
Cruise Planners® Exclusive: Up to $300 Shipboard Credit per stateroom on select sailings
Offer valid from Wednesday, July 22nd 2026 to Monday, August 31st 2026

Cruise Planners® Exclusive: Up to $300 Shipboard Credit per stateroom on select sailings
Offer valid from Wednesday, July 22nd 2026 to Monday, August 31st 2026
Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Dec 17th 2026
ReturnsThu, Jan 7th 2027
Nights21
Departing PortPapeete
Ports of CallPapeete, Fakarava, Omo'a, Fatu Hiva, Atuona, Hiva Oa, Taiohae, Rangiroa Atoll, Bora Bora (2 Days), Papeete, Fakarava, Rangiroa Atoll, Motu Mahaea, Society Islands, Bora Bora (2 Days), Huahine, 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…
Inside Cabin
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Outside
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Balcony
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Suite
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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, Fuerte Amador (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…
Inside Cabin
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Outside
From $5,600 pp*
$800.00/night
Balcony
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Suite
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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,…
Inside Cabin
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Outside
From $3,255 pp*
$465.00/night
Balcony
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Suite
From $3,780 pp*
$540.00/night
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,…
Inside Cabin
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Outside
From $5,320 pp*
$380.00/night
Balcony
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Suite
From $6,160 pp*
$440.00/night
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, Deshaies, Marigot Bay, 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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Outside
From $3,990 pp*
$570.00/night
Balcony
From $5,040 pp*
$720.00/night
Suite
From $5,530 pp*
$790.00/night
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, Fuerte Amador, 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…
Inside Cabin
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Outside
From $4,060 pp*
$580.00/night
Balcony
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Suite
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Jan 2nd 2027
ReturnsSat, Jan 9th 2027
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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Outside
From $3,395 pp*
$485.00/night
Balcony
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Suite
From $4,235 pp*
$605.00/night
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Jan 2nd 2027
ReturnsSat, Jan 16th 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg, Charlestown, Pointe a Pitre, Mayreau, Roseau, Basseterre, 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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Outside
From $5,880 pp*
$420.00/night
Balcony
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Suite
From $6,776 pp*
$484.00/night
Cruise LineWindstar Cruises
ShipStar Explorer
DepartsWed, Jan 6th 2027
ReturnsFri, Jan 15th 2027
Nights9
Departing PortBarcelona
Ports of CallBarcelona (2 Days), Valencia, Cartagena, Gibraltar, Malaga (2 Days), Palma de Mallorca, Spanish Isle, Barcelona
Inside Cabin
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Outside
From $3,870 pp*
$430.00/night
Balcony
From $5,265 pp*
$585.00/night
Suite
From $7,740 pp*
$860.00/night
Cruise LineWindstar Cruises
ShipStar Explorer
DepartsWed, Jan 6th 2027
ReturnsFri, Jan 22nd 2027
Nights16
Departing PortBarcelona
Ports of CallBarcelona (2 Days), Valencia, Cartagena, Gibraltar, Malaga (2 Days), Palma de Mallorca, Spanish Isle, Barcelona (2 Days), Nice (2 Days), Genoa, Livorno (Florence,Pisa) (2 Days), Civitavecchia (Rome)
Inside Cabin
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Outside
From $5,760 pp*
$360.00/night
Balcony
From $7,928 pp*
$495.50/night
Suite
From $12,080 pp*
$755.00/night
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Jan 9th 2027
ReturnsSat, Jan 16th 2027
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, Pointe a Pitre, Mayreau, Roseau, Basseterre, 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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Outside
