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Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

Overview

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!

City: Key West

Sat 21 Jun

Other dates

You can choose the date already on the booking website

Starting at $89.00

Make a reservation

Sat 21 Jun

Starting at $89.00

Make a reservation

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What's Included

Soda/Pop

Premium Wine, Beer and Champagne

Chef's selection of hors d' oeuvres including shrimp cocktail

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.

Traveler Photos

Reviews (601)

Linda_T

Mar 2025

It was an amazing cruise and such a delightful crew. Me and my sisters had a blast. Best cruise ever!! 🥰

Response from Host

Mar 2025

Now that’s a sister adventure done right! We’re so glad you had a blast and that the crew helped make it the best cruise ever. Come back anytime—we’ll be ready for round two!

Brenda_H

Mar 2025

Best time ever!!! The crew was very friendly, fun, and knowledgeable! Would do it again. Excellent !!

Response from Host

Mar 2025

Thank you for the 5 stars, Brenda! Our crew brings the fun, the facts, and the good vibes every time. We’d be thrilled to have you back for another round!

281reneen

Mar 2025

Wonderful sunset trip with Sebago. The crew was professional, attentive and fun. Miranda served drinks and tasty tapas, shared information as we went along and snapped photos for everyone interested. There were about 50 on board, which is a full boat, but we felt there was ample room as we sat out in the front and took in the beautiful views and breeze. The boat did have sails but they were not up. Overall it was quite a nice trip and we would recommend it.

Response from Host

Mar 2025

We’re so glad you enjoyed your sunset sail with us! Miranda and the crew always aim to deliver top-notch service—from drinks and tapas to those picture-perfect moments. While we love to raise the sails whenever we can, sometimes weather and conditions don’t make it ideal—but we’re happy to hear you still had plenty of space, stunning views, and a great experience overall. Thanks for the recommendation!