
Cruise Planners® Exclusive: $100 Shipboard Credit per person on select sailings
Offer valid from Monday, January 12th 2026 to Tuesday, March 31st 2026

Cruise Planners® Exclusive: $100 Shipboard Credit per person on select sailings
Offer valid from Monday, January 12th 2026 to Tuesday, March 31st 2026
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…
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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, St Maarten, 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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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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 7th 2026
ReturnsSat, Feb 21st 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, 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…
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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…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsMon, Feb 9th 2026
ReturnsTue, Feb 17th 2026
Nights8
Departing PortColon
Ports of CallColon, Bocas Del Toro, San Andres Island, Roatan, 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,…
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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, Costa Maya, 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,…
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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,…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Feb 9th 2026
ReturnsMon, Feb 16th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, 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…
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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Feb 13th 2026
ReturnsFri, Feb 27th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, Admiralty Bay, Bequia, Mayreau, Soufriere Bay, Pointe a Pitre, St Maarten, San Juan, St. John Island, Basseterre, Philipsburg, 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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Feb 13th 2026
ReturnsFri, Feb 20th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, Admiralty Bay, Bequia, Mayreau, Soufriere Bay, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 14th 2026
ReturnsSat, Feb 21st 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Feb 16th 2026
ReturnsMon, Feb 23rd 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Jimenez, Costa Rica, Puerto Quepos, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Feb 16th 2026
ReturnsMon, Feb 23rd 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Golfo Dulce, Isla Parida, Fuerte Amador, Colón, Panama
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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Cruise LineWindstar Cruises
ShipWind Surf
DepartsTue, Feb 17th 2026
ReturnsSat, Feb 28th 2026
Nights11
Departing PortCozumel
Ports of CallCozumel, 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,…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsTue, Feb 17th 2026
ReturnsSat, Mar 7th 2026
Nights18
Departing PortCozumel
Ports of CallCozumel, Grand Cayman, Cayman Brac, Port Antonio, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, Philipsburg, Charlestown, 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,…
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Ocean View
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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Feb 20th 2026
ReturnsFri, Feb 27th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Basseterre, Philipsburg, 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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Feb 20th 2026
ReturnsFri, Mar 6th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Basseterre, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, Philipsburg, Pointe a Pitre, Soufriere Bay, Admiralty Bay, Bequia, Mayreau, 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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 21st 2026
ReturnsSat, Mar 7th 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, St. John's, Road Bay, Anguilla, Leverick Bay, Virgin Gorda, Tortola (2 Days), Great Harbour, Jost Van Dyke BVI, Gustavia, Philipsburg, Basseterre, Gustavia, St. John's, Pointe a Pitre, Roseau, Mayreau, 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…
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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 21st 2026
ReturnsSat, Feb 28th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, St. John's, Road Bay, Anguilla, Leverick Bay, Virgin Gorda, Tortola (2 Days), Great Harbour, Jost Van Dyke BVI, 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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 21st 2026
ReturnsSun, Mar 15th 2026
Nights22
Departing PortPhilipsburg
Ports of CallPhilipsburg, St. John's, Road Bay, Anguilla, Leverick Bay, Virgin Gorda, Tortola (2 Days), Great Harbour, Jost Van Dyke BVI, Gustavia, Philipsburg, Basseterre, Gustavia, St. John's, Pointe a Pitre, Roseau, Mayreau, Bridgetown, Basseterre, St. John's, Pointe a Pitre, Roseau, Mayreau, Grande Anse, 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…
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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 21st 2026
ReturnsSat, Mar 21st 2026
Nights28
Departing PortPhilipsburg
Ports of CallPhilipsburg, St. John's, Road Bay, Anguilla, Leverick Bay, Virgin Gorda, Tortola (2 Days), Great Harbour, Jost Van Dyke BVI, Gustavia, Philipsburg, Basseterre, Gustavia, St. John's, Pointe a Pitre, Roseau, Mayreau, Bridgetown, Basseterre, St. John's, Pointe a Pitre, Roseau, Mayreau, Grande Anse, Bridgetown, Tobago Cays, Pigeon Island (2 Days), Castries, Cruising Pitons, 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…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Feb 23rd 2026
ReturnsMon, Mar 2nd 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, 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…
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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Feb 27th 2026
ReturnsFri, Mar 6th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, Philipsburg, Pointe a Pitre, Soufriere Bay, Admiralty Bay, Bequia, Mayreau, 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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Feb 27th 2026
ReturnsFri, Mar 13th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, Philipsburg, Pointe a Pitre, Soufriere Bay, Admiralty Bay, Bequia, Mayreau, 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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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…
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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…
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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…
