello Key West Travelers

    Welcome to your essential guide for Key West Tours, where every journey promises to unlock a new facet of this unforgettable island paradise! Please note that while we’ve highlighted some of the most popular and unique experiences, this is by no means an exhaustive list—Key West offers an endless array of adventures to discover. Nestled at the southernmost tip of the United States, Key West is a vibrant tapestry of captivating history, lush natural beauty, and a wonderfully eccentric culture.

    Whether you dream of gliding over crystal-clear waters to explore a living coral reef, delving into the spirited past of literary legends and resident ghosts, or simply cruising the charming streets while soaking in the sunshine and stories, our curated selection of tours offers the perfect adventure for every traveler. Prepare to immerse yourself in the magic that makes Key West truly unique!

    Key West Tours Ghosts & Gravestones

    Departs from 501 Front Street (on the corner of Front and Duval Streets)

    (305)294-4678
    (305-29-GHOST)

    Ghosts & Gravestones Tours

    Embark on a chilling journey into Key West’s haunted past with the Ghosts & Gravestones Tour, where the island’s darkest secrets come alive after dusk. Aboard the “Trolley of the Doomed,” expert “Ghost Hosts” guide you through eerie streets, sharing spine-tingling tales of restless spirits, mysterious deaths, and the infamous Robert the Doll. This unique Key West Tours combines historical intrigue with theatrical scares, stopping at notoriously haunted locations like the Key West Shipwreck Treasure Museum, offering a fun and frightful glimpse into the spectral side of the southernmost city.

    Key West Tours Little White House

    111 Front Street
    Key West, FL 33040

    (305) 294-9911

    Harry S. Truman Little White House Tours

    Step back in time at the Harry S. Truman Little White House, where history comes alive in the former winter retreat of the 33rd U.S. President. This beautifully preserved historic site offers intimate guided tours through the very rooms where Truman conducted pivotal post-WWII business and enjoyed his relaxed Key West vacations. Guests can explore original furnishings and artifacts, gaining a unique insight into presidential life, crucial decisions made on the island, and the personal side of a man who loved the Florida Keys, all while stepping into a fascinating chapter of American history. We hope you enjoy this Key West Tours!

    Key West Tours Shipwreck Museum

    1 Whitehead St
    Key West, FL 33040
    (located at Mallory Square)

    (305) 292-8990

    Key West Shipwreck Treasure Museum

    The Key West Shipwreck Treasure Museum offers an immersive journey back to the perilous and lucrative era of “wrecking” in 19th-century Key West. Step into a recreated 1851 wrecker’s warehouse, where live actors in period costumes bring the thrilling tales of shipwrecks and daring salvages to life. Explore authentic artifacts, including treasures from the rich Isaac Allerton wreck, and even test your strength by attempting to lift a genuine silver bar salvaged from a Spanish galleon.

    The Key West Tours experience culminates with a climb up a 65-foot observation tower, providing panoramic views and a sense of what it was like for captains to spot ill-fated ships on the treacherous reef. It’s an engaging and educational adventure that reveals how this dangerous industry transformed Key West into one of America’s wealthiest cities.

    Key West Tours Glass Bottom Boat

    Primary Operator (Fury Water Adventures)

    0 Duval St
    Key West, FL 33040

    (305) 292-4600
    Fury Water Adventures

    Glass Bottom Boat Tours

    This Key West Tours is for those who wish to explore the vibrant underwater world without getting wet: Key West’s Glass Bottom Boat Tours offer a comfortable and captivating alternative. Aboard state-of-the-art catamarans, guests can relax in air-conditioned viewing cabins equipped with large, specially designed glass “windows to the reef,” providing continuous, unobstructed views of North America’s only living coral reef. As the boat glides over the pristine waters, expert guides provide insightful narration, pointing out colorful tropical fish, majestic coral formations, and even the occasional sea turtle or ray.

    Many tours also feature an open sundeck for enjoying the sea breeze and panoramic views, with some even offering a sunset option for a truly magical end to the day. It’s an ideal, family-friendly way to appreciate Key West’s rich marine ecosystem in comfort.

    Key West Tours Dry Tortugas National Park

    Main Ferry Operator
    (Yankee Freedom III):

    • Departure Address: 100 Grinnell St, Key West, FL 33040 (Key West Ferry Terminal)
      • (305) 294-7009
      • 800-634-0939
        (reservations are highly recommended well in advance)
    • Seaplane Option
      (Key West Seaplane Adventures)
      • (305) 293-9300 (offers faster travel and more time at the park, but at a higher cost)

    Dry Tortugas National Park

    A day trip to Dry Tortugas National Park is an unforgettable full-day adventure and a favorite Key West Tours to one of America’s most remote and pristine national treasures, located nearly 70 miles west of Key West. Accessible primarily by the high-speed Yankee Freedom III ferry or by seaplane, the journey itself is a scenic marvel, often offering sightings of dolphins and sea turtles.

