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,…

Inside Cabin

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

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,…

Inside Cabin

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

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

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

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 European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsFri, Feb 20th 2026

ReturnsSun, Mar 8th 2026

Nights16

Departing PortCivitavecchia (Rome)

Ports of CallCivitavecchia (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

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

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

DepartsFri, Feb 27th 2026

ReturnsMon, Mar 23rd 2026

Nights24

Departing PortBarcelona

Ports of CallBarcelona (2 Days), Valencia, Cartagena, Gibraltar, Malaga (2 Days), Palma de Mallorca, Barcelona (2 Days), Nice (2 Days), Genova, Livorno (Florence,Pisa) (2 Days), 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…

Inside Cabin

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

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

9 Night Mediterranean Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsFri, Feb 27th 2026

ReturnsSun, Mar 8th 2026

Nights9

Departing PortBarcelona

Ports of CallBarcelona (2 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

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

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 Mediterranean Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsFri, Feb 27th 2026

ReturnsSun, Mar 15th 2026

Nights16

Departing PortBarcelona

Ports of CallBarcelona (2 Days), Valencia, Cartagena, Gibraltar, Malaga (2 Days), Palma de Mallorca, Barcelona (2 Days), Nice (2 Days), Genova, Livorno (Florence,Pisa) (2 Days), 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…

Inside Cabin

Call for pricing

Ocean View

Call for pricing

Balcony

Call for pricing

Suite

Call for pricing

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