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14-Night Caribbean Cruise
Departs Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing Dec 19, 2026 - Jan 2, 2027
Windstar Cruises - Wind Surf
4.7148 Reviews
Dates & Pricing
Currently Viewing
Sail DateDec 19, `26 - Jan 02, `27
Oceanview
$5,519
Suite
$11,619
Similar Sailings
Sponsored
Cruise Itinerary
Cruise Itinerary
Departs Saint Maarten (Phillipsburg), Netherlands Antilles
Sailing Dec 19, 2026 - Jan 2, 2027
Day 1
Dec 19
Philipsburg
Sint Maarten
Departs 7:00pm
Day 2
Dec 20
Gustavia
Saint Barthélemy, France
Arrives 8:00am | Departs 10:00pm
Day 3
Dec 21
Falmouth Bay
Antigua, Antigua And Barbuda
Arrives 8:00am | Departs 6:00pm
Day 4
Dec 22
Road Bay
Anguilla
Arrives 8:00am | Departs 6:00pm
Day 5
Dec 23
Sopers Hole
Tortola, British Virgin Islands
Arrives 8:00am | Departs 6:00pm
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