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.

FLEET WEEK

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 23 - 29, 2022, October 29, 2023
Tropical Temptations Roundtrip Grenada
Home Port St. George’s, Grenada
Visit Grenada and the Grenadines

Boat races, beach parties, bananas!

Taste of the Islands
Caribbean Food Cruise

Discover the flavors of the tropics.
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 13 - 19, 2022
Pitons and Paradise Round trip St. Lucia
Home Port Rodney Bay, St Lucia
Visit St Lucia  |  Martinique

VELA November 5 - 11, 2023
Tropical Temptations Roundtrip Grenada
Home Port St. George’s, Grenada
Visit Grenada and the Grenadines


Island Windjammers

ALWAYS ON ISLAND TIME