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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 28th 2026
ReturnsSat, Mar 7th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Basseterre, Gustavia, Little Bay, Pointe a Pitre, Roseau, Pigeon Island, 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…
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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 28th 2026
ReturnsSun, Mar 15th 2026
Nights15
Departing PortPhilipsburg
Ports of CallPhilipsburg, Basseterre, Gustavia, Falmouth, Pointe a Pitre, Roseau, Mayreau, Bridgetown, Basseterre, St. John's, Pointe a Pitre, Roseau, Mayreau, Grande Anse, 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…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Feb 28th 2026
ReturnsSat, Mar 14th 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, 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,…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Feb 28th 2026
ReturnsSat, Mar 7th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, 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
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Mar 2nd 2026
ReturnsMon, Mar 9th 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, 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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Mar 6th 2026
ReturnsFri, Mar 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…
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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Mar 6th 2026
ReturnsFri, Mar 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, St Maarten, Pointe a Pitre, Mayreau, Admiralty Bay, Bequia, Pigeon Island, Cruising Pitons, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Mar 6th 2026
ReturnsThu, Mar 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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Mar 7th 2026
ReturnsSat, Mar 21st 2026
Nights14
Departing PortBridgetown
Ports of CallBridgetown, Little Bay, Pointe a Pitre, Roseau, Grande Anse, Pigeon Island, Bridgetown, Pigeon Island (2 Days), Castries, Cruising Pitons, Port Elizabeth, Bequia, Mayreau, St. Georges, 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…
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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Mar 7th 2026
ReturnsSun, Mar 15th 2026
Nights8
Departing PortBridgetown
Ports of CallBridgetown, Basseterre, St. John's, Pointe a Pitre, Roseau, Mayreau, Grande Anse, 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…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 7th 2026
ReturnsSat, Mar 14th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Falmouth, Road Bay, Anguilla, Leverick Bay, Virgin Gorda, Tortola (2 Days), Great Harbour, Jost Van Dyke BVI, 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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSun, Mar 8th 2026
ReturnsMon, Mar 23rd 2026
Nights15
Departing PortBarcelona
Ports of CallBarcelona (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…
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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSun, Mar 8th 2026
ReturnsSun, Mar 15th 2026
Nights7
Departing PortBarcelona
Ports of CallBarcelona (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…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Mar 9th 2026
ReturnsSun, Mar 15th 2026
Nights6
Departing PortColon
Ports of CallColon, Bocas Del Toro, San Blas, Cartagena (2 Days), Oranjestad
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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Mar 9th 2026
ReturnsMon, Mar 16th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, 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…
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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Mar 13th 2026
ReturnsSat, Mar 21st 2026
Nights8
Departing PortSan Juan
Ports of CallSan Juan, St Maarten, Pointe a Pitre, Mayreau, Admiralty Bay, Bequia, Pigeon Island, Cruising Pitons, 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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Mar 13th 2026
ReturnsFri, Mar 20th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, Marigot, Terre-de-Haut, Mayreau, Port Elizabeth, Bequia, Pigeon Island, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Mar 13th 2026
ReturnsThu, Mar 19th 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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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 14th 2026
ReturnsSat, Mar 21st 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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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 14th 2026
ReturnsSat, Mar 28th 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg, Charlestown, 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,…
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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSun, Mar 15th 2026
ReturnsSat, Mar 21st 2026
Nights6
Departing PortBridgetown
Ports of CallBridgetown, Tobago Cays, Pigeon Island (2 Days), Castries, Cruising Pitons, 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…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Mar 15th 2026
ReturnsSun, Mar 22nd 2026
Nights7
Departing PortOranjestad
Ports of CallOranjestad, Kralendijk, Bonaire, Pigeon Island, Cruising Pitons, Admiralty Bay, Bequia, Mayreau, Man-O-War, Tobago, Bridgetown
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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSun, Mar 15th 2026
ReturnsSat, Mar 28th 2026
Nights13
Departing PortBridgetown
Ports of CallBridgetown, Tobago Cays, Pigeon Island (2 Days), Castries, Cruising Pitons, Mayreau, Admiralty Bay, Bequia, Bridgetown, Basseterre, Pointe a Pitre, Roseau, Fort de France, Mayreau, 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…
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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Mar 20th 2026
ReturnsThu, Mar 26th 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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Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Mar 21st 2026
ReturnsSat, Mar 28th 2026
Nights7
Departing PortBridgetown
Ports of CallBridgetown, Little Bay, Pointe a Pitre, Roseau, Grande Anse, Pigeon Island, 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…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 21st 2026
ReturnsSat, Mar 28th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, 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,…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 21st 2026
ReturnsSat, Apr 4th 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charlestown, 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,…
