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10 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipStar Seeker

DepartsFri, Mar 27th 2026

ReturnsMon, Apr 6th 2026

Nights10

Departing PortSan Juan

Ports of CallSan Juan, St. John Island, St. John's, Pointe a Pitre, Pigeon Island, St. George's, Gustavia, 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.

17 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipStar Seeker

DepartsFri, Mar 27th 2026

ReturnsMon, Apr 13th 2026

Nights17

Departing PortSan Juan

Ports of CallSan Juan, St. John Island (2 Days), Pointe a Pitre, Pigeon Island, St. George's, Gustavia, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, Casa de Campo, Santo Domingo, Cartagena (2 Days), San Blas, Colon

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.

24 Night Panama Canal Cruise

Cruise LineWindstar Cruises

ShipStar Seeker

DepartsFri, Mar 27th 2026

ReturnsMon, Apr 20th 2026

Nights24

Departing PortSan Juan

Ports of CallSan Juan, St. John Island (2 Days), Pointe a Pitre, Pigeon Island, St. George's, Gustavia, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, Casa de Campo, Santo Domingo, Cartagena (2 Days), San Blas, Colon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Olbia, Sardinia, Puerto Quepos, Puerto Caldera

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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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.

49 Night World Cruise (Exotic) Cruise

Cruise LineWindstar Cruises

ShipStar Seeker

DepartsFri, Mar 27th 2026

ReturnsFri, May 15th 2026

Nights49

Departing PortSan Juan

Ports of CallSan Juan, St. John Island (2 Days), Pointe a Pitre, Pigeon Island, St. George's, Gustavia, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, Casa de Campo, Santo Domingo, Cartagena (2 Days), San Blas, Colon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera, Curu, Costa Rica, Playa Flamingo, Puerto Madero, Huatulco, Manzanillo, Puerto Vallarta, Seattle, Vancouver, Ketchikan, Misty Fjords, Wrangell, Sitka, Haines, Juneau

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.

7 Night Caribbean Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Mar 28th 2026

ReturnsSat, Apr 4th 2026

Nights7

Departing PortPhilipsburg

Ports of CallPhilipsburg, 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.

21 Night Trans-Atlantic Cruise

Cruise LineWindstar Cruises

ShipWind Surf

DepartsSat, Mar 28th 2026

ReturnsSat, Apr 18th 2026

Nights21

Departing PortPhilipsburg

Ports of CallPhilipsburg, St. John Island, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg, Ponta Delgada, 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,…

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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 Trans-Atlantic Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsSat, Mar 28th 2026

ReturnsSun, Apr 12th 2026

Nights15

Departing PortBridgetown

Ports of CallBridgetown, Lisbon

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.

25 Night Trans-Atlantic Cruise

Cruise LineWindstar Cruises

ShipWind Spirit

DepartsSat, Mar 28th 2026

ReturnsWed, Apr 22nd 2026

Nights25

Departing PortBridgetown

Ports of CallBridgetown, Lisbon, Tangier, Malaga (2 Days), Cartagena, Valencia, Palma de Mallorca, Spanish Isle, Tarragona, Barcelona

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.

8 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Mar 31st 2026

ReturnsWed, Apr 8th 2026

Nights8

Departing PortCivitavecchia (Rome)

Ports of CallCivitavecchia (Rome), Naples, Catania, Crotone, Corfu (2 Days), Itea, Corinth Canal, Athens (Piraeus)

 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.

16 Night European Coast Cruise

Cruise LineWindstar Cruises

ShipStar Legend

DepartsTue, Mar 31st 2026

ReturnsThu, Apr 16th 2026

Nights16

Departing PortCivitavecchia (Rome)

Ports of CallCivitavecchia (Rome), Naples, Catania, Crotone, Corfu (2 Days), Itea, Corinth Canal, Athens (Piraeus), Corinth Canal, Itea, Santorini, Bodrum, Kusadasi, Mykonos, Myrina, Lemnos, Istanbul

 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 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…

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 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.

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…

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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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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…

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.

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.

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…

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.