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
(731 Ratings)
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Catherine_r
Apr 4, 2026
Great boat captain and... - Great boat captain and bartender, friendly and informative. Temps are cooler on the water, so sweater or sweatshirt is recommended.
Review provided by Viator
Wendell_j
Apr 1, 2026
Good service but 2 1/2 hr... - Good service but 2 1/2 hr a little long. Young kids on board got very ansey. Crew great and sunset beautiful
Review provided by Viator
Brianne9780mh
Mar 26, 2026
Great to - We had a great time!! The captain and bartender were awesome!!
Review provided by Tripadvisor
D8448dvvickyc
Mar 26, 2026
Sebago Sunset Cruise - I highly recommend this cruise, the crew members were friendly, they were generous with beer and snacks. Music was perfect too.
Review provided by Tripadvisor
Micah_c
Mar 24, 2026
Smooth cruise with a... - Smooth cruise with a beautiful sunset. And the food, conversation, and hospitality were great! Captain Jim and bartender Jordan were 1st class.
Review provided by Viator
Kathleen_m
Mar 23, 2026
Sunset Sail NOT to miss - Sail was Fantastic! saw dolphins, great tapas, and wine.Capt Brett very informative as well as Honors who was the bartender/ and dolphin information specialist
Review provided by Viator
Dennis_s
Mar 12, 2026
Sun set dolphin cruise - Very relaxing. Felt safe at all times. Beautiful sunset and enjoyed the dolphins. Snacks were good. Drinks were good. Crew was awesome.
Review provided by Viator
Renee_m
Mar 6, 2026
Beautiful evening!... - Beautiful evening! Captain Brandon and John were awesome, very attentive and spotted a dolphin on a bit of a choppy night
Review provided by Viator
Musicmaker1247
Mar 21, 2026
A fun way to spend the evening. - We had a fun 2+ hr. cruise out of Key West. Our pilot, Daniel, and bartender/1st Mate, Gary, were both terrific. We saw a couple of dolphins several times and they tried to get us closer. The sunset was beautiful. There were 3 different appetizers served. The biggest disappointment was the drinks. Only Bud & Bud Light for beer, and the wine choices were all dry except for a very weak and not very good Sangria. More variety and/or a rum punch option would have been nice.
Review provided by Tripadvisor
Jodi_m
Mar 11, 2026
Excellent Crew!! - The 3 tapas appetizers were brought out one at a time, like every half hour. The water was choppy so not a lot of dolphin sightings on my trip
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).