About us
Reaching Anguilla has never been easier, thanks to Tradewind Aviation!
Tradewind offers convenient private and scheduled service flights to elevate your Anguilla travel experience.
Scheduled service flights depart from San Juan, Puerto Rico and are offered through April 20th, 2026. Private charter flights are available year-round from San Juan, the USVI, BVI, and beyond – bringing you closer to paradise on your terms.
Experience the Tradewind Difference:
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Modern Pilatus PC-12 aircraft flown by two pilots with air-conditioning and a pressurized cabin.
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Complimentary snacks and refreshments onboard, including wine and beer.
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Seamless connections through San Juan with most major airlines from the US. Book scheduled flights through one of their interline partners JetBlue, United, or American for a seamless single transaction with automatic luggage transfer.
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Access to the Tradewind private lounge in San Juan, featuring complimentary WiFi, snacks, and refreshments.
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VIP Experience in San Juan is available for purchase for a seamless transfer between flights. Meet your personal Tradewind representative at your arriving airline gate and be escorted to the Tradewind private lounge to relax while your luggage is transferred for you. (complimentary for private charters)
