Reduced Single Supplement on select sailings
Offer valid from Monday, October 13th 2025 to Friday, October 31st 2025
Details
7 Night South Pacific Cruise
Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Oct 23rd 2025
ReturnsThu, Oct 30th 2025
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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15 Night Mediterranean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Oct 26th 2025
ReturnsMon, Nov 10th 2025
Nights15
Departing PortVenice
Ports of CallVenice, Rovinj, Split, Dubrovnik, Kotor, Giardini Di Naxos, Sorrento, Civitavecchia (Rome), Porto Ferraio, Portofino, Monte Carlo, Cannes, Sanary-Sur-Mer, Palamos, Barcelona
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
ShipStar Pride
DepartsSun, Nov 2nd 2025
ReturnsSun, Nov 9th 2025
Nights7
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
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 Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 2nd 2025
ReturnsSun, Nov 16th 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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7 Night European Coast Cruise
Cruise LineWindstar Cruises
ShipStar Legend
DepartsFri, Nov 7th 2025
ReturnsFri, Nov 14th 2025
Nights7
Departing PortBarcelona
Ports of CallBarcelona, Palma de Mallorca, Spanish Isle, Valencia, Cartagena (2 Days), Gibraltar, Malaga (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 Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 9th 2025
ReturnsSun, Nov 16th 2025
Nights7
Departing PortSan Juan
Ports of CallSan 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…
Inside Cabin
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Ocean View
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Balcony
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Suite
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14 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 9th 2025
ReturnsSun, Nov 23rd 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Pigeon Island, Pointe a Pitre, Marigot, San Juan, St. John Island, Basseterre, Gustavia, 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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Balcony
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Suite
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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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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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Ocean View
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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 16th 2025
ReturnsSun, Nov 23rd 2025
Nights7
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
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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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…
Inside Cabin
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Ocean View
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Balcony
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Suite
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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,…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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10 Night Canary Islands Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsThu, Nov 20th 2025
ReturnsSun, Nov 30th 2025
Nights10
Departing PortSanta Cruz de Tenerife
Ports of CallSanta Cruz de Tenerife, San Sebastian, La Gomera, Santa Cruz de la Palma, Funchal, Madeira (2 Days), Lanzarote, Las Palmas, Gran Canaria (2 Days), 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…
Inside Cabin
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Ocean View
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Balcony
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Suite
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7 Night South Pacific Cruise
Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Nov 20th 2025
ReturnsThu, Nov 27th 2025
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…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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7 Night Mediterranean Cruise
Cruise LineWindstar Cruises
ShipStar Legend
DepartsFri, Nov 21st 2025
ReturnsFri, Nov 28th 2025
Nights7
Departing PortBarcelona
Ports of CallBarcelona (2 Days), Palma de Mallorca, Spanish Isle, Valencia, Cartagena, Gibraltar, Malaga (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…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 23rd 2025
ReturnsSun, Nov 30th 2025
Nights7
Departing PortSan Juan
Ports of CallSan 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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 23rd 2025
ReturnsSun, Dec 7th 2025
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Pigeon Island, Pointe a Pitre, Marigot, 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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
7 Night South Pacific Cruise
Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Nov 27th 2025
ReturnsThu, Dec 4th 2025
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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
10 Night Canary Islands Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsSun, Nov 30th 2025
ReturnsWed, Dec 10th 2025
Nights10
Departing PortSanta Cruz de Tenerife
Ports of CallSanta Cruz de Tenerife, San Sebastian, La Gomera, Santa Cruz de la Palma, Funchal, Madeira (2 Days), Lanzarote, Las Palmas, Gran Canaria (2 Days), 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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
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Suite
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5 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsTue, Dec 2nd 2025
ReturnsSun, Dec 7th 2025
Nights5
Departing PortPhilipsburg
Ports of CallPhilipsburg, 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
Call for pricing
Ocean View
Call for pricing
Balcony
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Suite
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Terms and Conditions:
Booking Window: Now - 10/31/25
Applicable Sailings: Select sailings from 10/23/25 - 5/5/26. Sailings are subject to change.
Terms & Conditions: Windstar is offering our single passenger guests a reduced Single Supplement on select sailings. Certain restrictions apply. All Single Supplement fares mentioned are based, in US dollars; cruise only, based on single occupancy in lowest category, and includes non-discountable amounts. Suggested onboard gratuities are extra. Taxes, Fees & Port Expenses are additional. Offer is valid on new bookings only for select departures and subject to availability. Bookings are non-transferable; no name changes can be made nor can this offer be applied retroactively. Cancellation fees may apply, please see website for details. Fuel surcharges may be imposed or increased over time. Offer is capacity controlled and may be withdrawn or modified at Windstar’s discretion at any time. Information contained herein is accurate at time of publication and subject to change without notice. All terms and conditions stated on the Windstar website apply. Cruise is provided subject to the terms and conditions of the Passage Contract. Ships’ registry: Bahamas.
