This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to view the sharks. Delight in close-up views of sharks and a variety of other marine life. In this eco-friendly catamaran, travel through shallow waters to a location a few miles from shore, observing dolphins, stingrays, barracudas and native birds along the way. Bait is used to attrac…
★★★★★★★★★★5.0(3,419)Rated 5.0 out of 5 from 3419 reviews2 hFree cancellation
Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the islands top attractions with your own friendly knowledgable guide! Cruise Old Town, visit iconic landmarks, and hear stories about some of the colorful characters that have called Key West home. You will get the best Key West photos and see more in two hours then most visitors see their entire trip to…
★★★★★★★★★★4.9(2,744)Rated 4.9 out of 5 from 2744 reviews2 hFree cancellation
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
Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove creeks and paddle through inches of water, where you can easily view and learn about the geological structure of the Keys along with its inhabitants, all from the comfort of your kayak. Your adventure wil…
★★★★★★★★★★4.9(2,395)Rated 4.9 out of 5 from 2395 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
This trip combines sailing, snorkeling, kayaking, and local insight in a laid-back, small-group setting. You'll sail on an authentic schooner into the calm, protected waters of the Key West National Wildlife Refuge—a remote area only accessible by boat. With group sizes limited to 20 guests, the experience feels personal, spacious, and relaxed! Our crew truly sets us apart. They’re knowledgeable,…
★★★★★★★★★★4.9(1,833)Rated 4.9 out of 5 from 1833 reviews4 h 30 minFree cancellation
The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a selection of craft and domestic beers and light hors d'oeuvres including crudites, meats, cheeses, crackers, f…
★★★★★★★★★★4.9(1,489)Rated 4.9 out of 5 from 1489 reviews2 hFree cancellation
Voted Key West’s Best Jet Ski Tour – With Over 15,000 5-Star Reviews & Over 20 Years Experience. Get ready for the ultimate Key West adventure as you ride a jet ski around the entire island on a guided 28-mile tour. This top-rated experience includes everything, no hidden fees, no surprise charges. You’ll enjoy a free second rider & complimentary shuttle pickup. Our expert guides will lead the wa…
★★★★★★★★★★4.8(1,476)Rated 4.8 out of 5 from 1476 reviews1 h 30 minFree 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
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise is legendary. Being out on the water for a Key West sunset is like being IN the sunset itself. There is nothing quite like it. Who knows, you may get lucky enough to witness that elusive green flash!
★★★★★★★★★★4.9(991)Rated 4.9 out of 5 from 991 reviews1 h 30 minFree cancellation
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West on this Old Town trolley tour.
★★★★★★★★★★4.5(1,805)Rated 4.5 out of 5 from 1805 reviews1 h 30 minFree cancellation
Fury's Dolphin Watch & Snorkel Tour offers a unique blend of wildlife observation and snorkeling in Key West. Aboard our state-of-the-art 45-foot power catamaran, you’ll cruise the sparkling waters of the Gulf of Mexico, witnessing bottlenose dolphins in their natural habitat. Our expert guides provide fascinating insights into dolphin behavior, and as the only Dolphin SMART-certified operator in…
★★★★★★★★★★4.7(1,247)Rated 4.7 out of 5 from 1247 reviews3 hFree cancellation
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. Sit back and relax as your captain sails you ef…
★★★★★★★★★★4.9(894)Rated 4.9 out of 5 from 894 reviews2 hFree cancellation
Danger Charters is the only tour operator in Key West offering sailing excursions on a historic schooner into the remote backcountry of the National Wildlife Refuge. Our trips are truly small-group, with a max of around 20 guests, so you'll never feel crowded—whether you're snorkeling, kayaking, or relaxing on deck. On the Premium Day Trip, we often stop at a shallow sandbar, a guest favorite for…
★★★★★★★★★★4.9(850)Rated 4.9 out of 5 from 850 reviews6 h 30 minFree cancellation
Envision yourself swimming freely among the vibrant fish of the Florida Keys during a 3 hour Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling among coral reefs and includes beverages. You may even spot a pod of dolphins or sea turtles drifting by.
★★★★★★★★★★4.4(1,622)Rated 4.4 out of 5 from 1622 reviews3 hFree cancellation
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
Step aboard Fury's Commotion on the Ocean, the only sunset cruise in Key West featuring a live full band! Sail aboard our luxurious 65-foot catamaran for a two-hour cruise and experience a world-famous Key West sunset as vibrant colors reflect across the Gulf waters. Enjoy complimentary margaritas, champagne, beer, and wine, along with a delicious selection of appetizers, including an antipasti p…
★★★★★★★★★★4.6(1,062)Rated 4.6 out of 5 from 1062 reviews2 hFree cancellation
100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the blueish-green waters. Eco-Tours with Marine Viewing: Our eco-tours immerse you in the rich ecosystem of the Florida Keys. Watch for starfish, nurse sharks, jellyfish, stingrays, and many other marine creatures as they go about their dail…
★★★★★★★★★★4.9(751)Rated 4.9 out of 5 from 751 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 your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.
★★★★★★★★★★4.4(1,417)Rated 4.4 out of 5 from 1417 reviews1 hFree cancellation
This isn’t your average ghost tour. Key West Ghost and Mysteries is a locally owned and operated family business offering a small, intimate experience that lets you hear every story, ask questions, and truly connect with your guide. Along the way, you’ll not only hear eerie ghost tales but also discover fascinating Key West history and colorful local lore that bring the island’s haunted past to l…
★★★★★★★★★★4.5(1,136)Rated 4.5 out of 5 from 1136 reviews1 h 30 minFree 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
Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and Principal Engineer known for his high-efficiency catamaran designs, to build the perfect boat for our trips from scratch. Our amazing crew are closely trained by our Honest Eco Biologists. Crew training starts on land with research and miss…
★★★★★★★★★★4.9(598)Rated 4.9 out of 5 from 598 reviews4 hFree cancellation
