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

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

12 Night Mediterranean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Nov 8th 2025

ReturnsThu, Nov 20th 2025

Nights12

Departing PortBarcelona

Ports of CallBarcelona (3 Days), Palma de Mallorca, Cartagena, Granada, Malaga, Gibraltar, Sevilla, Lisbon, Cascais, Lisbon, Cascais

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 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…

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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

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…

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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, Nov 10th 2025

ReturnsThu, Nov 20th 2025

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.

17 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsMon, Nov 10th 2025

ReturnsThu, Nov 27th 2025

Nights17

Departing PortPapeete

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

8 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsMon, Nov 10th 2025

ReturnsTue, Nov 18th 2025

Nights8

Departing PortBarcelona

Ports of CallBarcelona, Palma de Mallorca, Spanish Isle, Cartagena, Almeria, Malaga, Gibraltar, Cadiz, Lisbon

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 Africa - Middle East - India Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Nov 11th 2025

ReturnsTue, Nov 18th 2025

Nights7

Departing PortJeddah

Ports of CallJeddah, 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.

17 Night Africa - Middle East - India Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Nov 11th 2025

ReturnsFri, Nov 28th 2025

Nights17

Departing PortJeddah

Ports of CallJeddah, Muscat, Al Khasab, Ras Al Khaymah, Abu Dhabi (2 Days), Sir Bani Yas, Doha (2 Days), Manama, 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.

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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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 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…

Inside Cabin

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Ocean View

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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

DepartsSat, Nov 15th 2025

ReturnsSat, Nov 22nd 2025

Nights7

Departing PortSan Juan

Ports of CallSan Juan, St. John Island, Philpsburg, Basseterre, Gustavia, Great Harbour, Jost Van Dyke BVI, 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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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 Pride

DepartsSat, Nov 15th 2025

ReturnsSat, Nov 29th 2025

Nights14

Departing PortSan Juan

Ports of CallSan Juan, St. John Island, Philpsburg, Basseterre, Gustavia, Great Harbour, Jost Van Dyke BVI, Virgin Gorda, San Juan, Saint George's, Port Elizabeth, Bequia, Pigeon Island, Iles Des Saintes, Philpsburg, 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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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 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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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

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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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 Mediterranean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsTue, Nov 18th 2025

ReturnsSun, Dec 7th 2025

Nights19

Departing PortLisbon

Ports of CallLisbon, Philipsburg, 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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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

DepartsTue, Nov 18th 2025

ReturnsFri, Nov 28th 2025

Nights10

Departing PortMuscat

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

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.

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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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 Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsTue, Nov 18th 2025

ReturnsSat, Dec 6th 2025

Nights18

Departing PortBridgetown

Ports of CallBridgetown, Admiralty Bay, Bequia, Mayreau, St. George's, Kralendijk, Bonaire, Willemstad, Oranjestad, Cartagena, Colon, Exit Panama Canal, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera

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.

11 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsTue, Nov 18th 2025

ReturnsSat, Nov 29th 2025

Nights11

Departing PortBridgetown

Ports of CallBridgetown, 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…

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.