STAR COLLECTOR: THE BEST OF THE WINDWARD & LEEWARD ISLES on Wind Surf
Photo Credit: Roger Paperno
Explore the Caribbean’s most picturesque destinations and little-known treasures while indulging in a longer cruise vacation along the most scenic stops throughout the Windward and Leeward Islands and relaxing afternoon in the warm Caribbean off the Watersports Platform. Swim amid sea turtles, colorful coral, eagle rays, and parrot fish during a snorkel safari off the coast of St. Kitts. Buzz about with a beekeeping guide and sample the delicious sweetness of rare and exotic Black Mangrove honey during an agricultural collective tour outside of Castries. Kayak to a beachside village for beverages and souvenirs during an overnight stay in Jost Van Dyke. Dine on conch fritters paired with tropical refreshments. Walk in the childhood footsteps of the future Empress Josephine among flowers and rustic gardens at the Pagerie Habitation, a former sugar plantation on Martinique. Seek out brown pelicans, blue herons, and iconic pink flamingos while gliding silently along lattice-like mangrove roots in Lac Bay National Park on Bonaire.
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 experiences that you travel to find in the first ...
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 04, 2026 through
Feb 01, 2026
Dec 29, 2025
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 | Falmouth Harbour | 8:00 AM | 6:00 PM |
3 | Road Bay | 8:00 AM | 6:00 PM |
4 | Jost Van Dyke, Great Harbour | 7:00 PM | |
4 | Soper's Hole | 8:00 AM | 6:00 PM |
5 | Jost Van Dyke, Great Harbour | 10:00 PM | |
6 | Virgin Gorda / Prickly Pear, British Virgin Islands | 8:00 AM | 5:00 PM |
7 | Gustavia | 8:00 AM | 10:00 PM |
8 | Philipsburg, St. Maarten | 6:00 AM | 7:00 PM |
9 | Basseterre | 8:00 AM | 9:00 PM |
10 | Gustavia | 8:00 AM | 10:00 PM |
11 | St. John's | 8:00 AM | 10:00 PM |
12 | Les Saintes | 8:00 AM | 9:00 PM |
13 | Pigeon Island | 8:00 AM | 5:00 PM |
14 | Kingstown | 7:00 AM | 2:00 PM |
15 | Bridgetown | 5:00 AM | 6:00 PM |
16 | Anse Mitan | 9:00 AM | 11:00 PM |
17 | Pigeon Island | 6:00 PM | |
17 | Castries | 8:00 AM | 4:00 PM |
18 | Pigeon Island | 6:00 PM | |
19 | Bequia | 8:00 AM | 10:00 PM |
20 | Mayreau | 8:00 AM | 6:00 PM |
21 | St. George's | 7:00 AM | 2:00 PM |
22 | Bridgetown | 6:00 AM | 6:00 PM |
23 | Man-O-War Bay | 8:00 AM | 5:00 PM |
24 | Mayreau | 8:00 AM | 6:00 PM |
25 | Soufriere | 8:00 AM | 4:00 PM |
26 | At Sea | ||
27 | Kralendijk | 1:00 PM | 10:00 PM |
28 | Willemstad | 8:00 AM | 6:00 PM |
29 | Oranjestad | 6:00 AM |