Windward Sailing

Sailing
1 N. Front St., Amelia Island, FL 32034 1 N. Front St., Amelia Island Directions
+19042619125
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95% of 39 customers recommended

When you need a last-minute activity for the whole family, Amelia Island's Windward Sailing, FL has you covered. This place is sure to be a fun experience for the whole family!

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18 Tips
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Report | 4 years ago
Sailboat was entirely too small for five of us! We originally purchased 6 vouchers and one of our guest couldn't attend. If they had we would have been miserable with no place to sit comfortably . The trip was supposed to be a three hour ride and the captain turned back after 1.5 hr. We were very disappointed!
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Report | 4 years ago
It was boring and never got to see the sunset, it was called a sunset sailing cruise.....
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Report | 4 years ago
Everything from start to finish was fabulous.
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Report | 4 years ago
Tony from Windward Sailing provided a great sailing experience for our party of five!
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Report | 4 years ago
The sail was great; weather a little cold but just plan appropriate attire. Note that these Sunset Sails are not just you and the skipper. It is possible that other guests are invited; we had 4 other people with us. Still fun.
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Report | 4 years ago
Wonderful adventure. Great views! Boat was a little crowded with 8 people. Overall a great time and hope to do it again!
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Report | 4 years ago
My first time on a sailboat. I would not have gone without the Groupon. The captain was really nice. Even though we were the only couple booked, he gave us the entire tour. I learned a lot about sailing and we both had a great time. I hope to do it again sometime.
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Report | 4 years ago
was an excellent experience, great captain Capt. Ron
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Report | 4 years ago
Loved the tour!!! We are planning on taking sailing classes there!
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Report | 4 years ago
Excellent sail. Had a great time.
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From Our Editors

From their dock on Amelia Island, Windward Sailing's US Coast Guard captains float out into the Cumberland Sound, where dolphins, manatees, and sea turtles swim alongside the boat's speeding hull. As these tours progress, the captain turns passengers' attention to the wild horses that gallop across the banks of Cumberland Island.

Though these tours introduce customers to the thrill of sailing, it's Windward Sailing's school that transforms the sport into a lifelong passion. In classrooms and on boats, instructors teach students to cruise local waters and prepare them for American Sailing Association exams. Depending on the course, instructors might teach fledgling captains to sail in light to moderate winds or navigate using nothing but constellations and the giant map NASA inscribed on the moon.

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