Key West Sunset Sailing & Wine Tasting

From$135
2 hours
Key West, USA

About this activity

Set sail on a 2-hour sunset cruise in Key West, enjoying complimentary wine and expert guidance as you witness breathtaking sunset views over tranquil waters.

Highlights

  • Breathtaking Key West sunset views
  • Sailing through tranquil waters
  • Complimentary wine selection
  • Experienced crew and guide
  • Relaxing evening on the water

Full description

Experience the magic of a Key West sunset from the comfort of a 2-hour sailing cruise. As the sun dips below the horizon, you'll be treated to panoramic views of the Gulf of Mexico, painting the sky with vibrant hues. Sip on a selection of complimentary wines as you glide through the calm waters, guided by an experienced crew dedicated to ensuring your comfort and safety. This evening adventure offers a perfect blend of relaxation and natural beauty, making it an unforgettable addition to your Key West itinerary.

Included / Excluded

  • 2-hour sunset sailing cruise
  • Complimentary wine selection
  • Experienced crew and guide
  • Hotel pickup and drop-off

Meeting point

Start Location

Unknown location

Important information

Know before you book

  • This tour operates rain or shine; cancellations are rare and typically due to severe weather conditions.
  • The cruise is limited to a small group to ensure a personalized experience.
  • Alcoholic beverages are included; guests must be of legal drinking age.

Know before you go

  • Wear comfortable clothing and footwear suitable for a boat ride.
  • Bring a light jacket or sweater for cooler evening temperatures.
  • Arrive at the departure point at least 15 minutes before the scheduled time.

Cancellation policy

Free cancellation up to 1 days before the activity starts

For a full refund, cancel at least 24 hours before the scheduled departure time.

Accessibility

  • Easy Public Transport

Good to know

  • Age restricted 13 or older

Traveler reviews

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Sunset delight

Great captain and wonderful crew.

Khaki228Apr 27, 2026TRIPADVISOR

Danger Charters

Wind and Wine and a beautiful time to enjoy life and meet new friends. The crew went above and beyond to make sure everyone has an unbelievable time. Smiles all around.

axelljaApr 21, 2026TRIPADVISOR

Sunset cruise

We had a great evening. The ship was clean and organized. There was enough seating for everyone. The staff was very friendly and accommodating. The wines were diverse enough to please everyone, it seemed. The appetizers were plentiful, well put together and tasty.

368AKApr 7, 2026TRIPADVISOR

Great way to spend evening!

Great time, crew very attentive and informative about wines being served.

ny31fordorApr 6, 2026TRIPADVISOR

Spectacular Sunset Views

A fabulous experience- the captain and staff were friendly, efficient and very accommodating. Spectacular sunset views - an evening to remember!

jeaniem274Apr 1, 2026TRIPADVISOR

Additional information

Age restricted 13 or older