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Windstar Cruises to Caribbean - Southern 2023/2024

Save up to 75% on Windstar cruises

As a large-scale seller of Windstar Cruises to Caribbean - Southern 2023/2024, 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 75% 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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Cruises

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Sail Date Cruise Line Ship Destination Departs Length Price You Save Discounts
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernPhilipsburgBridgetown14 NightsBasseterre | Bridgetown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda$3,999
Up To $500 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCentral AmericaPhilipsburgBridgetown21 NightsAnse Mitan | Basseterre | Bequia | Bridgetown | Castries | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Mayreau | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. George's | St. Maarten | The Pitons | Virgin Gorda$5,999
Up To $750 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbeanPhilipsburgOranjestad28 NightsAnse Mitan | Basseterre | Bequia | Bridgetown | Castries | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Kralendijk | Les Saintes | Little Bay | Man-O-War Bay | Mayreau | Oranjestad | Pigeon Island | Road Bay | Roseau | Soper's Hole | Soufriere | St. George's | St. Maarten | The Pitons | Virgin Gorda | Willemstad$7,899
Up To $1000 Onboard Credit
 
12 reviews
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WindstarStar PrideCaribbeanPhilipsburgBalboa35 NightsAnse Mitan | Balboa / Fuerte Amador | Basseterre | Bequia | Bocas del Toro | Bridgetown | Cartagena | Castries | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Kralendijk | Les Saintes | Little Bay | Man-O-War Bay | Mayreau | Oranjestad | Panama Canal | Pigeon Island | Road Bay | Roseau | San Blas | Santa Marta | Soper's Hole | Soufriere | St. George's | St. Maarten | The Pitons | Virgin Gorda | Willemstad$10,499
Up To $1000 Onboard Credit
Suite!

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12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbeanPhilipsburgBridgetown14 NightsAnse Mitan | Basseterre | Bequia | Bridgetown | Castries | Gustavia | Les Saintes | Little Bay | Mayreau | Pigeon Island | Roseau | St. George's | St. Maarten | The Pitons$3,999
Up To $500 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbeanPhilipsburgBridgetown7 NightsBasseterre | Bridgetown | Gustavia | Les Saintes | Little Bay | Pigeon Island | Roseau | St. Maarten$2,499
Up To $250 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBridgetownOranjestad14 NightsAnse Mitan | Bequia | Bridgetown | Castries | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Pigeon Island | Soufriere | St. George's | The Pitons | Willemstad$3,899
Up To $500 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBridgetownBridgetown7 NightsAnse Mitan | Bequia | Bridgetown | Castries | Mayreau | Pigeon Island | St. George's | The Pitons$2,499
Up To $250 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBridgetownBalboa14 NightsBalboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | San Blas | Santa Marta | Soufriere | Willemstad$4,099
Up To $500 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBridgetownOranjestad7 NightsBridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad$2,399
Up To $250 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernOranjestadBalboa7 NightsBalboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta$2,699
Up To $300 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBalboaOranjestad7 NightsBalboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta$2,499
Up To $250 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbeanBalboaBridgetown13 NightsBalboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Mayreau | Oranjestad | Panama Canal | San Blas | Santa Marta | Soufriere | Willemstad$3,899
Up To $500 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbeanOranjestadBridgetown6 NightsBridgetown | Kralendijk | Mayreau | Oranjestad | Soufriere | Willemstad$2,399
Up To $250 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbeanBridgetownOranjestad8 NightsBridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | St. George's | Willemstad$2,899
Up To $300 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbeanBridgetownBalboa15 NightsBalboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Panama Canal | San Blas | Santa Marta | Soufriere | St. George's | Willemstad$4,599
Up To $500 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernOranjestadBalboa7 NightsBalboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta$2,799
Up To $300 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCentral AmericaBalboaBridgetown14 NightsBalboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | San Blas | Santa Marta | Soufriere | Willemstad$3,899
Up To $500 Onboard Credit
Suite!
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBalboaOranjestad7 NightsBalboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta$2,499
Up To $250 Onboard Credit
 
12 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernOranjestadBridgetown7 NightsBridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad$2,399
Up To $250 Onboard Credit
Suite!

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