SAN JUAN & THE VIRGIN ISLANDS on Star Pride
![Star Pride New York](/images/Ship/366_Pride_689664bb9b7942ff8c3aeb6252eecbf7.jpg)
Exterior view of Star Pride sailing near Manhattan, New York
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat. Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant ship is already there.
About Star Pride
About Windstar Cruises
![Windstar Cruises logo](/images/logos/SupplierLogo_366.png)
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 ...
Oct 26, 2025 through
Nov 02, 2025
Oct 20, 2025
7:00 PM
Category sp
Inside
Outside
Balcony
Suite
8416170
|
Nov 02, 2025 through
Nov 09, 2025
Oct 27, 2025
7:00 PM
Category sp
Inside
Outside
Balcony
Suite
8416168
|
Nov 16, 2025 through
Nov 23, 2025
Nov 10, 2025
7:00 PM
Category sp
Inside
Outside
Balcony
Suite
8416169
|
Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | San Juan | 7:00 PM | |
2 | CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) | 8:00 AM | 6:00 PM |
3 | Basseterre | 8:00 AM | 5:00 PM |
4 | Gustavia | 7:00 AM | 10:00 PM |
5 | Philipsburg, St. Maarten | 8:00 AM | 10:00 PM |
6 | Jost Van Dyke, Great Harbour | 9:00 AM | 10:00 PM |
7 | Virgin Gorda / Prickly Pear, British Virgin Islands | 8:00 AM | 5:00 PM |
8 | San Juan | 7:00 AM |