Key West
Cruises & Boat Tours

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Our most recommended Key West Cruises & Boat Tours

Key West Double Dip: 2-Stop Reef Snorkeling Trip

1. Key West Double Dip: 2-Stop Reef Snorkeling Trip

The only thing better than snorkeling in Key West is doing it twice! Climb aboard the fast Fury catamaran and head out to Key West’s underwater marvels. During this 3-hour trip you’ll have the opportunity to explore the reef at 2 different locations. The Reef Express is a 57-foot power catamaran built for speed and comfort. It’s the quickest way to get to the reef, so you spend less time traveling and more time snorkeling. Once you reach the reef, you’ll be provided top-of-the-line snorkeling gear including a snorkel, mask, fins and a snorkeling vest. You’ll also get some professional tips and guidance on how to snorkel to better enjoy your experience. After meeting some of the most popular residents – the colorful marine species that inhabit the reef – you'll be transported to another ideal location on the reef for more snorkeling. Double Dip provides approximately 1.5-hours of Key West snorkeling during a 3-hour adventure. If you select the Double Dip Sunset Combo trip, after experiencing the finest Key West snorkeling, the Reef Express will head out to sea to find the perfect place to watch a dramatic sunset. Raise your glass of complimentary Champagne as you toast another fun-filled day in the paradise that is Key West.

Key West: Reef Snorkel Morning Tour with Breakfast & Mimosas

2. Key West: Reef Snorkel Morning Tour with Breakfast & Mimosas

Hop onboard your catamaran for the morning then set sail onto Key West’s glistening turquoise waters towards the third longest reef in the world. During the cruise, soak up epic views of the coastline and snack on a delicious, light breakfast accompanied by mimosas. Upon arrival at the snorkel site, get kitted out with all the necessary gear and listen to a safety briefing. Afterwards, make a splash as you jump into the refreshing, crystal clear water. Follow your instructor as you navigate this impressive coral reef and snorkel in search of colorful marine life. During the experience, enjoy the opportunity to see some of Key West’s 110 species of coral and 500 species of tropical fish. At the end of an epic adventure, relax on deck, grab a beer, and soak up the last of the coastal views as you sail back to port.

Key West Dolphin Watch and Snorkel Eco Tour

3. Key West Dolphin Watch and Snorkel Eco Tour

Climb aboard a fast catamaran for an aquatic journey of a lifetime, and observe the grace and beauty of resident Key West dolphins in the shimmering turquoise waters of the Gulf of Mexico. Look for bottlenose dolphins as they swim, play, feed and do what comes naturally. Then, head to the Key West wildlife refuge to snorkel in the shallow backcountry waters. Relax in the knowledge that your tour is provided by the only company in the Florida Keys with the prestigious “Dolphin SMART” certification, a national program that protects and promotes the responsible observance of dolphins. The program was put together by conservation agencies, including the National Marine Sanctuary of the National Oceanic and Atmospheric Administration, the National Marine Fisheries Service, the Dolphin Ecology Project and the Whale and Dolphin Conservation Society. Begin your ride back to the dock, and enjoy a complimentary cold beer and chilled wine, whether you choose the morning or afternoon option. Opt for the sunset tour and experience the world famous Key West sunset as a bonus.

Key West: Sunset Party Cruise by Catamaran

4. Key West: Sunset Party Cruise by Catamaran

Climb aboard a party catamaran and sail across the ocean waves on a sunset cruise from Key West. Get ready to dance the night away and cause a commotion on the ocean! Enjoy free hot an cold snacks, including a fresh vegetable platter with hummus and a smoked fish dip with pita chips. Listen to live music as you sip margaritas and wine. Quench your thirst with a cold beer and leave your worries behind as you sail into the sunset. Relax aboard the spacious state-of-the-art catamaran as you cruise the tropical waters. Feel the warm ocean breeze on your face and toast the night with a glass of champagne. Dance to the sounds of your favorite musicians as the sun slowly sets across the sea.

Key West: 2-Hour Sunset Sail on Schooner America 2.0

5. Key West: 2-Hour Sunset Sail on Schooner America 2.0

Take in the vibrant colors of Key West's fabulous sunset as you glide through the waters on one of the finest boats in the Key West Schooner Fleet. Watch the sun fade into the horizon and the stars emerge into the deep blue sky. America 2.0 features teak decks, mahogany-trimmings, and 3,600 square feet of canvas! Sit back and relax while she plies effortlessly through the crystal-clear waters off Key West, heading towards the horizon for the quintessential Florida sunset experience! Some of the sights on this sailing adventure include a view of Fort Zachary Taylor from the water, and views of the famed Sand Key Reef, Mallory Square, and Sunset Pier. Keep your eyes peeled for wildlife such as dolphins, sea turtles, and water birds – and for the famous Key West "Green Flash" at sunset. Bring your family or friends and join the courteous and professional crew for this sunset sail that completes the Key West experience in comfort and elegance.

