Fly Tradewind

Because St. Barths Is Calling

Tradewind Aviation is the insider’s choice for seamless, stylish travel to luxury destinations across North America and the Caribbean. Whether you book a private charter or take advantage of their scheduled shuttle flights, Tradewind turns regional air travel into an experience worth savoring.

My first time flying Tradewind was in 2010—from San Juan to St. Barths—just after landing on a Delta flight. Within minutes, I was through the private terminal and boarding a sleek Pilatus PC-12. No lines, no waiting, just a smooth glide into island life.

Touch Down in Style

Flying Tradewind to St. Barths

Tradewind’s shuttle service from San Juan to St. Barths offers the ease of a commercial flight with the feel of private aviation. Operating multiple times daily, these flights connect seamlessly with major airline arrivals. Guests enjoy flexible boarding, complimentary drinks, and minimal check-in times.

The fleet is built around the Pilatus PC-12, a Swiss-made aircraft renowned for comfort and performance. Interiors are refined and roomy, with space for beach bags and weekender luggage. Most importantly, the PC-12 is designed to handle the short, thrilling runway at St. Barths with ease.

Few landings compare. As you descend, you’re treated to panoramic views of the island’s hills and harbors before touching down just steps from your villa. Tradewind’s specially trained pilots make the exhilarating approach feel effortless.

From check-in to wheels down, Tradewind delivers a rare kind of luxury—quiet, confident, and completely stress-free.

Travel With Ease

Flying Into St. Barths

From check-in to wheels down, Tradewind delivers a rare kind of luxury—quiet, confident, and completely stress-free.

Shuttle flights offer the comfort and convenience of a private charter for the cost of a single seat. In the U.S., scheduled Shuttle flights are operated from the New York area to Nantucket, Martha’s Vineyard, Newport, RI, and Stowe, VT, and depart from private charter FBO terminals. In the Caribbean, Shuttle flights are operated between San Juan, St Barths, Anguilla, Antigua, and St Thomas.

Pick A Destination and let’s go!

Photography: David Lewis Taylor.