Tailwind Air manages New York’s most diverse fleets of long range jets, regional turboprops, and seaplanes. We are a veteran owned and FAA licensed charter operator, aircraft manager, and seaplane shuttle service provider since 2014. Based in Rye Brook, NY and Bridgeport, CT – contact us today to discuss your unique needs.  Expect a higher altitude of service from Tailwind.

We are excited to share our new virtual tours of some of the aircraft in our fleet!

FALCON 900

FALCON 100

FALCON 50

CARAVAN EX

KING AIR 250

CESSNA CITATION CJ3

TBM 930

The Latest From Social Media

Ready and waiting to take you anywhere you want to Ready and waiting to take you anywhere you want to go! • • • #flytailwind #tailwindair #aviation #fly #pilot #travel #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #letsfly #tailwind #jet #jetsetter #luxurylifestyle #luxury #beautiful #jetset #flyprivate #flycorporate #falcon #falconjet #falcon50 #falcon900 #dassaultfalcon #dassaultfalconjet

Ready and waiting to take you anywhere you want to go!



#flytailwind #tailwindair #aviation #fly #pilot #travel #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #letsfly #tailwind #jet #jetsetter #luxurylifestyle #luxury #beautiful #jetset #flyprivate #flycorporate #falcon #falconjet #falcon50 #falcon900 #dassaultfalcon #dassaultfalconjet
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***DEAL ALERT!*** Take advantage of the ongoing FE ***DEAL ALERT!*** Take advantage of the ongoing FET tax holiday! Purchase a flight with us any time in the next TWO WEEKS ONLY for 2021 and save 7.5% off the exempt FET tax. • • • #flytailwind #tailwindair #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #deals #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly

***DEAL ALERT!***
Take advantage of the ongoing FET tax holiday! Purchase a flight with us any time in the next TWO WEEKS ONLY for 2021 and save 7.5% off the exempt FET tax.



#flytailwind #tailwindair #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #deals #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly
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The world looks good from up here. • • • #f The world looks good from up here. • • • #flytailwind #tailwindair #aviation #fly #pilot #travel #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #letsfly #tailwind #jet #jetsetter #luxurylifestyle #luxury #beautiful #jetset #flyprivate #flycorporate #falcon #falconjet #falcon50 #falcon900 #views

The world looks good from up here.



#flytailwind #tailwindair #aviation #fly #pilot #travel #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #letsfly #tailwind #jet #jetsetter #luxurylifestyle #luxury #beautiful #jetset #flyprivate #flycorporate #falcon #falconjet #falcon50 #falcon900 #views
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We’re operating flights out of NYC this weekend We’re operating flights out of NYC this weekend to celebrate the beautiful fall weather. Link in bio to book your seat! ✈️🌊 Photo by the best @ops_four_seven @ascendphotosny • • • #flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #marthasvineyard #montauk #getoutside #privateplane #aviation #avgeek #jetsetter #luxurytravel #water #beach #boats #adventure #autumn #october

We’re operating flights out of NYC this weekend to celebrate the beautiful fall weather. Link in bio to book your seat! ✈️🌊
Photo by the best @ops_four_seven @ascendphotosny



#flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #marthasvineyard #montauk #getoutside #privateplane #aviation #avgeek #jetsetter #luxurytravel #water #beach #boats #adventure #autumn #october
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The mountains are calling and I must go 🏂✈️ The mountains are calling and I must go 🏂✈️ • • • #flytailwind #tailwindair #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly #skiing #ski #mountains

The mountains are calling and I must go 🏂✈️



#flytailwind #tailwindair #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly #skiing #ski #mountains
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Little slice of heaven ✈️ #tbmwing • • • Little slice of heaven ✈️ #tbmwing • • • #flytailwind #tailwindair #tbm #turboprob #daher #dahertbm #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #avgeek #letsfly #tailwind #wanderlust #jetsetter #avgeek #whyifly

Little slice of heaven ✈️ #tbmwing



#flytailwind #tailwindair #tbm #turboprob #daher #dahertbm #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #avgeek #letsfly #tailwind #wanderlust #jetsetter #avgeek #whyifly
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Looking good on land and sea. The amphibious natur Looking good on land and sea. The amphibious nature of these planes means we can fly you anywhere—to a beach, boat, dock, airport, and anywhere in between. The only limit is your imagination. Photo by our favorite airplane photographer @ops_four_seven @ascendphotosny • • • #flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #marthasvineyard #montauk #getoutside #privateplane #aviation #avgeek #jetsetter #luxurytravel #water #beach #boats #adventure #upstate #lakes

Looking good on land and sea. The amphibious nature of these planes means we can fly you anywhere—to a beach, boat, dock, airport, and anywhere in between. The only limit is your imagination.
Photo by our favorite airplane photographer @ops_four_seven @ascendphotosny



#flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #marthasvineyard #montauk #getoutside #privateplane #aviation #avgeek #jetsetter #luxurytravel #water #beach #boats #adventure #upstate #lakes
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Views for Days! Come fly with us, change your per Views for Days! Come fly with us, change your perspective 😊 • • • #flytailwind #tailwindair #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #privateplane #avgeek #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly #viewsfordays #aerialphotography #aviationphotography #archesnationalpark #moab

Views for Days!
Come fly with us, change your perspective 😊



#flytailwind #tailwindair #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #privateplane #avgeek #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly #viewsfordays #aerialphotography #aviationphotography #archesnationalpark #moab
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Pretty heavenly if you ask us—sunsets and TBMs, Pretty heavenly if you ask us—sunsets and TBMs, a classic combo. • • • #flytailwind #tailwindair #tbm #turboprob #daher #dahertbm #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #avgeek #letsfly #tailwind #wanderlust #jetsetter #avgeek #whyifly #sunset #beautiful #paradise #aboutlastnight

Pretty heavenly if you ask us—sunsets and TBMs, a classic combo.



#flytailwind #tailwindair #tbm #turboprob #daher #dahertbm #aviation #fly #pilot #pilotlife #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #avgeek #letsfly #tailwind #wanderlust #jetsetter #avgeek #whyifly #sunset #beautiful #paradise #aboutlastnight
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Glassy water morning flights✔️ • • • #f Glassy water morning flights✔️ • • • #flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #marthasvineyard #montauk #getoutside #privateplane #aviation #avgeek #water #beach #boats #adventure #glassy #classy

Glassy water morning flights✔️



#flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #marthasvineyard #montauk #getoutside #privateplane #aviation #avgeek #water #beach #boats #adventure #glassy #classy
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They say the journey is the destination and we ten They say the journey is the destination and we tend to agree. Let us get you to where you need to go in style. • • • #flytailwind #sitbackrelax #enjoytheview #tailwindair #aviation #fly #pilot #thejourneyisthedestination #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #letsfly #tailwind #aerialphotos #wanderlust #aviationphotography #avgeek #whyifly #viewsfordays #aerialphotography

They say the journey is the destination and we tend to agree. Let us get you to where you need to go in style.



#flytailwind #sitbackrelax #enjoytheview #tailwindair #aviation #fly #pilot #thejourneyisthedestination #travel #wandermore #getoutside #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #letsfly #tailwind #aerialphotos #wanderlust #aviationphotography #avgeek #whyifly #viewsfordays #aerialphotography
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Let’s get this week started! ✈️💫 📸 @mm Let’s get this week started! ✈️💫 📸 @mmudge22 • • • #flytailwind #tailwindair #aviation #fly #pilot #travel #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #letsfly #tailwind #jet #jetsetter #luxurylifestyle #luxury #beautiful #jetset #flyprivate #flycorporate #falcon #falconjet #falcon50 #falcon900 #dassaultfalcon

Let’s get this week started! ✈️💫
📸 @mmudge22



#flytailwind #tailwindair #aviation #fly #pilot #travel #charter #luxurytravel #airplane #privatejet #privateaviation #justgo #letsfly #tailwind #jet #jetsetter #luxurylifestyle #luxury #beautiful #jetset #flyprivate #flycorporate #falcon #falconjet #falcon50 #falcon900 #dassaultfalcon
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Where would you like to go? We can take you there! Where would you like to go? We can take you there! Come fly with us in one of our 8 passenger Cessna Caravan seaplanes to any number of off or on the beaten path destinations across the Northeast. Here’s one of our planes on the beach at Dry Island in Upper Saranac Lake last week. ☀️✈️⚓️⛵️🛶🏕🌲🎣🌊🌴 • • • #flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #montauk #getoutside #privateplane #aviation #avgeek #jetsetter #water #beach #boats #adventure #dryisland #upstatenewyork #adirondacks #saranac

Where would you like to go? We can take you there! Come fly with us in one of our 8 passenger Cessna Caravan seaplanes to any number of off or on the beaten path destinations across the Northeast. Here’s one of our planes on the beach at Dry Island in Upper Saranac Lake last week.
☀️✈️⚓️⛵️🛶🏕🌲🎣🌊🌴



#flytailwind #tailwindair #seaplane #floatplane #caravan #cessna #cessnacaravan #caravannation #pt6nation #floaton #seaplanepilot #nyc #eastriver #hamptons #ack #nantucket #montauk #getoutside #privateplane #aviation #avgeek #jetsetter #water #beach #boats #adventure #dryisland #upstatenewyork #adirondacks #saranac
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Flying high above the city that never sleeps. • Flying high above the city that never sleeps. • • • #flytailwind #tailwindair #aviation #fly #travel #wandermore #city #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly #travelfurther #corporateaviation #nyc #nycaviation #newyork #newyorkstrong

Flying high above the city that never sleeps.



