Located just west of Cape Coral in Southwest Florida, Pine Island is the largest island on Florida’s Gulf Coast and offers visitors a glimpse of what many call “Old Florida.” Unlike many nearby destinations filled with high-rise buildings and crowded beaches, Pine Island remains known for its laid-back atmosphere, fishing villages, tropical fruit farms, and waterfront communities. The island is connected to the mainland by Pine Island Road, making it an easy day trip from Cape Coral, Fort Myers, and surrounding Lee County communities.
Pine Island is made up of several unique communities including Bokeelia, Pineland, St. James City, and the colorful fishing village of Matlacha. Visitors enjoy fishing, kayaking, boating, bird watching, and exploring local art galleries and seafood restaurants. The island is surrounded by mangrove forests, seagrass beds, and productive fishing waters that attract anglers from around the country. Tarpon, snook, redfish, and trout are commonly found throughout Pine Island Sound and Matlacha Pass.
Historically, Pine Island has deep roots dating back thousands of years. The indigenous Calusa people once inhabited the region and left behind archaeological sites that can still be explored today. The island later developed as a fishing and farming community, with many residents cultivating mangoes, lychees, and other tropical fruits that thrive in Southwest Florida’s climate.

Boating and Recreation Around Pine Island
Boating is one of the most popular activities on Pine Island. With easy access to Pine Island Sound, Cayo Costa, Captiva Island, Boca Grande Pass, and numerous barrier islands, many residents and visitors choose boat club memberships rather than boat ownership. Boat clubs provide access to vessels without the maintenance, storage, insurance, and repair costs that come with owning a boat.
One of the largest boat club operators serving the area is Freedom Boat Club, which has multiple Southwest Florida locations and offers members access to a large fleet of boats throughout the country. Another popular option is Carefree Boat Club, which provides members with boating access and reciprocal privileges at participating locations nationwide.
For visitors exploring Pine Island by water, destinations such as Cayo Costa State Park, Useppa Island, Boca Grande, and the shell-covered beaches of North Captiva are all within reach. Whether you’re fishing the backwaters, cruising through Matlacha Pass, or enjoying a sunset over Pine Island Sound, the area continues to attract boaters looking for a more natural Florida experience.
Pine Island has demonstrated remarkable resilience following Hurricane Ian in 2022. Significant repairs to bridges, marinas, businesses, and public infrastructure have helped restore tourism and recreational opportunities. Today, visitors can once again enjoy the island’s unique blend of history, nature, fishing, and boating that has made it one of Southwest Florida’s most treasured destinations.