Dolphin Watch Sunset Sail: Key West VIP Experience

Embark on a VIP sailing experience in Key West with our Captain’s Choice Dolphin Watch Sunset Sail. Enjoy dolphin sightings, stunning views, and a chef’s selection of tapas and drinks.

Duration: 2 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • 205 Elizabeth St - Set sail from Key West’s Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines and tapas pairing.
What's Included
  • Carbonated beverages
  • Snacks
  • Premium Wine, Beer and Champagne
What's Not Included
  • Gratuities optional
Additional Information

Our Dolphin Watch Sunset Sail, dubbed the Captain’s Choice, is a premier VIP sailing venture! With a select amount of passengers, this tour spanning 2.5 hours feels more like an exclusive cruise than a group jaunt, making it a top Key West attraction.
As we depart the Historic Seaport, enjoy the view of renowned Key West sights such as the acclaimed…

Location
205 Elizabeth St
Elizabeth Street
Unit #1; Office located on Lazy Way Lane between Conch Republic and Schooner Wharf.
Cancellation Policy

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

Customer Ratings
4.6
(756 Ratings)
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Jane_h
Jun 25, 2026
Fantastic Experience - The dolphins were great; the drinks were great; the tapas were great and the crew was great. Fantastic experience.
Review provided by Viator
Addileesa
Jun 24, 2026
Dolphins, sunset and a great crew - Captain Brandon and Grace took us right to the dolphin playground. Grace is knowledgable and super nice. The mood is laidback and relaxed. We many dolphins and a great sunset. Highly recommend
Review provided by Tripadvisor
Jenniferp650
Jun 23, 2026
Perfect Trip with Perfect Weather - John and Joe were amazing and kept everyone entertained! We did get to see a lot of dolphins and the sunset was absolutely beautiful!
Review provided by Tripadvisor
Robert_p
Jun 23, 2026
Great and beautiful sunset experience - This was an incredible experience! I would say the trip started with me melting in the hot June sun while walking to the docks. Once there and out to sea, everything changed. The staff were incredible. Old fashioned customer service. Made sure everyone onboard was comfortable, and enjoying the experience. The crew takes care of you. We did see dolphins, and that was excellent. The sunset at the end was stunning. I loved my experience and would highly recommend this.
Review provided by Viator
Elizabeth_s
Jun 15, 2026
Book your cruise! - It was very enjoyable. The wine and tapas were amazing. The Captain and crew were knowledgeable and friendly, they were very entertaining and helpful. The dolphins were incredible and the sunset beautiful! Highly recommend!
Review provided by Viator
Joann_s
Jun 8, 2026
Gorgeous night with a great crew and good food. - This was an absolutely beautiful sunset tour. The captain and crew were friendly and competent. The appetizers were delicious: shrimp cocktail, Caprese sticks, and ahi paste with croustini. The boat was very spacious, and there was room for everyone. I would recommend this tour to anyone. We saw many dolphins and a gorgeous sunset. The music was classic rock. Five stars!
Review provided by Viator
Shelley_r
Jun 3, 2026
Sunset dolphin sailing - Dolphins were so fun! The crew did a great job. Food and drinks were good as well. We had a great time!
Review provided by Viator
Mtravails
May 31, 2026
What a fantastic evening in the water. The crew was fantastic. The dolphins came and showed off. Made my whole trip. - Bradley and the captain were very professional. The tapas were delicious. The boat was clean and well care. There was not to many people on the craft. Highly recommend.
Review provided by Tripadvisor
Joey_s
Jun 23, 2026
Good cruise w/friendly staff. - Motor cruise, not sailing. They found a few dolphins and provided a great experience. Ourderves and service were great.
Review provided by Viator
Christina_t
Jun 2, 2026
No dolphins, but drinks - No dolphins was disappointing. However it’s free flow of wine if that helps. 2.5 hours of just sailing, was overpriced. Tapas could be better.
Review provided by Viator
From $89
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).