Complimentary All-Inclusive Package on select sailings

Includes wine, beer and cocktails, Wi-Fi, and gratuities — worth up to $1,350 per couple on a 7-night cruise

 

 

7 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSat, Dec 20th 2025

ReturnsSat, Dec 27th 2025

Nights7

Departing PortBarcelona

Ports of CallBarcelona (2 Days), Nice (2 Days), Genoa, Livorno (Florence,Pisa) (2 Days), Civitavecchia (Rome)

 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

7 Night Central America Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSat, Dec 20th 2025

ReturnsSat, Dec 27th 2025

Nights7

Departing PortPuerto Caldera

Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Exit Panama Canal, 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Dec 21st 2025

ReturnsSun, Dec 28th 2025

Nights7

Departing PortPhilipsburg

Ports of CallPhilipsburg, Charleston, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

14 Night Caribbean - Extended Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Dec 21st 2025

ReturnsSun, Jan 4th 2026

Nights14

Departing PortPhilipsburg

Ports of CallPhilipsburg, Charleston, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, 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,…

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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

10 Night Africa - Middle East - India Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsWed, Dec 24th 2025

ReturnsSat, Jan 3rd 2026

Nights10

Departing PortMuscat

Ports of CallMuscat, Al Khasab, Ras Al Khaymah, Abu Dhabi (2 Days), Manama, Doha (2 Days), Sir Bani Yas, Dubai

 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

7 Night Panama Canal Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSat, Dec 27th 2025

ReturnsSat, Jan 3rd 2026

Nights7

Departing PortColon

Ports of CallColon, Exit Panama Canal, 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

8 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSat, Dec 27th 2025

ReturnsSun, Jan 4th 2026

Nights8

Departing PortCivitavecchia (Rome)

Ports of CallCivitavecchia (Rome), Naples, Messina, Dubrovnik (2 Days), Zadar, Venice (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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

11 Night South American Coast Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSat, Dec 27th 2025

ReturnsWed, Jan 7th 2026

Nights11

Departing PortColón, Panama

Ports of CallColón, Panama, Manta (2 Days), Guayaquil (2 Days), Machala, Banana Coast (Trujillo), Lima (Callao) (2 Days)

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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsSun, Dec 28th 2025

ReturnsSun, Jan 4th 2026

Nights7

Departing PortBridgetown

Ports of CallBridgetown, Basseterre, 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

16 Night Trans-Atlantic Cruise

Cruise LineWindstar Cruises

ShipStar Seeker

DepartsSun, Dec 28th 2025

ReturnsTue, Jan 13th 2026

Nights16

Departing PortMalaga

Ports of CallMalaga, Santa Cruz de Tenerife (2 Days), Freeport, Miami

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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

10 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsMon, Dec 29th 2025

ReturnsThu, Jan 8th 2026

Nights10

Departing PortPapeete

Ports of CallPapeete, Fakarava, Rangiroa Atoll, Motu Mahaea, Society Islands, Vaitape, Bora Bora, French Polynesia (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…

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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

10 Night Canary Islands Cruise

Cruise LineWindstar Cruises

ShipWind Star

DepartsTue, Dec 30th 2025

ReturnsFri, Jan 9th 2026

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…

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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

8 Night Africa - Middle East - India Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSat, Jan 3rd 2026

ReturnsSun, Jan 11th 2026

Nights8

Departing PortDubai

Ports of CallDubai, Abu Dhabi (2 Days), Sir Bani Yas, Doha, Al Khasab, Al Fujayrah, Muscat

 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

10 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsSun, Jan 4th 2026

ReturnsWed, Jan 14th 2026

Nights10

Departing PortBridgetown

Ports of CallBridgetown, Mayreau, Roseau, Trois Ilets, Deshaies, Basseterre, Falmouth, Gustavia, Road Bay, Philpsburg

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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

55 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Jan 4th 2026

ReturnsSat, Feb 28th 2026

Nights55

Departing PortPhilipsburg

Ports of CallPhilipsburg, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg, Basseterre, Little Bay, Gustavia, Pointe a Pitre, Roseau, Pigeon Island, Bridgetown, Grande Anse, Castries, Pigeon Island (2 Days), Admiralty Bay, Bequia, Mayreau, St. George's, Bridgetown, Man-O-War, Tobago, Mayreau, Soufriere Bay, Kralendijk, Bonaire, Willemstad, Oranjestad, Santa Marta, Cartagena, Bocas Del Toro, Colon (2 Days), Bocas Del Toro, San Andres Island, Roatan, Belize City, Puerto Costa Maya, Mexico, Cozumel, Grand Cayman, Cayman Brac, Port Antonio, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke BVI, 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

28 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Jan 4th 2026

ReturnsSun, Feb 1st 2026

Nights28

Departing PortPhilipsburg

Ports of CallPhilipsburg, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg, Basseterre, Little Bay, Gustavia, Pointe a Pitre, Roseau, Pigeon Island, Bridgetown, Grande Anse, Castries, Pigeon Island (2 Days), Admiralty Bay, Bequia, Mayreau, St. George's, Bridgetown, Man-O-War, Tobago, Mayreau, Soufriere Bay, Kralendijk, Bonaire, Willemstad, Oranjestad

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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

24 Night Mediterranean Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSun, Jan 4th 2026

ReturnsWed, Jan 28th 2026

Nights24

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 (3 Days), Valencia, Cartagena, Gibraltar, Malaga (2 Days), Palma de Mallorca, Spanish Isle, Barcelona

 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.

8 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSun, Jan 4th 2026

ReturnsMon, Jan 12th 2026

Nights8

Departing PortVenice

Ports of CallVenice (2 Days), Zadar, Dubrovnik (2 Days), Messina, Naples, Civitavecchia (Rome)

 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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Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.