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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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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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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…
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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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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 28th 2026
ReturnsSat, Apr 4th 2026
Nights7
Departing PortPhilpsburg
Ports of CallPhilpsburg, 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,…
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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsMon, Apr 6th 2026
ReturnsMon, Apr 13th 2026
Nights7
Departing PortSan Juan
Ports of CallSan 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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsMon, Apr 6th 2026
ReturnsTue, Apr 28th 2026
Nights22
Departing PortSan Juan
Ports of CallSan 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
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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsMon, Apr 6th 2026
ReturnsMon, Apr 20th 2026
Nights14
Departing PortSan Juan
Ports of CallSan 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
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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsMon, Apr 13th 2026
ReturnsMon, Apr 20th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, 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…
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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsMon, Apr 13th 2026
ReturnsTue, Apr 28th 2026
Nights15
Departing PortColon
Ports of CallColon, 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
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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsMon, Apr 20th 2026
ReturnsTue, Apr 28th 2026
Nights8
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Curu, Costa Rica, Playa Flamingo, Puerto Madero, Huatulco, Manzanillo, Puerto Vallarta
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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Cruise LineWindstar Cruises
ShipStar Seeker
DepartsThu, Apr 23rd 2026
ReturnsThu, Apr 30th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, 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…
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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Apr 24th 2026
ReturnsThu, Apr 30th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, May 22nd 2026
ReturnsThu, May 28th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, May 29th 2026
ReturnsThu, Jun 4th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Jun 5th 2026
ReturnsThu, Jun 11th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Jun 12th 2026
ReturnsThu, Jun 18th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Jul 17th 2026
ReturnsThu, Jul 23rd 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Jul 24th 2026
ReturnsThu, Jul 30th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Aug 20th 2026
ReturnsThu, Aug 27th 2026
Nights7
Departing PortPapeete
Ports of CallPapeete, Moorea, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Aug 28th 2026
ReturnsThu, Sep 3rd 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Sep 3rd 2026
ReturnsThu, Sep 10th 2026
Nights7
Departing PortPapeete
Ports of CallPapeete, Moorea, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Sep 11th 2026
ReturnsThu, Sep 17th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Sep 18th 2026
ReturnsThu, Sep 24th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Sep 25th 2026
ReturnsThu, Oct 1st 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Oct 2nd 2026
ReturnsThu, Oct 8th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Oct 9th 2026
ReturnsThu, Oct 15th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Oct 23rd 2026
ReturnsThu, Oct 29th 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsWed, Oct 28th 2026
ReturnsSun, Nov 8th 2026
Nights11
Departing PortSan Juan
Ports of CallSan Juan, Gustavia, Basseterre, Falmouth, Terre-de-Haut, Pigeon Island, Saint George's, Great Harbour, Jost Van Dyke BVI, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsWed, Oct 28th 2026
ReturnsSat, Nov 7th 2026
Nights10
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Falmouth, Pointe a Pitre, Pigeon Island, St. Georges, Great Harbour, Jost Van Dyke BVI, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Oct 30th 2026
ReturnsThu, Nov 5th 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Nov 5th 2026
ReturnsThu, Nov 12th 2026
Nights7
Departing PortPapeete
Ports of CallPapeete, Moorea, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Nov 6th 2026
ReturnsThu, Nov 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 8th 2026
ReturnsSun, Nov 22nd 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 8th 2026
ReturnsSun, Nov 15th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 15th 2026
ReturnsSun, Nov 22nd 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
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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 22nd 2026
ReturnsSun, Nov 29th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 22nd 2026
ReturnsSun, Dec 6th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, San Juan, St. John Island, Gustavia, Basseterre, 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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Cruise LineWindstar Cruises
ShipWind Star
DepartsTue, Nov 24th 2026
ReturnsSat, Dec 12th 2026
Nights18
Departing PortBridgetown
Ports of CallBridgetown, Admiralty Bay, Bequia, St. George's, Kralendijk, Bonaire, Willemstad, Oranjestad, Cartagena, San Blas, Colon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera
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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsFri, Nov 27th 2026
ReturnsSat, Dec 12th 2026
Nights15
Departing PortBridgetown
Ports of CallBridgetown, Grande Anse, Pigeon Island (2 Days), Castries, Cruising Pitons, Mayreau, St. George's, Admiralty Bay, Bequia, Bridgetown, Road Bay, Anguilla, Cruising Pitons, Buccoo Reef (Scarborough), Admiralty Bay, Bequia, Mayreau, Kralendijk, Bonaire, Willemstad, Oranjestad
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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsFri, Nov 27th 2026
ReturnsFri, Dec 4th 2026
Nights7
Departing PortBridgetown
Ports of CallBridgetown, Grande Anse, Pigeon Island (2 Days), Castries, Cruising Pitons, Mayreau, St. George's, Admiralty Bay, Bequia, Bridgetown
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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 29th 2026
ReturnsSun, Dec 13th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 29th 2026
ReturnsSun, Dec 6th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Dec 3rd 2026
ReturnsThu, Dec 10th 2026
Nights7
Departing PortPapeete
