Key West
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Viator
Key West Champagne Sunset Catamaran Cruise
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.
4.7(592)
1h 30m
Key West
- Free cancellation
- Likely to sell out
From
$59
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Viator
Parasailing over the Historic Key West Seaport
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(223)
1 Hour
Key West
- Free cancellation
From
$60
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Viator
Hemingway Food and Walking Tour
This guided walking tour will take you to the real places that Hemingway lived, worked and played, including where he watched and refereed boxing matches, where he kept his boat the Pilar, the bookstore where his books were sold, his first apartment in Key West where he finished writing “A Farewell to Arms”. Along the way you will have three food samplings, before visiting where he took the train, fished and charted boats in the Key West Harbor, and finally where he spent a lot of time drinking- Sloppy Joe's. Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredibly authentic tour.
4.7(110)
2 Hours
Key West
- Free cancellation
From
$99
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Viator
Tiki Cocktail Class in Key West, Florida
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. We also give you the tools and ingredients to make one of the first recorded rum cocktails from the 1800s as well as one of the most famous tiki libations to this day, the Mai Tai. Our price per person includes 1 rum tasting and 4 cocktails! Classes are held every Wednesday and Saturday at Tiki House Key West, 203 Duval Street. Must be 21 years of age to participate. We recommend eating before you arrive to the class.
4.6(77)
2 Hours
Key West
- Free cancellation
- Private tour
From
$80
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Viator
Key West Half-Day Fishing Charter
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!
4.6(439)
5 Hours
Key West
- Free cancellation
From
$95
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Viator
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
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 Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures. With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset. A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!
4.6(744)
2h 30m
Key West
- Free cancellation
- Likely to sell out
From
$89
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Viator
Jimmy Buffett Tour
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 in, and his recording studio. You will get to eat a slice of the best Key Lime Pie, before visiting the location of the first Margaritaville, Mallory Square, and end at Capt. Tony's Saloon. Included is a souvenir alcoholic beverage.
4.6(309)
1h 30m
Key West
- Free cancellation
From
$79
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Viator
Key West Sunset Sail with Live Music, Drinks and Appetizers
What makes Fury’s Live Music Sunset Sail unique is the combination of luxury and a vibrant, immersive experience. Guests embark on a spacious 65-foot catamaran, ensuring plenty of room to enjoy breathtaking views of the world-famous Key West sunset. The cruise stands out with its complimentary beverages—margaritas, champagne, beer, and wine—paired with a diverse selection of gourmet appetizers, catering to every taste. Live music from talented local artists adds an authentic touch, enhancing the atmosphere and making each cruise feel special. With options to relax on the sundeck or in shaded lounges, guests can fully immerse themselves in the beauty and serenity of the Gulf. Whether for a romantic evening or a fun outing with friends, this experience captures the essence of Key West in a way that’s both memorable and enchanting. It’s a perfect blend of scenic beauty, culinary delights, and live entertainment! Book July 4th for Key West's incredible fireworks display!
4.6(1007)
2 Hours
Key West
- Free cancellation
From
$80
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Viator
Shallow Water Snorkeling and Dolphin Watching in Key West
All while avoiding the crowded big boats, spend part of your Florida vacation day out on the tropical waters of Key West on Catamaran Echo - making vacation memories since 1991. Enjoy a premium shallow snorkeling and dolphin-watching sailing excursion. Cruise on a roomy catamaran that books only to half their passenger limit for quality control. Be ready to spot wild dolphins being WILD - hunting, playing, teaching their babies how to hunt, feed and socialize with their dolphin friends. Then to a shallow water snorkel stop at coral reefs, wrecks or the wildlife refuge - wherever the best conditions are from Mother Nature that day. The spacious catamaran offers plenty of room to relax in comfortable seats, and on a soft trampoline sundeck forward. Feel the sea breeze in your hair, and enjoy light snacks and premium drinks, all while having fun on the sparkling waters of Key West.
4.6(470)
4 Hours
Key West
- Likely to sell out
From
$109
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Viator
Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks
Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar & Sunset Cruise! This exclusive trip takes you to a beautiful sandbar, where you can lounge on our floating lily pads while our crew turns into your personal bartenders, serving up unlimited draft beer, mimosas, wine, and champagne. For those looking to explore, grab a snorkel and discover the underwater world teeming with tropical fish, stingrays, and other marine life. As the sun starts to set, we’ll cruise through the Florida Marine Sanctuary, giving you a front-row seat to Key West’s famous sunset—keep an eye out for dolphins, sea turtles & more! Savor a taste of Key West at the sandbar! Enjoy Cuban sandwiches, veggie wraps, fresh fruit, cheese & crackers, pita with hummus & more—all paired with unlimited beer, wine, mimosas & champagne. The perfect happy hour on a boat! Whether you’re here to relax, party, or explore, this trip has it all.
