Full-Time
Updated on 8/22/2026
Regional private and scheduled air travel
No salary listed
Oxford, CT, USA
Hybrid
Remote after training, with one week of on-site attendance per quarter in Oxford, Connecticut.
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Tradewind offers personal air travel across North America and the Caribbean, providing both private charters and scheduled regional service using a fleet of Pilatus PC-12 aircraft. The service works by operating from bases in Connecticut, New York, Florida, and Puerto Rico to deliver on-demand, high-quality air mobility to luxury destinations such as St Barths, the British Virgin Islands, Anguilla, the Bahamas, Nantucket, and Martha’s Vineyard. The company differentiates itself through a focus on premium service, a specialized regional fleet, and a growing network that emphasizes convenience and exclusive destinations, aiming to be the leading provider of regional, high-end air travel. Tradewind’s goal is to maintain exceptional aircraft, crew, and service while expanding its network and market presence in regional aviation.
Company Size
51-200
Company Stage
N/A
Total Funding
N/A
Headquarters
Oxford, Connecticut
Founded
2001
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Health Insurance
401(k) Company Match
Paid Vacation
Employee Discounts
This luxury airline is reshaping the south florida-to-the-bahamas travel experience. The trip begins inside a private aviation terminal. You arrive about an hour before departure, settle into the lounge and walk directly to an eight-seat aircraft. There are no crowded gate areas, long security lines or sprawling concourses between you and the plane. Then, about an hour later, you are in The Bahamas. It is the experience Tradewind Aviation is bringing to a growing network of scheduled flights between South Floridaand The Bahamas, creating an increasingly compelling middle ground between a conventional commercial flight and a full private charter. The luxury regional airline now offers year-round departures from both Stuart and Fort Lauderdale to Marsh Harbourand North Eleuthera, along with year-round service between Stuart and Nassau. The result is a fundamentally different way to reach some of the most sought-after destinations in The Bahamas - one built around small aircraft, private terminals, individual seat reservations and frequent departures. A Private-Aviation Experience by the Seat Tradewind's Bahamas flights operate aboard Swiss-built Pilatus PC-12 aircraft, with two pilots, a pressurized and air-conditioned cabin, forward-facing leather seats and space for luggage. Complimentary snacks and refreshments, including wine and beer, are served onboard. The aircraft carry just eight passengers, giving the trip the intimacy of private aviation while allowing each traveler to purchase an individual seat. Flights depart from private charter terminals, commonly known as FBOs, where passengers can arrive roughly one hour before departure. Tradewind says its scheduled passengers do not go through the traditional TSA screening experience associated with major commercial terminals. In Fort Lauderdale, the airline operates from the Sheltair private terminal at Fort Lauderdale-Hollywood International Airport. Its Stuart flights depart from Witham Field, less than an hour north of Palm Beach. The airport experience is central to Tradewind's appeal. A trip to The Bahamas becomes a direct progression from lounge to aircraft to island, rather than a day organized around terminal lines and boarding groups. More Flights to Abaco Tradewind is operating year-round service from both Stuart and Fort Lauderdale to Marsh Harbour, the commercial and boating hub of the Abacos. The airline currently offers as many as three daily flights from Stuart between Thursday and Monday. Fort Lauderdale service operates twice daily, seven days a week. Marsh Harbour is the gateway to a broad collection of Bahamian experiences, from the resorts and marinas of Great Abaco to nearby islands including Elbow Cay, Great Guana Cay, Man-O-War Cay and Green Turtle Cay. It is also one of the region's leading boating destinations, with the protected waters of the Sea of Abaco serving as the connecting passage among the Abaco cays. Tradewind's service is particularly suited to travelers continuing to private homes, yachts and hotels across the Abacos. The smaller aircraft and frequent schedules give passengers more choices for building a trip around ferry transfers, boat departures and villa arrival arrangements. A New Route to Harbour Island and Eleuthera Tradewind also connects Stuart and Fort Lauderdale with North Eleuthera, the airport used by travelers heading to northern Eleuthera and neighboring Harbour Island. The airline operates one daily flight from each South Florida gateway, with Fort Lauderdale departures offered seven days a week and Stuart flights running Thursday through Monday. North Eleuthera is a particularly natural fit for Tradewind's model. Many passengers landing there are continuing by taxi and water taxi to Harbour Island, home to resorts including the legendary Pink Sands. Others are heading south into Eleuthera, where boutique hotels, private villas and long stretches of pink sand have made the island increasingly popular with travelers seeking a quieter Bahamian vacation. A smaller aircraft and private-terminal departure give the journey a tone consistent with the destination itself: intimate, personal and centered on the experience rather than the airport process. Stuart to Nassau Tradewind's South Florida network also includes year-round flights between Stuart and Nassau, with two daily departures offered Thursday through Monday. The route gives residents of Palm Beach County, the Treasure Coast and surrounding communities a premium alternative to traveling south to a larger commercial airport. It also connects