STAR COLLECTOR: CARIBBEAN EXPLORATIONS on Wind Surf
Photo Credit: Roger Paperno
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
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 ...
Dec 07, 2025 through
Dec 21, 2025
Dec 1, 2025
7:00 PM
14 Nights
from
$3,699.00
(USD)
Per Person
Category b
Inside
Outside
Balcony
Suite
Amenity Departure Dates
8313792
|
Jan 18, 2025 through
Feb 01, 2025
Jan 12, 2025
7:00 PM
14 Nights
from
$4,599.00
(USD)
Per Person
Category b
Inside
Outside
Balcony
Suite
8278797
|
Dec 21, 2025 through
Jan 04, 2026
Dec 15, 2025
7:00 PM
14 Nights
from
$4,299.00
(USD)
Per Person
Category b
Inside
Outside
Balcony
Suite
Amenity Departure Dates
8313793
|
Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | St. Maarten | 7:00 PM | |
2 | Charlestown | 8:00 AM | 5:00 PM |
3 | Roseau | 8:00 AM | 5:00 PM |
4 | Pigeon Island | 8:00 AM | 5:00 PM |
5 | Les Saintes | 8:00 AM | 5:00 PM |
6 | Gustavia | 8:00 AM | 10:00 PM |
7 | Basseterre | 8:00 AM | 9:00 PM |
8 | 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 | 8:00 AM | 5:00 PM |
14 | Gustavia | 8:00 AM | 10:00 PM |
15 | St. Maarten | 6:00 AM |