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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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Pat Green's profile image
Pat Green 
recommend  Recommended
7 years ago

Many thanks to Windward Sailing and our Captain John Drake. We enjoyed a stunning sunset sail. The weather was perfect and the evening sail was memorable. Captain John was able to engage our entire crew with conversation, information, his love for sailing and for Fernandina ... all very low keyed, relaxing and fun. The dolphins riding back into port with us was special! We look forward to our next trip to your lovely area and will certainly book a sail with Captain John 

Business response:

Thanks for sailing with Windward Sailing! 

Joshua Bowlus's profile image
Joshua Bowlus 
recommend  Recommended
7 years ago

John & Bob were great accommodative captains for our private sunset sailing charter. It was so relaxing and beautiful on the water. I highly recommend these guys! 

Joshua Bowlus's profile image
Joshua Bowlus 
7 years ago

John & Bob were great accommodative captains for our private sunset sailing charter. It was so relaxing and beautiful on the water. I highly recommend these guys! 

Sharon Chilton-Moser's profile image
Sharon Chilton-Moser 
recommend  Recommended
7 years ago

This was our splurge activity on a recent trip to the area and what a great time we had. Our nieces will be talking about it for a long time. Highly recommended! 

Sharon Chilton-Moser's profile image
Sharon Chilton-Moser 
7 years ago

This was our splurge activity on a recent trip to the area and what a great time we had. Our nieces will be talking about it for a long time. Highly recommended! 

William Adams's profile image
William Adams 
recommend  Recommended
7 years ago

Thank you for the guidance and care in getting us "OUT THERE" 

William Adams's profile image
William Adams 
7 years ago

Thank you for the guidance and care in getting us "OUT THERE" 

Paula Gueterman MacMillan's profile image
Paula Gueterman MacMillan 
recommend  Recommended
7 years ago

My husband, daughters and I had a fantastic time sailing with Windward. We were blessed to have a wonderful captain, John, who made the 3 hour sailing trip an awesome one!!! This was an introduction in sailing and he explained everything wonderfully. Our oldest daughter has a fear of boats but loved this and enjoyed it more when she was given the chance to steer. 

Paula Gueterman MacMillan's profile image
Paula Gueterman MacMillan 
7 years ago

My husband, daughters and I had a fantastic time sailing with Windward. We were blessed to have a wonderful captain, John, who made the 3 hour sailing trip an awesome one!!! This was an introduction in sailing and he explained everything wonderfully. Our oldest daughter has a fear of boats but loved this and enjoyed it more when she was given the chance to steer. 

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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