Tailwind Air
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| Founded | 2014 | ||||||
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| Ceased operations | 2024 | ||||||
| Hubs | New York–Skyport Sikorsky Memorial Airport (Connecticut) Boston Harbor Seaplane Base | ||||||
| Focus cities | New York Skyports Inc. Seaplane Base New York City Boston Harbor Seaplane Base Westchester County Airport | ||||||
| Fleet size | 16 | ||||||
| Destinations | 5 | ||||||
| Headquarters | Rye Brook, NY | ||||||
| Key people | Shane Reynolds Michael Siegel Alan Ram Peter Manice Wensley Barker | ||||||
| Website | http://flytailwind.com/ | ||||||
Tailwind Air LLC was an American commuter scheduled air carrier and charter airline based in Westchester Airport and Sikorsky Memorial Airport. Its main seaplane base was New York Skyports Seaplane Base (NYS) and it also owned its own Boston Harbor seaplane base (MA17), near Logan International Airport in Boston. The airline had a sister company named Tailwind Air, LLC, which charters and manages a fleet of land planes.