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USA and Worldwide Aircraft Charter

Fly Private. Anytime, Anywhere. Navigate the future of private, personal destination fulfillment.

Sky Montauk
Photo by Chris Leipelt on Unsplash
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Sky Custom Charter Quote Form:

Fill out the form below for your Custom Charter quote.

The Sky Advantage

You can fly to an event and fly home right after. We let you bypass the hassle of major airports. We can land at smaller airfields close to your event or destination. Plenty of room for everyone's luggage. Charter now 2 Fly Sky in stealthy style.

An Affordable Option vs. Jet Planes
Business Trips
Weddings
Sports Events
College Events
Skiing
Winter Weather Aircraft
Bring your dog.

Anywhere you want to go.


Call To Book(914) 461-2344

Charter Inquirycharter@2flysky.com




About Sky

Sky is a Long Island and Westchester based private aircraft charter service that welcomes, understands and serves you, the discerning passenger. Schedule a custom charter trip now.

Why Sky

We're offering the best early pricing on your Hamptons, Montauk and Nantucket charter flights. Sky is made up of exceedingly dedicated pilots who have over 25 years of expert charter experience.

Your Sky

Fly in our own late-model, Sky-owned Cessna Caravans, with our personal pilots and our personal service. Or take advantage of our selected Sea-Plane or Helicopter partners to create the perfect start to your getaway.

Featured Destinations

Private flights to and from East Hampton, Montauk and Nantucket.