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$99 for a Three-Hour Sunset Sailing Tour for Two from Windward Sailing ($220 Value)

Amelia Island

95% of 39 customers recommend

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In a Nutshell

At sunset, boats travel the Intracoastal Waterway into the Cumberland Sound, where dolphins and turtles swim through the water

The Fine Print

Promotional value expires 180 days after purchase. Amount paid never expires. Limit 1 per person, may buy 1 additional as a gift. Reservation required; subject to weather. 48hr cancellation notice required or a fee up to the Groupon price may apply. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.


Sailing bestows people with stylish, windblown hair and gives them the authority to declare storms perfect. Reap boating benefits with this Groupon.

$99 for a Three-Hour Sunset Sailing Tour for Two ($220 value)

Roughly three hour before sunset, groups of six passengers or fewer board the boat and sail out into the Intracoastal Waterway. A US Coast Guard captain then guides them through the Cumberland Sound, where passengers chance views at dolphins and submarines. Then, as the sailboat passes Cumberland Island, passengers marvel at sand dunes and wild horses. Windward Sailing invites passengers to bring along their own snacks and alcohol, and the captain keeps the galley stocked with ample ice.

Windward Sailing

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.


95% of 39 customers recommend

  • “Everything from start to finish was fabulous. ”

  • “Tony from Windward Sailing provided a great sailing experience for our party of five!”

  • “was an excellent experience, great captain Capt. Ron”

  1. A

    Amelia Island

    1 N. Front St.

    Amelia Island, FL 32034


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Windward Sailing

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