Trellis Travel
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STAR COLLECTOR: HIDDEN GEMS OF THE CARIBBEAN on Wind Spirit

Wind Spirit Tahiti
Exterior view of Wind Spirit sailing near Tahiti
Photo Credit: Roger Paperno
  • Exterior view of Wind Spirit sailing near Tahiti - Photo Credit: Roger Paperno
  • Aerial view of Wind Spirit in Tahiti/Moorea - Photo Credit: Roger Paperno
  • Exterior view of Wind Spirit sailing near Tahiti
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
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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 exper

...
Jan 14, 2026 through
Jan 31, 2026
Jan 8, 2026 7:00 PM
17 Nights from CALL
Category b
Inside
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Outside
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Balcony
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Suite
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Special Offer!
Exclusive Benefits
8569960

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