Windjammer Classic Day Sail
Key West Tall Ship Sailing
Ages 3 & Under:
Sails November - May
Boarding Starts 1/2 Hour Before. Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age. All prices do not include Florida sales tax.
- Sail Past Local Key West Landmarks
- Take Part in Hoisting the Sails and a Turn at the Wheel
- Home-made Sangria, Boutique Wine, Premium Beer, Fine Liquors, Soft Drinks and Filtered Water
Windjammer Classic Day Sail - Book Online & Save 22%
Experience sailing on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger windjammer. At only 49 passengers, her decks are spacious and comfortable.
The Appledore II is the second in a series of historic schooners commissioned by the Smith family to travel the world. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.
Appledore II is no pampered ship, she sails year-round. Summers are spent sailing around Camden, Maine and winters are here in tropical Key West. Twice a year Appledore II sails the 2,000 mile ocean voyage between her two homeports. Some of the crew on your tour have made this exciting journey – ask them about their adventures.
Sails flying in the wind, you leave behind the Historic Seaport and head out to the Atlantic. Soon there is wind in your hair and the warm, tropical salt air kisses your face. Take in the view as the schooner navigates her way past Key West’s Harbor, Mallory Square, the Navy Mole, Sunset Key and historic Fort Zachary Taylor.
Quench your thirst with complimentary homemade sangria, boutique wine, frosty cold premium beers, soft drinks and water.
New this season - Now we're also featuring cocktails in our all-inclusive price. Sails up with a Schooner Appledore signature Bloody Mary or Dark & Stormy. Request your own favorite cocktail from our treasure chest of top-shelf brands.
While there is abundant marine life under the water, there is also plenty to see on the water's surface or circling in the blue sky above you. A pod of dolphins may surface or you might spot a turtle floating by. Perhaps an osprey will plummet down to the water to catch its lunch or a pelican will make a splash landing near the vessel.
With the Historic Seaport drawing closer, your schooner sail cruise is nearing its end. Life is good in paradise.