Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 2.5 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West. As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Tay…
★★★★★★★★★★4.6(770)Rated 4.6 out of 5 from 770 reviews2 h 30 minFree cancellation
Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore this charming tropical paradise on a leisurely train ride…
★★★★★★★★★★4.5(907)Rated 4.5 out of 5 from 907 reviews1 hFree cancellation
Fury's Island Adventure Eco Tour is the perfect blend of relaxation and adventure, all in a crowd-free, serene environment. The tour takes you to hidden sandbars and crystal-clear waters, offering a rare chance to explore secluded spots in the Florida Keys that are known only to locals. You can unwind on a pristine sandbar, enjoy water activities like paddleboarding and kayaking, or take a guided…
★★★★★★★★★★4.7(629)Rated 4.7 out of 5 from 629 reviews3 h 30 minFree cancellation
Experience Key West like never before on Fury’s 90-Minute Jet Ski Tour! Perfect for adrenaline junkies, this thrilling 28-mile adventure takes you around the island’s stunning coastline, and scenic backcountry. Ride solo or with friends and enjoy the speed and beauty this tour has to offer. Book for one and bring a companion for free! You'll hop aboard our brand-new Sea-Doo Jet Skis- the most adv…
★★★★★★★★★★4.6(676)Rated 4.6 out of 5 from 676 reviews1 h 30 minFree cancellation
Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you can easily and safely breathe underwater without heavy, cumbersome dive gear. Discover amazing coral formations, schools of tropical fish, and swim alongside colorful creatures as you glide effortlessly beneath the waves.
★★★★★★★★★★4.8(517)Rated 4.8 out of 5 from 517 reviews3 h 30 min
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling wine, beer, sangria or margaritas on board the boat. . As you sail through the water, admire views of the island with a cold beverage in hand — the perfect way to end a beautiful day in paradise.
★★★★★★★★★★4.6(597)Rated 4.6 out of 5 from 597 reviews1 h 30 minFree cancellation
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour trip out to the reef, we will have you there for an hour and then a one hour journey back to our dock. We will provide instruction on how to use the equipment but recommen…
★★★★★★★★★★4.7(569)Rated 4.7 out of 5 from 569 reviews3 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
Fury’s Key West Parasailing offers an exhilarating way to experience the stunning beauty of Key West from the sky. This unique adventure combines breathtaking views with the thrill of flight, making it a must-do for both beginners and seasoned adventurers. As you take off, you'll feel the rush of soaring above the azure waters, enjoying bird’s-eye views of the island that are truly unmatched. You…
★★★★★★★★★★4.8(448)Rated 4.8 out of 5 from 448 reviews50 minFree cancellation
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. We limit passengers to just 36, guaranteeing you'll have room to move about and have an intimate evening experience. Feel the sense of adventure as the crew hoi…
★★★★★★★★★★5.0(368)Rated 5.0 out of 5 from 368 reviews2 hFree cancellation
Join us for the ultimate sandbar adventure in Key West. This trip combines the best activities Key West has to offer. We will cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles. Keep your eyes peeled as you never know which of the over 500 marine species of wildlife you will encounter. Our expert guides will take you to the best spots to…
★★★★★★★★★★4.8(430)Rated 4.8 out of 5 from 430 reviews5 hFree cancellation
Billy started his Island Jet Ski Tour in 1992. There are many imitators, but only one Original Island Jet Ski tour! Our guides are licensed and local, so they know the waters surrounding our island like their backyard - because it is! Full Island Loop: You completely circle Key West, a trek that is impossible for most larger boats due to shallow backcountry waters. Sightseeing from the Water: You…
★★★★★★★★★★4.9(372)Rated 4.9 out of 5 from 372 reviews1 h 30 minFree cancellation
Fish like never before! Our custom build 64' catamaran is perfect for a more stable, relaxing ride. You'll fish for a wide variety of the tropical fish found here in the Florida Keys! You can fish for the entire duration or sit inside the galley to enjoy a snack and beverage. A family-friendly experience everyone is sure to love!
★★★★★★★★★★4.7(515)Rated 4.7 out of 5 from 515 reviews5 hFree cancellation
Unleash your inner ghost hunter! Embark on a spine-tingling 2-hour haunted walking tour through Bone Island's Old Town Key West. You'll first receive your commemorative T-shirt, then delve into the shadows to explore a mansion steeped in tragedy and the island's historic morgue. At each haunted pub stop, you can purchase your preferred "spirits" to calm your nerves as our Ghost Host recounts chil…
★★★★★★★★★★4.5(625)Rated 4.5 out of 5 from 625 reviews2 hFree cancellation
What makes the Ultimate Adventure H2.0 in Key West truly unique is its all-in-one approach to water fun, combining multiple thrilling activities into one seamless excursion. The Half Day (3.5 hrs) includes parasailing, a Sea-Doo Jet Ski ride, a Banana Boat ride, and access to Key West’s largest certified inflatable Ocean Water Park. Upgrade to the Full Day (6 or 6.5 hrs) for all of those activiti…
★★★★★★★★★★4.7(456)Rated 4.7 out of 5 from 456 reviews3 h 30 minFree cancellation
Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail schooner in the Historic Seaport! It is Key West's famous "Red Sails in the Sunset" Tall Ship! There is no band playing or loud music. We go sailing! Plenty of room to get u…
★★★★★★★★★★4.9(297)Rated 4.9 out of 5 from 297 reviews2 hFree cancellation
Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a 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 rise off. You will enjoy a…
★★★★★★★★★★4.5(493)Rated 4.5 out of 5 from 493 reviews3 hFree cancellation
There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all. As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, win…
★★★★★★★★★★4.9(284)Rated 4.9 out of 5 from 284 reviews2 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
Your sailing and Key West snorkeling adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as you sail to North America’s only living coral reef, where the wonders of Mother Nature await you. During your trip, unlimited sodas and water will be served. Before entering the water, a friendly and pro…
★★★★★★★★★★4.2(704)Rated 4.2 out of 5 from 704 reviews3 hFree 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