    Upon arrival, visitors are greeted by the magnificent Fort Jefferson, a colossal 19th-century brick fortress ready for exploration. Beyond its rich history, the park boasts some of the finest snorkeling in North America in its crystal-clear, shallow waters, as well as opportunities for swimming, birdwatching, and simply relaxing on secluded, white-sandy beaches. It’s an immersive experience that blends historical discovery with unparalleled natural beauty, making it a bucket-list destination for many.

    Key West Tours Kayaking

    Popular Operators (examples):

    • Lazy Dog Adventures:
      • Typically departs from Hurricane Hole Marina, which is at 5114 Overseas Hwy, Key West, FL 33040 (Stock Island, just across the bridge from Key West)
      • (305) 295-9898
    • Key West Eco Tours (often at Geiger Key Marina):
      • 5 Geiger Rd, Key West, FL 33040 (Geiger Key)
      • (305) 294-7245

    Kayaking & Paddleboarding Eco-Tours

    Key West Tours Kayaking & Paddleboarding Eco-Tours offer a serene and intimate way to explore the island’s captivating natural beauty, far from the bustling streets. Glide through calm, shallow, turquoise waters and navigate winding mangrove tunnels, an intricate ecosystem vital to the Florida Keys.

    Led by knowledgeable naturalist guides, these tours allow you to get up close with diverse marine life, including tropical fish, crabs, sea stars, jellyfish, and various aquatic birds. It’s a peaceful and immersive adventure suitable for all skill levels, providing a unique perspective on Key West’s hidden backcountry and a deeper appreciation for its delicate environment. Many tours depart from Hurricane Hole Marina on Stock Island.

    Key West Tours Sunset Sails

    Key Operators (examples and general contact info):

    Many of Key West’s water tour operators offer sunset cruises, with or without dinner. Here are some of the most popular, along with general contact information:

    • Fury Water Adventures: (Offers various sunset sails, including those with live music and open bar)
      • Departure Location: Various docks, including near 0 Duval St (at the end of Duval St at the Ocean Key Resort)
      • (305) 292-4600
    • Sunset Watersports: (Known for their “Party Boat” and other dinner cruise options)
      • Departure Location: Often from 201 William St, Key West, FL 33040 (Historic Seaport)
      • (305) 296-2554
    • Danger Charters: (Known for smaller, more intimate “Wind & Wine” or “Wind & Rum” sunset sails)
      • Departure Location: 245 Front St, Key West, FL 33040
      • (305) 296-3272
    • Schooner America 2.0 (Classic Harbor Line): (Offers more upscale, classic sailing experiences)
      • Departure Location: Key West Bight, 202 William St, Key West, FL 33040
      • (305) 293-7245

    Sunset Sails & Dinner Cruises

    Key West’s legendary sunsets are best experienced from the water, and Sunset Sails & Dinner Cruises offer the quintessential way to celebrate the day’s end in paradise. Aboard elegant schooners, spacious catamarans, or charming historical boats, guests set sail into the shimmering waters of the Gulf of Mexico or the Atlantic, positioning themselves for breathtaking views as the sun dips below the horizon in a blaze of tropical colors.

    These Key West Tours cruises vary widely, from romantic, quiet sails with complimentary champagne and hors d’oeuvres to lively party boats featuring open bars, live music, and generous buffet dinners. Whether you’re seeking a serene, intimate experience or a vibrant floating celebration, these tours provide unparalleled photo opportunities, a refreshing sea breeze, and an unforgettable Key West memory as the sky transforms into a masterpiece of light and color.

    Key West Tours Dolphin Watching

    Key Operators
    (examples and general contact info):

    Several companies offer dolphin watching cruises in Key West, often combined with snorkeling. Here are some of the most popular, along with general contact information:

    • Fury Water Adventures:
      • Departure Location: Various docks, including near 0 Duval St (at the end of Duval St at the Ocean Key Resort)
      • (305) 292-4600 (main line, best for general inquiries and booking)
    • Sunset Watersports:
      • Departure Location: Often from 201 William St, Key West, FL 33040 (Historic Seaport)
      • (305) 296-2554
    • Honest Eco Tours: (Known for smaller groups and biologist-led tours)
      • Departure Location: Often from 255 Front St, Key West, FL 33040
      • (305) 501-4898

    Dolphin Watching Cruises

    Key West Tours Dolphin Watching Cruises offer an exhilarating and heartwarming opportunity to witness wild bottlenose dolphins frolicking in their natural habitat. Aboard comfortable power catamarans, these tours venture into the shimmering turquoise waters of the Gulf of Mexico, where resident dolphin pods are known to play, swim, and feed. Knowledgeable guides, often part of “Dolphin SMART” certified programs, provide insightful commentary on dolphin behavior and marine ecology, ensuring a responsible and educational viewing experience for all ages.

