Pine Island Sailing - Home of Alondra
Sail in Paradise

Located in Bokeelia, Florida on Pine Island, part of Southwest Florida's Gulfcoast, Pine Island Sailing offers the unique services of the sailing vessel Alondra for your vacation, romantic or business adventure. Departing from and returning to the Historic Tarpon Lodge in Pineland, come sailing with us in a tropical paradise for the day or for the evening in the waters of Pine Island Sound, Charlotte Harbor or the Gulf of Mexico. Relax, help sail the boat, enjoy a sunset, watch for manatees, dolphin, osprey, pelicans and more of our abundant wildlife.

Alondra is a fine classic wooden sailing yacht designed for comfort, grace, and speed. Enjoy a relaxing cruise on this 47 foot L. Francis Herreshoff design leeboard ketch with USCG Captain Chuck Koucky at the helm. Sunset, Half Day and Full Day Cruises are available. However, we specialize in custom cruises for a perfect Marriage Proposal, Wedding, Anniversary or Birthday Celebration. A custom cruise on Alondra is perfect for business team building, a bonus gift for your employees or an unusual photo shoot.

Explore our website to get details on our cruises and classes offerings. (Yes, we offer sailboat instruction - even on your own boat!).

Join us to enjoy the beauty and relaxation of boating in the waters of Pine Island.