
Cruise Planners® Exclusive: $300 shipboard credit per couple on select sailings
Offer valid from Thursday, November 2nd 2023 to Wednesday, December 31st 2025
Cruise Planners® Exclusive: $300 shipboard credit per couple on select sailings
Offer valid from Thursday, November 2nd 2023 to Wednesday, December 31st 2025
Cruise LineWindstar Cruises
ShipWind Surf
DepartsMon, Nov 3rd 2025
ReturnsTue, Nov 18th 2025
Nights15
Departing PortCivitavecchia (Rome)
Ports of CallCivitavecchia (Rome), Porto Ferraio, Portofino, Monte Carlo, Cannes, Sanary-Sur-Mer, Palamos, Barcelona, Palma de Mallorca, Spanish Isle, Cartagena, Almeria, Malaga, Gibraltar, Cadiz, Lisbon
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Star
DepartsSun, Nov 2nd 2025
ReturnsThu, Nov 20th 2025
Nights18
Departing PortBarcelona
Ports of CallBarcelona, Tarragona, Palma de Mallorca, Valencia, Cartagena, Malaga (2 Days), Tangier, Lisbon, Funchal, Madeira, Santa Cruz de la Palma, San Sebastian, La Gomera, Las Palmas, Santa Cruz de Tenerife
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsTue, Nov 4th 2025
ReturnsTue, Nov 18th 2025
Nights14
Departing PortLisbon
Ports of CallLisbon, Bridgetown
With wide open, teak decks, the Wind Spirit is truly remarkable for a ship of its size. Plenty of spacious public places mean you can easily socialise with friends or just enjoy a quiet drink. Wind Spirit offers two primary dining venues. AmphorA Restaura…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Dec 13th 2025
ReturnsSat, Dec 20th 2025
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
With wide open, teak decks, the Wind Spirit is truly remarkable for a ship of its size. Plenty of spacious public places mean you can easily socialise with friends or just enjoy a quiet drink. Wind Spirit offers two primary dining venues. AmphorA Restaura…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Star
DepartsTue, Dec 30th 2025
ReturnsFri, Jan 9th 2026
Nights10
Departing PortSanta Cruz de Tenerife
Ports of CallSanta Cruz de Tenerife, San Sebastian, La Gomera, Santa Cruz de la Palma, Funchal, Madeira (2 Days), Lanzarote, Las Palmas, Gran Canaria (2 Days), Santa Cruz de Tenerife
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Jan 18th 2026
ReturnsSun, Jan 25th 2026
Nights7
Departing PortBridgetown
Ports of CallBridgetown, Grande Anse, Castries, Pigeon Island (2 Days), Admiralty Bay, Bequia, Mayreau, St. George's, Bridgetown
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Jan 18th 2026
ReturnsSun, Feb 1st 2026
Nights14
Departing PortBridgetown
Ports of CallBridgetown, Grande Anse, Castries, Pigeon Island (2 Days), Admiralty Bay, Bequia, Mayreau, St. George's, Bridgetown, Man-O-War, Tobago, Mayreau, Soufriere Bay, Kralendijk, Bonaire, Willemstad, Oranjestad
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
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,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Feb 7th 2026
ReturnsSat, Feb 21st 2026
Nights14
Departing PortPhilipsburg
Ports of CallPhilipsburg, Charleston, 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
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
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
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Star
DepartsWed, Feb 18th 2026
ReturnsSat, Feb 28th 2026
Nights10
Departing PortSanta Cruz de Tenerife
Ports of CallSanta Cruz de Tenerife, San Sebastian, La Gomera, Santa Cruz de la Palma, Funchal, Madeira (2 Days), Lanzarote, Las Palmas, Gran Canaria (2 Days), Santa Cruz de Tenerife
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
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,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
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…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
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,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
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,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Surf
DepartsTue, Nov 18th 2025
ReturnsSun, Dec 7th 2025
Nights19
Departing PortLisbon
Ports of CallLisbon, Philipsburg, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Dec 14th 2025
ReturnsSun, Dec 28th 2025
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, Mayreau, Pointe a Pitre, Basseterre, Gustavia, Philipsburg
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSat, Mar 28th 2026
ReturnsSat, Apr 18th 2026
Nights21
Departing PortPhilipsburg
Ports of CallPhilipsburg, St. John Island, Road Bay, Anguilla, Tortola, Great Harbour, Jost Van Dyke BVI (2 Days), Leverick Bay, Virgin Gorda, Gustavia, Philipsburg, Ponta Delgada, Lisbon
On any day, their 342-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms,…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Cruise LineWindstar Cruises
ShipWind Spirit
DepartsSat, Mar 28th 2026
ReturnsSun, Apr 12th 2026
Nights15
Departing PortBridgetown
Ports of CallBridgetown, Lisbon
With wide open, teak decks, the Wind Spirit is truly remarkable for a ship of its size. Plenty of spacious public places mean you can easily socialise with friends or just enjoy a quiet drink. Wind Spirit offers two primary dining venues. AmphorA Restaura…
Inside Cabin
Call for pricing
Ocean View
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
Single occupancy bookings receive half the listed shipboard credit.