    Many of these excursions combine dolphin watching with snorkeling in the shallow backcountry, allowing guests to explore vibrant patch reefs teeming with marine life before enjoying complimentary beverages on the relaxing cruise back to the dock, often perfectly timed to catch a breathtaking Key West sunset.

  • Key West Bars

    Key West Bars

    Bars in Key West

    Key West Bars

    Welcome to Bars in Key West, your ultimate guide to the legendary nightlife of America’s southernmost point! Step onto the vibrant streets of Key West, where the air hums with live music and the spirit of perpetual celebration is as intoxicating as the strongest mojito. From historic haunts graced by literary giants to open-air lively stages where dollar bills adorn the walls, Key West Bars scene is unlike anywhere else on earth. Here, every establishment tells a story, every corner holds a secret, and every night promises an unforgettable adventure, embodying the island’s unique blend of rebellious charm, laid-back revelry, and welcoming eccentricity.

    Editor’s Choice: Top Key West Bars

    For the discerning traveler seeking the quintessential Key West Bars experience, our Editor’s Choice highlights three distinct establishments that capture the island’s multifaceted charm:

    • Fat Tuesday: For pure, unadulterated fun and the ultimate frozen cocktail experience, Fat Tuesday is your vibrant destination. With multiple locations on Duval and Front Streets, it’s famous for its expansive array of colorful daiquiris and slushy drinks, providing an instant party vibe and a refreshing cool-down for sun-soaked adventurers.
    • Sloppy Joe’s: A historic landmark synonymous with Ernest Hemingway, this iconic Duval Street institution offers a boisterous atmosphere filled with live music, dancing, and a palpable sense of history. It’s the go-to for classic Key West revelry and a must-visit for its legendary past.
    • The Roost: A more refined alternative, The Roost on Fleming Street offers a sophisticated escape from the Duval Street hustle. As a specialty wine, beer, and spirits shop with a cozy tasting room, it’s perfect for those who appreciate craft cocktails, fine selections, and an intimate, knowledgeable atmosphere.
    Sloppy Joe's Bar And Grill
    Sloppy Joe’s Bar And Grill
    The Roost
    The Roost
    Fat Tuesday
    Fat Tuesday
    Sloppy Joe's Key West

    201 Duval St
    Key West, FL 33040

    (305) 294-5717

    Sloppy Joe’s Bar Editor’s Choice: Top Key West Bars

    Sloppy Joe’s Bar, a true Key West legend, has been a cornerstone of the island’s vibrant history and nightlife since its establishment on the very day Prohibition was repealed in 1933 making it on of the top choices for Key West Bars. Originally located on Greene Street, this iconic watering hole famously moved to its current prominent spot on the corner of Duval and Greene streets in 1937, with patrons famously carrying their drinks and furniture down the block to ensure the party never stopped.

    Beyond its lively atmosphere of live music, dancing, and frosty cocktails, Sloppy Joe’s is most renowned for its deep connection to Ernest Hemingway, who was a devoted regular and close friend of the original owner, Joe Russell. The bar is a living museum of Hemingway memorabilia, photos, and artifacts, and continues to host the annual Hemingway Look-Alike Contest, drawing “Papas” from around the world. It’s a place where history, revelry, and Key West’s unique, free-spirited character converge, offering an unforgettable experience for both locals and visitors.

    The Roost Key West

    508 Fleming St
    Key West, FL 33040

    (305) 294-2600

    The Roost Editor’s Choice: Top Key West Bars

    The Roost is a sophisticated and intimate wine, beer, and spirits shop that doubles as a cozy tasting room. Far from the boisterous bar scene, The Roost offers a curated selection of fine wines, craft beers, and unique spirits, making it a destination for those seeking quality and a more relaxed atmosphere. The knowledgeable staff are passionate about their offerings and are happy to guide patrons through their extensive collection, whether for a purchase to take home or to enjoy on-site.

    With its inviting ambiance, often featuring soft lighting and comfortable seating, The Roost provides a perfect setting for a quiet evening, a thoughtful conversation, or simply a delightful exploration of beverages in the heart of Key West which makes it a top choice for Key West Bars.

