2-Hour Sunset Sailing With Wine In Stock Island

Recommended by 100% of travelers

Badge of Excellence

Key West, USA

2 hours (approx.)
Mobile ticket
Offered in: English

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Overview

Set sail and enjoy the sunset on this peaceful 2-hour boat tour, where you can enjoy appetizers and sample wines from around the world. If wine isn't your thing, there will be a range of beers to sip on as you look out at the horizon.

Enjoy incredible sea views and drinks with a group on the smaller side
Drinks include eight different varieties of wine, five types of beer, and sodas
Snack on charcuterie boards of meats, cheeses, crackers, and chocolate
Soak up the sunset on the water with the help of a skilled schooner crew

What's Included

Alcoholic Beverages

Up to 8 different varieties of wine
Bottled water
Soda/Pop
Snacks

Hors d'oeuvres complementing the wines

Meeting and Pickup

Meeting point

Coconut Row, Stock Island, FL 33040, USA
Check-in time for your excursion is 30 minutes prior to departure. Go down Shrimp Road, Turn into last parking lot at Perry Hotel and Marina, go down to the end of J dock, slip 5.

End point

This activity ends back at the meeting point.

What To Expect

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Near public transportation

Most travelers can participate
Age restricted 13 or older
This tour/activity will have a maximum of 20 travelers

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Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Reviews

5.0

based on 100 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Excellent!

Larissa_V, Jan 2026

We had a wonderful time on the Wind and Wine Sail! It was great meeting new people while enjoying delicious wine and tasty hors d’oeuvres. One of the highlights was seeing baby dolphins jumping out of the water—such a special surprise. The sunset was absolutely stunning, and the crew was incredibly attentive and knowledgeable throughout the trip. I would highly recommend this experience!

Great experience and great views!

Adam_D, Aug 2025

This was an awesome experience. The food and wine selection was great! Staff was awesome! And the views of the sunset were top notch! Would highly recommend!

Awesome sunset sailing experience

Jason_D, Jul 2025

Sunset sail was absolutely amazing. The atmosphere was laid back and peaceful with top-notch hospitality. The Captain and first mate Lexi were exceptional. Definitely would sail again on this particular tour package and very interested in checking out other trip and tour offerings by Danger.

Perfect evening!

Julie_Q, Mar 2025

Tony and Maria were fantastic! Very knowledgeable, personable, and made the trip awesome! The views, wine, and snacks were perfect. Thoroughly enjoyed our experience!

Response from Host, Mar 2025

Thank you so much for your kind words! We're thrilled to hear that Tony and Maria helped make your experience memorable. We take great pride in offering knowledgeable and personable guides, and it’s great to know they made such an impact on your trip. We're glad you enjoyed the views, wine, and snacks – it’s always our goal to create a perfect experience for our guests. We hope to welcome you back again soon!

Wine and Bestie Sailing

Robin_O, Oct 2024

This was the best sailing experience I’ve ever had!!! The wine tasting was amazing!! The charcuterie was wonderful!!! The views, the wind and the crew were top notch.