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Top Key West Attractions & Tours

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Key West Sunset and Cocktail Cruise with Open Bar

clock 2 hours
  • “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...Read more

Key West Sunset Sail Aboard Schooner

clock 2 hours
  • Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors...Read more

Small-Group Key West Sunset Sail with Wine

clock 2 hours
  • Cruise into the sunset with wines from all around the world, imported and domestic beers as well as hors d'oeuvres. This cruise is great for a romantic evening or just to enjoy time with friends. Please arrive 30 minutes prior to your departure to check...Read more

Key West Mangrove Kayak Eco Tour

clock 2 hours
  • 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...Read more

Key West Sunset Cruise with Live Island Music

clock 2 hours
  • Come sail along on an ocean breeze and enjoy some of Key West’s best musicians performing live to the backdrop of the setting sun. You’ll eat, drink and party the night away on Key West’s live music sunset sail. So grab someone’s hand and let the music move you as we chase down the world famous Key West...Read more

Key West Sunset Dinner Cruise with Tropical Buffet

clock 2 hours
  • 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...Read more

Key West Glass-Bottom Boat Tour with Sunset Option

clock 2 hours
  • See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West! As you relax on the cruise, look down below your feet to see the reef, which is teeming with tropical fish, hard and soft corals, sponges, snails, jellyfish, anemones, crabs, lobsters, rays, sea turtles, nurse sharks and...Read more

Miami: Key West Jetski Tour and other water sports options

clock 15 hours
  • Enjoy the scenic and breathtaking drive on the Overseas Highway One passing Key Largo and the famous Seven Mile bridge to America’s southernmost city Key West. Enjoy ca. 6 hours of leisure to enjoy the islands turquoise waters and white sandy beaches or the small white Victorian conch villas and lush tropical gardens. If you select the Dolphin...Read more

Key West Fishing 10am-4pm Daily

clock 6 hours
  • This 58-foot boat that is inspected twice a year by the US Coast Guard swiftly motors up to 60 passengers out to various deep-sea fishing spots thanks to twin Detroit 8v92 turbo engines. Once anchored, the ship’s amenities—which range from men’s and women’s restrooms to a galley serving snacks and drinks—keep anglers comfortable...Read more

Key West Private Morning Sail on Schooner America 2.0

clock 1 hour 30 minutes
  • Enjoy a morning sailing experience and have Schooner America 2.0 all to yourself! Let us whisk you and yours away on a glorious morning sail across the beautiful waters of Key West on your own private yacht! This 1.5 hour charter aboard the America 2.0 grants you all the luxuries of yachting on your own private schooner. Let our crew do the work...Read more

Key West Sunset Sail on Traditional Schooner

clock 2 hours
  • The Tall Ship Schooner Jolly II Rover offers an exciting, traditional sailing experience - with a hint of Piracy! Yes - there are cannons! You will actually be sailing on the most photographed ship in Key West! The Rover is a replica of an early 1800's American Coastal Schooner. It is the only square rigged, topsail, gaff rigged schooner in the...Read more

Sunset Sail from Key West

clock 2 hours
  • Enjoy an exclusive and intimate sunset cruise on the Java Cat. Departing from the Key West Historic Seaport, your captain sails the surrounding waters with the Key West sunset as the main event. The best value in Key West for an intimate charter with a maximum of 6 guest or a private charter! A group of up to 6 guests can “own the boat” for a...Read more

Mimosa Day Sail aboard Schooner America 2

clock 1 hour 30 minutes
  • Take to the water on the fastest, most elegant sailboat in Key West, Schooner America 2.0. Namesake off the first sailboat to win the America's Cup in 1851, this stunning 105-foot sailboat features teak decks, mahogany trimmings and ample seating. Her 3,600 square feet of sail will propel you smoothly through the crystal green waters of Key West....Read more

Rum Runner Bar Boat Tour of Key West

clock 1 hour 30 minutes
  • We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie boat set of Beach Bum, and we provide swimming, snorkeling, water saddles and Reef viewers. You will see Castaway Island a.k.a. Christmas Tree, Sunset Key and the crazy wildlife in, under, and around the waters of Key West....Read more

Marathon Inshore Fishing Charter

clock 4 to 8 hours
  • Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Yellowtail, Snapper, Permit, Tarpon, Grouper, Barracuda, and Shark.

    Your...Read more

Sunset Sail in Key West with Beverages Included

clock 1 hour 30 minutes
  • 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...Read more

Boat Excursion in Florida Keys with Snorkeling Equipment

clock 40 to 240 minutes
  • Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($10 rental fee...Read more

Shark and Wildlife Viewing Adventure in Key West

clock 2 hours
  • 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...Read more

2-Hour Private Sunset Cruise on Tiki Bar Boat in Key West

clock 2 hours
  • Key West is famous for it's sunsets and it doesn't get any better then on a private 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...Read more

Luxury Sailing Catamaran - Private and Group Charters

clock 2 hours
  • While there are a number of catamarans to chose from in Key West, Bimini charters is unique in that we offer private and public charters. Our private charters hold up to 6 people, so you can have a comfortable and safe sail distanced from others, or with just your friends and family, with much room to spread out. This is a very different...Read more
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