Windward Sailing

Want To Go Sailing? Go on the beautiful waterways of Fernandina Beach to Cumberland Island and the Atlantic Ocean, or sail from Jacksonville with one of our certified captains. Choose your location and time.

Want to rent a boat? For experienced or certified sailors, we offer sailboats without captains. Proof of certification or a sailing resume is required.

Want to learn to sail? Our sailing school is ranked in the top five sailing schools nationwide. Our long-standing tradition of excellence comes from adding more instruction options, discounts and total flexibility in scheduling.