Tradewind Aviation, LLC, doing business as Tradewind Aviation and Tradewind Shuttle, is an American airline headquartered at the Waterbury-Oxford Airport in Oxford, Connecticut, United States. Tradewind Aviation provides shared charter in the Northeast and the Caribbean, as well as aircraft management services. The air charter company is best known for its Westchester to Nantucket summer ticket books, and its Puerto Rico to St. Barths shuttle.