Danger Charters - Wind & Wine Sunset Sail

Danger Charters’ Wind & Wine Sunset Sail is one of Key West’s signature small-group sunset sailing experiences, combining a classic schooner cruise with fine wine, premium beer, gourmet appetizers, and relaxed views of the island’s famous evening sky.

Departing from the Danger Chandlery Store at Opal Key Resort & Marina, this 2-hour Key West sunset sail is designed for guests who want a more refined alternative to a crowded party cruise. The experience is romantic, easygoing, and ideal for couples, friends, and older families looking to enjoy sunset from the water aboard a beautifully maintained sailing vessel.

Guests can settle in under the sails while the crew handles the details, serving carefully selected wines, premium beers, soft drinks, water, and market-style appetizers. The public Wind & Wine Sunset Sail is listed for ages 13 and up, with a small-group capacity of up to 26 guests, helping preserve the relaxed, personal feel of the trip.

This is a strong choice for visitors comparing Key West sunset cruises, wine cruises, and schooner sails near Mallory Square who want an elegant evening on the water with food, drinks, and classic Key West atmosphere included.

For specific dates, departure times, and current charter availability, please use the Check Availability button.