Complimentary All-Inclusive Package on select sailings
Includes wine, beer and cocktails, Wi-Fi, and gratuities — worth up to $1,350 per couple on a 7-night cruise
Offer valid from Tuesday, July 1st 2025 to Saturday, November 15th 2025
Details
Includes wine, beer and cocktails, Wi-Fi, and gratuities — worth up to $1,350 per couple on a 7-night cruise
7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipWind Surf
DepartsSun, Jan 4th 2026
ReturnsSun, Jan 11th 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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Suite
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7 Night Panama Canal Cruise
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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Balcony
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7 Night Caribbean Cruise
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
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Ocean View
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Balcony
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Suite
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7 Night Caribbean Cruise
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,…
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 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,…
Inside Cabin
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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
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Ocean View
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Balcony
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Suite
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14 Night Caribbean Cruise
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
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Ocean View
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Balcony
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Suite
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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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Ocean View
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Balcony
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Suite
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6 Night Caribbean Cruise
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…
Inside Cabin
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Ocean View
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Balcony
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Suite
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8 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSat, Jan 17th 2026
ReturnsSun, Jan 25th 2026
Nights8
Departing PortOranjestad
Ports of CallOranjestad, Cartagena (2 Days), Bocas Del Toro, San Blas, Panama Canal Daylight Transit, Panama, Balboa
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
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Ocean View
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Balcony
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Suite
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Terms and Conditions:
Booking Window: Now - 11/15/25
Applicable Sailings: All sailings through 3/31/26
Terms & Conditions: Windstar is offering a complimentary All-Inclusive package (valued at $99 per guest per day) for voyages through March 31, 2026. All fares mentioned are per person, in US dollars, cruise only, based on double occupancy in lowest category. Government Taxes & Fees are additional and are published on Windstar's website. Offer is valid on new bookings only and subject to availability. Bookings are non-transferable; no name changes can be made. This offer cannot be applied retroactively. Cancellation fees may apply; please see website for details. Fuel surcharges may be imposed or increased over time. Offer is capacity controlled and may be withdrawn or modified at Windstar’s discretion at any time. Information contained herein is accurate at time of publication and subject to change without notice. All terms and conditions stated on the Windstar website apply. Cruises are provided subject to the terms and conditions of the Passage Contract. Offer expires on November 15, 2025. Ships’ registry: Bahamas.