    Fat Tuesday
    • Fat Tuesday Key West (Duval Street):
      • 305 Duval St
        Key West, FL 33040
      • (305) 296-9373
    • Fat Tuesday Key West (Front Street):
      • 431 Front St
        Key West, FL 33040

    Fat Tuesday Editor’s Choice: Top Key West Bars

    Fat Tuesday in Key West is a quintessential stop for anyone looking to cool down and get into the festive spirit with a refreshing, vibrant frozen concoction. With not one, but two convenient locations on both Duval Street and Front Street, this outpost of the famous New Orleans-inspired chain is all about fun, flavor, and an instant party vibe.

    The atmosphere is consistently lively and upbeat, often featuring pumping music that encourages dancing and good times. Patrons flock to its signature rows of brightly colored slushy machines, offering an extensive menu of daiquiris and frozen drinks that pack a punch. It’s the perfect spot to grab a massive, sweet, and icy beverage to sip while strolling down Duval or to kick-start a night of revelry, embodying the carefree, indulgent side of Key West’s nightlife making it another top Key West Bars.

    The Rum Bar Key West

    1117 Duval St
    Key West, FL 33040

    (305) 296-2680

    The Rum Bar

    The Rum Bar, nestled within the historic Speakeasy Inn on Duval Street, is a true connoisseur’s haven, a more refined and intimate escape from the boisterous energy of the main strip. This cozy, dimly lit establishment is dedicated to the art and history of rum, boasting an astonishing collection of over 250 different varieties from around the globe, making it a pilgrimage site for enthusiasts.

    The knowledgeable bartenders are passionate guides, eager to share their expertise and craft bespoke cocktails that highlight the nuances of each spirit. With its exposed brick, comfortable seating, and a small, inviting outdoor patio, The Rum Bar cultivates a sophisticated yet relaxed atmosphere, perfect for savoring complex flavors, engaging in quiet conversation, and truly appreciating the diverse world of rum in an authentic Key West setting.

    The Green Parrot Key West

    601 Whitehead St
    Key West, FL 33040

    (305) 294-6133

    The Green Parrot

    The Green Parrot Bar is a legendary Key West institution, standing as a vibrant testament to the island’s quirky, laid-back charm since 1890. Eschewing the polished glitz of some Duval Street spots, the Parrot embraces its dive bar roots, offering an authentic “sunny place for shady people” vibe that instantly puts visitors at ease. Its open-air setting and worn-in interiors, adorned with an eclectic mix of local art, historical photos, and, of course, parrot paraphernalia, create an atmosphere that feels genuinely unpretentious and inviting.

    Famous for its consistently excellent live music, ranging from blues and funk to rock and reggae, the bar pulses with an infectious energy that often spills out onto the street. With its strong, affordable drinks, friendly local crowd, and unique character, the Green Parrot offers a true, unvarnished taste of Key West’s bohemian soul.

    Capt Tony's Saloon Key West

    428 Greene St
    Key West, FL 33040

    (305) 294-1838

    Capt Tony’s Saloon

    Captain Tony’s Saloon is more than just a bar; it’s a living relic steeped in Key West’s colorful and sometimes eerie history. Housed in a building that has served as an icehouse, a morgue (with a “hanging tree” still growing through the bar!), a wireless telegraph station, a cigar factory, and a bordello, it truly has seen it all. This dimly lit, rustic establishment is famously the original location of Sloppy Joe’s, where Ernest Hemingway himself was a regular.

    Today, its low ceilings are draped with thousands of ladies’ bras, its walls are adorned with quirky memorabilia, and every surface seems to tell a story. It’s a place where history and legend intertwine, with live music often filling the air and a genuine, unpretentious atmosphere inviting locals and visitors alike to pull up a stool (some famously painted with the names of celebrities) and soak in the raw, authentic spirit of old Key West.

    Smallest Bar In Key West

    124 Duval St
    Key West, FL 33040

    (305) 294-8507

    Smallest Bar in Key West

    Tucked away on a quaint Duval Street alley, the aptly named Smallest Bar in Key West is a charming and quirky gem that lives up to its moniker. This minuscule establishment, little more than a window with a few stools, offers an intimate and highly memorable drinking experience. Despite its compact size, it boasts a surprisingly robust selection of libations, with a particular fame for its potent and delicious Key Lime Pie shots, a must-try for any visitor.

    The limited space fosters a friendly, chatty atmosphere, often leading to impromptu conversations and shared laughs with fellow patrons and the quick-witted bartenders. It’s less about expansive seating and more about the novelty, the photo opportunity, and the unique, cozy charm that makes it an essential, if fleeting, stop on any Key West bar crawl.

