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Top Key West Attractions & Tours

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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 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 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

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

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

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

4-Hour Private Cruise to a Sand Bar on a Boat in Key West

clock 4 hours
  • Our private cruise to the sandbars will allow you to choose from two different Sandbar experiences. With 2 hours on the sandbars you can visit each if you...Read more

Key West Day Sail Aboard Schooner

clock 1 hour 30 minutes
  • Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters while sipping a beverage. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset...Read more

2 Hour Morning Private Cruise on a Boat in Key West

clock 2 hours
  • Whether you bring your morning coffee or you bring bloody Mary's and mimosas, our early morning private cruise in the national wildlife refuge will start your day off in a relaxing...Read more

2-Hour Private Sunset Cruise Boat in Key West

clock 2 hours
  • Being aboard a private boat for sunset in Key West is a unique experience that that is unparalleled compared to a large commercial boat...Read more

Glass Bottom Boat Island Eco Adventure

clock 3 hours 30 minutes
  • Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the...Read more
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