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

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Overview

Available languages

English

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

4.63

708 reviews

Total reviews and rating from Viator & Tripadvisor

557
82
39
18
12
  • Sunset loving

    Cali S,,Feb 25, 2026

    - Review from Viator

    5.00

    We took a bachelorette trip on the sunset cruise and had an absolutely amazing time. We saw soo many dolphins! The sunset was incredible as was the appetizers. Gary and Brandon were amazing. We would recommend this trip!!

  • Excellent trip!

    Adrienne S,,Feb 24, 2026

    - Review from Viator

    5.00

    A great sunset cruise! Very relaxing and we got to see an incredible sunset from the water. Our crew was so wonderful and made the trip even better! Highly recommend this experience

  • The captain and crew were...

    Rachel S,,Feb 22, 2026

    - Review from Viator

    5.00

    The captain and crew were so friendly and knowledgeable. We had such a great time! Great music, great views, very clean and comfortable.

  • Enjoyable evening

    Joseph H,,Feb 21, 2026

    - Review from Viator

    5.00

    Both the captain and first mate were funny and worked hard to make the experience fun, enjoyable, and memorable. The boat is perfect for a sunset cruise; both spacious and comfortable. We saw dolphins, had tapas, many choices of beverages.

  • Sunset in the keys

    lonif2026,,Feb 21, 2026

    - Review from Tripadvisor

    5.00

    Beautiful sunset, dolphins and a great crew!

  • Disappointing at best

    Erica M,,Feb 19, 2026

    - Review from Viator

    3.00

    This was disappointing at best. The captain didn't really seem to have any interest in getting to know the Travelers or engaging with us. The only thing he kept emphasizing is that we should tip $25 a person to John who was the bartender. I expected to learn a little bit about our surroundings and the natural habitat but that did not happen would not go with this company again

  • Great, smooth ride on a...

    Patrick S,,Feb 16, 2026

    - Review from Viator

    5.00

    Great, smooth ride on a very nice catamaran, multiple dolphins were seen, drinks and snacks were great. Beautiful sunset, plenty of places to sit or stand as you wished, great service onboard.

  • Highlight of the trip

    Kel M,,Feb 14, 2026

    - Review from Viator

    5.00

    The sunset was incredible. We saw quite a few dolphins which isn’t guaranteed but made it extra fun. They also came very close to the boat. Brandon and Gary were awesome. They are fun and engaging.. The wine and food was very good and they were more than happy to refill glasses! It was the highlight of our time in Key West.

    Kel M's photo 1
  • Great Time and value. Clean boat, lots of room.

    Robert S,,Feb 13, 2026

    - Review from Viator

    5.00

    Great time. Crew excellent. I would tell anyone to take this sunset cruise. I'm not going to go on and on, it was great a great value a d I would take it out again.

  • Sit back and enjoy!

    Debbie H,,Feb 12, 2026

    - Review from Viator

    5.00

    Captain Daniel and John were outstanding and very accommodating. The tapas were exceptional, much more than we anticipated and would give the chef 5 stars!

From US$89.00

4.63
(708 reviews)