Tailwind Air

Discover the convenience of Tailwind’s seaplanes, offering the fastest transportation to and from Manhattan. Soar above traffic on well-timed scheduled shuttles to Boston Harbor, Bridgeport, CT, or choose from three destinations in the Hamptons. Additionally, charter our seaplanes for trips to Nantucket, Martha’s Vineyard, Block Island, Fishers Island, Upstate New York, New Hampshire, Vermont, Maine, Virginia, and more.

Exciting news: Now offering shuttle service from Boston to Manhattan!

Avoid the hassles of the airport, slow trains, traffic, and long security lines. Our seaplanes are 50% to 100% faster than any alternative between Manhattan and downtown Boston. Period. Reach the Hamptons and Shelter Island in just 35-40 minutes.

Experience the unique, premium, club-like service provided by our new build aircraft, designed to win back hours of work and personal time while reducing stress.