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Specialties Sailing Charters Sailing Lessons Sailing Certifications Sailboat Rentals History Established in 1997. Windward Sailing was founded in 1997 by USN Ret Captain Charley Weaver and his wife Sandra. Tony and Cindy purchased the business in 2005. The Sailing School has received American Sailing Association's "Outstanding School", 3 times, while our instructors have received "Outstanding Instructor" 6 times. In addition to sailing instruction, we also take passengers sailing on sailboats for pleasure from 2 hour jaunts ... read more
5, S Front St, Fernandina Beach, FL, 32034, United States
Get directionsWeekday | Schedule | Status |
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Mon | 12:00 a.m. to Midnight | |
Tue | 12:00 a.m. to Midnight | |
Wed | 12:00 a.m. to Midnight | |
Thu | 12:00 a.m. to Midnight | |
Fri | 12:00 a.m. to Midnight | |
Sat | 12:00 a.m. to Midnight | |
Sun | 12:00 a.m. to Midnight |
Just got back from a sunset cruise on the Catamaran with my sister and two of our best friends. It was AMAZING!! We had such a good time. We saw the wild horses on Cumberland Island, dolphins, and Pippi Longstockings' house. The captain and his wife are so nice and accommodating. I would HIGHLY recommend this company for any tours that you would like to do. Thank you, Windward Sailing!!! ❤️
We had such an amazing time. Everything about the sailboat is perfect. We had Tony, this is two years in a row we have gone and he is great!!! Can’t wait to be back next year
Captain Tony and Cindy were wonderful host. We took a 3 hour sunset cruise that was spectacular! Highly recommended !
Captain John is very knowledgeable and patient. I had a great time and learned a lot from him. Highly recommend.
Captain John is very knowledgeable and patient. I had a great time and learned a lot from him. Highly recommend.
Amazing experience !! Captain Coleman was the best. Best day sailing. Tony is very responsive and more than accommodating!!!
Had a wonderful time with Captain John! So glad we decided to do this during our vacation....well worth it.
Amazing time! Captain Tony and his wife were so welcoming and friendly! We loved Tony’s jokes! We took the 2 hour catamaran trip. We saw wild horses and a couple dolphins. Even learned how to spot crab traps (haha!)! We had a great time and would recommended them to all! Would love to do the overnight trip one day! Thanks Captain Tony and wife for a wonderful time!
The afternoon sail was fantastic. John was our captain and he taught us, let us sail, and in general was perfect.
Windward Sailing has a 5 star rating with 136 reviews.
Windward Sailing is open now. It will close tomorrow at 12:00 a.m.
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