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February 7, 2018

Quirky Island Windjammers Theme Cruises in the Caribbean

By Heidi Sarna.

For the past decade, Island Windjammers has been tootling around the Caribbean with its trio of 10-, 24- and 26-passenger sailing ships in all their wonderfully quirky glory. The vibe is laid-back, wind-in-your-hair, rum-in-hand chilling out.  Click here for our Island Windjammers review. 

Quirky Island Windjammers Theme Cruises

Island hopping in the Caribbean is a dream. * Photo: Island Windjammers


Adding some spice to the already appealing Island Windjammers ethos of island hopping, sun bathing, swimming, and snorkeling, is a handful of annual quirky Island Windjammers theme cruises. The newest addition to the roster — a Yoga Cruise.

Om Shanti

Yoga Retreat Cruise

Two yoga teachers are on board to lead classes and workshops. Mornings start with an energetic vinyasa session, while evenings wind down with restorative yin, hatha or yoga nidra. There will also be workshops on exploring the chakras, sound bowl meditation, and essential oils. Vegetarian meal options will be offered and shared cabins are available for those interested.

SAGITTA, Oct 14-20, 2018

Round-trip from Grenada, calling on Mayreau, Bequia, Tobagao Cays, Carriacou, and Union Island.

Island Windjammers

An Island Windjammers cruise will set you free! * Photo: Island Windjammers


Other upcoming theme cruises for 2018 include…


Taste of the Islands Food Cruise

Savor onboard cooking demos and visits to local markets to check out the island spices and flavors.

SAGITTA, July 22-28, 2018

From St. Lucia to Grenada, calling on Mayreau, Bequia, Tobagao Cays, Carriacou, and Union Island.


Quirky Island Windjammers Theme Cruises

A farmer’s market in the Islands. * Photo: Island Windjammers


Pirates and Mermaids Week

We’re talking costume party, treasure hunt, story time and lots of rum swilling. Did we mention rum?

Vela, October 28-November 3, 2018

From Grenada to St. Lucia, calling on Bequia, Carriacou, Mayreau,  Tobagao Cays, and Union Island.


Quirky Island Windjammers Theme Cruises

Pirates and Mermaids Cruises are ….FUN! * Photo: Island Windjammers


Sagitta’s Solo Sojourn

These cruises are for solo cruisers only, no couples or children, just a group of adventurous, like-minded travelers looking for some relaxing fun in the sun.

Sagitta, April 22-28, 2018

Round-trip from Tortola in the British Virgin Islands, calling on Virgin Gorda, Norman Island, Cooper Island, and Jost Van Dyke.

Sagitta, December 2-8, 2018

Round-trip from St. Kitts, calling on Anguilla, Nevis, St. Barts, St. Kitts, and St. Maarten.


Quirky Island Windjammers Theme Cruises

A Sagitta standard cabin makes sharing a breeze. * Photo: Island Windjammers


Rum Cruise

You can guess what this is about. Learn the history of rum, how rum is made, and how to mix great rum drinks. Sample premium whites, darks, aged, spiced, flavored and even a drop or two of over-proof rum. Rum-related activities are hosted by Dave Russell and fares include daily sampling of some of the world’s most exotic rums.

Vela, November 4-10, 2018

Round-trip from St. Lucia calling on Guadeloupe, Iles des Saintes, Marie Galante, and Martinqiue.


Quirky Island Windjammers Theme Cruises

Rum and chocolate pairing … life doesn’t get much better! * Photo: Heidi Sarna


Island Hops Beer Cruise

Island Windjammers has partnered with West Indies Beer Co. to offer beer lovers a sailing to remember. Cruise hosts for the week, Mark and Jill Heath, the proprietors of West Indies Beer Co., will explain all there is to know about styles, hops, yeast and malts. Sample lots of local brews, from Drunken Goat to Rogue Pirate and more, and even brew beer on board the Vela!

Vela, October 14-20, 2018

Round-trip from Grenada, calling on Bequia, Mayreau,  Carriacou, Tobagao Cays, and Union Island.


Quirky Island Windjammers Theme Cruises

Island Hops Testing & Tasting. * Photo: Island Windjammers


Quirky Island Windjammers Theme Cruises

The Vela under full sail. * Photo: Island Windjammers


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Posted In:

Caribbean Islands, Sailing Feature Articles, West Indies

1 Comment

  1. Rachael S. - 7 months ago

    These are great, who knew small ships offer such cool themes. I’d love to also hear what other lines are doing.

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