    Schooner Wharf Key West

    202 William St
    Key West, FL 33040

    (305) 292-9520

    Schooner Wharf Bar

    Schooner Wharf Bar truly embodies the spirit of “Old Key West,” standing as a beloved, open-air institution right on the Historic Seaport. This rustic, charming watering hole feels like a living postcard, with its weathered wooden decks, eclectic nautical decor, and unparalleled views of the working harbor, complete with fishing boats and majestic schooners gliding by. Known for its laid-back, unpretentious atmosphere, it draws a colorful crowd of salty locals, seasoned sailors, and curious tourists, all mingling to the rhythm of live music that flows continuously from morning till night.

    Whether you’re savoring fresh seafood like peel-and-eat shrimp and conch fritters, enjoying a classic Rum Runner, or simply soaking in the quintessential island breeze, Schooner Wharf offers a genuine slice of Key West’s maritime soul, making it a place where hours can effortlessly melt into memories.

    Hard Rock Cafe Key West

    313 Duval St
    Key West, FL 33040

    (305) 293-0230

    Hard Rock Cafe

    The Hard Rock Cafe in Key West offers a distinct blend of the iconic global brand with a unique island twist. Housed within a beautiful, historic three-story Victorian-style mansion on bustling Duval Street, it transcends a typical restaurant, inviting guests to step into a vibrant museum of rock ‘n’ roll history. Inside, the walls are adorned with an impressive collection of music memorabilia, from signed guitars to legendary costumes, creating an immersive, high-energy atmosphere.

    While serving up its renowned menu of authentic American cuisine – think juicy burgers, hearty ribs, and classic desserts – the Key West location also infuses local flavors, catering to both the loyal Hard Rock fans and those seeking a taste of the Keys. Adding to its intrigue, the building is rumored to be haunted by the ghost of its original owner, Robert Curry, offering a uniquely spooky element to the otherwise lively dining and entertainment experience.

    Willie T's Bar Key West

    525 Duval St
    Key West, FL 33040

    (305) 294-7674

    Willie T’s

    Willie T’s is a true Key West icon, an open-air oasis right in the heart of Duval Street’s lively bustle. What immediately strikes visitors is the extraordinary “dollar bill decor” – thousands upon thousands of signed dollar bills stapled to nearly every surface, creating a unique, ever-evolving tapestry of global visitors.

    This vibrant backdrop perfectly complements the bar’s infectious energy, driven by continuous live music from morning until late night, often spilling out onto the sidewalk and inviting passersby to join the party. Renowned for its signature “Mo-He-Toes” mojitos and a rotating menu of tempting drink specials, Willie T’s also serves up a diverse array of island-inspired dishes, from fresh seafood to gourmet pizzas, ensuring that whether you’re seeking a lively lunch, a festive dinner, or simply a refreshing tropical drink, you’re guaranteed a quintessential Key West experience.

    Rick's Bar Key West

    202 Duval St
    Key West, FL 33040

    (305) 296-489

    Rick’s Bar

    Rick’s Bar, officially part of the larger Rick’s & Durty Harry’s Entertainment Complex, is a high-energy cornerstone of Key West’s legendary Duval Street nightlife. It’s not just one bar, but a multi-faceted playground designed for every kind of party-goer. Downstairs, you’ll find the original Rick’s, which transforms from a lively spot for live music during the day into a booming karaoke bar by night, inviting revelers to unleash their inner rock star.

    Upstairs, the vibe shifts to a full-on dance club, boasting Key West’s largest dance floor, a state-of-the-art laser and light show, and pulsating beats from a live DJ, with a scenic balcony offering prime views of the Duval Street action. With numerous distinct bars scattered throughout the complex, including specialty cocktail spots and even a gentlemen’s club, Rick’s truly embodies the “eight famous bars, one awesome night” slogan, providing an unforgettable, dynamic, and often wild Key West experience.

    Hog's Breath Saloon Key West

    400 Front St
    Key West, FL 33040

    (305) 296-4222

    Hog’s Breath Saloon

    Step into the raucous, no-frills embrace of Hog’s Breath Saloon, where the air hums with live music and the clinking of glasses. This iconic Key West institution, famously declaring “Hog’s Breath is Better Than No Breath At All,” offers an authentic slice of island life. Its open-air setting, often spilling out onto the sidewalk, invites a lively mix of sun-kissed tourists and seasoned locals to gather under the swaying palms.

    Inside, rustic wooden interiors are adorned with eclectic nautical memorabilia and the bar’s signature hog imagery, creating a laid-back, unpretentious vibe. From frosty beers to tropical cocktails, patrons unwind to the sounds of talented bands, making it a quintessential stop for anyone seeking a true taste of Key West’s legendary revelry.

