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

COVID-19 INFORMATION

All crew members and guests are required to be fully vaccinated against COVID 19. Please visit appropriate government websites to obtain the latest information on island-specific travel requirements.

Grenada Travel Requirements | St Lucia Travel Requirements | St Maarten Travel Requirements | BVI Travel Requirements
St Kitts Travel Requirements

If you’re looking for a Caribbean vacation ruled by the sun, moon, and tides, you’ve found it!

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

Our Island Girls are fully-crewed and feature air-conditioned cabins, private bathrooms, portholes, and all modern comforts.

Your Captain sets the course. Each day is a new adventure. Free your mind from schedules, and savor each moment as the crew hoists the sails, the trade winds fill the canvas, and you set off to your next secret island destination.

There’s no rush. You’ll have plenty of time ashore to explore vibrant villages, sip rum at quirky beach bars, or laze the days away on pristine beaches.

Even the nights are magical. Shipmates gather on deck to dance, share a joke or tell tales of the day’s adventures. Lean on the rail, and steal a kiss under a canopy of stars.

Live in the now, and breathe it all in. This is island life--and you’re living it!

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

Let us show you some love by signing up for our weekly news and promotions. We promise you’ll be wildly entertained, or at the very least, enjoy a mini mind-wander with every click!
 

Island Windjammers

ALWAYS ON ISLAND TIME