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About Tradewind Aviation

Tradewind Aviation is an American Airline located in Oxford, Connecticut, United States. The airline provides executive private charter service throughout the world, shared charter in the Northeast and the Caribbean. Destinations in New England include Massachusets, NewJersey, New York, Vermont.

The airline was founded in 2001 and, in octubre 2016, announced a twice-daily service to Anguilla from San Juan. The service will operate twice daily, for a total of 4 scheduled flights operating between Anguilla and San Juan. The schedule facilitates connections to many airlines in the US and beyond, making it easier than ever to get to this vacation hotspot.

Passengers are accommodated in a private Tradewind VIP lounge in San Juan International Airport (SJU). Tradewind Aviation operates Swiss-built Pilatus PC-12 aircraft flown by two pilots; features include air-conditioning, a pressurized cabin, comfortable leather seating and plenty of luggage room. On board amenities include complimentary snacks and drinks, including wine and beer, served on the 40-minute flight to Anguilla.


Tradewind Aviation Shuttle

Tradwind Aviation shuttle flights offer the comfort and convenience of a private charter for the cost of a single seat. In the U.S., scheduled Shuttle flights are operated from the New York area to Boston, Stowe, Nantucket and Martha’s Vineyard and depart from private charter FBO terminals. In the Caribbean, Shuttle flights are operated between San Juan, St Barths, Anguilla, Nevis, Antigua and St Thomas.



In the Caribbean destinations include San Juan, Saint Barthelemy, West Indies, Anguila and United States Virgin Islands.



Frequent Flyer Program

Get points and airmiles by taking part in Tradewind Rewards. Every one-way flight you take grants you 10 points and after a mere 100 points, you get a free one-way flight! It's really easy to collect frequent flyer points with Alternative Airlines, just check out our airline alliance page for more information.


Alternative Airlines

Please click on the logos below to find out more about airlines that fly similar routes:


delta airlines logowestjet logoUnited airlines logo

Vieques Air Link logoAnguilla Air Services


septiembre 2017

ID Travel Group Foundation for Better Living to Raise Funds for Irma Relief

The ID Travel Group Foundation for Better Living has released an appeal to raise money for island nations affected by Hurricane Irma. The ID Travel Group's foundation will donate 100 percent of the proceeds to relief items and will fully match each donation up to $1,000.

The company has already made direct contributions to the relief effort. On septiembre 12, Maurice Bonham-Carter- the president and CEO of ID Travel Group and the founder of the nonprofit foundation- and his Field Directors traveled to Anguilla and delivered more than 1,000 pounds of relief items to the locals in need of assistance.

Tradewind Aviation, a longtime partner of ID Travel Group, facilitated the delivery by providing private charter to the island from San Juan. The shipment of goods included essential materials like non-perishable food items, toiletries, mosquito repellent, and infant and senior care items.

“The people of these island nations are truly left in distress and this is just the beginning. They have no power or running water, and are desperate for everyday items such as mosquito repellant and filtered water,” said Bonham-Carter. “There is still much more to be done and Anguilla is just our starting point. The British Virgin Islands, St. Barths and neighboring islands are also in desperate need of assistance.”