#flytailwind #tailwindair #aviation #fly #travel #wandermore #city #charter #luxurytravel #airplane #privatejet #privateaviation #seaplane #tbm #turboprob #justgo #avgeek #letsfly #tailwind #jet #wanderlust #jetsetter #avgeek #whyifly #travelfurther #corporateaviation #nyc #nycaviation #newyork #newyorkstrong
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Some midweek golden hour cloud surfing for your vi Some midweek golden hour cloud surfing for your viewing pleasure ✈️ • • • #flytailwind #caravannation #pilot #charter #tailwindair #corporateaviation #whyifly #clouds #goldenhour #upstateny #aviation #travelfurther #seaplane #fly #aviationlovers #travel

Some midweek golden hour cloud surfing for your viewing pleasure ✈️



#flytailwind #caravannation #pilot #charter #tailwindair #corporateaviation #whyifly #clouds #goldenhour #upstateny #aviation #travelfurther #seaplane #fly #aviationlovers #travel
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Hamptons Seaplane Shuttles and Charters Extended U Hamptons Seaplane Shuttles and Charters Extended Until Oct. 30th #flytailwind

Hamptons Seaplane Shuttles and Charters Extended Until Oct. 30th #flytailwind ...

Cape Cod vibes= Good vibes 🌤 • • • #FlyT Cape Cod vibes= Good vibes 🌤 • • • #FlyTBM #TBM #turbopro #PT6nation #Flytailwind #TailwindAir #Travelfurther #Corporateaviation #Privatejet #travelgram #traveldeeper #tasteintravel #passportexpress #passportable #instatravel

Cape Cod vibes= Good vibes 🌤



#FlyTBM #TBM #turbopro #PT6nation #Flytailwind #TailwindAir #Travelfurther #Corporateaviation #Privatejet #travelgram #traveldeeper #tasteintravel #passportexpress #passportable #instatravel
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Wishing everyone a safe, happy, and healthy holida Wishing everyone a safe, happy, and healthy holiday weekend! 🇺🇸 • • • #Flytailwind #TailwindAir #Travelfurther #Corporateaviation #Privatejet #travelgram #traveldeeper #tasteintravel #passportexpress #passportable #instatravel #falcon #falconjet #falcon50 #privatejet #jet #3engines

Wishing everyone a safe, happy, and healthy holiday weekend! 🇺🇸



#Flytailwind #TailwindAir #Travelfurther #Corporateaviation #Privatejet #travelgram #traveldeeper #tasteintravel #passportexpress #passportable #instatravel #falcon #falconjet #falcon50 #privatejet #jet #3engines
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Tailwind Air will be attending the Steelpoint Yach Tailwind Air will be attending the Steelpoint Yacht and Charter Show at the new Bridgeport Harbor Marina on this Saturday June 20 from 11am-6pm with one of our seaplanes at the marina. ••• https://bridgeportharbormarina.com/event/steelpointe-yacht-charter-show/ ••• https://www.facebook.com/Steelpointe-Boat-Shows-114587486617486/ ••• Learn more about Tailwind Charter, check out our airplane (sorry no interior tours due to Covid), and speak to our flight crews on site about what its like to fly seaplanes in the Northeast. ••• As part of a show special, any new customer who mentions Bridgeport Yacht Charter Show can get a $300 discount on their next aircraft charter. • • • #Flytailwind #TailwindAir #Travelfurther #Corporateaviation #Privatejet #travelgram #traveldeeper #tasteintravel #passportexpress #passportable #instatravel #seaplane #floatplane #caravan #cessna #cessna208 #charter #bridgeportct #steelpointyachtshow #harbormarina

Tailwind Air will be attending the Steelpoint Yacht and Charter Show at the new Bridgeport Harbor Marina on this Saturday June 20 from 11am-6pm with one of our seaplanes at the marina. •••
https://bridgeportharbormarina.com/event/steelpointe-yacht-charter-show/ •••
https://www.facebook.com/Steelpointe-Boat-Shows-114587486617486/ •••
Learn more about Tailwind Charter, check out our airplane (sorry no interior tours due to Covid), and speak to our flight crews on site about what its like to fly seaplanes in the Northeast.
•••
As part of a show special, any new customer who mentions Bridgeport Yacht Charter Show can get a $300 discount on their next aircraft charter.



#Flytailwind #TailwindAir #Travelfurther #Corporateaviation #Privatejet #travelgram #traveldeeper #tasteintravel #passportexpress #passportable #instatravel #seaplane #floatplane #caravan #cessna #cessna208 #charter #bridgeportct #steelpointyachtshow #harbormarina
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