Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine or your favorite cocktail and feasting on shrimp cocktail on your way to the best sunset viewing spot. You'll enjoy twilight views of the island as you watch the famous Key West sunset from the water. N…
★★★★★★★★★★4.7(3,886)Rated 4.7 out of 5 from 3886 reviews2 hFree cancellation
Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the touristy streets, as your guide shares insights about city…
★★★★★★★★★★4.9(1,975)Rated 4.9 out of 5 from 1975 reviews3 hFree cancellation
Avoid the crowds and Sail on Key West’s beautiful shallow waters on this Adults Only Sunset & Moët cruise, to sip Moët & Chandon champagne and indulge your palate while being washed in the colors of the Key West sunset! Included in the tour price is bottomless house champagne Chandon Brut, 8 premium red and white still wines, ice-cold beers & White Claws, and a champagne-inspired Gourmet Cheese B…
★★★★★★★★★★4.9(1,016)Rated 4.9 out of 5 from 1016 reviews2 h
Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. Climb aboard our custom luxury catamaran for a sunset trip out into the Key West sunset. As our live performer fills the air with tropical vibes, our onboard chef will fill your plates with tropical cuisine and our bartenders will fill your cups with tropical…
★★★★★★★★★★4.3(1,958)Rated 4.3 out of 5 from 1958 reviews2 hFree cancellation
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the tropical neighborhood streets. This small-group tou…
★★★★★★★★★★4.9(683)Rated 4.9 out of 5 from 683 reviews3 hFree cancellation
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era, each of it’s 5 stops revealing a new secret. Travel off Duval Street and into neighborhood bars that…
★★★★★★★★★★4.9(596)Rated 4.9 out of 5 from 596 reviews3 hFree cancellation
Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to the dolphin playground in the Florida Marine Sanctuary for some dolphin watching. With picturesque views of the Gulf of Mexico and expert guides providing insights into the history & ecology of the area, guests can relax at the sandbar while our crew fills your cups with u…
★★★★★★★★★★4.8(705)Rated 4.8 out of 5 from 705 reviews5 hFree cancellation
Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light Breakfast and sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided and if you need help our professional crew will give you instruction on how to snorkel. After your snorkel we have fresh water showers so you can…
★★★★★★★★★★4.5(745)Rated 4.5 out of 5 from 745 reviews3 hFree cancellation
Discover the flavors of paradise on our Key West food tour through the colorful streets of Old Town. Guided by locals, you’ll enjoy 5+ tastings that celebrate the island’s unique mix of Cuban, Caribbean, and Floridian influences. Start with a refreshing iced coffee before biting into golden, crispy conch fritters—a true island classic. Savor authentic Cuban cuisine that reflects Key West’s cultur…
★★★★★★★★★★4.8(321)Rated 4.8 out of 5 from 321 reviews2 h 30 minFree cancellation
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • Great Appetizers Welcome aboard Key West's newest catamaran, the "Sandie Cat" as we literally sail off into the sunset. This trip includes live local music, great appetizers and an open well bar. This is a perfect way to end the day and start the night.
★★★★★★★★★★4.5(422)Rated 4.5 out of 5 from 422 reviews2 hFree cancellation
For the quintessential Key West adventure, don't miss the 'Duval Crawl' pub crawl! Immerse yourself in the island's iconic and buzzing bar culture. Join the original Key West Pub Crawl, a local favorite since 2002. Your ticket includes five refreshing drinks and a memorable souvenir T-shirt – the perfect way to experience Duval Street after dark!