4.6(29)
4 Hours
Key West
- Free cancellation
- Likely to sell out
From
$150
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Viator
Key West's Favorite Afternoon Dolphin Sail
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(197)
2h 30m
Key West
- Free cancellation
From
$59
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Viator
Smaller Groups = Better Experience! Key West Jet Ski Adventure
Smaller Groups = Better Experience! 1 Booking is 1 Jet Ski that can accommodate up to 2 riders. Ages 4+ For all you thrill-seekers and explorers, our guided Jet Ski Tours are a great way to experience Key West. Let our guide take you on a 90-minute adventure around the entire island. This 27-mile exploration is a feast for the eyes and senses. We'll make several stops along the way, checking out all of the best-known attractions the island has to offer. AND unlike other companies, our tour groups are small making for a better experience!
4.6(60)
1h 30m
Key West
- Free cancellation
From
$175
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Viator
Ultimate Sea Doo Jet Ski Tour of Key West-Additional Rider Free!
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. You'll hop aboard our brand-new Sea-Doo Jet Skis- the most advanced in Key West, known for their unmatched performance and smooth ride. Guided by our expert team, you may cruise past iconic sights such as Mallory Square, the Southernmost Point or Ft. Zachary Taylor with the wind in your hair, you may even spot wildlife like bottlenose dolphins and sea turtles. The tour includes several stops at points of interest, often including a sandbar, and a chance to cool off in the water while soaking in the breathtaking views. Whether you're a seasoned rider or a first-timer, this action-packed tour promises an unforgettable Key West experience filled with fun, adventure, and natural beauty!
4.6(652)
1h 30m
Key West
- Free cancellation
From
$150
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Viator
Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast
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 overhead. As the catamaran glides smoothly over the crystal-clear waters, you'll have the opportunity to soak in panoramic views of Key West's picturesque coastline, dotted with palm-fringed beaches and vibrant coral reefs. Keep your eyes peeled for playful dolphins frolicking in the waves or graceful seabirds soaring overhead. After a leisurely sail, stop at a secluded snorkeling spot, where the underwater world awaits exploration. After working up an appetite, indulge in a delicious gourmet breakfast and unlimited mimosas, all while enjoying stunning views and the company of fellow travelers.
4.6(111)
3 Hours
Key West
- Free cancellation
From
$35
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Viator
Marathon: COMBO- Snorkel & Sandbar (Coffins Patch Reef)
Solé Watersports is Marathon's premier watersports operator. Winner of Best in Marathon 2023, 2024. Florida Mom owned. This best selling excursion features two gems: Coffin's Patch and the Grassy Key Sandbar. * 1st Stop: Reef Snorkeling at Coffin's Patch. A Protected Sanctuary Area of the Reef boasting some wreckage remains from a Spanish Galleon that sank around 1733. Also the home of abundant tropical SEALIFE! 8-15' deep. * 2nd Stop: Grassy Key Sandbar. First try some shallow water snorkeling above the Turtle Grass flats. Discover Conch, Bahamian Starfish, horseshoe crabs and more. Then soak up some Florida Sunshine, chill and relax on the white sandy bottom or the giant floating mat! 0-4' deep. Conditions vary each day and waves and currents fluctuate. MUST BE A PROFICIENT SWIMMER. Included: - All snorkel gear - Noodles, balls, giant floating mat at the sandbar - Water, iced coolers - Restroom on boat Beverages, snacks and essentials can be purchased at the Marina Store.
4.6(49)
3h 30m
Key West
- Free cancellation
From
$154
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Viator
Original Key West Pub Crawl: The Best Bars with Free T-Shirt
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(364)
2h 30m
Key West
- Free cancellation
From
$43
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Viator
Key West Double-Dip Snorkel Tour-Two Stops, Twice the Fun!
