2026 - Philipsburg, St. Maarten to Oranjestad - 28 days - Wind Surf

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Cruise Line
Windstar Cruises
Duration
28 Days
Cruise Ship
Wind Surf

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DayPortArriveDepart
Day 1Philipsburg 7:00 PM
Day 2Falmouth Harbour8:00 AM6:00 PM
Day 3Road Bay8:00 AM6:00 PM
Day 4Soper's Hole8:00 AM6:00 PM
ContinuedJost van Dyke7:00 PM 
Day 5Jost van Dyke 10:00 PM
Day 6Virgin Gorda / Prickly Pear8:00 AM5:00 PM
Day 7Gustavia8:00 AM10:00 PM
Day 8Philipsburg6:00 AM7:00 PM
Day 9Basseterre8:00 AM9:00 PM
Day 10Gustavia8:00 AM10:00 PM
Day 11St. John's8:00 AM10:00 PM
Day 12Les Saintes8:00 AM9:00 PM
Day 13Pigeon Island8:00 AM5:00 PM
Day 14Kingstown7:00 AM2:00 PM
Day 15Bridgetown5:00 AM6:00 PM
Day 16Anse Mitan9:00 AM11:00 PM
Day 17Castries8:00 AM4:00 PM
ContinuedPigeon Island6:00 PM 
Day 18Pigeon Island 6:00 PM
Day 19Bequia8:00 AM10:00 PM
Day 20Mayreau8:00 AM6:00 PM
Day 21St. George's7:00 AM2:00 PM
Day 22Bridgetown6:00 AM6:00 PM
Day 23Man-O-War Bay8:00 AM5:00 PM
Day 24Mayreau8:00 AM6:00 PM
Day 25Soufriere8:00 AM4:00 PM
Day 26At Sea  
Day 27Kralendijk1:00 PM10:00 PM
Day 28Willemstad8:00 AM6:00 PM
Day 29Oranjestad6:00 AM 
Dates/Pricing

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DatePrice / DescriptionQuote
01/04/2026 Quote
Disclaimer
*Fare shown is per person, double occupancy. Fare is shown in U.S. Dollars and includes port charges. Government fees and taxes are additional. Fares are subject to change without notice. Offers are capacity controlled with a select number of cabins available and may be withdrawn at any time.