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Your Caribbean - All Results

Your Caribbean - All Results

Showing 1 - 20 Cruises

Sail Date Cruise Line Ship Destination Departs Length Price You Save Discounts
24 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbeanPhilipsburgPhilipsburg5 NightsGustavia | Jost Van Dyke, Great Harbour | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear$1,899
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - EasternSan JuanSan Juan6 NightsGustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | Virgin Gorda$2,599
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - EasternSan JuanSan Juan7 NightsBequia | Les Saintes | Pigeon Island | San Juan | St. George's | St. Maarten$2,799
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - EasternSan JuanSan Juan7 NightsGustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | St. Thomas | Virgin Gorda$2,599
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)

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15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - EasternSan JuanSan Juan7 NightsBequia | Les Saintes | Pigeon Island | San Juan | St. George's | St. Maarten$2,599
Up To $300 Onboard Credit
Suite!
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - EasternSan JuanSan Juan7 NightsGustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | St. Thomas | Virgin Gorda$2,599
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - EasternSan JuanBridgetown7 NightsBridgetown | Gustavia | Little Bay | Pigeon Island | Roseau | San Juan | St. George's | St. Thomas$2,599
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
11 reviews
Itinerary Map/Ship Image
WindstarWind SpiritCaribbean - SouthernBridgetownBridgetown7 NightsBequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons$2,499
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBridgetownOranjestad7 NightsBridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad$2,199
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
11 reviews
Itinerary Map/Ship Image
WindstarWind SpiritCaribbeanBridgetownBridgetown7 NightsAnse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau$2,499
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
24 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsBasseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten$2,999
Up To $300 Onboard Credit
Onboard Credit!
11 reviews
Itinerary Map/Ship Image
WindstarWind SpiritCaribbean - SouthernBridgetownBridgetown7 NightsBequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons$2,899
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
24 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsFalmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda$3,199
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
11 reviews
Itinerary Map/Ship Image
WindstarWind SpiritCaribbeanBridgetownBridgetown7 NightsAnse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau$2,799
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernOranjestadBridgetown7 NightsBridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad$2,499
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
24 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsBasseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten$2,399
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
11 reviews
Itinerary Map/Ship Image
WindstarWind SpiritCaribbean - SouthernBridgetownBridgetown7 NightsBequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons$2,399
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
15 reviews
Itinerary Map/Ship Image
WindstarStar PrideCaribbean - SouthernBridgetownOranjestad7 NightsBridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad$2,599
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
24 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsFalmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda$2,499
Up To $250 Onboard Credit
Onboard Credit!
11 reviews
Itinerary Map/Ship Image
WindstarWind SpiritCaribbeanBridgetownBridgetown7 NightsAnse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau$2,599
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)

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