Dan M.
7/22/2025
If you're looking for a relaxing, picturesque sail on the water with occasional moments of adrenaline-induced existential reflection--Windward Sailing is the spot on Amelia Island. The captain...
Windward Sailing
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910 S 8th St Ste 133
Fernandina Beach, FL 32034
Windward Sailing in Fernandina Beach, FL offers a range of sailing experiences, including private charters, sailing courses, and bareboat rentals. With certified captains and a fleet of well-maintained boats, they provide the opportunity to explore the beautiful waterways of Fernandina Beach, Amelia Island, and even venture out to Cumberland Island and the Atlantic Ocean.
Whether you're looking for a romantic getaway, a memorable family outing, or a unique corporate charter, Windward Sailing's fun sails are designed to cater to various occasions, while their highly regarded sailing school ensures top-notch instruction and flexibility in scheduling for those eager to learn the art of sailing.
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Reviews
5.020 reviews
James L.
8/2/2024
Amazing trip and the owners are so Kind and attentive to every detail. I have always wanted to sail and the trip was great. Weather was not so great but the owners more than made up for it.
Sue M.
6/9/2025
Everything ! Loved our cruise ! Captain was great, friendly, safety focused, knowledgeable and very accommodating. Plan to do again !
Karol M.
6/29/2024
Cindy and Toni took very good care of us. We were a party of 10 ladies celebrating a 60th birthday. It was very special and love the journey. We took around Fernandina Beach and all the way up to...
Sharon L.
5/26/2024
The most relaxing and enjoyable experience with sightings of dolphin and wild horses on Cumberland island!
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