OUR STORY
founded by shipmates, for shipmates – Island Windjammers has grown into a leading independent small ship cruising company. In 2008, sailor Liz Harvey and a few kindred spirits set out to bring back real, small-ship sailing. Our first voyage sailed in 2009 aboard Diamant – today we sail four ships across the Caribbean, Croatia, and Greece.
OUR MISSION
We believe that the best way to explore the Caribbean and Mediterranean is aboard a small ship. Our mission is to rekindle the romance and adventure of relaxed, traditional sailing for those who crave more than an ordinary, overcrowded cruise.
Get ready to… Escape. Explore. Exhale. ®
WHY CRUISE WITH ISLAND WINDJAMMERS
Small Ships. Big Adventures
Where every voyage feels personal, never crowded.
Relaxed Travel. Remote Escapes
Hidden harbors – up close, authentic, and always laid-back.
All-inclusive. No surprises.
Meals drinks and snorkeling included.
Trusted Since 2009
Proudly independent and sailor-founded experts in small ship adventures.
Sustainable by Design
From our zero-emission sailing ship to mindful travel practices, we’re committed to protecting the seas we love.
A Sailing Community
Board as strangers. Leave as friends.
OUR ETHOS
Our ethos is simple — Escape. Explore. Exhale. ® It’s the rhythm of every voyage we sail, and the promise behind every journey we offer.
ESCAPE.
Set Sail Your Way
Leave the crowds behind and rediscover the freedom of the open seas. Our fleet has something for every sailor. Each ship has its own personality and story, but they all have some things in common: relaxed adventure, genuine connection, and the joy of life under sail.
EXPLORE.
Authentic Escapes
Explore the world beyond the big cruise ports. Our intimate sailing adventures take you to off-the-beaten-path islands and ports — destinations chosen for their beauty, culture, and character. From turquoise Caribbean coves to the sun-soaked coastlines of the Mediterranean, every stop is a story waiting to be lived.
EXHALE.
Among Friends
Trusted by travelers since 2009. Transparent, all-inclusive pricing and personal service means no surprises — just great company, and smooth sailing. Our Love For Sail Rewards Program starts paying off from your first voyage. More than guests, our travelers are a tight-knit sailing community.
ESCAPE. EXPLORE. EXHALE.®
This is more than our ethos — it’s your invitation to experience small ship cruising the Island Windjammers way.