Island Windjammer Cruises

Island Windjammers Theme Cruises

We’ve taken something that’s already awesome, and made it even better, by spicing things up with our popular Theme Cruises. Sail on a Rum Cruise and learn all about your favorite libation from a rum expert. Walk the plank and say Arrr to your hearts content on a Pirate Week adventure. Want to sail solo but not alone? Take a Solo Sojourn, an exclusive sailing for solo travelers. And finally, we aren’t kidding about spicing things up! Learn all about Caribbean cuisine with our professional local chefs on a Taste of the Islands cruise!

Note: All prices are per person. Theme cruises are 18 and older.

Taste of the Islands Food Cruises

July 24 - 30, 2016 Aboard Vela RT St. Lucia

DISCOVER the flavors of the tropics.

EXPLORE island spice markets.

LEARN all about the locally grown fruits and vegetables.

ENJOY cooking demonstrations by our expert chefs.

For FOODIES, and those who want to get a taste of the islands.

Pirates Week Cruises

Sail the Grenadines, roundtrip Grenada, on this epic adventure. There be spice islands, and rum. Swashbuckling contests, and rum. Legends, lore, and rum. It’s safe to say we know where the rum’s gone!

2016 Pirates Week

September 4 - 10, 2016 aboard Sagitta RT Grenada

September 4 - 10, 2016 aboard Vela RT Grenada

2017 Pirates Week

September 3 - 9, 2017 aboard Vela RT Grenada

September 3 - 9, 2017 aboard Diamant RT Grenada

Solo Sojourn Cruises

Our Solo Sojourn cruises are exclusively for Solo Sailors like you. Comfortable in your own skin, you enjoy unencumbered travel, good food, exploring new destinations, learning about different cultures, and meeting like-minded active travelers. No couples, no children, no one to please or keep up with but yourself! Travelling on your own terms is liberating and fun, especially when sailing with Island Windjammers!

May 21, 2017 - May 27, 2017 aboard Sagitta RT Tortola

Apr 22, 2018 - Apr 28, 2018 aboard Sagitta RT Tortola

Dec 02, 2018 - Dec 08, 2018 aboard Sagitta RT Maarten

Rum Cruises

Love rum. Love yourself.

Rum away with Island Windjammers and your host, noted rum expert Dave Russell of Rum Gallery on a Rum Cruise. Learn the history of rum, how it’s made, and how to mix the perfect rum cocktail. Sample premium whites, darks, aged, spiced, flavored and even a wee bit of over-proof! Sail to islands where traditional distilling methods are still used to produce some of the world’s finest rums.

For rum connoisseurs or those who just like to drink it!

July 10 - 16, 2016 aboard Diamant RT Grenada

November 13 - 19, 2016 aboard Vela RT St. Lucia

April 30 - May 06, 2017 aboard Sagitta RT Tortola

October 22 - 28, 2017 aboard Vela RT St. Lucia

Cruise rate includes daily samplings of some of the world’s most exotic rums, and all other rum-related activities hosted by Dave Russell.

Island Windjammers does not promote over-consumption of alcohol. Please practice responsible sipping.

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