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CLASSIC CARIBBEAN on Wind Surf

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From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.
About Wind Surf
About Windstar Cruises
Windstar Cruises  logo
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 ...
Dec 11, 2021 through
Dec 18, 2021
Dec 5, 2021 7:00 PM
7 Nights from
$1,999.00 (USD)
Per Person
+ $106.00 taxes/fees
Category b
Inside
N/A
Outside
$1,999.00
Cat:B
$285.57 per night
Balcony
N/A
Suite
$4,099.00
Cat:OS
$585.57 per night
Special Offer!
Virtuoso Voyages Exclusive
6425681
Apr 03, 2021 through
Apr 10, 2021
Mar 28, 2021 7:00 PM
7 Nights from
$2,499.00 (USD)
Per Person
+ $100.00 taxes/fees
Category b
Inside
N/A
Outside
$2,499.00
Cat:B
$357.00 per night
Balcony
N/A
Suite
$4,599.00
Cat:OS
$657.00 per night
Special Offer!
Virtuoso Voyages Hosted
5896291
Mar 19, 2022 through
Mar 26, 2022
Mar 13, 2022 7:00 PM
7 Nights from
$2,399.00 (USD)
Per Person
+ $106.00 taxes/fees
Category b
Inside
N/A
Outside
$2,399.00
Cat:B
$342.71 per night
Balcony
N/A
Suite
$4,513.00
Cat:OS
$644.71 per night
Special Offer!
Virtuoso Voyages Exclusive
6425683
More Departure Dates
Product Itinerary Image

Itinerary

Day Port Arrive Depart
1 Philipsburg, St. Maarten, Saint Maarten 7:00 PM
2 Charlestown, Saint Kitts, Nevis 8:00 AM 5:00 PM
3 Roseau, Dominica, Dominica 8:00 AM 5:00 PM
4 Pigeon Island, St. Lucia, Saint Lucia 8:00 AM 5:00 PM
5 Les Saintes, Guadeloupe, Guadeloupe 8:00 AM 6:00 PM
6 Basseterre, St. Kitts, Saint Kitts, Nevis 8:00 AM 10:00 PM
7 Gustavia, St. Barthelemy, St. Barthelemy 8:00 AM 10:00 PM
8 Philipsburg, St. Maarten, Saint Maarten 6:00 AM
Prices are per-person based on double occupancy, unless otherwise noted.