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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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Sheree Valenti Firth's profile image
Sheree Valenti Firth 
8 years ago

I have chartered with Windward Sailing about twice yearly for the past several years. Not once have I ever been disappointed! Yesterday, Nov. 4, my husband and I sailed with Captain John and had a FABULOUS time flying across the water in some strong wind! Captain John is competent, friendly, and highly professional...we felt safe and well cared for. Every time we're visiting Amelia Island, we plan to charter with Windward Sailing! 

Nicole Scott's profile image
Nicole Scott 
8 years ago

My family and I went out with captain Wayne. We had so much fun it was amazing. My mom had the best birthday ever thank you for the memories we will truly cherish them! 

Nicole Marie's profile image
Nicole Marie 
8 years ago

My family and I went out with captain Wayne. We had so much fun it was amazing. My mom had the best birthday ever thank you for the memories we will truly cherish them! 

Anne Ritchie's profile image
Anne Ritchie 
8 years ago

We went out with Ron Saturday. It was an amazing experience. We had our 4 year old granddaughter with us. Ron was wonderful with her and he even let her sail! This is a great company to sail with! 

Kelsey Brewer's profile image
Kelsey Brewer 
8 years ago

Capt. John was welcoming, courteous, professional and always had our best interests in mind throughout the evening. Our family has vacationed to Amelia Island over the last 20 years and our sail with John is now one of our favorite memories to date. Fabulous weather, good music and a great captain made for a lovely evening. Highly recommend Windward Sailing and Capt. John! 

Brian Cochran's profile image
Brian Cochran 
8 years ago

Great team. Have sailed with windward many times. Even saw a submarine come in while we were out once. 

Julie Jones's profile image
Julie Jones 
recommend  Recommended
8 years ago

As owners of the Blue Heron Inn on Amelia Island, we recommend a lot of activities for our guests to do while visiting. We highly reccomend Windward Sailing for its ability to deliver even more than it advertises! All the captains are kind, courteous, experienced and knowledgable about the area! Don't miss a fun and relaxing time with them! 

Becky Moseley Jones's profile image
Becky Moseley Jones 
8 years ago
Julie Jones's profile image
Julie Jones 
8 years ago

As owners of the Blue Heron Inn on Amelia Island, we recommend a lot of activities for our guests to do while visiting. We highly reccomend Windward Sailing for its ability to deliver even more than it advertises! All the captains are kind, courteous, experienced and knowledgable about the area! Don't miss a fun and relaxing time with them! 

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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