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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 |
What a great experience! We decided to check into taking a brief boat trip during our trip to Amelia Island, but were wary of being on a crowded vessel right now. We are thrilled to have found Windward! Tony was so accommodating of our last minute request, and Captain John did an *outstanding* job during our tour. He was safe, knowledgeable, and very engaging. Our sons LOVED learning some sailing basics from John... It was definitely a major highlight from our vacation. Our only regret was not having more time to spend on th... read more
On a whim, We scheduled a two hour sailing tour at the last minute during our stay in Amelia Island for our 25th wedding anniversary! John was our captain for the night and we had the most amazing time. Not only did he let my husband experience being behind the helm John also explained how it all worked. The scenery was perfect, amazing conversation and great memories! Thanks for a great experience and we will definitely do it again. #wildgoosechase
We have used captain Tony for 2 or 3 years in a row now. He's great. clean, prompt, friendly, and knowledgeable. Couldn't ask for more out of a skipper
Great place to take lessons. Good looking boats if your looking for a charter also
Wonderful adventure! Fun times. Especially enjoyed seeing wild horses at Cumberland Island!!
We had such a great afternoon!! So relaxing and enjoyable. Thank you Tony!!!
Fantastic experience. Captain Tony was great. We enjoyed our charter immensely. Highly recommended.
We (family of 6 with 4 girls ages 2 to 12) had an outstanding sailing experience with Windward Sailing. All of our girls commented after the trip how nice Steve (our skipper) was and how safe and comfortable, they felt with him. Combined with a first taste of the Atlantic, seeing dolphins, a wild as well as the beautiful Cumberland Island scenery and Steve’s sailing lessons and experience sharing, this has been a perfect trip for us. We are very happy having chosen Windward Sailing for this adventure.
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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