Tradewind Aviation — Private Jet Charter (Oxford, CT)

Tradewind Aviation is a US Part 135 charter operator headquartered at Waterbury-Oxford Airport in Oxford, Connecticut, and its empty leg flights are listed on SkyAccess. It runs one of the largest charter turboprop fleets in the country, which gives its empty leg charter a distinct character compared with the jet operators on the marketplace.

Tradewind's aircraft excel at short fields and regional distances and seat small groups, so the empty leg flights they produce suit families and small parties rather than large groups.

With bases in Connecticut, White Plains, and Stuart and San Juan in the south, Tradewind also flies scheduled and shuttle service to the Caribbean and Nantucket, and its repositioning flights often track those corridors. Expect Northeast empty legs and one-way runs toward the islands and seasonal coastal destinations when aircraft reposition. Tradewind holds an ARGUS Gold rating and Wyvern registration, so its operations have been independently audited against established safety standards on top of its FAA Part 135 certificate.