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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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Phil Amthor's profile image
Phil Amthor 
recommend  Recommended
6 years ago

The afternoon sail was fantastic. John was our captain and he taught us, let us sail, and in general was perfect. 

Marci Scott's profile image
Marci Scott 
6 years ago

Amazing adventure! Thank you Captain Tony and Cindy for a lovely sunset cruise on your fabulous Catamaran. If you’ve never experienced a sail on a cat...I highly recommend Windward Sailing and their experienced crew. Very affordable! The yacht sail is awesome too! The cat is a bit more adventuresome than the yacht but both are first rate! 

Scott Rednib's profile image
Scott Rednib 
recommend  Recommended
6 years ago

Professional, courteous, knowledgeable... and a boatload (pun intended) of fun! 

Scott Rednib's profile image
Scott Rednib 
6 years ago

Professional, courteous, knowledgeable... and a boatload (pun intended) of fun! 

Maribeth Weikle's profile image
Maribeth Weikle 
recommend  Recommended
6 years ago

John was our captain and we had a blast. Went out for 2 hours but I could have spent the whole day 

Maribeth Weikle's profile image
Maribeth Weikle 
6 years ago

John was our captain and we had a blast. Went out for 2 hours but I could have spent the whole day 

Don Thompson's profile image
Don Thompson 
recommend  Recommended
7 years ago

Excellent school! You can scratch learning to sail off your bucket list!!! I highly recommend Windward sailing school! Tony and John are top notch sailors and great instructors!!! 

Don Thompson's profile image
Don Thompson 
7 years ago

Excellent school! You can scratch learning to sail off your bucket list!!! I highly recommend Windward sailing school! Tony and John are top notch sailors and great instructors!!! 

Pat Green's profile image
Pat Green 
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 

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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