
Cruise Planners® Exclusive: $300 shipboard credit per couple on select sailings
Offer valid from Thursday, November 2nd 2023 to Wednesday, December 31st 2025
Cruise Planners® Exclusive: $300 shipboard credit per couple on select sailings
Offer valid from Thursday, November 2nd 2023 to Wednesday, December 31st 2025
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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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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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,…
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 Spirit
DepartsSat, Feb 14th 2026
ReturnsSat, Feb 21st 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, St. John's, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg
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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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 28th 2026
ReturnsSat, Apr 4th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, 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 Surf
DepartsSun, Dec 28th 2025
ReturnsSun, Jan 4th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, 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 Spirit
DepartsSun, Mar 15th 2026
ReturnsSat, Mar 21st 2026
Nights6
Departing PortBridgetown
Ports of CallBridgetown, Tobago Cays, Pigeon Island (2 Days), Castries, Cruising Pitons, Mayreau, 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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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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 7th 2025
ReturnsSat, Dec 20th 2025
Nights13
Departing PortSan Juan
Ports of CallSan Juan, 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…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Mar 9th 2026
ReturnsSun, Mar 15th 2026
Nights6
Departing PortColon
Ports of CallColon, Bocas Del Toro, San Blas, Cartagena (2 Days), 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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsTue, Nov 4th 2025
ReturnsSat, Nov 29th 2025
Nights25
Departing PortLisbon
Ports of CallLisbon, Bridgetown, Admiralty Bay, Bequia, Mayreau, St. George's, Kralendijk, Bonaire, Willemstad, Oranjestad, Cartagena, Colon
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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsWed, Jul 15th 2026
ReturnsWed, Jul 22nd 2026
Nights7
Departing PortStockholm
Ports of CallStockholm, Tallinn, Helsinki (2 Days), Ventspils, Gdansk, Ronne + Bornholm, Copenhagen
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, Mar 22nd 2026
ReturnsTue, Apr 7th 2026
Nights16
Departing PortBridgetown
Ports of CallBridgetown, Lisbon, Amsterdam
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, Feb 28th 2026
ReturnsTue, Mar 10th 2026
Nights10
Departing PortSanta Cruz de Tenerife
Ports of CallSanta Cruz de Tenerife, Las Palmas, Gran Canaria (2 Days), San Sebastian, La Gomera, Santa Cruz de la Palma, Funchal, Madeira, Cadiz
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 Breeze
DepartsThu, Apr 16th 2026
ReturnsThu, Apr 23rd 2026
Nights7
Departing PortPapeete
Ports of CallPapeete, Fakarava, Rangiroa, Vaitape, Bora Bora, French Polynesia (2 Days), Motu Mahaea, Society Islands, 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
ShipStar Breeze
DepartsThu, Mar 5th 2026
ReturnsThu, Mar 12th 2026
Nights7
Departing PortPapeete
Ports of CallPapeete (2 Days), Moorea, Raiatea (2 Days), Motu Mahaea, Society Islands, Vaitape, Bora Bora, French Polynesia (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
ShipStar Breeze
DepartsMon, Aug 17th 2026
ReturnsThu, Aug 27th 2026
Nights10
Departing PortPapeete
Ports of CallPapeete, Huahine, Aitutaki, Avatiu, Rarotonga, Vaitape, Bora Bora, French Polynesia (2 Days), Motu Mahaea, Society Islands, 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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Single occupancy bookings receive half the listed shipboard credit.