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.

If beer is your thing, join the Island Hops Beer Cruise and learn all about local brews and ciders.

Join the Island Girls for a week-long party on Fleet Week! We have so much to celebrate that you won't want the fun to end!

And finally, we aren't kidding about spicing things up! Have a taste of local fruit and vegetables and explore local markets with our professional chefs on a Taste of the Islands cruise.

Taste of the Islands
Caribbean Food Cruise

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.

VELA November 15 - 21, 2020
French West Indies Roundtrip St. Lucia
Home Port Rodney Bay, St. Lucia
Visit Martinique  |  Dominica  |  Guadeloupe  |  Iles des Saintes

Island Hops Beer Cruise

Island Windjammers + West Indies Beer Co. are pleased to announce the 4th annual Island Hops Beer Cruise!

If you have a thing for Natural Blondes, or have tipped a Drunken Goat while sharing a pint of Rogue Pirate… then you know your West Indies Beer. If you haven’t, it’s time you learned about these, and many more craft beers and ciders of the Caribbean!

Mark and Jill Heath, proprietors of the West Indies Beer Company will be our hosts. They’ll compare styles, different hops, yeast, and malts — and explain how and why they change beers.

We’ll even brew and name our own ale on our 6-day sail!

VELA November 1 - 6, 2020
Windward Islands Grenada to St. Lucia
Home Port St. George’s, Grenada
Visit Bequia  |  Mayreau  |  Carriacou  |  Tobago Cays  |  Union Island


Anchors aweigh for Fleet Week! A week-long celebration in the Windwards! Boat races, deck parties, beach bonfires, and wait for it… a Jammin' Jump Up Retro Night! We'll dust off that crazy hat and tacky tourist shirt and show 'em how we used to party… and still can!

DIAMANT | VELA October 18 - 24, 2020
Windward Islands Roundtrip Grenada
Home Port St. George’s, Grenada
Visit Bequia  |  Mayreau  |  Carriacou  |  Tobago Cays  |  Union Island

Boat races, beach parties, bananas!

Island Windjammers