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Private Sunset Sail

  • Enjoy a private sunset cruise off the coast of Key West
  • See the sites of Key West from the water
  • Snacks and beverages included
Private Sunset Sail
From $394.99
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travelers
4:30pm Sunset DepartureMost Popular
4:30pm Sunset Sail Private Charter
6:30pm Sunset Departure
6:30pm Sunset Sail Private Charter
6pm Sunset Departure
6pm Sunset Sail Private Charter
Watch the sun set and the moon rise off the coast of Key West on this private, 2-hour sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a private sailing vessel with a captain and mate. Stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset. Soft drinks are included. A cooler with ice is available to store any beverages brought on board.
What to Expect
Arriving at the sloop, you will be introduced to your Captain and Mate then settle onto the boat for a quick familiarization and safety briefing from the captain while the mate stows anything you may wish to keep in the coolers and prepares the boat for departure.

A short motor out of the harbor brings the boat to a spot where the captain can turn her into the wind and the mate can hoist the sails - aided by any guests who are feeling particularly enthusiastic! After that, the engines will be shut off so you can enjoy the sights and sounds of Key West in peace and tranquility.

As you sail in the best direction for the evening according to the wind, the current and the tide, your crew are happy to highlight points of interest along the way and answer any questions for you, as well as take your photo and serve up your drinks and complimentary cheese platter.

As the sun dips beneath the horizon it's the perfect time to enjoy the colorful view, and shortly after dusk you will make your way leisurely back to the harbor so you can continue your evening in Key West.
Write a ReviewReviews (9)

1 - 5 of 9 reviews

Reviewed 2 weeks ago
A beautiful and relaxing sail.

Captain Mel and her first mate Kelly were awesome! Such professional sailors and wonderful people. We felt like they had invited us into their home. One of the highlights of our vacation to Key West. I'd do it again!

Thank SCMLombardi
Reviewed July 9, 2018
Sunset Sail

This sail was absolutely perfect. Captain Mark and his Deckhand were so professional and accommodating.. All 6 of my guests were super happy with the sail! The boat is super comfortable! We really did enjoy the sail and look forward to sailing with this crew...More

Thank mmbryan14
Reviewed July 2, 2018 via mobile
Birthday Sunset Sail

A group of my friends and myself went on a sail for my birthday, Capt Mark and Kelly made it awesome, they laughed as hard as we did. I highly recommend a sail with High Tide and definitely ask for Mark and Kelly. And a...More

1  Thank Mistyfulk
Reviewed July 2, 2018

Captain Mel and Sean were the best. This was the best of any sunset cruises we’ve ever done. The sail was beautiful. There were no other boats around, and the sunset was more spectacular than usual.

1  Thank RICH K
Reviewed June 22, 2018
Amazing sunset with an amazing crew aboard Free Spirit

Thank you Mel and Shawn for an incredible evening. It was such a pleasure getting to know the crew as well as experiencing a peaceful wonderful sunset. My wife and I could not have asked for a better experience. If you want to get away...More

1  Thank Timothy B
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