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
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
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
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 Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous Key West Sunset all in one trip.
★★★★★★★★★★4.4(374)Rated 4.4 out of 5 from 374 reviews3 hFree cancellation
Parasailing at in Key West Fl at the Key West bight Fly high over the Key West Seaport as you parasail from State of the art parasail boats All crews Licensed and insured
★★★★★★★★★★4.7(240)Rated 4.7 out of 5 from 240 reviews1 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
Step aboard the Pride of Key West, the island’s only Glass Bottom Boat. This family-friendly tour invites you to explore North America’s only living coral reef* from our state-of-the-art 65ft catamaran. Glide over crystal-clear waters and enjoy unobstructed views of stunning coral formations, which support over 300 species of tropical fish, rays, and sea turtles. Our specially designed glass "win…
★★★★★★★★★★3.9(618)Rated 3.9 out of 5 from 618 reviews2 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
Key West is famous for it's sunsets and it doesn't get any better then on an intimate sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth stereo, a wal…
★★★★★★★★★★4.8(177)Rated 4.8 out of 5 from 177 reviews2 hFree cancellation
Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! Enjoy sailing aboard a 60' catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atlantic bottlenose dolphins are the most common dolphins found around Key West. Enjoy an up-close view of dolphin pods as they swin and jump around the boat.
★★★★★★★★★★4.6(222)Rated 4.6 out of 5 from 222 reviews2 h 30 minFree cancellation
Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28 miles of Florida backcountry. Enjoy a smooth, scenic ride as you follow your local guide to a national marine sanctuary, where you’ll get a chance to snorkel and swim in pristine waters. NOTE: Required – Florida Boaters Safety: Florida Law requires everyon…
★★★★★★★★★★4.5(228)Rated 4.5 out of 5 from 228 reviews2 h 30 minFree cancellation
Go where other tours can’t. Enter historic Fort East Martello after dark, meet Robert the Doll, then stay behind for an extended paranormal investigation inside the haunted Civil War-era fort. Your VIP experience begins with a 30-minute guided ghost tour through the fort, followed by a 30-minute seated encounter directly with Robert the Doll. Hear the documented history behind his legend, separat…
★★★★★★★★★★4.7(176)Rated 4.7 out of 5 from 176 reviews2 hFree cancellation
Get ready for an unforgettable journey that takes you through the natural beauty of Key West’s surrounding waters. Our Craigcat boat tour will take you on an exhilarating, up-close adventure across crystal-clear waters, winding through lush mangroves, stopping at pristine sandbars, and exploring hidden islands that are off the beaten path. This is your chance to experience Key West like never bef…
★★★★★★★★★★4.6(198)Rated 4.6 out of 5 from 198 reviews1 h 30 minFree cancellation
Experience the Florida Keys like a true Conch! Our 4-hour Backcountry Sandbar Excursion takes you to a stunning location chosen by your captain based on the day's weather and tides. Immerse yourself in the intoxicating beauty of turquoise waters and deep blue skies. Keep an eye out for the incredible local wildlife – you might spot rays, turtles, fish, and even playful dolphins! Once we arrive at…
★★★★★★★★★★4.9(139)Rated 4.9 out of 5 from 139 reviews4 hFree cancellation
Featured in National Geographic Travel - Over 2000 five-star reviews and ranked #1 on Google Maps for Key West dolphin tours. Small Groups, Big Experience - Maximum 6 guests on comfortable Four Winns (25ft) or Robalo (25ft) boats. Enjoy unobstructed dolphin views and personalized attention from USCG-licensed captains. 95% Dolphin Success Rate - Our captains know these waters after 20 years. While…
★★★★★★★★★★4.8(130)Rated 4.8 out of 5 from 130 reviews3 hFree cancellation
Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands in the Key West National Wildlife Refuge. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphi…
★★★★★★★★★★4.9(114)Rated 4.9 out of 5 from 114 reviews5 hFree cancellation
