Special Events in Key West - Sailing Key West, things to do in Key West, FL

Holidays and Special Events

 

Key West Fourth of July Fireworks Sunset Sail

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Join us for the 4th of July celebration on board the Adirondack III right here in Key West Florida. Experience a great view of the fireworks and the open sea!  Surrounded by other boats in a festive holiday atmosphere, the spirit of 4th July will fill the harbor! 

New Year's Eve lowering of the Wench aboard America 2.0

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Join us this New Year's Eve in Key West! America 2.0 will be the Schooner that the famous lowering of the Wench will take place!  Watch in anticipation and awe as the Wench gets lowered from this 85 foot high mast!

New Year's Day Sail Brunch aboard America 2.0

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Join us for this wonderful tradition on New Year's Day! Spend your New Year's day in Key West by sailing aboard Schooner America 2.0 for a delightful brunch! America 2.0 She is modeled after one of the most famous maritime icons of all time, the winner of the first “America’s Cup” of 1851, Schooner America.

Key West Lighted Boat Parade

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Join us for Key West's 20th annual Lighted Boat Parade, a favorite maritime holiday event. Sit aboard the most stunning Schooner, the Adirondack III, or the Yacht Beacon as we parade through the Bight and Harbor of Key West decorated in Holiday decor with up to 30 other Key West vessels. Cruise aboardAdirondack III while taking in this magical display of holiday spirit.

New Year's Eve Dockside Bash aboard Adirondack III

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Join us aboard Adirondack III for a wonderful New Year's Eve Bash in Key West! Enjoy this Dockside event and watch the celebration in prime location on the Harbor walk! Take in the views of cannon blasting, the releasing of doves and the "lowering of the Pirate Wench", an original tradition of the Schooner Wharf bar.

 

Key West Valentines Day Sails!

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Join us on any of our Romantic Key West Sail aboard Schooner America 2.0 or Yacht Beacon.  Create a memory of a life time this Valentine's Day! Treat yourself and your loved one to a sunset sail or day sail. Each of these cruises are specially designed for Valentine's Day!  Check our online calendar for the sails on February 14th!  Chocolate, Roses, Strawberries and more!

 

Wreckers Race Sail aboard Schooner America 2.0

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All hands on deck! Join us for the monthly tradion in Key West: the Wreckers Race! Sail aboard the Schooner America 2.0! Back in the day of the ole pirates, ships from afar used to run aground on Sand Key Reef. Then all the scallywags in Key West would get in their boats and race out to the reef! The first one there could claim the ship's cargo!

Key West's Full Moon Sail Aboard Schooner America 2.0

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Take to the Key West waters by Full Moon Light!! This monthly romantic, moonlight sailing adventure is yours aboard Key West's most stunning sailboat, the 80-foot wooden pilot schooner, Adirondack III. Sit back and relax while she slices through the evening, basking in the golden moonlight that dances in the night waters.

 

Star-Gazer Sail

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A starry-skied Key West sailing adventure awaits on the 80-foot wooden pilot schooner, Adirondack III. Escape to the waters just off Key West for a night of stargazing in her clear, vast skies.