
Cruise Planners® Exclusive: $100 Shipboard Credit per person on select sailings
Offer valid from Monday, January 12th 2026 to Tuesday, March 31st 2026

Cruise Planners® Exclusive: $100 Shipboard Credit per person on select sailings
Offer valid from Monday, January 12th 2026 to Tuesday, March 31st 2026
Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Dec 11th 2026
ReturnsThu, Dec 17th 2026
Nights6
Departing PortMoorea
Ports of CallMoorea, Raiatea (2 Days), Motu Mahaea, Society Islands, Bora Bora (2 Days), Huahine, Papeete
Star Breeze is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach.
In 2021, this all-suite ship will have completed a renovation as part of t…
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Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 12th 2026
ReturnsSat, Dec 19th 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, Colon
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSat, Dec 12th 2026
ReturnsSun, Dec 20th 2026
Nights8
Departing PortOranjestad
Ports of CallOranjestad, Cartagena (2 Days), Bocas Del Toro, San Blas, Panama Canal Daylight Transit, Panama, Balboa
In 2021, this all-suite ship will have completed a 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, infinity pool, and fitness ar…
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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSat, Dec 12th 2026
ReturnsMon, Dec 28th 2026
Nights16
Departing PortOranjestad
Ports of CallOranjestad, Cartagena (2 Days), Bocas Del Toro, San Blas, Panama Canal Daylight Transit, Panama, Balboa, Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera, Curu, Costa Rica, Playa Flamingo, Puerto Caldera
In 2021, this all-suite ship will have completed a 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, infinity pool, and fitness ar…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 13th 2026
ReturnsSun, Dec 20th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
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…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 13th 2026
ReturnsSun, Dec 27th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, San Juan
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…
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Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 19th 2026
ReturnsSat, Dec 26th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 19th 2026
ReturnsSat, Dec 26th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 19th 2026
ReturnsSat, Jan 2nd 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Philipsburg, Gustavia, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 20th 2026
ReturnsSun, Jan 3rd 2027
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, San Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
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…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 20th 2026
ReturnsSun, Dec 27th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, San Juan
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…
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Ocean View
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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSun, Dec 20th 2026
ReturnsMon, Dec 28th 2026
Nights8
Departing PortBalboa
Ports of CallBalboa, Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera, Curu, Costa Rica, Playa Flamingo, Puerto Caldera
In 2021, this all-suite ship will have completed a 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, infinity pool, and fitness ar…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 26th 2026
ReturnsSat, Jan 2nd 2027
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
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Ocean View
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 26th 2026
ReturnsSat, Jan 9th 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, Philipsburg, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
Inside Cabin
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Ocean View
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Balcony
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Suite
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Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 26th 2026
ReturnsSat, Jan 2nd 2027
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, Colon
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
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Ocean View
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 27th 2026
ReturnsSun, Jan 3rd 2027
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 27th 2026
ReturnsSun, Jan 10th 2027
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, San Juan
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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Cruise LineWindstar Cruises
ShipStar Explorer
DepartsMon, Dec 28th 2026
ReturnsWed, Jan 6th 2027
Nights9
Departing PortBarcelona
Ports of CallBarcelona (2 Days), Valencia, Cartagena, Gibraltar, Malaga (2 Days), Palma de Mallorca, Spanish Isle, Barcelona
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Cruise LineWindstar Cruises
ShipStar Legend
DepartsMon, Dec 28th 2026
ReturnsTue, Jan 5th 2027
Nights8
Departing PortPuerto Caldera
Ports of CallPuerto Caldera (2 Days), Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, Colon
In 2021, this all-suite ship will have completed a 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, infinity pool, and fitness ar…
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Booking Window: 1/12/26 - 3/31/26
Applicable Sailings: 2026 Caribbean, Latin America, Central America, Tahiti and Winter Mediterranean sailings
Terms & Conditions: New bookings only, no retro application. Some restrictions may apply. Offer applies to Caribbean, Latin America, Central America, Tahiti and Winter Mediterranean sailings only. Booking window active from 1/12/2026 - 3/31/2026. Shipboard credit only applicable to guests 1 & 2 on reservation. Valid sailing window 1/12/2026 - 12/31/2026.