Stuart directly with the largest resort destination in The Bahamas, including Atlantis Paradise Island, Baha Mar, The Ocean Club, A Four Seasons Resort, and the growing collection of boutique hotels and restaurants across Nassau and Paradise Island. Tradewind recently partnered with Atlantis on a hotel-and-flight package built around the Stuart-Nassau service, including savings for travelers pairing a qualifying resort stay with the airline's nonstop flights. The partnership reflects the larger role the airline is beginning to play in the region. Tradewind is not simply adding another route to Nassau; it is integrating the flight itself into the luxury vacation. Flexible Terms for Frequent Bahamas Travelers The airline's scheduled tickets are interchangeable among family members and friends, an unusual feature in commercial aviation. Tradewind also allows passengers to cancel outside 48 hours without a penalty, offering additional flexibility for second homeowners, boaters and frequent Bahamas visitors whose plans may change. Tradewind also maintains interline relationships with major carriers including American Airlines, JetBlue, United Airlines and British Airways, helping passengers incorporate its regional flights into wider itineraries. A Different Kind of Airline Network Tradewind has spent years developing a similar model across luxury leisure destinations including St Barth, Anguilla, Virgin Gorda, Tortola, Nantucket and Martha's Vineyard. Its South Florida expansion brings the same formula to one of the Caribbean's busiest international travel corridors. The Bahamas has always been remarkably close to Florida. From parts of South Florida, the western islands are nearer than many destinations within the state itself. Yet the traditional airport experience can make a brief regional flight feel disproportionately complicated. Tradewind is narrowing the gap between geographic proximity and the actual experience of getting there. With private-terminal departures, eight-seat aircraft and year-round flights to Nassau, Abaco and North Eleuthera, the airline is turning a trip across the Gulf Stream into something closer to a personal shuttle between South Florida and the islands.
Tradewind Aviation launches new direct scheduled service connecting Boston passengers to Nantucket and Martha's Vineyard. OXFORD, Conn., June 18, 2026 /PRNewswire/ - Tradewind Aviation launched new scheduled service flights today connecting Boston-area travelers directly with Nantucket and Martha's Vineyard. The inaugural flights departed from Hanscom Field (BED) in Bedford, Massachusetts, and arrived in Nantucket (ACK) and Martha's Vineyard (MVY), expanding regional travel options throughout New England's peak summer season. "For the past 25 years we've been connecting travelers throughout the Northeast region, eliminating many of the frustrations associated with traditional commercial air travel," noted David Zipkin, Co-Founder and Chief Commercial Officer of Tradewind Aviation. "Today's inaugural flights represent a milestone for us, marking our continued growth and expansion to reach and serve more travelers seeking premium flights while strengthening connections between some of New England's most popular destinations." What can travelers expect on the new Northeastern routes? Tradewind's new scheduled service departs from a private terminal at Hanscom Field in Bedford, Massachusetts. Guests can check luggage directly with the Tradewind team, arrive just 30 minutes before departure, and take only a few steps from check-in to boarding. Flights operate aboard Tradewind's Pilatus PC-12 aircraft and are staffed by two pilots for enhanced safety. The approximately 30-minute journey includes complimentary snacks and refreshments, including beer and wine. Travelers flying to Nantucket or Martha's Vineyard will soon be able to enjoy a new dedicated lounge at Hanscom Field, and a private lounge at Nantucket Airport. All flights are carbon neutral at no additional cost through Tradewind's partnership with 4Air, an independent provider of aviation sustainability solutions. How much is the airfare and how often will the flights run? Three daily round-trip flights between BED and MVY and between BED and ACK are available to book now. Fares start at $295 one-way, plus applicable taxes and fees, to Martha's Vineyard and $330 one-way, plus applicable taxes and fees, to Nantucket. Seasonal demand is expected to be strong, and travelers are encouraged to book early to secure preferred departure times and availability. How can travelers book Tradewind's new direct routes to Nantucket and Martha's Vineyard? To book any Tradewind Aviation private or scheduled flight, visit www.flytradewind.com or call +1 203-267-3305. Booking is also available through major online travel platforms and travel advisors, providing passengers multiple convenient ways to reserve seats throughout the season. SOURCE Tradewind Aviation
https://www.prnewswire.com/news-releases/tradewind-aviation-launches-new-direct-scheduled-service-connecting-boston-passengers-to-nantucket-and-marthas-vineyard-302804503.html. News Thekiti is tracking. Tradewind Aviation launches new direct scheduled service connecting Boston passengers to Nantucket and Martha's Vineyard. OXFORD, Conn., June 18, 2026 /PRNewswire/ - Tradewind Aviation launched new scheduled service flights today connecting Boston-area travelers directly with Nantucket and Martha's Vineyard. The inaugural flights departed from Hanscom Field (BED) in Bedford, Massachusetts, and arrived in Nantucket (ACK) and Martha's Vineyard (MVY), expanding regional travel options throughout New England's peak summer season. "For the past 25 years we've been connecting travelers throughout the Northeast region, eliminating many of the frustrations associated with traditional commercial air travel," noted David Zipkin, Co-Founder