Pine Island Sailing

Custom Cruises

Sailing Instruction

Capt. Chuck

Contact Us for Reservations

Island Links

Pine Island Sailing 

Located in Bokeelia, Florida on Pine Island, part of Southwest Florida's Gulfcoast, Pine Island Sailing  offers unique sailing and boating experiences (November though April) 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

Booms, our 39ft Sailboat, provides a wonderful experience for a vacation adventure, birthday or anniversary celebration or a business networking retreat. Departing from Bokeelia, 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.  For cruising rates, click here    

We offer private/custom bookings. Cruises available November - April. Continue to explore our website to get details on our cruises and sailing instruction. Blooms at the Dock