BAREFOOT BREAK IN THE BRITISH VIRGIN ISLANDS on Wind Surf
Photo Credit: Roger Paperno
The British Virgin Islands is known as the yachting capital of the Caribbean and this five-day escape shows you why. Come with us to charming islands with a laid-back attitude, places where you can still find incredible natural beauty, and colonial towns that effortlessly blend Dutch, French, and Caribbean cultures. Explore 17th century forts and duty-free shopping on St. Maarten and St. Bart. Go snorkeling or take a Jeep off-roading on mountainous Tortola. Visit the Baths on Virgin Gorda – a series of granite boulders sculpted by the sea into incredible natural pools and grottoes. And spend the night on Jost Van Dyke, enjoying the island long after the day-trippers leave – your own private paradise with postcard-pretty crescent beaches, quirky beach bars, and the famous effervescent sea water of the Bubbly Pool.
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 02, 2025 through
Dec 07, 2025
Nov 26, 2025
7:00 PM
5 Nights
from
CALL
Category b
Inside
Outside
Balcony
Suite
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Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | Philipsburg, St. Maarten | 7:00 PM | |
2 | Jost Van Dyke, Great Harbour | 7:00 PM | |
2 | Soper's Hole | 8:00 AM | 6:00 PM |
3 | Jost Van Dyke, Great Harbour | 10:00 PM | |
4 | Virgin Gorda / Prickly Pear, British Virgin Islands | 8:00 AM | 5:00 PM |
5 | Gustavia | 8:00 AM | 10:00 PM |
6 | Philipsburg, St. Maarten | 6:00 AM |