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

 

 

6 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSun, Dec 7th 2025

ReturnsSat, Dec 13th 2025

Nights6

Departing PortSan Juan

Ports of CallSan Juan, Santo Domingo, Cartagena (2 Days), San Blas, 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…

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.

13 Night Panama Canal Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSun, Dec 7th 2025

ReturnsSat, Dec 20th 2025

Nights13

Departing PortSan Juan

Ports of CallSan Juan, Santo Domingo, Cartagena (2 Days), San Blas, Colon, 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

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.

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Dec 7th 2025

ReturnsSun, Dec 14th 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,…

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.

14 Night Caribbean - Extended Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Dec 7th 2025

ReturnsSun, Dec 21st 2025

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,…

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.

18 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Dec 11th 2025

ReturnsMon, Dec 29th 2025

Nights18

Departing PortPapeete

Ports of CallPapeete, 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…

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.

7 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Dec 11th 2025

ReturnsThu, Dec 18th 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

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, Dec 12th 2025

ReturnsThu, Dec 18th 2025

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…

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.

22 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSat, Dec 13th 2025

ReturnsSun, Jan 4th 2026

Nights22

Departing PortMalaga

Ports of CallMalaga (2 Days), Gibraltar, Cartagena, Valencia, Palma de Mallorca, Spanish Isle, Barcelona (3 Days), Nice (2 Days), Genoa, Livorno (Florence,Pisa) (2 Days), Civitavecchia (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.

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSat, Dec 13th 2025

ReturnsSat, Dec 20th 2025

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

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.

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsSat, Dec 13th 2025

ReturnsSat, Dec 20th 2025

Nights7

Departing PortColon

Ports of CallColon, 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…

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.

7 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSat, Dec 13th 2025

ReturnsSat, Dec 20th 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

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.

14 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSat, Dec 13th 2025

ReturnsSat, Dec 27th 2025

Nights14

Departing PortMalaga

Ports of CallMalaga (2 Days), Gibraltar, Cartagena, Valencia, Palma de Mallorca, Spanish Isle, Barcelona (3 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…

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.

14 Night Caribbean - Extended Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Dec 14th 2025

ReturnsSun, Dec 28th 2025

Nights14

Departing PortPhilpsburg

Ports of CallPhilpsburg, Falmouth, Road Bay, Sopers Hole, Great Harbour, Jost Van Dyke BVI (2 Days), Gustavia, Philpsburg, Roseau, Mayreau, Terre-de-Haut, Basseterre, 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,…

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.

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSun, Dec 14th 2025

ReturnsSun, Dec 21st 2025

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,…

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 Africa - Middle East - India Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Dec 16th 2025

ReturnsWed, Dec 24th 2025

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…

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.

11 Night South Pacific Cruise

Cruise LineWindstar Cruises

ShipStar Breeze

DepartsThu, Dec 18th 2025

ReturnsMon, Dec 29th 2025

Nights11

Departing PortPapeete

Ports of CallPapeete, 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…

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 Spirit

DepartsSat, Dec 20th 2025

ReturnsSun, Dec 28th 2025

Nights8

Departing PortOranjestad

Ports of CallOranjestad, Willemstad, Kralendijk, Bonaire, St. George's (2 Days), Mayreau, Admiralty Bay, Bequia, 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…

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.

10 Night Canary Islands Cruise

Cruise LineWindstar Cruises

ShipWind Star

DepartsSat, Dec 20th 2025

ReturnsTue, Dec 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

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.

18 Night South American Coast Cruise

Cruise LineWindstar Cruises

ShipStar Pride

DepartsSat, Dec 20th 2025

ReturnsWed, Jan 7th 2026

Nights18

Departing PortPuerto Caldera

Ports of CallPuerto Caldera, Puerto Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Colón, 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…

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.

15 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsSat, Dec 20th 2025

ReturnsSun, Jan 4th 2026

Nights15

Departing PortBarcelona

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