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

 

 

14 Night Caribbean - Extended Cruise

Cruise LineWindstar Cruises

ShipStar Seeker

DepartsFri, Jan 30th 2026

ReturnsFri, Feb 13th 2026

Nights14

Departing PortSan Juan

Ports of CallSan Juan, Admiralty Bay, Bequia, Mayreau, Soufriere Bay, Pointe a Pitre, Marigot, San Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, 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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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 Spirit

DepartsSat, Jan 31st 2026

ReturnsSat, Feb 14th 2026

Nights14

Departing PortPhilipsburg

Ports of CallPhilipsburg, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Road Bay, Anguilla, Falmouth, Philipsburg, Charleston, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, Basseterre, 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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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

DepartsSat, Jan 31st 2026

ReturnsSat, Feb 7th 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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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 Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Feb 1st 2026

ReturnsTue, Feb 17th 2026

Nights16

Departing PortOranjestad

Ports of CallOranjestad, Santa Marta, Cartagena, Bocas Del Toro, Colon (2 Days), Bocas Del Toro, San Andres Island, Roatan, Belize City, Puerto Costa Maya, Mexico, 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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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

ShipWind Surf

DepartsSun, Feb 1st 2026

ReturnsMon, Feb 9th 2026

Nights8

Departing PortOranjestad

Ports of CallOranjestad, Santa Marta, Cartagena, Bocas Del Toro, Colon (2 Days)

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.

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, 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.

8 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsWed, Feb 4th 2026

ReturnsThu, Feb 12th 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.

7 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Feb 5th 2026

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

18 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Feb 5th 2026

ReturnsMon, Feb 23rd 2026

Nights18

Departing PortPapeete

Ports of CallPapeete (2 Days), Moorea, Raiatea (2 Days), Motu Mahaea, Society Islands, Vaitape, Bora Bora, French Polynesia (2 Days), Huahine, Papeete, Fakarava, Rangiroa Atoll, Motu Mahaea, Society Islands, Raiatea (2 Days), 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.

6 Night Tahiti Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsFri, Feb 6th 2026

ReturnsThu, Feb 12th 2026

Nights6

Departing PortMoorea

Ports of CallMoorea, Raiatea (2 Days), Motu Mahaea, Society Islands, Bora Bora (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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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

ShipStar Seeker

DepartsFri, Feb 6th 2026

ReturnsFri, Feb 13th 2026

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

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…

Inside Cabin

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Ocean View

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Balcony

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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

ShipStar Seeker

DepartsFri, Feb 6th 2026

ReturnsFri, Feb 20th 2026

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, Admiralty Bay, Bequia, Mayreau, Soufriere Bay, Pointe a Pitre, Marigot, 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…

Inside Cabin

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Ocean View

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Balcony

Call for pricing

Suite

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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 Spirit

DepartsSat, Feb 7th 2026

ReturnsSat, Feb 21st 2026

Nights14

Departing PortPhilipsburg

Ports of CallPhilipsburg, Charleston, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, Basseterre, Philipsburg, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Road Bay, Anguilla, Falmouth, 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…

Inside Cabin

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Ocean View

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Balcony

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Suite

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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

DepartsSat, Feb 7th 2026

ReturnsSat, Feb 14th 2026

Nights7

Departing PortPhilpsburg

Ports of CallPhilpsburg, Charlestown, Roseau, Mayreau, Martinique, Basseterre, Gustavia, 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…

Inside Cabin

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Ocean View

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Balcony

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Suite

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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

DepartsSun, Feb 8th 2026

ReturnsWed, Feb 18th 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.

19 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsMon, Feb 9th 2026

ReturnsSat, Feb 28th 2026

Nights19

Departing PortColon

Ports of CallColon, 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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Ocean View

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Balcony

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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 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,…

Inside Cabin

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Ocean View

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Balcony

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Suite

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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

ShipStar Pride

DepartsMon, Feb 9th 2026

ReturnsMon, Feb 16th 2026

Nights7

Departing PortColon

Ports of CallColon, Exit Panama Canal, 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…

Inside Cabin

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Ocean View

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Balcony

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Suite

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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.

15 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsThu, Feb 12th 2026

ReturnsFri, Feb 27th 2026

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)

 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.

24 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsThu, Feb 12th 2026

ReturnsSun, Mar 8th 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…

Inside Cabin

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Ocean View

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Balcony

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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.