21 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSat, Nov 1st 2025
ReturnsSat, Nov 22nd 2025
Nights21
Departing PortSan Juan
Ports of CallSan Juan, St. John's, St Maarten, Basseterre, Gustavia, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, Casa de Campo, Santo Domingo, Cartagena (2 Days), San Blas, Colon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin… 
Inside Cabin
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Ocean View
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Balcony
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Suite
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21 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSat, Nov 15th 2025
ReturnsSat, Dec 6th 2025
Nights21
Departing PortSan Juan
Ports of CallSan Juan, St. John's, St Maarten, Basseterre, Gustavia, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, Casa de Campo, Santo Domingo, Cartagena (2 Days), San Blas, Colon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Pricing listed includes taxes and fees. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.
