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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

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

    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

    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.
    Likely to Sell Out

    From $135.00

    per person

    up to 24 hours before the experience starts (local time)

    Book ahead!
    On average, this is booked 35 days in advance.

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