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Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

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. Now featuring live music from local Key West Musicians!

$79.00

Guided Bike Tour of Old Town Key West

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 Key West. Ride a bike from the Gulf to the Atlantic and see the Southernmost from Coast to Coast! Voted Key Wests #1 Land Excursion 10 years in a row! ALL OF OUR AMAZING RIDERS ALSO RECEIVE DISCOUNTS ON BIKE RENTALS AND OUR AWESOME MERCH! Cold bottled water and Key Lime pie included!

$59.00

5/5

Shark and Wildlife Viewing Adventure in Key West

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 attract lemon, nurse and other types of sharks to the side of the boat. Learn all about Key West wildlife and enjoy complimentary soda, juice and chips throughout this family-friendly tour.

$99.00

Key West Mangrove Kayak Eco Tour

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 will give you a chance to view the mangrove environment up close, along with its marine life including tropical fish, crabs, sea stars, jellyfish, sea cucumbers, sponges and various aquatic birds. Every trip leads us on a different adventure! all guests must know how to swim. Rest rooms to change on site. No lockers but things can be left behind at paddle shack. Beginners welcome!

$80.00

4.8/5

1 h 30 mins

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

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 way, taking you to some of the most iconic and scenic locations in the area, including the Southernmost Point, a secluded local sandbar, and several picturesque spots inside the Florida Keys Marine Sanctuary. Along the way, you’ll have opportunities to stop, take in the views, and even switch drivers, making it a shared adventure you won’t forget. Please remember to check in one hour before your scheduled departure and bring a valid photo I.D. Guests aged 16 and 17 may drive a jet ski with a parent or guardian riding as a passenger, while guests 18 and older are welcome to drive solo.

$155.95

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

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, fruit, and chocolate. With small group sizes, there’s plenty of space to move around and enjoy the view without the crowds. It’s perfect for a romantic date or a fun evening with friends—upscale, but never uptight. What really sets this trip apart is the crew. They’re fun, welcoming, and passionate about what they do—ready to pour your next glass, share a story, or make sure you’re having a great time. Add in a Key West sunset, and you’ve got one of the most unique and enjoyable evenings on the water!

$135.00

4.7/5

Key West Dolphin Watch and Snorkel Tour - Eco Adventure

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 the Florida Keys, we prioritize responsible observation. After the dolphin encounter, you'll snorkel in the tranquil waters of the Key West Wildlife Refuge, exploring vibrant corals and diverse marine life, including stingrays and juvenile fish. We provide top-quality gear and professional instruction, ensuring a safe experience for all skill levels. As you return, enjoy complimentary beer, wine, and sodas. Our seasonal Sunset Combo tour offers champagne and breathtaking sunset views. This combination of wildlife, snorkeling, and relaxation makes for an unforgettable day on the water!

$73.21

Key West Craft Cocktail Crawl

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 locals frequent! Sample delectable bites and nibbles between drinks to get a taste of what the island life is all about. Curated with fun-lovers in mind, this upscale bar crawl is ideal for those who are more inclined to mingling and exploring Key West’s vibrant bar scene. Tastings include asian cauliflower bites, taco of your choice, 4 delicious hand crafted cocktails, locally-made beer, and much more. Our group size is limited to 12 people to ensure personal service from the guide.

$93.68

4.6/5

2 h 30 mins

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!

$42.95

4.7/5

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.

$80.00

4.8/5

5 h

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

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 unlimited draft beer, wine & mimosas. Next, we will venture out future into the Sanctuary to get closer than ever to our dolphin pods. The tour includes complimentary lunch (menu below) & unlimited draft beer, mimosas & wine. Our professional crew will make this a trip of a lifetime that you'll cherish for years to come. This trip is perfect for families, couples & solo travelers seeking a unique & unforgettable experience in the Florida Keys.

$150.45

4.3/5

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

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 drinks. Dinner Menu - Blackened Mahi with Lemon and Tartar Sauce - Smoked Mojo Pulled Pork - Caribbean Jerk Chicken - Seasoned Black Beans and Tropical Yellow Rice - Candied Sweet Plantains - Tropical Fruit Salad - Mixed Green Salad with Ranch or Raspberry Vinaigrette - Caribbean Butter Corn - Fresh Local Cuban Bread with Butter & Marmalade - Churros Stuffed with Dulce Leche Open Well Bar (includes: Unlimited Well Mixed Drinks, Draft Beer, Margaritas, Wine, Champagne, Rum Runners & Soft Drinks) -Margaritas -Rum Runners -Well Mixed Drinks -Draft Beer -Wine -Champagne -Soft Drinks

$92.95

4 h 30 mins

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

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, passionate, and always ready to share the history, wildlife, and ecology of the Keys in a fun, engaging way. Whether you're in the water or relaxing on deck, they’re there to guide, support, and make everyone feel welcome—regardless of experience level. Snacks, beer, wine, soda, and water are included onboard, adding to the comfort of your time at sea. If you join the afternoon trip, you'll also enjoy a beautiful sail back to Key West timed with the sunset, making the day even more memorable.

$125.00

4.4/5

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

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.

$59.00

4.6/5

2 h 30 mins

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!

$89.00

4.6/5

Key West Sunset Sail with Live Music, Drinks and Appetizers

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 platter, seasonal fruit, hummus, and pinwheel sandwiches. Talented local musicians performing live create the perfect soundtrack as you relax and take in the views. Whether you're on the spacious sundeck or in the shaded lounge, you'll enjoy ocean breezes, spectacular scenery, and an unforgettable atmosphere. Perfect for couples, groups, or friends, Commotion on the Ocean is Key West's premier live music sunset cruise. Book now for an evening you'll never forget!

$73.21

4.8/5

50 mins

Key West Parasailing - Next to Cruise Port with Amazing Views

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 can fly tandem or triple, depending on the Captain's discretion, ensuring a safe and fun experience for everyone. One of the standout features is the optional ocean dip, where you can cool off in the refreshing waters before heading back up into the sky. Keep an eye out for dolphins swimming below or colorful tropical birds alongside you for added excitement. To capture these unforgettable moments, digital photos are available for purchase at the end of your trip. Get ready for a sky-high adventure that combines thrill, beauty, and lasting memories!

$64.45

4.5/5

6 h

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

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 cruise to our floating waterpark paradise, where the sun and fun await you. If you choose the parasailing option, you’ll soar high above the stunning turquoise waters of the Florida Marine Sanctuary, taking in breathtaking views like never before! After an action-packed day, savor a delicious grilled lunch along with refreshing soft drinks and unlimited draft beer. This all-inclusive package offers the best value for watersports in Key West, and when you book directly with us, you’re guaranteed the lowest price!

$171.95

1 h 30 mins

Sunset Sail in Key West with Beverages Included

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!

$79.00

4.5/5