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Schooner Appledore Day Sail

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ChildChild age: 4-11 years. Under 4 free.

No Hidden Costs! Our low price includes all taxes and fees.

The Appledore has departed for Maine for the summer.
See you in December!
Feel the ocean spray and warm sea breezes as you experience the mystique of a classic day sail aboard the largest wooden ship in Key West. This two-hour cruise aboard the Schooner Appledore, an 86-foot-long windjammer, is reminiscent of age-old sailing adventures around this tropical paradise. A Schooner Appledore Day Sail provides ample seating and a deck free of rigging obstructions as well as complimentary soft drinks, beer, wine, champagne, water and cheese platters. Also offers complimentary Margaritas and Sangria along with fully appointed Cash Bar. The cruise also offers marvelous views of the Conch Republic and the marine life swimming in the clear turquoise water, such as dolphins, rays and sea turtles.


  • Largest wooden sailing vessel in Historic Key West
  • Two-hour cruises sailing every day
  • Crystal blue and turqouise waters of the Atlantic Ocean.
  • An abundance of seating and a broad deck for a stroll
  • No rig ducking
  • Free Champagne, wine, beer, soft drinks and cheese platters
  • Complimentary Margaritas and Sangria and full liquor bar
  • Complimentary champagne, beer, wine and soft drinks
  • The best views of Key West
Join the friendly, professional crew for a two-hour day sail around Key West's Historic Harbor on board the Schooner Appledore. Operated by Sebago Watersports, the 86-foot-long windjammer accommodates 49 passengers and features comfortable seating as well as a spacious deck. There is no rigging to obstruct your view or duck. This magical excursion, operating seven days a week from November to May, offers magnificent views of Key West as well as complimentary drinks and appetizers.

Paying homage to classic tall ships, the Appledore features glossy polished wood grain, massive spars, smooth lines and symmetrical halyards. The ship is expertly maintained for your comfort and safety. Take a turn at the wheel or just enjoy the abundant array of marine life, such as aquatic birds, dolphins and sea turtles during your sailing adventure as you glide effortlessly across the Caribbean waters. Feel the adventure on this classic day sail that is reminiscent of a turn-of-the-century windjammer cruise and know that life is good in paradise
The Schooner Appledore
Hoisting the Rig
Sail around Key West's Historic Harbor
More than a boat... an experience
Boston Old Town Trolley with free Harbor Cruise


Schooner Appledore Day Sail

Operating Times:

Sails Dec 1 through May 27. Daily from 1:30 pm - 3:30pm. Please arrive 30 minutes early to board.

Reservation Notes:

Reservations are required. E-Ticket will contain complete details regarding this tour.


2 hours

Booth Location:

Sebago Watersports: 205 Elizabeth St. Unit 1, at the Historic Key West Seaport, Key West, FL 33040

Nearest Intersection:

Lazy Way Ln. and Elizabeth St.


There is public parking 2 blocks from the Sebago ticket booth on Caroline St, between Margaret and William Streets

Age Requirements:

Child Ticket: 4-11 years of age. Children under 4 are free.


Reservations are required at least 72 hours in advance of desired sail date. Please bring sunscreen, sunglasses, a towel and of course your camera!

Schooner Appledore Day Sail Booth Location
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