Plan your summer getaway around iconic island sailing races, including a Martha's Vineyard regatta, Nantucket Race Week, and classic yacht events in the Caribbean. Tradewind scheduled and private service gets you there seamlessly. Read More
Whether you come for the daffodils, the wine, or just want to breathe the sea air, Nantucket in peak season is well worth the trip, especially when getting there is as effortless as the stay. Read More
Whether you choose to stay on Harbour Island or Eleuthera-proper, flights to North Eleuthera with Tradewind open up a truly tranquil vacation, with relaxation on pink sand beaches and adventures on land and sea. Read our four day itinerary for a range of things to do for a remarkable getaway. Read More
With an ever-evolving mix of cultures, landscapes, and experience, the Caribbean continues to call travelers back time and again. Tradewind’s comfortable scheduled and private charter flights provide an effortless connection to the region’s top islands, elevating the journey through this richly layered paradise. Read More
For travelers who value effortless access to paradise, three islands in The Bahamas come to mind: Nassau, Marsh Harbour, and North Eleuthera. Discover the hidden gems of these tropical destinations with a Tradewind scheduled flight. Read More
With storybook villages, luxury ski lodges, and world-class terrain, the Green Mountain State is a skier's paradise. Plan your winter escape with a Tradewind charter flight to Vermont this winter season. Read More
Flying to Nassau just got easier with Tradewind's new route, nonstop from Stuart, Florida. Learn more about entry requirements, what to pack and more for a seamless journey to The Bahamas. Read More
Discover things to do in Nevis with a curated luxury itinerary, exploring hidden beaches, historic streets, and lush landscapes, all accessible via Tradewind private flights. Read More
Fly private with Tradewind and your beloved furry companion to the top resorts that allow dogs, from the Northeast to the Caribbean. Discover our top tips to flying private with your dog and get ready to explore the world with your whole family. Read More
From pristine beaches to gourmet dining options, Anguilla is the perfect escape for a weekend under the sun. Read our travel guide for a Friday to Monday itinerary following one of the many flights to Anguilla offered by Tradewind. Read More
Guests seeking a tropical escape without leaving the country need look no further than Key West. Every month is filled with music, festivals, or quirky events - the best time of year to visit Key West really depends on the kind of experience you want to have. Read More