The Fury’s Double Dip Snorkel Tour is unique for its focus on maximizing snorkeling experiences at two distinct locations on North America’s only living coral reef. Highlights include: Dual Snorkeling Locations: Explore two unique areas for a richer experience of the underwater ecosystem. Fast Catamaran: The Reef Express is designed for speed and comfort, maximizing your time in the water. Beginner-Friendly: Expert guides provide top-notch snorkel gear and tips, ensuring all skill levels feel confident. Breathtaking Views: Swim in crystal-clear waters among vibrant coral formations and diverse marine life. Post-Snorkeling Relaxation: Unwind with complimentary beer and wine on the return cruise, blending excitement with relaxation. This combination of diverse snorkeling, expert guidance, and a relaxing finish makes the Double Dip Snorkel Tour a must-do for marine enthusiasts.
4.6(190)
3 Hours
Key West
- Free cancellation
From
$80
No similar experiences found
Viator
The Original Key West Ghost Hunt
We are the only locally owned haunted attraction with exclusive access to two locations. Our local experts provide Ghost Hunting equipment along with personal experience that can't be replicated.
4.6(107)
1h 30m
Key West
- Free cancellation
From
$45
No similar experiences found
Viator
Key West Stand Up Paddleboard Rental
Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays, and manatees. This is a great activity for paddlers of all experience levels. Enjoy a brief lesson before you leave the dock for your 2-hour rental
4.6(32)
2 Hours
Key West
- Free cancellation
- Private tour
From
$40
No similar experiences found
Viator
Key West Low Country Seafood Two Stop Snorkel Adventure
Step onto our one-of-a-kind catamaran for an all-you-can-eat seafood boil and premium open bar! This trip promises a perfect blend of adventure, relaxation and excitement. Our catamaran is designed for comfort with speacious decks, plenty of seating and shaded areas. Ideal for lounging and enjoying the scenic views of Key West's iconic turquiose waters. Snorkel at two of Key West's prime snorkeling locations, such as Sand Key or another nearby location known for its vibrant coral and diverse marine life. Premium snorkel gear is provided and experienced guides are available for instructions perfect for all levels of experience. After snorkeling, lounge on deck and enjoy a classic Low Country boil, a classic Southern dish. Our menu typically includes shrimp, corn on the cob, potatoes, all seasoned with a magic blend of spices, cooked together. Expect a laid-back and enjoyable trip while unwinding with a cocktail served from our premium open bar.
4.6(34)
4 Hours
Key West
- Free cancellation
From
$79
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Viator
2 Hour Key West Mini Catamaran Eco Tour
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 before — in a fun, fast, and eco-friendly CraigCat boat! Perfect for All Levels: Whether you're an experienced boater or a first-time adventurer, the Craigcat is easy to handle and designed for fun and comfort. With a small, nimble design, you’ll have the freedom to explore areas that larger boats or jet skis can’t reach. Up to 4 boats per tour. 2 guests max per boat. If you have 4 people in your group please make two separate bookings to accommodate your party and so forth up to 8 guests.
4.6(167)
2 Hours
Key West
- Free cancellation
- Likely to sell out
From
$285
No similar experiences found
Viator
Eco Conscious Reef Diving with Southpoint Divers
Explore the only living barrier reef in America with Southpoint Divers on eco-friendly dive trips tailored for certified divers. Begin your day at your air-conditioned dive shop near the Hyatt Centric, where you’ll be equipped with top-of-the-line SCUBAPRO gear. Cruise past stunning views of Sunset Key and Fort Zachary Taylor Beach as you head to the reef. Dive into vibrant coral gardens teeming with tropical fish, turtles, and rays. With PADI-certified instructors ensuring safety and personalized attention in small groups, your underwater adventure also supports vital conservation efforts in the Florida Keys.
4.6(9)
4 Hours
Key West
- Free cancellation
- New
From
$184
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Viator
Key West Signature Sunset Sail with Live Music, Open Bar & Food
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(376)
2 Hours
Key West
- Free cancellation
- Likely to sell out
From
$72
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Viator
Key West Clear Kayak Eco Tour
Discover the natural beauty of Key West on our 2-Hour Guided Clear Kayak Eco Tour. Paddle through crystal-clear waters in a completely transparent bottom kayak, giving you a unique view of tropical fish, seagrass beds, and vibrant marine life beneath you. Along the way, your guide will share fascinating insights into the local ecosystem and hidden gems of the Florida Keys. Perfect for couples, families, and adventurers looking to experience Key West like never before.
4.5(36)
2 Hours
Key West
- Free cancellation
- New
From
$60
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