Cruise Planners® Exclusive: Up to $100 Shipboard Credit
Offer valid from Wednesday, November 5th 2025 to Friday, December 5th 2025
Details
14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 16th 2025
ReturnsSun, Nov 30th 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Pigeon Island, Pointe a Pitre, Marigot, 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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8 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Seeker
DepartsThu, Jan 15th 2026
ReturnsFri, Jan 23rd 2026
Nights8
Departing PortMiami
Ports of CallMiami, Puerto Plata, Santo Domingo, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, Tortola, San Juan
Coming Dec. 2025, Star Seeker will be our first-ever Star Class new build, followed by Star Explorer in Dec. 2026. Serving 224 guests, each ship will feature 112 suites with full private verandas and infinity windows. They’ll also com…
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14 Night South Pacific Cruise
Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Jan 15th 2026
ReturnsThu, Jan 29th 2026
Nights14
Departing PortPapeete
Ports of CallPapeete (2 Days), Fakarava, Omoa, Atuona, Hiva Oa, Taiohae, Rangiroa Atoll, Motu Mahaea, Society Islands, Vaitape, Bora Bora, French Polynesia (2 Days), Moorea, Papeete (2 Days)
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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7 Night European Coast Cruise
Cruise LineWindstar Cruises
ShipStar Legend
DepartsFri, Nov 14th 2025
ReturnsFri, Nov 21st 2025
Nights7
Departing PortMalaga
Ports of CallMalaga (2 Days), Gibraltar, Cartagena, Valencia, Palma de Mallorca, Spanish Isle, Barcelona (2 Days)
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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7 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSat, Dec 27th 2025
ReturnsSat, Jan 3rd 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Scenic Cruising Golfo Dulce, Isla Parida, Panama, 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…
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8 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSat, Jan 3rd 2026
ReturnsSun, Jan 11th 2026
Nights8
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Playa Flamingo, Curu, Costa Rica, Puerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa
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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6 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Jan 11th 2026
ReturnsSat, Jan 17th 2026
Nights6
Departing PortBalboa
Ports of CallBalboa, Panama Canal Daylight Transit, Panama, Bocas Del Toro, San Blas, Cartagena, Oranjestad
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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8 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Jan 25th 2026
ReturnsMon, Feb 2nd 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
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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7 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Feb 2nd 2026
ReturnsMon, Feb 9th 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Jimenez, Costa Rica, Puerto Quepos, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, Colon
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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14 Night Trans-Atlantic Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsTue, Nov 18th 2025
ReturnsTue, Dec 2nd 2025
Nights14
Departing PortLisbon
Ports of CallLisbon, St. John's, 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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14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Dec 14th 2025
ReturnsSun, Dec 28th 2025
Nights14
Departing PortPhilpsburg
Ports of CallPhilpsburg, Falmouth, Road Bay, Sopers Hole, Great Harbour, Jost Van Dyke BVI (2 Days), Gustavia, Philpsburg, Roseau, Mayreau, Terre-de-Haut, Basseterre, Gustavia, Philpsburg
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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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Dec 14th 2025
ReturnsSun, Dec 21st 2025
Nights7
Departing PortPhilpsburg
Ports of CallPhilpsburg, Falmouth, Road Bay, Sopers Hole, Great Harbour, Jost Van Dyke BVI (2 Days), Gustavia, Philpsburg
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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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Dec 28th 2025
ReturnsSun, Jan 4th 2026
Nights7
Departing PortPhilpsburg
Ports of CallPhilpsburg, Falmouth, Road Bay, Sopers Hole, Great Harbour, Jost Van Dyke BVI (2 Days), Gustavia, Philpsburg
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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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Jan 4th 2026
ReturnsSun, Jan 11th 2026
Nights7
Departing PortPhilpsburg
Ports of CallPhilpsburg, Falmouth, Road Bay, Sopers Hole, Great Harbour, Jost Van Dyke BVI (2 Days), Gustavia, Philpsburg
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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8 Night South American Coast Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsMon, Feb 9th 2026
ReturnsTue, Feb 17th 2026
Nights8
Departing PortColón, Panama
Ports of CallColón, Panama, Bocas Del Toro, San Andres Island, Roatan Bay Island, Belize City, Costa Maya, Cozumel
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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7 Night South American Coast Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Feb 16th 2026
ReturnsMon, Feb 23rd 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Colón, Panama
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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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 28th 2026
ReturnsSat, Apr 4th 2026
Nights7
Departing PortPhilpsburg
Ports of CallPhilpsburg, Road Bay, Sopers Hole, Great Harbour, Jost Van Dyke BVI (2 Days), Gustavia, Philpsburg
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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14 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Mar 7th 2026
ReturnsSat, Mar 21st 2026
Nights14
Departing PortBridgetown
Ports of CallBridgetown, Little Bay, Pointe a Pitre, Roseau, Grande Anse, Pigeon Island, Bridgetown, Pigeon Island (2 Days), Castries, Cruising Pitons, Kingstown, Mayreau, St. Georges, Admiralty Bay, Bequia, Bridgetown
With wide open, teak decks, the Wind Spirit is truly remarkable for a ship of its size. Plenty of spacious public places mean you can easily socialise with friends or just enjoy a quiet drink. Wind Spirit offers two primary dining venues. AmphorA Restaura…
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8 Night European Coast Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsWed, Nov 12th 2025
ReturnsThu, Nov 20th 2025
Nights8
Departing PortLisbon
Ports of CallLisbon, Funchal, Madeira, Santa Cruz de la Palma, San Sebastian, La Gomera, Las Palmas, Gran Canaria, Santa Cruz de Tenerife
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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8 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Mar 7th 2026
ReturnsSun, Mar 15th 2026
Nights8
Departing PortBridgetown
Ports of CallBridgetown, Basseterre, St. John's, Pointe a Pitre, Roseau, Mayreau, Grande Anse, Bridgetown
With wide open, teak decks, the Wind Spirit is truly remarkable for a ship of its size. Plenty of spacious public places mean you can easily socialise with friends or just enjoy a quiet drink. Wind Spirit offers two primary dining venues. AmphorA Restaura…
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Ocean View
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Terms and Conditions:
Booking Window: 11/5/25 - 12/5/25
Applicable Sailings: All sailings through 3/31/26
Terms & Conditions: New bookings only, no retro application. Some restrictions may apply. Booking window active from 11/5/2025-12/5/2025. Shipboard credit only applicable to guests 1 & 2 on reservation. Valid on sailings departing through 3/31/2026 only.
