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  • (305) 294-7358
Key West Time
April 23rd
6:08am · 73°F
when and if
tide sailing
off sailboat

Sunset Sail ~ Key West Experience

Sunset Sail Key West provides the perfect experience for couples looking for a romantic evening, friends out for some fun on the water, or a family trip. The Key West sailing adventures run during the day, sunset, and even under starlight. Unlike many other Key West sailboat charters, Sunset Sail Key West provides strictly private charters tailored to your personal desires.

Charter Notes

sunset sailing charter

About Your Hosts

  • Sunset Sail Key West operates under the motto “for the love of sailing.” The knowledgeable and charismatic crew have a true passion for sailing and touring guests around the beautiful surrounding waters of our island home. The crew run only private charters, so flexibility and tailoring to your desires are their specialties


What You'll Do

  • Spend some quality time on one of four beautiful sailboats ranging from Key West's first charter sailboat to one of the oldest and most historic sailboats in the Florida Keys. The well qualified crew and diverse fleet makes any sailing trip possible including reef snorkel trips; day, sunset, and starlight cruises; overnight trips; sandbar hangouts; or anything combined or in between. Keeping to their motto, the engines will be cut and you'll be off in the wind right out of the marina.


What Will Be Provided

  • At base cost, the crew will provide a personal and delightful experience on the water as well as bottled waters and soft drinks. You are welcome to bring anything you wish to eat or drink on the boat with you, or have the crew pick up whatever you would like. A la carte options, such as the signature decadent cheese plate, are available upon booking.


Where They'll Be

  • Depending on your boat, you will either leave from Stock Island or Schooner Wharf Marina in Key West. Pickup from Sunset Key for those staying there is also easily arrangeable. Depending on your trip, you will sail in either the Atlantic Ocean or the Gulf of Mexico.


Book Online Now!

Our in-house concierge is at your service 7 days a week from 9 a.m. - 10 p.m. Whether it's to reserve activities or special events, recommend restaurants, book a customized cruise, shop for groceries, or simply book transportation plus much more, we have the local knowledge to assist you. We're a call, text, or email away.

Live Like a Local!
Contact Us Today to Plan Your Trip in Paradise.

9 a.m. - 10 p.m. 7 days a week
(305) 294-1129 (call or text)

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