LUSH & LOVELY ISLANDS OF THE LESSER ANTILLES on Wind Surf

Exterior view of Wind Surf sailing near Capri, Italy
Photo Credit: Roger Paperno
Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.
About Wind Surf
About Windstar Cruises

THE WORLD'S BEST SMALL SHIP CRUISE LINE
NO ONE ELSE GOES SO FAR TO GET TRAVELERS SO CLOSE …
You’re closer to secluded coves, tiny villages, misty fjords. To ancient ruins, medieval alleyways, quaint marinas. To unspoiled beaches, unfamiliar cultures, undiscovered atolls. To enlivening your curiosity and awakening your sense of wonder. You’re closer than ever to the kind of authentic and unforgettable experiences that you travel to find in the first ...
NO ONE ELSE GOES SO FAR TO GET TRAVELERS SO CLOSE …
You’re closer to secluded coves, tiny villages, misty fjords. To ancient ruins, medieval alleyways, quaint marinas. To unspoiled beaches, unfamiliar cultures, undiscovered atolls. To enlivening your curiosity and awakening your sense of wonder. You’re closer than ever to the kind of authentic and unforgettable experiences that you travel to find in the first ...
Jan 11, 2026 through
Jan 18, 2026
Jan 5, 2026
7:00 PM
Category b
Inside
Outside
Balcony
Suite
8118423
|
Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | St. Maarten | 7:00 PM | |
2 | Basseterre | 7:00 AM | 10:00 PM |
3 | Little Bay | 8:00 AM | 6:00 PM |
4 | Gustavia | 8:00 AM | 11:00 PM |
5 | Deshaies | 12:30 AM | 10:00 PM |
6 | Roseau | 8:00 AM | 5:00 PM |
7 | Pigeon Island | 7:00 AM | 4:00 PM |
8 | Bridgetown | 5:00 AM |