  • Key West Restaurants

    Key West Restaurants

    Enjoy Restaurants In Key West

    Key West Restaurants

    Key West Restaurants scene is as vibrant and eclectic as the island itself, offering a delectable journey for every palate. From charming, open-air eateries where roosters roam freely, to upscale waterfront establishments boasting breathtaking sunset views, the culinary landscape here is infused with a unique blend of Caribbean, Cuban, and fresh Floridian flavors. Whether you’re seeking the freshest seafood straight from the turquoise waters, authentic island comfort food, or a sophisticated fine-dining experience, Key West Restaurants invites you to savor its distinctive tastes in settings that are as memorable as the cuisine itself.

    Editor’s Choice: Top Key West Restaurants

    Embark on a captivating culinary journey in Key West, where vibrant flavors and unique atmospheres come alive! Our Key West Restaurants editors have hand-picked three stand-out restaurants for unforgettable dining experiences:

    • Latitudes (on Sunset Key): For a truly enchanting escape, take a complimentary ferry to Latitudes on Sunset Key. Here, exquisite, seasonally-inspired cuisine is perfectly paired with breathtaking ocean views and spectacular sunsets—ideal for romance or a special occasion.
    • Blue Heaven: If you crave authentic island charm, Blue Heaven offers a whimsical al fresco setting with roaming chickens and cats. Savor their legendary Key Lime Pie and Caribbean-American delights that capture the true spirit of Key West.
    • Santiago’s Bodega: For a lively, social dining experience, Santiago’s Bodega invites you to savor a vibrant array of Spanish-inspired tapas. Their small plates are perfect for sharing and exploring an exciting medley of flavors.

    These Top Key West Restaurants represent the best of Key West’s diverse and delectable dining scene, promising to tantalize your taste buds and create lasting memories.

    Latitudes Restaurant Key West
    Latitudes Restaurant Key West
    Blue Heaven Restaurant
    Blue Heaven Restaurant
    Santiago's Bodega
    Santiago’s Bodega
    Latitudes Restaurant

    245 Front St
    Key West, FL 33040 (Sunset Key Cottages)

    (305) 292-5394

    Latitudes

    For an unparalleled dining experience in Key West, Latitudes on Sunset Key offers an idyllic escape that perfectly blends fine dining with breathtaking natural beauty. Just a short, complimentary ferry ride across the water, this exquisite restaurant provides a truly romantic and luxurious setting, renowned for its oceanfront tables and spectacular sunset views. The menu focuses on seasonal, locally sourced ingredients, transforming them into elegant American-Caribbean cuisine that delights the senses, from fresh seafood to prime cuts. Whether you’re celebrating a special occasion or simply seeking an unforgettable meal in a serene, upscale environment, Latitudes promises an evening of culinary excellence set against one of the most stunning backdrops in the Florida Keys.

    Blue Heaven Restaurant

    729 Thomas St
    Key West, FL 33040

    (305) 296-8666

    Blue Heaven

    Blue Heaven in Key West offers an undeniably unique dining experience, celebrated for its whimsical outdoor setting where chickens and cats freely roam, all beneath the shade of a majestic kapok tree. This historic spot, once a bordello and cockfighting ring, now serves up delicious Caribbean-American cuisine for breakfast, lunch, and dinner. You can savor their legendary towering Key Lime Pie, famous for its meringue, or enjoy the flavorful Lobster “BLT” Benedict at breakfast and Jamaican Jerk Chicken for dinner, all while soaking in the lively atmosphere and often enjoying live music. It’s a truly authentic Key West institution, though be prepared for a wait, especially for breakfast, as dinner reservations are recommended.

    Santiago's Bodega

    7305, 207 Petronia St #101, Key West, FL 33040

    (305) 296-7691

    Santiago’s Bodega

    Nestled slightly off the main bustle of Duval Street, Santiago’s Bodega brings a vibrant taste of global-inspired tapas to Key West, making it a favorite for both locals and visitors seeking a dynamic dining experience. This charming restaurant embraces a cozy, eclectic atmosphere with warm lighting and colorful art, creating an inviting space perfect for shared plates and lively conversation. Their extensive menu features an array of small, exquisitely crafted dishes ranging from the famous spinach and goat cheese salad to succulent beef tenderloin with blue cheese butter, ensuring there’s something to tantalize every palate. Don’t miss their highly praised sangria, the ideal complement to an evening of culinary adventure in this beloved Key West gem.

    Cafe Marquesa

    600 Fleming St
    Key West, FL 33040.

    (305) 292-1244.

    Cafe Marquesa

    Nestled within the charming Marquesa Hotel, Café Marquesa stands as a beacon of refined dining in Old Town Key West, consistently earning accolades for its exquisite “Contemporary American Cuisine.” Here, the culinary team masterfully blends the freshest local seafood, prime meats, and seasonal produce with classic preparations and inventive flair, resulting in dishes that are both sophisticated and comforting. The intimate, elegant ambiance, complete with hand-painted trompe l’oeil walls and warm lighting, creates the perfect setting for a memorable evening, whether you’re celebrating a special occasion or simply savoring the island’s unique flavors. From the freshly baked breads to the meticulously crafted desserts, every detail at Café Marquesa contributes to an exceptional and truly “homespun” fine dining experience.

