Tradewind Aviation
Airlines and AviationConnecticut, United States201-500 Employees
Tradewind Aviation is an airlines and aviation company headquartered in Oxford, Connecticut (3 Juliano Drive, 06478, United States). Founded in 2001, it provides private charter and scheduled air service across North America and the Caribbean using a Pilatus PC-12 fleet. It positions itself as a market leader in regional air mobility and serves luxury destinations including St Barths, the British Virgin Islands, Anguilla, the Bahamas, Nantucket, and Martha’s Vineyard, with bases at Waterbury-Oxford Airport, Westchester County Airport, Witham Field in Stuart, Florida, and San Juan, Puerto Rico. In 2024 Tradewind formed an interline partnership with JetBlue Airways to enable single-booking travel to Tradewind destinations in the Caribbean. In 2026 the Nantucket route was expanded to year-round service from Westchester, a Nantucket location was opened with a private lounge, and scheduled flights were launched in June 2026 connecting Boston-area travelers to Nantucket and Martha’s Vineyard. The company employs between 201 and 500 people and maintains a website at flytradewind.com.