Appledore Star Daysail

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. 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.

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 cocktail of your choice including homemade sangria, boutique wine, frosty cold premium beers, soft drinks and water. A full bar is also available.

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.


Adults (Ages 12+): $49.95

Child (Ages 4-11): $34.95

Young Child (Ages 3 & under): Free!

Private Charters starting at just $995!


2 Hours

Welcome back!  We are pleased to announce our official re-opening on June 5th with reduced capacities and additional safety protocols to ensure a safe and enjoyable experience for both passengers and crew.  Advanced reservations (book Online or Call) are required. No walk ups are permitted per the City of Key West at this time.