Pine Island Sailing

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Capt. Chuck

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Pine Island Sailing -
Home of Alondra, Marketta and Cornelia
Sail in Paradise

Located in Bokeelia, Florida on Pine Island, part of Southwest Florida's Gulfcoast, Pine Island Sailing  offers unique sailing and boating experiences on three different vessels, all with Captain Chuck Koucky at the helm. Join us to enjoy the beauty and relaxation of boating in the waters of Pine Island.

Alondra at Sail

Alondra, our 47ft ketch, provides a wonderful experience for a vacation adventure, birthday or anniversary celebration or a business networking retreat. Departing from and returning to the Historic Tarpon Lodge in Pineland, sail in a tropical paradise, exploring the waters of Pine Island Sound, Charlotte Harbor or the Gulf of Mexico. Relax, help sail the boat, watch for manatees, dolphin, osprey, pelicans and more of our abundant wildlife. More info ...

Marketta, our 26 ft harbor cruise boat, is the only power boat in our fleet. Take an 1 1/2 hour of the waters of Charlotte Harbor and the shallow back bay waters that are alive with our tropical wildlife. Be sure to take advantage of our popular Sunset Harbor Cruise, perfect place from which to view our famous Pine Island Sunsets. Marketta departs from the Bokeelia Pier and Docks.
More info ...


Cornelia - A wonderful little West Wight Potter, is a 19 foot centerboard, main and jib boat. Perfect for sailing classes or an intimate cruise for two in the Back Bay or Charlotte Harbor waters of Bokeelia. Cornelia departs from the Bokeelia Docks. More info ...

On any of these three vessels, we offer private/custom bookings. Explore our website to get details on our cruises and sailing instruction.