14 Night Caribbean - Extended Cruise
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, Marigot, 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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8 Night Caribbean Cruise
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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14 Night Caribbean Cruise
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, Kingstown, 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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8 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Seeker
DepartsFri, Mar 13th 2026
ReturnsSat, Mar 21st 2026
Nights8
Departing PortSan Juan
Ports of CallSan Juan, Marigot, 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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14 Night Caribbean - Extended Cruise
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, Charleston, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, Basseterre, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
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22 Night Trans-Atlantic Cruise
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Mar 21st 2026
ReturnsSun, Apr 12th 2026
Nights22
Departing PortBridgetown
Ports of CallBridgetown, Basseterre, Pointe a Pitre, Roseau, Grande Anse, Mayreau, Bridgetown, 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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7 Night Caribbean Cruise
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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7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 21st 2026
ReturnsSat, Mar 28th 2026
Nights7
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charleston, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, Basseterre, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
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14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 21st 2026
ReturnsSat, Apr 4th 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charleston, Roseau, Pigeon Island, Pointe a Pitre, Gustavia, Basseterre, Philipsburg, Falmouth, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
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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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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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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, Exit Panama Canal, 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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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, Exit Panama Canal, 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…
Inside Cabin
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Ocean View
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Balcony
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Suite
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Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Pricing listed includes taxes and fees. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.