★★★★★★★★★★4.6(376)Rated 4.6 out of 5 from 376 reviews2 h 30 minFree cancellation
You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville. Musician Jimmy Buffett arrived in Key West 50 years ago in 1971. This walking tour will take you to the locations around Old Key West that inspired his songs, where he played his first gig, some of his favorite watering holes, places he ate, bars he played i…
★★★★★★★★★★4.6(328)Rated 4.6 out of 5 from 328 reviews1 h 30 minFree cancellation
Get ready for the thrill of a lifetime with our Do It All Watersports Combo, the ultimate way to experience the best of Key West! Dive into 10 exhilarating activities packed into one unforgettable day: jet skiing, parasailing, snorkeling, banana boat rides, kayaking, paddleboarding, a water trampoline, an inflatable slide, a climbing iceberg, and a waterslide! Hop aboard the lively Party Cat and…
★★★★★★★★★★4.5(374)Rated 4.5 out of 5 from 374 reviews6 hFree cancellation
“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure cruise. Our 2 hour Key West Cocktail Cruise is what happens when true Hospitality Professionals take you out for an evening on the water! You’ll never find Sierra Mist in our Margaritas — just natural ingredients, hand-crafted to perfection and served with…
★★★★★★★★★★4.9(186)Rated 4.9 out of 5 from 186 reviews2 h
Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vessel for a day of exploration and relaxation. Sailing away from the bustling Key West harbor, feel the gentle breeze on your skin and the warmth of the tropical sun overhe…
★★★★★★★★★★4.7(213)Rated 4.7 out of 5 from 213 reviews3 hFree cancellation
Picture yourself aboard our unique tiki boat, the Lazy Lady, cruising through the crystal-clear waters toward a secluded sandbar. The sun is shining bright, and the air is filled with the scent of salt and sunshine. As you approach the sandbar, the boat glides over shallow waters, revealing stretches of soft, white sand inviting you to explore. Once you anchor, the fun begins! You can jump off th…
★★★★★★★★★★4.7(206)Rated 4.7 out of 5 from 206 reviews3 h 30 minFree cancellation
The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island o…
★★★★★★★★★★4.8(74)Rated 4.8 out of 5 from 74 reviews4 hFree cancellation
Learn the History of Tiki and How to Make Authentic Tiki Cocktails! Curious about the history of tiki? Want to make authentic tiki cocktails? Our tiki workshop is a two hour intimate learning experience where we guide you through the fundamentals of tiki mixology while teaching you the who, why and when of tiki culture. We'll show you how to do a proper rum tasting and how to light drinks on fire…
★★★★★★★★★★4.7(79)Rated 4.7 out of 5 from 79 reviews2 hFree cancellation
One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service being set to premium standards! We offer a more intimate experience with less crowded excursions for the comfort of all of our guests.
★★★★★★★★★★4.8(64)Rated 4.8 out of 5 from 64 reviews4 hFree cancellation
Step inside one of Key West’s most storied historic buildings and settle into our stunning, state-of-the-art open kitchen for an unforgettable culinary journey. Sit back, relax, and watch our expert chefs bring vibrant, island-inspired dishes to life right before your eyes with dynamic technique and local flair. As you savor every delicious bite, hear fascinating tales of Key West’s rich culinary…
★★★★★★★★★★4.8(50)Rated 4.8 out of 5 from 50 reviews1 hFree cancellation
Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing mom…
★★★★★★★★★★5.0(7)Rated 5.0 out of 5 from 7 reviews1 h 30 minFree cancellation
A quick culinary adventure awaits at the Exclusive Key Lime Pie Show in the vibrant heart of Mallory Square. In just 30 minutes, discover the secrets to crafting the iconic Key lime pie, from mastering the graham cracker crust to achieving that perfect, creamy filling. After the lively demonstration, savor a slice of the world-famous pie, made without any green food coloring. Plus, take home the…
★★★★★★★★★★5.0(3)Rated 5.0 out of 5 from 3 reviews30 minFree cancellation
Step into the world of rum and discover the art of crafting exquisite cocktails at a hands-on masterclass. Whether you're a novice or a seasoned mixologist, this class offers something for everyone. Guided by expert bartenders, you'll uncover the secrets behind both classic and contemporary rum cocktails. Dive into a variety of rum styles, including two local treasures: First Legal Rum, celebrate…