    Louie's Backyard

    700 Waddell Ave
    Key West, FL 33040

    (305) 294-1061.

    Louie’s Backyard

    Perched directly on the Atlantic Ocean, Louie’s Backyard offers a quintessential Key West dining experience, blending upscale cuisine with a captivating, relaxed atmosphere. Housed in a historic conch house, this beloved institution provides diners with breathtaking oceanfront views, especially renowned for its sunset vistas. The menu celebrates fresh, local seafood and creative Caribbean-American flavors, thoughtfully crafted to highlight the island’s bounty. Whether you’re indulging in a fine dining experience on the main deck or enjoying more casual fare and cocktails at the lively Afterdeck Bar, Louie’s Backyard effortlessly combines culinary excellence with the laid-back charm of the Florida Keys, making every visit a memorable occasion.

    Seven Fish

    921 Truman Ave
    Key West, FL 33040

    (305) 296-2777

    Seven Fish

    Tucked away off the main bustle of Duval Street, Seven Fish offers a beloved local experience, celebrating fresh seafood with a creative and unpretentious flair. This charming bistro has built a reputation over two decades for its commitment to simple, good food, where daily catches are transformed into dishes bursting with flavor. Whether you’re savoring their renowned Thai Curry Snapper, enjoying a perfectly prepared fresh fish, or exploring other innovative options, Seven Fish consistently delivers a memorable and delicious meal in a relaxed, inviting setting that feels like a true Key West classic.

    El Siboney Restaurant

    900 Catherine St
    Key West, FL 33040

    (305) 296-4184

    El Siboney Restaurant

    For an authentic and unpretentious taste of Cuba in Key West, look no further than El Siboney Restaurant. This beloved, family-owned establishment has been a local favorite for decades, consistently serving up generous portions of classic Cuban comfort food in a casual, bustling atmosphere. From their succulent roast pork and flavorful Vaca Frita to hearty Ropa Vieja and the perfect Cuban sandwich, every dish is prepared with traditional recipes that transport you straight to the streets of Havana. It’s the kind of place where locals gather, families share meals, and visitors discover the true, delicious essence of Key West’s vibrant Cuban heritage.

    Sandbar Sports Grill

    511 Greene St
    Key West, FL 33040

    (305) 916-5530

    Sandbar Sports Grill
    (AKA Pickle’s Pub)

    For a lively and laid-back atmosphere perfect for catching a game or enjoying casual bites, Sandbar Sports Grill delivers on all fronts. Situated conveniently near the action of Duval Street, this popular spot offers a classic sports bar experience with a definite Key West twist. Their menu features a satisfying array of pub favorites and island-inspired dishes, from crispy wings and hearty burgers to fresh seafood options like their signature fish tacos and conch fritters. With plenty of screens to catch your favorite teams, a friendly vibe, and a full bar offering a wide selection of drinks, Sandbar Sports Grill is the ideal destination for a fun and relaxed meal after a day of exploring the island.

  • Margaritaville Beach House

    Margaritaville Beach House

    Margaritaville Beach House Key West

    Margaritaville Beach House Aerial View
    Margaritaville Beach House Aerial View

    2001 S Roosevelt Blvd
    Key West, FL 33040

    Quick Facts

    • Check-in Begins at 4:00 PM
    • Check-out is at 11:00 AM

    Margaritaville Beach House Key West
    Services

    Enhanced Comforts for Your Stay

    The guest rooms at Margaritaville Beach House Key West provide a spacious and inviting sanctuary, thoughtfully designed to embody the relaxed, carefree spirit of a Margaritaville escape. Following the extensive $18 million renovation, each room reflects a fresh, contemporary island aesthetic, often featuring bright, airy decor and comfortable furnishings that invite you to unwind.

    Guests can expect a host of modern amenities aimed at ensuring a seamless and enjoyable stay, from plush bedding that promises a restful night’s sleep to convenient features that cater to both relaxation and productivity. These well-appointed accommodations serve as a perfect, tranquil haven, providing an ideal home base for recharging after a day of exploring Key West’s vibrant attractions or simply soaking up the sun by the resort’s pool.

    Margaritaville Beach House Waterfall

    Pool Waterfall

    The pool at Margaritaville Beach House Key West features a captivating waterfall that cascades into the water, adding a dynamic yet serene element to the tropical ambiance. This beautiful water feature enhances the resort’s laid-back atmosphere, providing a soothing soundtrack to your relaxation whether you’re swimming or lounging poolside. It’s a focal point that perfectly complements the island escape experience.

