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
There are more things to do in Nassau Bahamas than you’ll find in all the other islands combined. Stunning beaches and resorts, clear water with coral reefs for snorkeling and diving, glamorous casinos, historic architecture, luxury shops, and a distinct local culture are just a few of the things you’ll discover in The Bahamas' capital city. Read More
As warm summer afternoons turn to crisp autumn nights, there’s no better time to visit the Northeast — with its bursts of marigold yellows, fiery reds, and impossibly vibrant shades of orange, the fall foliage in this corner of the country is second to none. It’s positively one of the best places to go in autumn. Read More
The French-speaking island of St Barths is known for its luxe, celebrity vibe, but the real head-turners are the beaches par excellence. Among the Caribbean’s best, they’re what island dreams are made of: immaculate, fine, white sand stretching to ethereal turquoise waters. How to get to St Barths is an easier decision. Pack your resortwear and book a Tradewind flight today - here’s a guide to five of the best beaches for soaking up the summer sun, along with their accompanying dining spots and beach clubs. On this jewel of an island, you’re never far from a perfect beach. Read More