Our First Aircraft Featuring 65th Anniversary Decals
July 10, 2026
Winair has unveiled the first aircraft featuring its special 65th Anniversary decals, marking the start of a year-long celebration of six and a half decades of connecting the Caribbean. The commemorative livery honors the airline's rich heritage, its contribution to regional connectivity, and its co
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Winair Introduces Flexible Payment Option
June 17, 2026
Book Today, Pay Over Time with Winair's New Flexible Payment OptionPlanning your next trip just got easier. Winair now offers a flexible payment solution that allows eligible customers to secure their flights with an initial payment and spread the remaining balance through convenient installments.
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Winner of SMART contest Ashanty Durand shares her story
June 5, 2026
Amongst all the beautiful stories about traveling in the Caribbean, we a happy to offer the winner a complimentary ticket to attend the SMART in St. Maarten this year.
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Senior discount: exclusive savings for travelers 65+
May 21, 2026
Winair is proud to offer special discounted fares for seniors aged 65 and older during select travel periods.
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New partnership agreement with Contour Airlines
May 11, 2026
More connections, more possibilities. Winairs new partnership with Contour Airlines enhances travel options across the Caribbean, with seamless access to San Juan via St. Maarten.
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