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LUSH & LOVELY ISLANDS OF THE LESSER ANTILLES on Wind Surf

Wind Surf Capri
Exterior view of Wind Surf sailing near Capri, Italy
Photo Credit: Roger Paperno
  • Exterior view of Wind Surf sailing near Capri, Italy - Photo Credit: Roger Paperno
  • Exterior view of Wind Surf
  • Exterior view of Wind Surf - Photo Credit: Jeff Zaruba
  • Close-up exterior view of Wind Surf bow - Photo Credit: Roger Paperno
  • Exterior view of Wind Surf - 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
Windstar Cruises logo
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 ...
Jan 11, 2026 through
Jan 18, 2026
Jan 5, 2026 7:00 PM
7 Nights from
$2,499.00 (USD)
Per Person
+ $131.00 taxes/fees
Category b
Inside
N/A
Outside
$2,499.00
Cat:B
$357.00 per night
Balcony
N/A
Suite
$5,599.00
Cat:OS
$799.86 per night
8313800

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
Prices are per-person based on double occupancy, unless otherwise noted.