Sailing Charter On 37ft "Free Spirit" Schooner In Key West, Florida

37 ft
6 Guests

About This Boat

Enjoy sailing in Key West, Florida! Charter the 37 feet "Free Spirit" Lazy Jack Schooner Schooner for up to 6 people. Rate as low as $149 per hour (minimum of 4 hours).


• Half day: $595
• Full day: $895

What You Can Expect:

Sunrise Sail

Key West’s first and only sunrise sailing experience! Whether you’re completing your night or starting off your day, come experience the tranquility and beauty of the Gulf of Mexico and the Florida Straits as new day dawn. Enjoy as the captain and mate set sail, shut off the engine and the sails fill with the wind. Take in the rich natural beauty of the Florida Keys back country as the turquoise waters brighten the day, countless species of land and sea birds take flight and the local fisherman makes their way out to sea for the day’s catch.
Toast the sun as it lights up the towering Florida cumulus clouds with our complimentary virgin mimosas and gourmet tropical fruit platter. As with all our trips, for a drink with a little more experience please feel free to bring any adult beverage of your choice!

Day Sail

Our Day sails offer a great way to see Key West from the water! Experience the joy of setting sail and shutting off the engine as we sail you through the colorful waters that surround our beautiful Island, Sail through the internationally renowned live- aboard anchorage, past Mallory square and the old Customs House and out toward Fort Zachary Taylor. Sail around Sunset Key and take a look at the Key West’s most fantastic National wildlife preserve. We always have a chance to see dolphins, turtles and a countless variety of sea birds. Sit back and relax or take a turn at sailing the boat, this truly is Your trip!
With over 15 years experience sailing and living in the Keys, our captains and crew provide you with the local knowledge of marine life, surrounding islands as well as stories of Key Wests rich and colorful history. Come sail with us in comfort and style.

Sunset sails

Sunset sails are the thing to do in Key West. Capture the magic of it all without being on a boat crowded with people. Sunset Sail Key West we strive to revive the romance and charm without the crowds. Our vessels only take 6 guests to ensure comfort and allow for a more friendly and customer oriented cruise.
Sit back while the captain and mate raise the sails, shut off the engine and sail off into the sunset!
Take the wheel or take in the sights as we sail you through a tour of Key West harbor, sail past the crowds at Mallory square and cross the line of the Gulf of Mexico to the Atlantic Ocean! Look seaward and dream of sailing far away, take in the sea stories of our crew and plan your next sail with Sunset Sail Key West. With frequent sailor discounts and custom sailing packages available, we cherish our return customers.

What To Expect Onboard:

The vessel "Free Spirit" is a 37' Ted Brewer - lazy jack - Schooner built in 1976. This vessel has a small head and cabin, a large cockpit and has a fun aqua lily pad for added water enjoyment.


  • Type: Schooner
  • Capacity: 6 People
  • Year: 1976
  • Rental Minimum: 4 hours
  • Length: 37 ft
  • Cancellation: Full Refund 5 Days Prior


  • Life jackets/required safety gear
  • Cabin
  • Wheel steering
  • Inboard Engine
  • CD Player
  • Galley Stove & Oven
  • Air Conditioning
  • Furling Headsail
  • Furling Mainsail
  • Head

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Meet Captain Seth

Captain Seth

From Key West

Member Since Oct 2014

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