Tradewind Aviation, LLC, doing business as Tradewind Aviation and Tradewind Shuttle, is an American airline headquartered at the Waterbury-Oxford Airport in Oxford, Connecticut, United States. Tradewind Aviation provides private and scheduled service in the Northeast, Southeast, and the Caribbean, as well as aircraft management services. The air charter company is best known for its Westchester to Nantucket summer ticket books, and its Puerto Rico to St. Barths scheduled service.
History Founded in 2001, Tradewind Aviation commenced operations utilizing a single Cessna Caravan. Brothers Eric and David Zipkin, both pilots and aviation enthusiasts, recognized a gap in service on shorter flights, initially on the Cape and Islands, and began operations in 2002. Charter service expanded throughout America and the Caribbean, with authorization for scheduled flights coming in 2005 and eventually expanding to 11 destinations. Each domestic Tradewind scheduled service flight within the United States departs and arrives at an FBO.
Caribbean network flights operate from normal terminals. Tradewind offers premium service at Luis Muñoz Marín International Airport in San Juan with a semi-private lounge area while customers await their trips to the high-end Caribbean destinations served by Tradewind. Tradewind operates year-round service to Gustaf III Airport in St. Barthelemy, providing the only year-round, nonstop scheduled service between this ultra-luxe French territory and the United States, which it has operated since 2006.
In June 2019, Tradewind launched a jet card, called "Goodspeed." The program offers fixed, one-way rates on its PC-12 fleet in three service areas, 300 nautical miles from Westchester County Airport in New York, Palm Beach International Airport in Florida, and San Juan Luis Muñoz Marín Airport in the Caribbean. Jet cards are offered in 10, 25 and 40-hour denominations.
In March 2022, Tradewind marked a major fleet renewal and expansion program with the purchase of 20 new Pilatus PC-12 NGX aircraft in a deal valued at over $100 million, with deliveries proceeding at 3-4 per year through 2027. The program cemented Tradewind's status as the operator of one of the world's largest fleets of Pilatus PC-12s, and the largest available for charter.
In October 2022, Tradewind opened a new base at Hudson Valley Regional Airport near Poughkeepsie, New York for in-house and open-market hangar space.
In September 2023, Tradewind opened a new hub in Stuart, Florida at Witham Field, serving the burgeoning Southeast market.
In June 2024, Tradewind announced plans to offer scheduled service from Palm Beach to Marsh Harbour and North Eleuthera in the Abacos, Bahamas, which began in December 2024. With the inauguration of Donald Trump in January 2025, Tradewind moved scheduled service flights in its southeast region from Palm Beach International Airport, to Witham Field, in Stuart, Florida.
Scheduled service from Stuart to Nassau, and from Fort Lauderdale to Marsh Harbour and North Eleuthera, began on December 11th, 2025.
In March 2026, Tradewind added Bedford/Hanscom Field (BED) as a new departure point, launching June 18, 2026, connecting to Martha's Vineyard and Nantucket, offering three daily flights to each destination.
Since 2021, Tradewind has ranked in Condé Nast Traveler Readers' Choice Awards as one of America's top airlines, and has been voted 5th, 4th, and 3rd best. +Condé Nast Readers' Choice Awards - Top US Airline YearRank20215th20224th20233rd20244th 20254th Today, Tradewind is the second-largest operator of the Pilatus PC-12 in the U.S., the largest operator of the PC-12 in scheduled airline service, and one of the world's largest operator of PC-12s for charter.
Destinations +Tradewind Aviation Scheduled DestinationsCountryState/TerritoryDestinationNotesAntigua and BarbudaAntiguaBahamasMarsh HarbourNorth EleutheraNassauFranceSaint BarthélemySaint-JeanUnited StatesMassachusettsBedford/Hanscom FieldMartha's VineyardNantucketNew JerseyTeterboroNew YorkWhite PlainsBaseFloridaStuartBaseFort LauderdalePuerto RicoSan JuanBaseU.S. Virgin IslandsSt. ThomasUnited KingdomAnguillaAnguillaBritish Virgin IslandsVirgin GordaTortola
Fleet
, Tradewind's fleet consists of the following aircraft:
+ Tradewind Aviation fleetAircraftIn fleetOrdersPilatus PC-12/4560Pilatus PC-12 NG190Pilatus PC-12 NGX130Pilatus PC-12 PRO111Total3911
+ Tradewind Aviation historic fleetAircraftIntroducedRetiredCessna 208B Grand Caravan20012013Cessna Citation CJ320072024Pilatus PC-12/4720172026
See also List of airlines of the United States
References
External links