Pine Island Sailing

Custom Cruises

Sailing Instruction

Capt. Chuck

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Pine Island Sailing - Temporarily out of operation

Located in Bokeelia, Florida, on Pine Island, part of Southwest Florida's Gulfcoast, Pine Island Sailing offers unique sailing and boating experiences with Captain Chuck Koucky at the helm. Sadly, one of our two main cruising boats, Blooms, was destroyed due to Hurricane Ian. Our other classic vessel, Alondra, is for sale and out of the water; therefore, we are not offering cruises or sailing lessons on our boats at this time. However, Chuck will still teach you on your vessel.

New to the Pine Island? Chuck is familiar with the waters of Pine Island Sound and Charlotte Harbour and will be happy to take you on your boat for a tour to familiarize you with our local waters.

Looking to the future, we are in the process of renovating another sailboat, a 24-ft Atlantic City Cat Boat. It will be a long time before she is ready to sail, but we will post it here as soon as she is in the water and ready for cruising.