Sail Windjammer

Discover the Caribbean like never before on the tall ship S/V Mandalay


A New Journey: 2021 & Beyond
Dear 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 we’ve all shared together, and we are grateful for each and every one of you that have become part of the Mandalay’s story. That story, however, is about to change.
This year, 2020, will be the last year the Mandalay sails as a commercial passenger vacation vessel. Make no mistake-she will continue to sail the Caribbean islands she calls home, but beginning in January of 2021 it will be an entirely new type of operation & experience, with a new focus.
Since beginning her journey in 1923, first as the Hussar, then Vema, and now S/V Mandalay, our beloved ship has always been about fulfilling dreams. The time has come for the next chapter and to fulfill a dream we’ve long had of helping (think Mandalay Missions), supporting & giving back to the Caribbean communities in the islands we call home.
More details on our new 2021 & Beyond project will be released in the coming months. The remainder of this year we will continue to sail on as always, with our regular weekly passenger vacation cruises just exactly as we have been doing. It will be a very special year as we share these final remaining cruises with you.
We look forward to seeing you all onboard this year, and turning the page to a new story in 2021. More information about our exciting next journey will be soon to come…
COVID-19 has caused an unprecedented disruption across nearly every industry, especially the cruising world. There are a lot of questions about what the future holds, but one thing is for sure, when things return to normal (whenever that may be), a Caribbean sail on the S/V Mandalay will be just what we all need! To accommodate the weeks we have had to reschedule, we have opened up extra weeks into July 2021. Check our sailing calendar for more details.
S/V Mandalay
S/V Mandalay
Built in 1923, sail this historical three masted tall ship with teak decks and original wood work throughout. Accommodating 58 passengers and about 24 crew, join us for one or two week sails exploring the Caribbean.
The Islands
Sail with us and visit the Grenadines, a small chain of islands in the Caribbean. Islands visited include Grenada, Bequia, Union Island, Mayreau, Tobago Cays, Carricou and Sandy Island. St, Maarten and St. Lucia sails are also available throughout the year. Visit our Sailing Calendar for schedules.
Experience a Caribbean few others ever see or even dream of! Postcard worthy beaches and sunsets that will take your breath away. Browse our photos and videos and see what sailing with us is all about!
Crew and Guests
Relax and unplug sailing the Grenadines on the S/V Mandalay to unspoiled beaches, hidden inlets and sparkling warm waters that conventional cruise ships just can’t reach. Partake in raising the sails, take a turn at the helm or just enjoy the winds of the sea filling the sails.
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.

Copyright © 2016 Sail Windjammer