Ports of CallPapeete, Moorea, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Dec 4th 2026
ReturnsThu, Dec 10th 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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsFri, Dec 4th 2026
ReturnsSun, Dec 20th 2026
Nights16
Departing PortBridgetown
Ports of CallBridgetown, Road Bay, Anguilla, Cruising Pitons, Buccoo Reef (Scarborough), Admiralty Bay, Bequia, Mayreau, Kralendijk, Bonaire, Willemstad, Oranjestad, Cartagena (2 Days), Bocas Del Toro, San Blas, Panama Canal Daylight Transit, Panama, Balboa
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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsFri, Dec 4th 2026
ReturnsSat, Dec 12th 2026
Nights8
Departing PortBridgetown
Ports of CallBridgetown, Road Bay, Anguilla, Cruising Pitons, Buccoo Reef (Scarborough), Admiralty Bay, Bequia, Mayreau, Kralendijk, Bonaire, Willemstad, Oranjestad
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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Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 5th 2026
ReturnsSat, Dec 12th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera
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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 6th 2026
ReturnsSun, Dec 13th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 6th 2026
ReturnsSun, Dec 20th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, San Juan, St. John Island, Gustavia, Basseterre, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsThu, Dec 10th 2026
ReturnsThu, Dec 17th 2026
Nights7
Departing PortPapeete
Ports of CallPapeete, Moorea, 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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Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Dec 11th 2026
ReturnsThu, Dec 17th 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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Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 12th 2026
ReturnsSat, Dec 19th 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, Colon
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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSat, Dec 12th 2026
ReturnsSun, Dec 20th 2026
Nights8
Departing PortOranjestad
Ports of CallOranjestad, Cartagena (2 Days), Bocas Del Toro, San Blas, Panama Canal Daylight Transit, Panama, Balboa
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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSat, Dec 12th 2026
ReturnsMon, Dec 28th 2026
Nights16
Departing PortOranjestad
Ports of CallOranjestad, Cartagena (2 Days), Bocas Del Toro, San Blas, Panama Canal Daylight Transit, Panama, Balboa, Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera, Curu, Costa Rica, Playa Flamingo, Puerto Caldera
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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 13th 2026
ReturnsSun, Dec 20th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 13th 2026
ReturnsSun, Dec 27th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 19th 2026
ReturnsSat, Dec 26th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, Balboa (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera
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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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 19th 2026
ReturnsSat, Dec 26th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), 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,…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 19th 2026
ReturnsSat, Jan 2nd 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Philipsburg, Gustavia, Charlestown, Roseau, Mayreau, Pointe a Pitre, 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,…
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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 20th 2026
ReturnsSun, Jan 3rd 2027
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, San Juan, St. John Island, Gustavia, Basseterre, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 20th 2026
ReturnsSun, Dec 27th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipStar Legend
DepartsSun, Dec 20th 2026
ReturnsMon, Dec 28th 2026
Nights8
Departing PortBalboa
Ports of CallBalboa, Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera, Curu, Costa Rica, Playa Flamingo, Puerto Caldera
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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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 26th 2026
ReturnsSat, Jan 2nd 2027
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Charlestown, Roseau, Mayreau, Pointe a Pitre, 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,…
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Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Dec 26th 2026
ReturnsSat, Jan 9th 2027
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Gustavia, Charlestown, Roseau, Mayreau, Pointe a Pitre, 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,…
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Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 26th 2026
ReturnsSat, Jan 2nd 2027
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, Colon
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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 27th 2026
ReturnsSun, Jan 3rd 2027
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, 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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Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 27th 2026
ReturnsSun, Jan 10th 2027
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, St Maarten, 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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Cruise LineWindstar Cruises
ShipStar Explorer
DepartsMon, Dec 28th 2026
ReturnsWed, Jan 6th 2027
Nights9
Departing PortBarcelona
Ports of CallBarcelona (2 Days), Valencia, Cartagena, Gibraltar, Malaga (2 Days), Palma de Mallorca, Spanish Isle, Barcelona
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Cruise LineWindstar Cruises
ShipStar Legend
DepartsMon, Dec 28th 2026
ReturnsTue, Jan 5th 2027
Nights8
Departing PortPuerto Caldera
Ports of CallPuerto Caldera (2 Days), Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Balboa, Panama Canal Daylight Transit, Panama, Colon
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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Booking Window: 1/12/26 - 3/31/26
Applicable Sailings: 2026 Caribbean, Latin America, Central America, Tahiti and Winter Mediterranean sailings
Terms & Conditions: New bookings only, no retro application. Some restrictions may apply. Offer applies to Caribbean, Latin America, Central America, Tahiti and Winter Mediterranean sailings only. Booking window active from 1/12/2026 - 3/31/2026. Shipboard credit only applicable to guests 1 & 2 on reservation. Valid sailing window 1/12/2026 - 12/31/2026.