Cruise Planners® Exclusive: $100 Shipboard Credit per person on select sailings
Offer valid from Monday, January 12th 2026 to Tuesday, March 31st 2026
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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Jan 30th 2026
ReturnsFri, Feb 6th 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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14 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Jan 30th 2026
ReturnsFri, Feb 13th 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, 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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6 Night Tahiti Cruise
Cruise LineWindstar Cruises
ShipStar Breeze
DepartsFri, Jan 30th 2026
ReturnsThu, Feb 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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14 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Jan 31st 2026
ReturnsSat, Feb 14th 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Road Bay, Anguilla, Falmouth, Philipsburg, Charlestown, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, Basseterre, 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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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Jan 31st 2026
ReturnsSat, Feb 7th 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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8 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Feb 1st 2026
ReturnsMon, Feb 9th 2026
Nights8
Departing PortOranjestad
Ports of CallOranjestad, Santa Marta, Cartagena, Bocas Del Toro, Colon (2 Days)
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
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16 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Feb 1st 2026
ReturnsTue, Feb 17th 2026
Nights16
Departing PortOranjestad
Ports of CallOranjestad, Santa Marta, Cartagena, Bocas Del Toro, Colon (2 Days), Bocas Del Toro, San Andres Island, Roatan, Belize City, 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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7 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsMon, Feb 2nd 2026
ReturnsMon, Feb 9th 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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7 Night Caribbean Cruise
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…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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14 Night Caribbean Cruise
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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
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6 Night Tahiti Cruise
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…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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14 Night Caribbean Cruise
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…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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7 Night Caribbean Cruise
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…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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8 Night Caribbean Cruise
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,…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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19 Night Caribbean Cruise
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,…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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8 Night South American Coast Cruise
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,…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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7 Night Panama Canal Cruise
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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
14 Night Caribbean Cruise
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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
7 Night Caribbean Cruise
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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
7 Night Caribbean Cruise
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…
Inside Cabin
Call for pricing
Ocean View
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Balcony
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Suite
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Terms and Conditions:
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.
