Tradewind Aviation

Guests can lock in their rate and maximize savings for Pilatus PC-12 private charter in the Northeast, Southeast, and Caribbean with our Goodspeed Card Program. ✈️ Discounts start at a low 10-hour commitment and provide various benefits. Interested guests may visit https://bit.ly/41iXaJY to learn more and inquire today! #flytradewind #jetcard #aviation

This past weekend, we hosted our Martha's Vineyard Annual Appreciation Event at the Harbor View Hotel for our Ticket Book Holders, Goodspeed Members, and local partners! We were thrilled to offer a personalized wine engraving experience, courtesy of our partners at Flying Whale Wine, offering a memorable keepsake for our guests. Our beautiful floral arrangements were provided by French Florist of Port Chester, NY, perfectly complementing the event space. It was a wonderful evening celebrating another season of flights to Martha's Vineyard, along with Tradewind's 25th anniversary. ✈️ #flytradewind #marthasvineyard

Reaching the Bahamas should feel as effortless as being there. 🌴 With Tradewind, the getaway begins the moment guests arrive at the airport. No crowds, no TSA delays, just a seamless journey to the islands. Scheduled flights are offered to Marsh Harbour, North Eleuthera, and Nassau from South Florida. Interested guests may visit https://bit.ly/3yQViyS to book their next trip. ✈️ #flytradewind #bahamas #aviation

Earlier this month, Tradewind was proud to sponsor the 2026 Meals in the Meadow, hosted by The Trustees, Massachusetts' largest preservation and conservation nonprofit. This event honors the farms of Martha's Vineyard while supporting programs such as summer camps, garden cooking classes, scholarships, and free education opportunities for island students. Tradewind was honored to participate in the live auction, as well as support with flights for the event attendees. #flytradewind #philanthropy #marthasvineyard

Now booking: Caribbean scheduled flights through Spring 2027! 🎉 🌴 Virgin Gorda: daily service from San Juan, Puerto Rico, between November 19, 2026 — April 12, 2027 🌴 Tortola: daily service from San Juan, Puerto Rico, between December 10, 2026 — April 12, 2027 🌴 Anguilla: daily service from San Juan, Puerto Rico, between December 10, 2026 — April 12, 2027 As a reminder, our flights to St Barths from San Juan and Antigua are available for booking through April 30, 2027. Interested guests may visit https://bit.ly/3PTaN2c to book their next Caribbean escape! ✈️ #flytradewind #caribbean #aviation

"Tradewind is a fascinating carrier with a presence in both the Northeastern United States and the Caribbean, and they offer a great passenger experience, with friendly staff, a lounge (in San Juan), and comfortable Pilatus PC-12 planes." -One Mile at a Time #flytradewind #pilatuspc12 #aviation

Xmas in July is almost here! 🎄✈️ In less than a week, our special flights from San Juan to Virgin Gorda take off. Starting July 19, daily scheduled flights return for one week only, making it easier than ever to experience one of the BVI’s most exciting celebrations. Seats are limited — interested guests can book now at https://bit.ly/4f99swv to secure their spot in paradise! 🌴 #flytradewind #britishvirginislands

"Getting to the islands just got a whole lot easier with Tradewind Aviation’s expansion of flights from Stuart’s Witham Field in Martin County to a pair of Bahamas destinations. Thursday through Monday, locals can hop a flight from Stuart to Marsh Harbour six times a day, or head for North Eleuthera twice daily. New to Tradewind’s schedule are flights to Nassau, which run four times a day." -Stuart Magazine #flytradewind #bahamas

The heart of summer is here, and it's not too late for guests to secure their travel plans to Nantucket and Martha's Vineyard. Scheduled flights are offered from: ✈️ The Boston area: 3 round-trip flights daily to each island from Hanscom Field (BED) throughout the summer. ✈️ The New York area: Up to 25 flights per day to ACK and 15 flights per day to MVY from Westchester (HPN). Interested guests may visit https://bit.ly/4aC9iwd to secure their next summer getaway. ☀️ #flytradewind #nantucket #marthasvineyard

"Nantucket feels worlds away from the mainland—but getting there doesn’t have to consume the entire weekend. Skip the summer traffic and fly Tradewind, a semi-private charter service from New York City or Boston, which lands you on the island in under an hour and has you ready to soak up one of New England’s most charming coastal escapes." -Parade Magazine #flytradewind #nantucket