Tours/Key West/Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
Viator · group up to 50 pax

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

4.6(758)Key West1 hour
VIATOR4.6(457)TRIPADVISOR4.6(301)

Description

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!

Tour Options

Captain's Choice Sunset Sail

Highlights

Soda/Pop
Premium Wine, Beer and Champagne
Chef's selection of hors d' oeuvres including shrimp cocktail

What's included

Included
Soda/Pop
Premium Wine, Beer and Champagne
Chef's selection of hors d' oeuvres including shrimp cocktail
Not included
Gratuities optional

Traveller Ratings

4.6
758 reviews
5
598
4
88
3
41
2
19
1
12

Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Reviews(758)

J
janelC1439IP
August 7, 2026
Playful dolphins

Well looked after by the captain and crew. Good dolphin sighting. The weather did not cooperate for an amazing sunset, but still some pink in the sky. Sangria was free flowing and the canapés simple but tasty. Thanks

A
April_R
July 23, 2026
On time boarding, great...

On time boarding, great hospitality with free soda, water and beer! We saw dolphins and a beautiful sunset! I enjoyed immensely!

Operator response

Thank you for the 5 stars, April! Sounds like you got the full Key West experience with dolphins, a beautiful sunset, and a cold drink in hand. We're so glad you had a great time, and we hope to see you back onboard again soon!

Q
Q9945IUbrentm
July 11, 2026
A must!!

Good experience. Will do again

Operator response

Thank you for the five stars, Brent! We hope to see you sailing with Sebago again soon!

S
Sandra_P
July 10, 2026
Good times!

Nice boat ride with great music, drinks and hope to see dolphins. The sunset was quickly engulfed by clouds so be ready for that pic.

Operator response

Thank you for sharing your experience, Sandra! We truly appreciate the kind words for our team. We hope to welcome you back on your next visit to Key West to show you a five star experience!

B
Bonnie_K
July 9, 2026
Worth the cost!

We had a great time and thought Travis was fantastic attending to every possible need. Nice appetizers too with delicious key lime pie. The only downside was the hard sell to spend $20 to get “priority” boarding. It felt manipulative as there was plenty of room for everyone. Not the best first impression.

Operator response

Thank you for your review! We're so glad you had a great time, and we'll be sure to pass your kind words along to Travis. We're happy you enjoyed the appetizers and key lime pie, too! Our premium boarding option is completely optional for guests who would like early boarding and a few added perks. We're glad you found plenty of room to relax and appreciate your feedback. We hope to welcome you back onboard again soon!

J
Jane_H
June 25, 2026
Fantastic Experience

The dolphins were great; the drinks were great; the tapas were great and the crew was great. Fantastic experience.

Operator response

Thank you for your fantastic review! We’re thrilled to hear you had such a great experience. We appreciate your kind words and are so glad our team helped make your time on the water memorable. We hope to welcome you back onboard for another amazing adventure soon!

A
Addileesa
June 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

Operator response

We love hearing this! Captain Brandon and Grace are awesome, and it sounds like the dolphins decided to put on quite the show for you. Thanks for the review, and we hope to have you back onboard for another unforgettable sunset.

J
JenniferP650
June 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!

Operator response

Thank you for the crew shout out and five stars, Jennifer! I am thrilled to hear that our local marine friends stopped by for your tour. We hope to welcome you back aboard soon!

J
Joey_S
June 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.

Operator response

Thank you for choosing to sail with Sebago, Joey! I am sorry to hear that the winds were not on our side to raise the sails during your tour. We hope to welcome you back soon with better winds to show you a five star experience!

R
Robert_P
June 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.

Operator response

Thank you for sharing your experience on our Captain's Choice Sunset Sail, Robert! Old fashioned customer service is exactly what we're aiming for with our guests at the center of all we do. We can't wait for your next trip to Key West to get you back onboard!

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