Key West Rebecca

Key West Rebecca

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Photos from Key West Rebecca's post 06/23/2026

The Wind & Wine Sunset Cruise is one of the most elegant ways to end a day in Key West.

Instead of a loud party boat, this experience feels calm, intimate, and beautifully relaxed, with the charm of sailing aboard a historic schooner as the sun begins to melt into the horizon. As you glide across the water, you’ll enjoy a guided tasting of eight wines from around the world, paired with gourmet appetizers like meats, cheeses, crackers, fresh fruit, chocolate, and crisp crudités. Craft, imported, and domestic beers are also available, along with soft drinks and bottled water.

What makes this sail so special is the atmosphere. The group size is kept small, so there is room to move around, take in the views, and actually enjoy the quiet magic of the evening.

It is a perfect choice for couples looking for a romantic sunset experience, or friends who want something a little more refined than the typical Key West cruise. Wine in hand, sea breeze in your hair, sunset spilling gold across the water… this is Key West at its best.
https://keywestrebecca.com/wind-wine-sunset-sail/

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Key West, FL

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm