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.

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!

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.


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 17 - 23, 2021  |  Octboer 23 - 29, 2022
Windward Islands Roundtrip Grenada
Home Port St. George’s, Grenada
Visit Carriacou  |  Tobago Cays  |  Mayreau

Boat races, beach parties, bananas!

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 October 24 - 30, 2021
Windward Islands Grenada to St. Lucia
Home Port St. George’s, Grenada
Visit Carriacou  |  Tobago Cays  |  Mayreau

Island Windjammers