Key West: Sunset Cruise with Buffet Dinner and Open Bar

6. Key West: Sunset Cruise with Buffet Dinner and Open Bar

Climb aboard "The Party Cat" for a wonderful 2-hour cruise around the harbor.   Enjoy a freshly prepared tropical food buffet in an enclosed air-conditioned dining room. Choose from dinner options such as roast pulled pork in mojo sauce, deep fried sweet plantains, black beans and rice, marinated grilled chicken, fried fish, mixed vegetables, mashed potatoes, pasta with mini shrimp and Cuban bread and butter. Sip on your choice of tipple — margaritas, rum runners, champagne, beer, wine or spirits. After dinner, stroll upstairs to the upper deck for live music. Dance the night away or simply listen to the beat as you watch the sun set over the horizon into the Gulf of Mexico. Witness the beautiful display of colors across the night sky.

Key West: Dolphin Watching & Snorkeling

7. Key West: Dolphin Watching & Snorkeling

Climb aboard the Sunset One dolphin boat, sit back and listen to your tour guide explain where you are and where you are heading. Get ready to watch dolphins frolic in their natural playground.  Marvel as the dolphin swim closer to the boat so you can get a better view. Head out to the small islands within the boundaries of the Key West National Wildlife Refuge. Soak in this beautiful little chain of islands and jump into the gorgeous reef, perfect for snorkeling.  See fish up close and maybe some turtles. Climb back aboard and settle yourself in for the ride back to the dock with an ice cold draft beer. Watch the beautiful panoramic sunset over the crystal clear turquoise waters.

Key West: Rum and Reggae Afternoon Snorkel and Sunset

8. Key West: Rum and Reggae Afternoon Snorkel and Sunset

Enjoy 2 exciting activities in 1 trip as you snorkel North America’s only living reef system from a spacious catamaran, enjoying the rhythmic sounds of reggae music in tropical waters. Then, watch the sunset over the horizon! Climb aboard the state-of-the-art catamaran from the most luxurious fleet in the Florida Keys. Upon arrival at the reef, get assistance and instructions from the friendly crew before you descend “the stairway to the sea.” Discover the wonders of the aquatic environment and its pristine coral reefs, and snorkel among an abundance of marine life, including tropical species found nowhere else on earth. Upon completion of your snorkeling adventure, enjoy some complimentary rum punch, a signature tropical beverage, beer, wine and champagne. Then, leave your worries behind as you sail off into Key West’s famous sunset. Feel the warm ocean breeze as you watch a magnificent sunset. Toast the end of another perfect day in paradise as you see the sun slowly disappear beyond the horizon.

Key West: Jet Ski Island Tour with Free Second Rider

9. Key West: Jet Ski Island Tour with Free Second Rider

Climb on a brand new jet ski and set off on a thrilling island jet ski adventure. With your experienced guides, navigate through mangrove islands, stop at a local sandbar for a dip in the crystal clear waters, get a picture of the southernmost point from the water, and more. Each tour has 2 guides to ensure the complete safety of riders. The first guide sets the pace at the front, allowing all riders who want to go fast the opportunity to floor it. The second guide brings up the back, allowing the riders who want a more leisurely tour to go at their own pace. This tour has been voted the best jet ski tour in Key West. Get a great deal with a free second rider on each jet ski.

Key West: Parasailing Flights

10. Key West: Parasailing Flights

Soar above the emerald blue waters of Key West and look down on the island like a bird. Climb aboard a state-of-the-art, 12 passenger parasailing boat and let the tropical breeze propel you across the water. Then, take to the skies on a once-in-a-lifetime adventure. Keep a look out for dolphins playing in the surf as colorful tropical birds fly past. Enjoy gentle, dry take-offs and landings to make your Key West airborne excursion a truly exhilarating adventure. Benefit from departures every hour on the hour for your comfort, and make the most of your parasailing flight.

Frequently asked questions about Key West Cruises & Boat Tours

What are other things to do than Cruises & Boat Tours that are worth visiting in Key West?

The other unmissable things to do in Key West are:

Other Sightseeing Options in Key West

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What people are saying about Key West

Overall rating

4.4 / 5

based on 140 reviews

It was a beautiful sail during sunset. We even sailed out of the gulf into the Atlantic for a time. The captain and crew were extremely helpful and informative. The cruise was absolutely satisfying. I took my sister for her birthday but would make a very romantic trip for a couple.

Great trip. We had a 4 woman crew, they hoisted the sails with ease and served wine and beer with a veggie dish, cheese and crackers and shrimp. Great 2 hour sail with beautiful weatherband a beautiful sunset. Highly recommend.

Very friendly crew, good snorkeling (it is what it is) and spectacular sunset. In general terms very well and to highlight the excellent attitude of a girl from the crew who tried to speak Spanish but was very friendly.

It was truly the highlight of our wonderful vacation! The boat was fantastic and so clean. The appetizers were perfect but the music and staff were first class! Just perfect - can’t wait to do it again!!

Amazing experience. Guys are top notch. If you are in key west don’t miss this..