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
(715 Ratings)
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1 star
Pamela_r
Jan 12, 2026
Great time - We all enjoyed it all - the tour guides, the tapas, the sunset and the drinks. We saw several dolphins.
Review provided by Viator
Ebony_d
Jan 12, 2026
The host and hostess were... - The host and hostess were phenomenal..the scenery with the sunset was worthwhile moment to say the least. I would do it again.
Review provided by Viator
Kim
Jan 8, 2026
Sunset cruise w best friend - Beautiful weather. Captain & bartender did a great job. We watched dolphins play for at least 1/2 hour. Sunset was great. They played classic rock music which was also a plus in our book.
Review provided by Tripadvisor
Kellyfx4270ah
Jan 6, 2026
Great Sunset Dolphin Cruise - We chose Captain's Choice dolphin watch and sunset sail cruise. Captain Brandon and Anders were awesome. We saw several dolphins and had a beautiful sunset. Thanks guys for a wonderful time! 🐬👍🏼
Review provided by Tripadvisor
Shannon_j
Jan 6, 2026
Sunset cruise - A fun evening cruising off Key West. The service was great. Capt. Dan and Gracie were great hosts. While we did not see dolphins, it was not for a lack of trying. The food and drinks were good!
Review provided by Viator
Patricia_w
Jan 4, 2026
Fabulous cruise! - Wonderful experience, excellent hors d’oevres, drinks, beautiful sunset, well worth the price - would have liked to be under sail instead of engine for the trip
Review provided by Viator
Joseph_m
Jan 2, 2026
Great Experience - Best couple hours during our entire vacation. Sunset, dolphin, drinks, snacks, romantic,, picture perfect.
Review provided by Viator
Stephanie_f
Jan 2, 2026
This is a great... - This is a great opportunity to see Key West's beautiful dolphins. Luckily, we saw several dolphins and enjoyed every moment while being entertained by the knowledgable crew.
Review provided by Viator
Mindy_j
Dec 31, 2025
Gorgeous Sunset - The boat was so clean, great size, smooth sailing, drinks flowing, great captain and bartender. AND beautiful sunset!
Review provided by Viator
April_m
Dec 30, 2025
Great captain and crew.... - Great captain and crew. Made sure everyone was happy. Saw dolphins and had a great spot to see the sunset.
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).