STAR COLLECTOR: CARIBBEAN EXPLORATIONS on Wind Surf
Photo Credit: Roger Paperno
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
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 exper
Dec 07, 2025 through
Dec 21, 2025
Dec 1, 2025
7:00 PM
Category b
Inside
Outside
Balcony
Suite
8493348
|
Dec 21, 2025 through
Jan 04, 2026
Dec 15, 2025
7:00 PM
Category b
Inside
Outside
Balcony
Suite
8533874
|
Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | Philipsburg, St. Maarten | 7:00 PM | |
2 | Charlestown | 8:00 AM | 5:00 PM |
3 | Roseau | 8:00 AM | 4:00 PM |
4 | Mayreau | 8:00 AM | 5:00 PM |
5 | Les Saintes | 6:00 PM | |
6 | Basseterre | 8:00 AM | 10:00 PM |
7 | Gustavia | 8:00 AM | 10:00 PM |
8 | Philipsburg, St. Maarten | 6:00 AM | 7:00 PM |
9 | Falmouth Harbour | 8:00 AM | 6:00 PM |
10 | Road Bay | 8:00 AM | 6:00 PM |
11 | Jost Van Dyke, Great Harbour | 7:00 PM | |
11 | Soper's Hole | 8:00 AM | 6:00 PM |
12 | Jost Van Dyke, Great Harbour | 10:00 PM | |
13 | Virgin Gorda / Prickly Pear, British Virgin Islands | 8:00 AM | 5:00 PM |
14 | Gustavia | 8:00 AM | 10:00 PM |
15 | Philipsburg, St. Maarten | 6:00 AM |