14-Night Caribbean Cruise
Departs San Juan, Puerto Rico
Sailing Dec 20, 2026 - Jan 3, 2027
Windstar Cruises - Star Pride
4.595 Reviews
Dates & Pricing
Currently Viewing
Sail DateDec 20, `26 - Jan 03, `27
Oceanview
$6,793
Balcony
$9,213
Suite
$11,693
Similar Sailings
Sponsored
Cruise Itinerary
Cruise Itinerary
Departs San Juan, Puerto Rico
Sailing Dec 20, 2026 - Jan 3, 2027
Day 1
Dec 20
San Juan
Puerto Rico, United States
Departs 7:00pm
Day 2
Dec 21
At Sea
Day 3
Dec 22
Saint George's
Grenada
Arrives 9:00am | Departs 10:00pm
Day 4
Dec 23
Bequia
Saint Vincent And The Grenadines
Arrives 8:00am | Departs 10:00pm
Day 5
Dec 24
Mayreau
Saint Vincent And The Grenadines
Arrives 8:00am | Departs 5:00pm
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