Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
Overview
Available languages
2 hours 30 minutes
Mobile ticket
Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 2.5 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West.
As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures.
With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset.
A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!
Additional Info
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
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
Soda/Pop
Premium Wine, Beer and Champagne
Chef's selection of hors d' oeuvres including shrimp cocktail
Gratuities optional
Options
Captain's Choice Sunset Sail
Reviews
695 reviews
Total reviews and rating from Viator & Tripadvisor
The captains were great....
Mary B,,Jan 27, 2026
- Review from Viator
3.00The captains were great. The trip should have been canceled . The weather was rough saw 1 dolphin and no sunset. I would have rather had my money back or come another day to totally enjoy the experience.
Okay excursion...no dolphins
Nick H,,Jan 24, 2026
- Review from Viator
4.00No guarantee of dolphins. We didn't see any. Boat was nice. The captain was a little "short" with some of the guests. He didn't want to tell any facts or history that didn't match his "script".
Great sunset cruise
Karin M,,Jan 24, 2026
- Review from Viator
4.00The boat was comfy, the captain is fun and played great music. The wine and tapas were ok. No dolphins anywhere, but the cruise was fun anyway. Gorgeous view of the beautiful sunset!
Great time
Pamela R,,Jan 12, 2026
- Review from Viator
5.00We all enjoyed it all - the tour guides, the tapas, the sunset and the drinks. We saw several dolphins.
The host and hostess were...
Ebony D,,Jan 12, 2026
- Review from Viator
5.00The host and hostess were phenomenal..the scenery with the sunset was worthwhile moment to say the least. I would do it again.
Sunset cruise w best friend
Kim M,,Jan 8, 2026
- Review from Tripadvisor
5.00Beautiful 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.
Great Sunset Dolphin Cruise
kellyfX4270AH,,Jan 6, 2026
- Review from Tripadvisor
5.00We 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! 🐬👍🏼
Sunset cruise
Shannon J,,Jan 6, 2026
- Review from Viator
5.00A 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!
Fabulous cruise!
Patricia W,,Jan 4, 2026
- Review from Viator
5.00Wonderful 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
Great Experience
Joseph M,,Jan 2, 2026
- Review from Viator
5.00Best couple hours during our entire vacation. Sunset, dolphin, drinks, snacks, romantic,, picture perfect.
From US$89.00
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Operated by Sebago Key West