Island Windjammer Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises
Island Windjammers Cruises - Caribbean Tall Ship Sailing Cruises

You’ve come to the right place if you’re looking for an intimate, non-touristy way to see the Caribbean.

Island Windjammers offers six and twelve-night sailing adventures. Our classic clipper ship Vela hosts twenty-six guests, while schooner Diamant accommodates an intimate ten guests.

Both vessels are fully-crewed and feature air-conditioned cabins, private bathrooms, and portholes. You’ll enjoy daily cabin service and fresh, delicious meals prepared by our fabulous island chefs.

All of your meals are included, along with beverages, beer, wine, and delectable light snacks and rum punch at happy hour!

You’ll visit a new island hideaway each day, with plenty of time ashore for snorkeling, or lazing the day away on a pristine beach. You may choose to explore vibrant villages, shops, or sip rum at quirky beach bars. Imagine waking up each day to a different island and the promise of new adventures!

Life on board is as easy as an island sarong. Curl up on deck with a good book, watch the crew raise the sails, or lean on the rail and watch dolphins ride the ship’s wake.

When night falls, you and your shipmates gather to dance on deck, talk, laugh, and listen to the canvas snap and the rigging sing. Throw your head back with wild abandon. Kiss the stars, and wish the moon a sweet goodnight, for tomorrow is another day in your island life!

 
 
 
 
 
 

HIP.
COOL.
ISLAND WEAR.
Check out our limited-edition ship logo shirts, hibiscus ball caps, and beach towels. Available online only.

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Island Windjammers

ALWAYS ON ISLAND TIME