and Chief Commercial Officer of Tradewind Aviation. "Today's inaugural flights represent a milestone for us, marking our continued growth and expansion to reach and serve more travelers seeking premium flights while strengthening connections between some of New England's most popular destinations." What can travelers expect on the new Northeastern routes? Tradewind's new scheduled service departs from a private terminal at Hanscom Field in Bedford, Massachusetts. Guests can check luggage directly with the Tradewind team, arrive just 30 minutes before departure, and take only a few steps from check-in to boarding. Flights operate aboard Tradewind's Pilatus PC-12 aircraft and are staffed by two pilots for enhanced safety. The approximately 30-minute journey includes complimentary snacks and refreshments, including beer and wine. Travelers flying to Nantucket or Martha's Vineyard will soon be able to enjoy a new dedicated lounge at Hanscom Field, and a private lounge at Nantucket Airport. All flights are carbon neutral at no additional cost through Tradewind's partnership with 4Air, an independent provider of aviation sustainability solutions. How much is the airfare and how often will the flights run? Three daily round-trip flights between BED and MVY and between BED and ACK are available to book now. Fares start at $295 one-way, plus applicable taxes and fees, to Martha's Vineyard and $330 one-way, plus applicable taxes and fees, to Nantucket. Seasonal demand is expected to be strong, and travelers are encouraged to book early to secure preferred departure times and availability. How can travelers book Tradewind's new direct routes to Nantucket and Martha's Vineyard? To book any Tradewind Aviation private or scheduled flight, visit www.flytradewind.com or call +1 203-267-3305. Booking is also available through major online travel platforms and travel advisors, providing passengers multiple convenient ways to reserve seats throughout the season. SOURCE Tradewind Aviation
Literary travel is taking off - and New England's storybook islands are leading the way. As "bookbound" travel rises, Tradewind Aviation connects readers to the real-life settings behind their favorite novels. Travel inspiration is increasingly coming from the pages of beloved novels. According to the Skyscanner 2026 Travel Trends Report, 55% of travelers have either booked or would consider booking a trip inspired by a book - a growing movement often referred to as "Bookbound" travel. Similar to set-jetting, where fans visit filming locations from favorite shows and movies, literary travelers are now seeking the landscapes and destinations that shaped the stories they love. Few regions capture this storybook magic quite like the islands of New England. From windswept beaches and historic harbor towns to elegant summer retreats, destinations such as Martha's Vineyard and Nantucket have long served as the backdrop for some of the most beloved modern beach reads. Helping travelers reach these literary landscapes with ease is Tradewind Aviation, whose boutique air service allows guests to bypass crowded ferry terminals and instead arrive by air in under an hour from the New York area. Departing from private FBO terminals with streamlined check-in, the experience is designed to feel as seamless as it is scenic - perfect for travelers looking to settle into their own "main character moment," book in hand and the Atlantic stretching out beneath them. Martha's Vineyard: A classic summer story setting. For fans drawn to the atmospheric suspense of Travel Group Were Liars or the nostalgic coming-of-age themes of Summer Sisters, Martha's Vineyard offers an unmistakably literary setting. Visitors can wander through the historic streets of Edgartown, browse boutique shops along the harbor, and indulge in island staples like the legendary treats from Murdick's Fudge. For those seeking a luxurious stay, the iconic Harbor View Hotel offers sweeping harbor views and easy access to the beaches, boutiques, and coastal charm that define the quintessential New England summer. Tradewind Aviation operates scheduled flights to Martha's Vineyard from Westchester County Airport, with seasonal service running from May through November. Nantucket: the capital of the beach read. If Martha's Vineyard is a nostalgic summer novel, Nantucket is the undisputed capital of the beach read - largely thanks to bestselling author Elin Hilderbrand, whose novels including Summer of '69 and The Perfect Couple have made the island a literary icon. Tradewind Aviation recently expanded its Nantucket route to year-round service, offering flights from Westchester and enhancing the experience further with a new private lounge at Nantucket Memorial Airport. The lounge features complimentary snacks and refreshments, providing a quiet and elevated pre-flight environment consistent with the airline's signature boutique style. Once on the island, travelers can stay at Faraway Nantucket, a stylish retreat in the heart of downtown that places guests within walking distance of Nantucket's renowned dining, historic streets, and sandy shores. Turning the page on a new travel trend. As literary tourism continues to gain momentum, destinations like Martha's Vineyard and Nantucket are perfectly positioned to capture travelers' imaginations. With their rich storytelling heritage, timeless coastal beauty, and cultural cachet, these islands offer more than just a getaway - they provide the setting for travelers to step directly into the pages of their favorite books. For those seeking to experience these destinations in a way that feels both private and elevated, Tradewind Aviation offers a fitting beginning to the story.
In addition to this upcoming effort, Tradewind is leading the charge in sustainable flying, having launched a Tradewind-funded carbon offset program in January 2022.