Tailwind Air

Tailwind Air LLC
Founded	2014
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/

Last updated January 17, 2025

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.^[5] The airline had a sister company named Tailwind Air, LLC, which charters and manages a fleet of land planes.

History

Tailwind operated scheduled and charter seaplane services out of the 23rd Street Seaplane base in Manhattan (NYS).^[1] Tailwind serviced Boston Logan Airport, Boston Harbor Seaplane Base, Shelter Island, Bridgeport, and the East Hampton Airport and Nantucket Airport^[1] with multiple shuttle flights.^[2] Initial competitors on these routes included Amtrak and Delta's and American Airlines' hourly shuttle services. Tailwind intended to move its routes to all water airports after regulatory approval. The routes were not serviced by any existing seaplane operator. In-flight service included complimentary snacks and beverages.

Tailwind Air ceased scheduled services in early 2024 and is currently charter-only. The airline reported that scheduled operations had not reached profitability, and they failed to get a large enough investment to continue slow growth in ticketing.^[6]

Destinations

Tailwind operated flights to the following destinations:^[7]^[8]

List of destinations
City	Country (subdivision)	Code	Airport	Notes
New York City	United States (New York)	NYS	New York Skyports Seaplane Base
Shelter Island	United States (New York)	SH1	Sunset Beach
Bridgeport	United States (Connecticut)	BDR	Sikorsky Memorial Airport
Boston	United States (Massachusetts)	BNH	Boston Harbor Seaplane Base	Service began on August 3, 2021^[9]
Nantucket	United States (Massachusetts)	ACK	Nantucket Memorial Airport	Service began on May 17, 2023^[10]
Plymouth	United States (Massachusetts)	PYM	Plymouth Municipal Airport
Provincetown	United States (Massachusetts)	PVC	Provincetown Municipal Airport	Service began on May 25, 2022^[11]
Newport	United States (Rhode Island)	NPT	Newport State Airport
Dulles	United States (Virginia)	IAD	Dulles International Airport	Service began on October 14, 2022.^[12]

Fleet

The Tailwind Air fleet consisted of the following aircraft:

Former fleet

1 × Embraer Phenom 300

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References

1 2 3 Bachman, Justin (2014-05-02). "A New Airline Wants to Land Business Travelers on the Water". Bloomberg.com. Archived from the original on May 21, 2014. Retrieved 2014-05-21.
1 2 3 "Tailwind starts service". Archived from the original on 2014-05-21. Retrieved 2014-05-21.
1 2 3 "Tailwind Flights". Tailwind Airlines. Archived from the original on 2014-05-21. Retrieved 2014-05-21.
↑ Federal Aviation Administration (29 April 2018). "Title 14 Code of Federal Regulations (14 CFR) Part 135 Operators and Aircraft" . Retrieved 3 April 2019.
↑ "Tailwind Boston Seaplane Base". Airnav.com. August 13, 2020. Retrieved August 20, 2020.
↑ Jon Chesto (August 2, 2024). "So long, seaplanes: Boston-New York service grounded this summer after selling too few tickets".
↑ "Shuttles". Tailwind Air. FAQ. Retrieved May 26, 2023.
↑ "2023 Seaplane Schedule" (PDF). Tailwind Air. May 2023. Retrieved May 26, 2023.
↑ Zea, Tibisay (July 30, 2021). "Puddle Jumping To New York In 75 Minutes: Seaplane Service Set To Launch From Boston Harbor". WBUR. Retrieved May 26, 2023.
↑ Palma, Kristi (April 5, 2023). "Travelers can soon take a seaplane from Boston to Nantucket". Boston.com. Retrieved May 26, 2023.
↑ Palma, Kristi (April 29, 2022). "Travelers can take a seaplane from Boston to Provincetown beginning this month". Boston.com. Retrieved May 26, 2023.
↑ Sachs, Andrea (2022-10-27). "We tried the new seaplane flight from D.C. to New York". The Washington Post. ISSN 0190-8286 . Retrieved 2022-11-01.

External links

Official website

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[bw-1] 1 2 3 Bachman, Justin (2014-05-02). "A New Airline Wants to Land Business Travelers on the Water". Bloomberg.com. Archived from the original on May 21, 2014. Retrieved 2014-05-21.

[cbs19-2] 1 2 3 "Tailwind starts service". Archived from the original on 2014-05-21. Retrieved 2014-05-21.

[official-3] 1 2 3 "Tailwind Flights". Tailwind Airlines. Archived from the original on 2014-05-21. Retrieved 2014-05-21.

[FAA_Part135_4-3-19-4] Federal Aviation Administration (29 April 2018). "Title 14 Code of Federal Regulations (14 CFR) Part 135 Operators and Aircraft" . Retrieved 3 April 2019.

[5] "Tailwind Boston Seaplane Base". Airnav.com. August 13, 2020. Retrieved August 20, 2020.

[6] Jon Chesto (August 2, 2024). "So long, seaplanes: Boston-New York service grounded this summer after selling too few tickets".

[7] "Shuttles". Tailwind Air. FAQ. Retrieved May 26, 2023.

[8] "2023 Seaplane Schedule" (PDF). Tailwind Air. May 2023. Retrieved May 26, 2023.

[9] Zea, Tibisay (July 30, 2021). "Puddle Jumping To New York In 75 Minutes: Seaplane Service Set To Launch From Boston Harbor". WBUR. Retrieved May 26, 2023.

[10] Palma, Kristi (April 5, 2023). "Travelers can soon take a seaplane from Boston to Nantucket". Boston.com. Retrieved May 26, 2023.

[11] Palma, Kristi (April 29, 2022). "Travelers can take a seaplane from Boston to Provincetown beginning this month". Boston.com. Retrieved May 26, 2023.

[12] Sachs, Andrea (2022-10-27). "We tried the new seaplane flight from D.C. to New York". The Washington Post. ISSN 0190-8286 . Retrieved 2022-11-01.

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