STAR COLLECTOR: HIDDEN GEMS OF THE CARIBBEAN on Wind Spirit

Exterior view of Wind Spirit sailing near Tahiti
Photo Credit: Roger Paperno
Dive, dine, and delight in iconic Caribbean island destinations during a far-ranging Caribbean loop that conveniently begins and ends in Philipsburg on St. Maarten. Cruise a kayak through sapphire waters near Little Bay, Monserrat, and peer at shadowy fruit bats suspended throughout coastal caves. Drift and spin in a floating tube on a rainforest stream outside Roseau on Dominica prior to sipping rum cocktails mixed with tangy tropical juices. Feast on green bananas and salt cod -- known as green figs and saltfish among locals -- during a delicious walking food tour of Castries' little-known gastronomic havens on St. Lucia. Step aboard a private speedboat chartered for hours of uninterrupted snorkeling amid bright blue tang, curious parrot fish, and cute spotted trunk fish offshore from Anguilla's most exclusive and remote coastlines. Sample local conch fritters paired with chilled lager in Windstar's lively VIP section at Foxy's on Jost Van Dyke.
About Wind Spirit
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 14, 2026 through
Jan 31, 2026
Jan 8, 2026
7:00 PM
Category b
Inside
Outside
Balcony
Suite
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Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | Philipsburg, St. Maarten | 7:00 PM | |
2 | Basseterre | 7:00 AM | 4:00 PM |
3 | Roseau | 9:00 AM | 6:00 PM |
4 | Castries | 8:00 AM | 10:00 PM |
5 | Anse Mitan | 8:00 AM | 6:00 PM |
6 | Les Saintes | 8:00 AM | 4:00 PM |
7 | Charlestown | 8:00 AM | 4:00 PM |
8 | Virgin Gorda / Prickly Pear, British Virgin Islands | 8:00 AM | 6:00 PM |
9 | Jost Van Dyke, Great Harbour | 8:00 AM | 5:00 PM |
10 | Gustavia | 8:00 AM | 10:00 PM |
11 | Philipsburg, St. Maarten | 6:00 AM | 7:00 PM |
12 | St. John's | 8:00 AM | 6:00 PM |
13 | Road Bay | 9:00 AM | 6:00 PM |
14 | Soper's Hole | 10:00 PM | |
14 | Virgin Gorda / Prickly Pear, British Virgin Islands | 8:00 AM | 5:00 PM |
15 | Soper's Hole | 10:00 PM | |
16 | Jost Van Dyke, Great Harbour | 8:00 AM | 5:00 PM |
17 | Gustavia | 8:00 AM | 10:00 PM |
18 | Philipsburg, St. Maarten | 6:00 AM |