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Windward Sailing

5.0

About this business

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

Location details

5, S Front St, Fernandina Beach, FL, 32034, United States

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WeekdayScheduleStatus
Mon12:00 a.m. to Midnight
Tue12:00 a.m. to Midnight
Wed12:00 a.m. to Midnight
Thu12:00 a.m. to Midnight
Fri12:00 a.m. to Midnight
Sat12:00 a.m. to Midnight
Sun12:00 a.m. to Midnight
5.0136 reviews
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Jenna Shuman Obeng's profile image
Jenna Shuman Obeng 
recommend  Recommended
7 years ago

We had such a wonderful sunset cruise with captain John. Thanks to Winward sailing for making our evening and celebrations so special. Highly recommend! 

Jenna Shuman Obeng's profile image
Jenna Shuman Obeng 
7 years ago

We had such a wonderful sunset cruise with captain John. Thanks to Winward sailing for making our evening and celebrations so special. Highly recommend! 

Alexander Smolensky's profile image
Alexander Smolensky 
7 years ago
Polly Duncan Lee's profile image
Polly Duncan Lee 
7 years ago

Fun, fun, fun... awesome day of sailing with Windward Sailing and Captain John...! Perfect weather... lots of dolphins, wild horses, and even a sea turtle sighting! Just moved to Amelia Island and our family - we are thrilled to have Windward ⛵️ Sailing nearby... looking forward to our next adventure - thinking a Sunset Sail! Highly recommend...! 

J W Evans's profile image
J W Evans 
7 years ago

6 of us joined Captain Tony and his lovely wife Cindy on their beautiful new 37 foot catamaran for a sail around Amelia Island and into the Atlantic. It was the most amazing day! The boat is very spacious and comfortable and there were a lot of options for seating, from the seats up at the bow jutting over the ocean to the netting over the water to the shade in the back where we ate lunch. Tony is very knowledgeable and answered all our questions as well as gave us insider tips and news about the area. The sailing was specta... read more

Business response:

Thanks Jane and crew. You guys were a blast!!!! 

J W Evans's profile image
J W Evans 
7 years ago
Tony Mele's profile image
Tony Mele 
7 years ago

Exemplary experience start to finish. Excellent communication, directly responsive to our needs, and personable and friendly. Best day we've had on the water. The owner Tony, and our captain, Mike, were awesome. 

Rusty Ludlam's profile image
Rusty Ludlam 
7 years ago

My wife and I had a great day with Captain Tony, went to St. Mary's Georgia for lunch. Tony was very professional and personal. Only thing better would have been more wind. Lol Thanks again for a wonderful day. 

Rusty Ludlam's profile image
Rusty Ludlam 
recommend  Recommended
7 years ago

My wife and I had a great day with Captain Tony, went to St. Mary's Georgia for lunch. Tony was very professional and personal. Only thing better would have been more wind. Lol Thanks again for a wonderful day. 

Frequently asked questions about Windward Sailing

How is Windward Sailing rated?

Windward Sailing has a 5 star rating with 136 reviews. 

When is Windward Sailing open?

Windward Sailing is open now. It will close tomorrow at 12:00 a.m.  

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