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Key West, FL

Sightseeing Cruise

When visiting Key West the top item on the list of things to do is a Key West sightseeing boat tour or a sightseeing sailing trip and we have the best seat in the house for it! Step aboard our classically designed yacht and enjoy a boat ride out into the emerald green waters of Key West. Take in the magic that Key West has to offer with a glass of Champagne in hand, the wind blowing through your hair and dolphins surfing off the bow of our beautiful schooner as it dances through the water. Jump aboard a Key West day sail for an afternoon and learn the hidden secrets and wonders of this famous little Island. Whether you join us for a Key West sunset cruise or a day sail you are sure to feel as if you are at home with the hospitality our crew gives you on your Key West sightseeing boat tour.


Key West Day Sailing

Classic Day Sail aboard Schooner America 2.0

Soak in the sun while you do some Key West Day Sailing!  Take to the water on the Schooner America 2.0, named for the first boat to win the America’s Cup in 1851 for some Key West day sailing. This stunning 105-foot boat 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 Florida. This 1.5 hour Key West day sail features complimentary beer, wine, champagne and soft drinks! Refreshing fresh fruit is provided, but guests are encouraged to make the most of the event by bringing aboard their own picnic lunch!

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $55 | Child $35

Key West Sunset Sail

Sunset Sail aboard Schooner America 2.0

Enjoy your classic Key West sunset sail aboard the most elegant sailboat, the 105-foot, 1851 revival, Schooner America 2.0. Take in the vibrant colors of Key West’s famous sunset as you sip champagne, dine on passed hors d’oeurves, and glide through the crystal clear surrounding waters. This two-hour Key West sunset sail features complimentary champagne, wine, beer, soft drinks, and water. Passed hors d’oeurves are provided, including shrimp cocktail, a cheese plate, and delicious veggies! Schooner America 2.0 is a state of the art vessel built in 2011. She features teak decks, mahogany-trimmings, and 3600 square feet of canvas! Sit back and relax while she plies effortlessly through the turquoise green Key West sailing waters and off towards the horizon for the quintessential Key West Sunset experience!

  Duration: 2 hrs   Boat: America 2.0   Cost: Adult $85

Key West Wreckers Race

Wreckers Race aboard Schooner America 2.0

All hands on deck join us for the Key West Wreckers Race! Sail aboard the Schooner America 2.0 for the monthly Schooner Wharf Bar Wrecker’s Race! Back in the days of the yore, pirate ships from afar often ran aground on Sand Key Reef, nine miles off of the southern coast of Key West. When all the scallywags in Key West heard there was booty to be had, they’d get in their boats and race each other out to the reef. The first one there could claim the ship’s cargo! Arrggh! Today, we celebrate it with the firing of the canon at 1:00pm to start the Key West Wreckers Race, and all of the schooners of are on their way in a one-way race to Sand Key Lighthouse! The boat that gets there first, “wins”! Enjoy the excitement aboard Schooner America 2.0 as we race for victory! An awards ceremony takes place at 9 PM at Schooner Wharf Bar where the winners are announced and treasures collected.

  Duration: 3 hrs   Boat: America 2.0   Cost: Adult $75 | Child $35

Quantum Key West Race Week Spectator Sail on Schooner America 2.0

Quantum Key West Race Week Spectator Sail aboard Schooner America 2.0

Join us on America 2.0, the Official Spectator Vessel for the 2017 Quantum Key West Race Week! This exciting event happens every year in these emerald green waters and you are going to have the best seat in the house.  This is a week of sailing excitement that you do not want to miss out on. Schooner America 2.0 is a 105-foot schooner that has over 3600 square feet of sail, and a cutting edge free standing carbon fiber rig!  With comfortable wrap around seating you are sure enjoy a afternoon in the sun for the Quantum Key West Race Week Spectator Sail on Schooner America 2.0!

  Duration: 4 hrs   Boat: America 2.0   Cost: Adult $75 | Child $45