THREE SHIPS. ONE CARIBBEAN. ENDLESS ADVENTURES.
Set sail on the Caribbean cruise of your dreams aboard one of our unique small ships. Each offers her own unforgettable takes on barefoot sailing and island-hopping adventures. Whether you’re drawn to the charm of a traditional schooner, the romance of a tall ship, or the comfort of a modern yacht, there’s a perfect voyage waiting for you.
OUR CARIBBEAN FLEET
Diamant, a 101-foot classic schooner, captures the essence of old-world Caribbean cruising with space for just 10 guests and a laid-back, all-inclusive sailing style.
Vela is offering a spectacular farewell season before her modernization sabbatical in 2026. This is your chance to experience the thrill of traditional sailing on one of the most distinctive tall ships in the Caribbean.
Klara joins the fleet in winter 2026, bringing a touch of premium elegance while staying true to IWJ’s relaxed, come-as-you-are cruising spirit.
Together, the Island Girls explore the treasures of the Caribbean: the Leeward and Windward Islands, the French West Indies, the British Virgin Islands, and the Turks & Caicos. Their itineraries combine hidden harbors, sun-soaked beaches, and warm island hospitality. Discover authentic small-ship Caribbean cruising at its finest…all-inclusive, unhurried, and unforgettable.
Choose your ESCAPE to EXPLORE their voyages and availability. See you on deck.