From $3,465 pp*
$495.00/night
Balcony
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Suite
From $4,130 pp*
$590.00/night
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Jan 9th 2027
ReturnsSat, Jan 23rd 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, Pointe a Pitre, Mayreau, Roseau, Basseterre, Gustavia, Philipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, 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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Outside
From $5,824 pp*
$416.00/night
Balcony
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Suite
From $6,860 pp*
$490.00/night
Cruise LineWindstar Cruises
ShipStar Explorer
DepartsFri, Jan 15th 2027
ReturnsSat, Jan 30th 2027
Nights15
Departing PortBarcelona
Ports of CallBarcelona (2 Days), Nice (2 Days), Genoa, Livorno (Florence,Pisa) (2 Days), Civitavecchia (Rome), Naples, Messina, Dubrovnik (2 Days), Zadar, Venice (2 Days)
Inside Cabin
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Outside
From $5,400 pp*
$360.00/night
Balcony
From $7,564 pp*
$504.27/night
Suite
From $11,524 pp*
$768.27/night
Cruise LineWindstar Cruises
ShipStar Explorer
DepartsFri, Jan 15th 2027
ReturnsFri, Jan 22nd 2027
Nights7
Departing PortBarcelona
Ports of CallBarcelona (2 Days), Nice (2 Days), Genoa, Livorno (Florence,Pisa) (2 Days), Civitavecchia (Rome)
Inside Cabin
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Outside
From $3,080 pp*
$440.00/night
Balcony
From $4,235 pp*
$605.00/night
Suite
From $6,125 pp*
$875.00/night
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Jan 16th 2027
ReturnsSat, Jan 23rd 2027
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, 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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Outside
From $3,220 pp*
$460.00/night
Balcony
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Suite
From $4,060 pp*
$580.00/night
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Jan 16th 2027
ReturnsSat, Jan 30th 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, Philipsburg, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, 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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Outside
From $7,084 pp*
$506.00/night
Balcony
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Suite
From $8,092 pp*
$578.00/night
Cruise LineWindstar Cruises
ShipStar Explorer
DepartsFri, Jan 22nd 2027
ReturnsSat, Jan 30th 2027
Nights8
Departing PortCivitavecchia (Rome)
Ports of CallCivitavecchia (Rome), Naples, Messina, Dubrovnik (2 Days), Zadar, Venice (2 Days)
Inside Cabin
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Outside
From $3,600 pp*
$450.00/night
Balcony
From $4,840 pp*
$605.00/night
Suite
From $7,320 pp*
$915.00/night
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Jan 23rd 2027
ReturnsSat, Feb 6th 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, Roseau, Mayreau, Pointe a Pitre, Basseterre, Gustavia, Philipsburg, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Falmouth, 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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Outside
From $6,804 pp*
$486.00/night
Balcony
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Suite
From $7,812 pp*
$558.00/night
Cruise LineWindstar Cruises
ShipStar Explorer
DepartsSat, Jan 30th 2027
ReturnsSun, Feb 7th 2027
Nights8
Departing PortVenice
Ports of CallVenice (2 Days), Zadar, Dubrovnik (2 Days), Messina, Naples, Civitavecchia (Rome)
Inside Cabin
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Outside
From $3,760 pp*
$470.00/night
Balcony
From $4,880 pp*
$610.00/night
Suite
From $6,480 pp*
$810.00/night
Cruise LineWindstar Cruises
ShipStar Explorer
DepartsSat, Jan 30th 2027
ReturnsSun, Feb 14th 2027
Nights15
Departing PortVenice
Ports of CallVenice (2 Days), Zadar, Dubrovnik (2 Days), Messina, Naples, Civitavecchia (Rome), Livorno (Florence,Pisa) (2 Days), Genoa, Nice (2 Days), Barcelona (2 Days)
Inside Cabin
Call for pricing
Outside
From $5,644 pp*
$376.27/night
Balcony
From $7,412 pp*
$494.13/night
Suite
From $9,792 pp*
$652.80/night
Booking Window: 7/22/26 - 8/31/26
Applicable Sailings: Select sailings from 4/26/26 - 3/20/27
Terms & Conditions: Onboard Credit (OBC) offer applies to select National Accounts only on select sailings. Max OBC is $300 per stateroom. Additional guests in stateroom not eligible for OBC. Solo travelers receive $150 OBC.