    Margaritaville Beach House Gift Shop

    Gift Shop

    The gift shop at Margaritaville Beach House Key West offers a curated selection of souvenirs and island-inspired merchandise, perfect for remembering your trip or finding a unique gift. From Margaritaville-branded apparel and accessories to local crafts and whimsical decor, you’ll find a variety of items that capture the laid-back spirit of Key West and the iconic Margaritaville lifestyle. It’s the ideal spot to pick up a memento of your tropical escape.

    Margaritaville Beach House Fins Up Fitness Center

    Fins Up Fitness Center

    The Fins Up! Fitness Center at Margaritaville Beach House Key West offers a well-equipped space for guests to maintain their workout routine while enjoying their island getaway. With a selection of cardio machines and cable weights, it provides ample opportunity to get your heart rate up and stay active between relaxing by the pool or exploring Key West. This modern gym aims to help you keep your physique in tune with the laid-back Margaritaville vibe.

    What people are saying

    • Yanelis
      • young couple
      • Very good (10)
    • Julie
      • young couple
      • overall good stay (8)
      • comfortable room
      • helpful staff
    • Kamme
      • family with young children
      • Good (7)
    • Joy
      • group traveler
      • Exceptional (10)
    Customer Reviews

    Margaritaville Beach House Key West Amenities

    Popular Amenities

    • Swimming Pool
    • Pets Allowed
    • Restaurant
    • Facilities for disables guests
    • Non-smoking rooms
    • Family Rooms
    • Business center

    Other Amenities

    • Luggage storage
    • Poolside Bar
    • Poolside Cabana
    • Shuttle service (charge)
    • Fitness center (surcharge)
    • Hot tub/jacuzzi
    • Golfing on-site
  • Almond Tree Inn

    Almond Tree Inn

    Almond Tree Inn Adults Only Key West

    Almond Tree Inn Adults Only Key West
    Almond Tree Inn Adults Only Key West

    512 Truman Ave
    Key West, FL 33040

    Quick Facts

    • Check-in Begins at 4:00 PM
    • Check-out is at 11:00 AM

    Almond Tree Inn Adults Only Key West
    Services

    Enhanced Comforts for Your Stay

    Step into your Key West escape at our smoke-free, 22-room inn, where Caribbean-contemporary style meets lush tropical landscaping. You’ll find a serene pool, complete with a waterfall and hot tub, perfect for unwinding. Start your day right with a complimentary continental breakfast, and join us each evening for our sunset happy hour from 5 pm to 7 pm, featuring free beer, wine, and soft drinks.

    Almond Tree Inn Waterfall

    Pool Waterfall

    The Almond Tree Inn’s inviting pool area is enhanced by a tranquil waterfall, which gracefully cascades into the water, creating a soothing ambiance that perfectly complements the lush tropical landscaping and Caribbean-contemporary design of the inn.

    Almond Tree Inn Rentals

    Rentals

    Explore Key West at your own pace with convenient bike rentals available right at the Almond Tree Inn. Cycling is truly one of the best ways to experience the island’s charm, allowing you to effortlessly discover hidden gems and soak in the vibrant atmosphere. Pedaling through the streets lets you embrace the laid-back island vibe, ensuring a memorable and active way to see all that Key West has to offer.

    Almond Tree Inn Pool

    Pool Oasis

    The heart of the Almond Tree Inn’s tropical oasis is its inviting pool, a refreshing retreat surrounded by lush landscaping. Here, you can enjoy a leisurely swim or simply relax by the water, enhanced by the soothing sound of a cascading waterfall. Adjacent to the pool, a bubbling hot tub offers an ideal spot for unwinding after a day of exploring Key West, making it a perfect complement to your tranquil island escape.

    What people are saying

    • Thomas
      • young couple
      • Good (9)
      • Overall, very nice
      • Breakfast was good
    • Jim
      • young couple
      • Superb (9)
    • Dave
      • young couple
      • Excellent (5)
      • Clean Very friendly staff Great location Nice pool Nice breakfast Happy hour
    • Patrice
      • group
      • Pleasant (6)
    Customer Reviews

    Almond Tree Inn Adults Only Key West Amenities

    Popular Amenities

    • Swimming Pool
    • E-bike charging station
    • Terrace
    • Facilities for disables guests
    • Non-smoking rooms
    • Soundproof Rooms
    • Luggage storage

    Other Amenities

    • Happy Hour
    • Pool Waterfall
    • Hot tub/jacuzzi
    • Pool lift
    • Complimentary Wi-Fi
    • Free pool cabanas
    • Japanese Garden