14-Night Caribbean Cruise
Departs San Juan, Puerto Rico
Sailing Dec 27, 2026 - Jan 10, 2027
Windstar Cruises - Star Pride
4.595 Reviews
Dates & Pricing
Currently Viewing
Sail DateDec 27, `26 - Jan 10, `27
Oceanview
$7,393
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Balcony
Balcony
Suite
$14,093
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Cruise Itinerary
Cruise Itinerary
Departs San Juan, Puerto Rico
Sailing Dec 27, 2026 - Jan 10, 2027
Day 1
Dec 27
San Juan
Puerto Rico, United States
Departs 7:00pm
Day 2
Dec 28
Cruz Bay
St. John, United States Virgin Islands
Arrives 8:00am | Departs 6:00pm
Day 3
Dec 29
Gustavia
Saint Barthélemy, France
Arrives 8:00am | Departs 10:00pm
Day 4
Dec 30
Basseterre
St. Kitts, St. Kitts And Nevis
Arrives 8:00am | Departs 5:00pm
Day 5
Dec 31
Philipsburg
Sint Maarten
Arrives 8:00am | Departs 10:00pm
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