STAR COLLECTOR: CAPTIVATING CARIBBEAN on Wind Surf

Exterior view of Wind Surf sailing near Capri, Italy
Photo Credit: Roger Paperno
Begin in Barbados with a visit to the fairyland magic of Harrison’s Cave before setting sail for the French-Caribbean splendor of Martinique, where Empress Josephine spent her childhood. In St. Lucia enjoy shopping in the bustling capital of Castries, scenic Morne Fortune, and an overnight on Pigeon Island with plenty of beach time and a chance to visit the majestic volcanic Pitons. Follow your nose through the aromatic open-air markets of beautiful St. George’s on the "Isle of Spice." Enjoy the exclusive Signature Beach Party on Mayreau and walk up Mount Pleasant to witness the amazing view from Fort Hamilton on Bequia. Swim with sea turtles in Tobago Cays Marine Park and listen for the conch beckoning fishing boats home. In Soufriere, feel the heart and soul of St. Lucia when you stroll by street vendors and hike to secluded waterfalls. Bonaire begs you to bring binoculars for bird watching - from flamingos to native parakeets to Amazon parrots. Savor the pastel colors of Old Town Willemstad and explore the limestone formations and ancient petroglyphs of Hato Caves. Complete your voyage in Aruba where you can relax and take in some of the Caribbean’s best beaches or play dominoes with locals.
About Wind Surf
About Windstar Cruises

THE WORLD'S BEST SMALL SHIP CRUISE LINE
All cruise ships let you see the world. Only Windstar’s private yacht style cruises brings you close enough so you can truly experience it. Each of our Windstar Cruises yachts serves between 148 and 342 guests. This intimacy provides you with the luxuries of time, space, and freedom to immerse yourself in both the journey and the destination — in ways you may never have imagined possible.
Jan 18, 2026 through
Feb 01, 2026
Jan 12, 2026
7:00 PM
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Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | Bridgetown | 6:00 PM | |
2 | Anse Mitan | 9:00 AM | 11:00 PM |
3 | Pigeon Island | 6:00 PM | |
3 | Castries | 8:00 AM | 4:00 PM |
4 | Pigeon Island | 6:00 PM | |
5 | Bequia | 8:00 AM | 10:00 PM |
6 | Mayreau | 8:00 AM | 6:00 PM |
7 | St. George's | 7:00 AM | 2:00 PM |
8 | Bridgetown | 6:00 AM | 6:00 PM |
9 | Bequia | 8:00 AM | 5:00 PM |
10 | Mayreau | 8:00 AM | 6:00 PM |
11 | Soufriere | 8:00 AM | 4:00 PM |
12 | At Sea | ||
13 | Kralendijk | 1:00 PM | 10:00 PM |
14 | Willemstad | 8:00 AM | 6:00 PM |
15 | Oranjestad | 6:00 AM |