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Windstar Cruises from Bridgetown, Barbados 2025/2026

Save up to 80% on Windstar cruises

As a large-scale seller of Windstar Cruises from Bridgetown, Barbados 2025/2026, we are able to offer you unbeatable prices and unparalleled value. With cruise line volume buys plus our low everyday prices you can save up to 80% versus the brochure price! Once you have found the discounted Windstar cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your Windstar cruise today with AffordableTours.com, your discounted cruise headquarters.

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Sail Date Cruise Line Ship Destination Departs Length Price You Save Discounts
11 reviews
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18 night Star Collector Voyages (Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal (Nov 18 2025))WindstarWind SpiritCaribbean - SouthernBridgetownPuerto Caldera18 NightsBequia | Bridgetown | Cartagena | Colón | Golfo Dulce | Isla Parida | Kralendijk | Mayreau | Oranjestad | Puerto Caldera | Quepos | St. George's | Willemstad$8,411
Up To $1000 Onboard Credit
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11 reviews
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11 night Caribbean (Colombian & Southern Caribbean Coastlines (Nov 18 2025))WindstarWind SpiritCaribbean - SouthernBridgetownColon11 NightsBequia | Bridgetown | Cartagena | Colón | Kralendijk | Mayreau | Oranjestad | St. George's | Willemstad$4,241
Up To $500 Onboard Credit
Onboard Credit!
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11 reviews
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7 night Caribbean (Windward Island Delights (Dec 28 2025))WindstarWind SpiritCaribbean - SouthernBridgetownBridgetown7 NightsAnse Mitan | Basseterre | Bridgetown | Les Saintes | Pigeon Island | Roseau$3,216
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
11 reviews
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10 night Caribbean (Sublime Southern Caribbean (Jan 4 2026))WindstarWind SpiritCaribbean - SouthernBridgetownPhilipsburg10 NightsAnse Mitan | Basseterre | Bridgetown | Falmouth Harbour | Gustavia | Les Saintes | Philipsburg, St. Maarten | Pigeon Island | Road Bay | Roseau | St. John's$3,420
Up To $500 Onboard Credit
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25 reviews
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7 night Caribbean (Jewels of Windward Islands (Jan 18 2026))WindstarWind SurfCaribbean - EasternBridgetownBridgetown7 NightsAnse Mitan | Bequia | Bridgetown | Castries | Mayreau | Pigeon Island | St. George's$2,722
Up To $300 Onboard Credit
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25 reviews
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14 night Star Collector Voyages (Captivating Caribbean (Jan 18 2026))WindstarWind SurfCaribbean - SouthernBridgetownOranjestad14 NightsAnse Mitan | Bequia | Bridgetown | Castries | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Pigeon Island | Soufriere | St. George's | Willemstad$4,947
Up To $500 Onboard Credit
Onboard Credit!
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25 reviews
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7 night Caribbean (Windward Ways & Tobago Cays (Jan 25 2026))WindstarWind SurfCaribbean - SouthernBridgetownOranjestad7 NightsBridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad$3,024
Up To $500 Onboard Credit
Onboard Credit!
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25 reviews
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15 night Star Collector Voyages (Windward Islands & Spanish New World (Jan 25 2026))WindstarWind SurfCaribbean - SouthernBridgetownColon15 NightsBocas del Toro | Bridgetown | Cartagena | Colón | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Santa Marta | Soufriere | Willemstad$5,366
Up To $750 Onboard Credit
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11 reviews
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14 night Star Collector Voyages (Captivating Caribbean (Mar 7 2026))WindstarWind SpiritCaribbean - SouthernBridgetownBridgetown14 NightsBasseterre | Bequia | Bridgetown | Castries | Kingstown | Les Saintes | Mayreau | Pigeon Island | Roseau | St. George's | The Pitons$4,133
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
11 reviews
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7 night Caribbean (Jewels of Windward Islands (Mar 21 2026))WindstarWind SpiritCaribbean - SouthernBridgetownBridgetown7 NightsAnse Mitan | Basseterre | Bridgetown | Les Saintes | Pigeon Island | Roseau$2,616
Up To $300 Onboard Credit
Onboard Credit!
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11 reviews
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22 night Star Collector Voyages (Caribbean Beats & Transatlantic Treats (Mar 21 2026))WindstarWind SpiritTransatlanticBridgetownLisbon22 NightsAnse Mitan | Basseterre | Bridgetown | Les Saintes | Lisbon | Pigeon Island | Roseau$4,142
Up To $500 Onboard Credit
Onboard Credit!
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18 reviews
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16 night Ocean Crossings (Transatlantic Crossing Bridgetown to Amsterdam (Mar 22 2026))WindstarStar PrideTransatlanticBridgetownAmsterdam16 NightsAmsterdam | Bridgetown | Lisbon$2,614
Up To $300 Onboard Credit
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11 reviews
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25 night Star Collector Voyages (Classic Crossing to Spain & More (Mar 28 2026))WindstarWind SpiritTransatlanticBridgetownBarcelona25 NightsBarcelona | Bridgetown | Cartagena, Spain | Lisbon | Málaga | Palma de Mallorca | Tangier | Tarragona | Valencia$5,290
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
11 reviews
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15 night Ocean Crossings (Ocean Crossings (Mar 28 2026))WindstarWind SpiritTransatlanticBridgetownLisbon15 NightsBridgetown | Lisbon$2,525
Shipboard Credit Per Person ($150)
Shipboard Credit Per Person ($150)View ItineraryGet FREE Quote
12 reviews
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11 night Caribbean (Colombian & Southern Caribbean Coastlines (Nov 24 2026))WindstarWind StarCaribbean - SouthernBridgetownColon11 NightsBequia | Bridgetown | Cartagena | Colón | Kralendijk | Oranjestad | San Blas, Panama | St. George's | Willemstad$4,030
Up To $500 Onboard Credit
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12 reviews
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18 night Star Collector Voyages (Star Collector: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal (Nov 24 2026))WindstarWind StarCaribbeanBridgetownPuerto Caldera18 NightsBalboa / Fuerte Amador | Bequia | Bridgetown | Cartagena | Colón | Golfo Dulce | Isla Parida | Kralendijk | Oranjestad | Panama Canal | Puerto Caldera | Quepos | San Blas, Panama | St. George's | Willemstad$7,300
Up To $750 Onboard Credit
Onboard Credit!
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