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Popular Sailing, Catamaran & Gulet Tours Charters in Key West  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sailing, Catamaran & Gulet Tours in Key West, FL- BoatBooker

Key West

Key West, United States

key-west

Experience the vibrant charm of Key West, Florida, with a variety of Key West boat tours that showcase the island's stunning marine life and breathtaking landscapes. Located at the southernmost tip of the United States, Key West offers a unique blend of tropical beauty and rich history, making it an ideal destination for boating enthusiasts.

From sunset sailing trips with open bars and live music to dolphin watching and snorkeling eco-cruises, there's something for everyone in Key West. Explore the crystal-clear waters of the Gulf of Mexico and witness bottlenose dolphins in their natural habitat. Discover the vibrant coral reefs, home to an incredible array of marine life, including sea turtles, stingrays, and colorful fish.

For those who prefer a more leisurely experience, glass bottom boat tours offer a unique opportunity to view the underwater world without getting wet. Enjoy educational commentary while staying cool and comfortable in air-conditioned comfort.

Whether you're looking for adventure, relaxation, or simply a chance to soak up the sun and scenery, Key West boat tours provide an unforgettable experience. With its laid-back atmosphere and stunning natural beauty, Key West is the perfect place to create lasting memories on the water.

Hop aboard one of the nicest boats in town for a sunset cruise in Key West Harbor. On this 2-hour trip, you'll see famous sights like Mallory Square, Sunset Key, and even the Southernmost Point. We have plenty of cooler space, so grab some friends or family, bring a few beverages, and let's set sail for an unforgettable cruise. Departure times vary depending on sunset, typically 2 hours prior.

United States

Good Times Key West 35’ Offshore Express

Good Times Key West LLC is a 2001 Carolina Classic Express Motor yacht based out of Key West. It can take up to six guests. The boat is powered by two 450 HP diesel inboard Cummins engines, offering a maximum cruising speed of 30 knots. The vessel comes e

Embark on the ultimate Key West adventure with our 5-hour Sandbar Safari & Kayak Eco Tour. Cruise aboard our spacious catamaran to a secluded mangrove island, where expert guides lead you through serene mangrove tunnels teeming with wildlife. After kayaking, enjoy a fresh local lunch featuring Cuban sandwiches, chicken tenders, veggie wraps, and more. Then, relax at a pristine sandbar—swim, paddleboard, snorkel, or unwind on a floating lily pad. Unlimited draft beer, wine and mimosas. Perfect for all ages

Sunset Watersports Key West – Sandbar & Kayak

Embark on the ultimate all-inclusive sandbar and kayak adventure in Key West! Escape the tourist crowds as we cruise deep into the pristine waters of the Florida Marine Sanctuary, where dolphins and sea turtles often play alongside our boat. Your journey 

Sail into the famous Key West sunset aboard The Sandie Cat! This lively 2-hour cruise features unlimited tropical drinks, delicious appetizers, and live music from top local entertainers. Enjoy a night of dancing, sipping, and soaking in paradise on Key West’s newest luxury catamaran. From rum runners and margaritas to Hawaiian chicken sliders and more, this all-inclusive experience is the perfect way to celebrate your evening in paradise. Book now and see why it’s one of Key West’s top-rated cruises.

Sunset Watersports Key West – Sunset Sail

Are you ready to experience the Key West sunset like never before? Join us on the ultimate Sunset Sip &amp; Sail adventure aboard The Sandie Cat, our luxurious sailing catamaran! This is more than just a sunset cruise&mdash;it&rsquo;s an experience that&r

A small-group 4.5-hour eco tour featuring a guided kayak adventure through the mangroves and a guided snorkel in the Key West National Wildlife Refuge. Perfect for young families and early risers, with a maximum of 16 guests for a more personal experience.

We provide fresh organic fruit, veggies, hummus, and filtered water. You’re welcome to bring along additional beverages or snacks if you’d like.

Departure times vary

Honest Eco – Sailing Catamaran Blu Q

A perfect platform for eco tours and private charters. With her open layout and unobstructed views of the surrounding sea and sky. This sailing catamaran was built by my first boss in Key West, and many of the captains I admired when I was a mate used to 

Cruise through Key West in style as you soak in the ocean breeze and sweeping coastal views. Drop anchor at a famous local sandbar and dive into waist-deep turquoise water—perfect for swimming, floating, and laid-back lounging under the sun.

45ft Lagoon | Somewhere

Experience luxury and adventure aboard YCN Miami, a 2018 Lagoon 450F Catamaran based in Key West, accommodating up to 12 guests in style and comfort. Powered by twin 114 HP Yanmar diesel engines, she cruises at a relaxed 12 knots, perfect for sightseeing,

The 8 hour charter includes a a fully staffed crew, fuel, light lunch (wraps or sandwiches), a charcuterie board, one welcome alcoholic drink, plus soft drinks, water and 7.5% local taxes. On the water, enjoy snorkeling, fishing, exploring mangroves, discovering hidden sandbars, and catching a classic Key West sunset

Somewhere – Ultimate Catamaran Expedition

Stock Island

Step aboard Somewhere, a stunning 2018 Lagoon 450 Flybridge, and experience the best of the Florida Keys in comfort and style. This 45-foot luxury sailing catamaran is designed for both relaxation and adventure, welcoming up to 12 guests for unforgettable

Snorkel the coral reef, fish from the boat, go lobstering (seasonal), spot dolphins and sea turtles, learn to sail, enjoy dinner at sunset, and more. Perfect for weddings, memorials, corporate events, bachelor/bachelorette parties, eco tours, family adventures, romantic getaways, and more.

Blue Ocean Yacht Charters - Sailing Catamaran

Step aboard the Blue Ocean Yacht Charters &ndash; Fountain Pajot Lucia 40, a sleek sailing catamaran departing from Stock Island, and experience the Florida Keys like never before. Designed for comfort and adventure, this spacious yacht welcomes up to 13 

Blue Ocean Yacht Charters – Lavish 50' Yacht

Step aboard the stunning 2020 Fountain Pajot Saba 50 catamaran, docked in Stock Island, and indulge in the perfect blend of luxury, comfort, and adventure. Designed to host up to 13 guests, this spacious catamaran glides effortlessly on dual 75 HP Volvo d

Perfect for a half-day ocean getaway. Cruise the beautiful waters of Stock Island, relax on the bow sundeck and flybridge, enjoy snorkeling and light fishing, and soak in the views aboard this luxurious 50' catamaran yacht. Ideal for quick celebrations and sunset cruising.

Blue Ocean Yacht Charters – 50' Luxury Yacht

Experience the ultimate blue water escape aboard this pristine 50&#039; Catamaran Yacht with Blue Ocean Yacht Charters, based in Key West. Perfect for up to 13 guests, this luxury catamaran combines comfort, style, and adventure. Powered by two 225 HP Vol

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