Sail Windjammer

With Sail Windjammer, there is never a dull moment. You are not merely a passenger, but part of a small group of fun-loving people. You’re not just a number to us and will get to know just about everyone, passenger and crew alike!

We’ll sail you safe and steady on the historic S/V Mandalay to unspoiled beaches, hidden inlets and sparkling warm waters that conventional cruise ships can’t reach. Experience a Caribbean few others ever see or even dream of.

We provide a laid-back experience with comfortable air-conditioned cabins. Each cabin is an ensuite upon itself with your own private bathroom. While cabins vary in size, location and price, all include many important comforts.

Built in 1923, sail this historical three-masted tall ship with teak decks and original woodwork throughout. Accommodating 58 passengers and about 24 crew, join us for one or two-week sails exploring the Caribbean.

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Sail on The Mandalay's Final Voyages

A New Journey: 2021 & BeyondDear S/V Mandalay Friends & Family,The past 7+ years of sailing together as Sail Windjammer has been an incredible journey. We truly cherish the experiences...

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Sail on The Mandalay's Final Voyages