NY • BOSTON • HAMPTONS • BRIDGEPORT​

Buy a Shuttle Ticket

2021 Flight Schedule

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Tailwind’s seaplanes are the fastest
way in and out of Manhattan

Now offering our shuttle service Boston to Manhattan!

Discounts

SAVE UP TO 35%

And get access to all of our inventory when you purchase our prepaid commuter books.

Discounted charters

Tailwind offers discounted private charter options for commuter book holders.

Corporate Rates

Great corporate rates are also available! Contact us here for more info

The Latest From Social Media

Launch Day! First scheduled flight (ever) Manhatta Launch Day! First scheduled flight (ever) Manhattan- Boston Harbor now airborne. Fly the Fast Lane for your next meeting or trip! Book on FlyTailwind.com #flytailwind #flythefastlane #seaplane #manhattan #bostonharbor #NYStoBNH

Launch Day! First scheduled flight (ever) Manhattan- Boston Harbor now airborne. Fly the Fast Lane for your next meeting or trip! Book on FlyTailwind.com #flytailwind #flythefastlane #seaplane #manhattan #bostonharbor #NYStoBNH ...

Monday beach days🛫⚓️. Who knew your flight Monday beach days🛫⚓️. Who knew your flight could originate just over the dune. Come fly with us✈️. #flytailwind #flythefastlane #flyfaster #hamptons #shelterisland #boston #nyc

Monday beach days🛫⚓️. Who knew your flight could originate just over the dune. Come fly with us✈️. #flytailwind #flythefastlane #flyfaster #hamptons #shelterisland #boston #nyc ...

Gardners island🛫westbound on a Sunday back to w Gardners island🛫westbound on a Sunday back to work😥. We don’t fear traffic on a Sunday. Come fly with us, 1 hour Montauk➡️NYC. #flytailwind #flyfaster #flythefastlane #nyc #hamptons

Gardners island🛫westbound on a Sunday back to work😥. We don’t fear traffic on a Sunday. Come fly with us, 1 hour Montauk➡️NYC. #flytailwind #flyfaster #flythefastlane #nyc #hamptons ...

You won’t find a harder working crew then ours o You won’t find a harder working crew then ours out there. ⚓️Come be a part of our journey.✈️ Booking for our scheduled NYC, Boston, Hamptons, and Bridgeport runs are all one click away. Link in bio🌐. #flytailwind #flyfaster #flythefastlane #boston #nyc #hamptons

You won’t find a harder working crew then ours out there. ⚓️Come be a part of our journey.✈️ Booking for our scheduled NYC, Boston, Hamptons, and Bridgeport runs are all one click away. Link in bio🌐.
#flytailwind #flyfaster #flythefastlane #boston #nyc #hamptons
...

As we grow our fleet and prepare for our NYC/BOSTO As we grow our fleet and prepare for our NYC/BOSTON runs to start August 3rd, our website is up and taking reservations. Direct booking on our website🌐✈️. Link in bio⚓️ #flytailwind #flythefastlane #flyfaster #boston #bostonharbor #nyc #hamptons #fairfieldct

As we grow our fleet and prepare for our NYC/BOSTON runs to start August 3rd, our website is up and taking reservations. Direct booking on our website🌐✈️. Link in bio⚓️ #flytailwind #flythefastlane #flyfaster #boston #bostonharbor #nyc #hamptons #fairfieldct ...

Best views of the city! Boston and NYC are you rea Best views of the city! Boston and NYC are you ready❗️Fastest way to travel city to city coming your way August 3rd.✈️ No lines no, tunnels, and no crowds, just dock to dock.⚓️ #flytailwind #flythefastlane #flyfaster #boston #nyc #hamptons

Best views of the city! Boston and NYC are you ready❗️Fastest way to travel city to city coming your way August 3rd.✈️ No lines no, tunnels, and no crowds, just dock to dock.⚓️ #flytailwind #flythefastlane #flyfaster #boston #nyc #hamptons ...

Looking for the cooler spots to be this week🏖☀️✈️. Flights east from NYC have never been easier to book. Come fly with us🛫. Website booking🌐link in bio📍#flytailwind #flythefastlane #flyfaster #hamptons #montauk #nyc #boston #fairfieldcounty

Looking for the cooler spots to be this week🏖☀️✈️. Flights east from NYC have never been easier to book. Come fly with us🛫. Website booking🌐link in bio📍#flytailwind #flythefastlane #flyfaster #hamptons #montauk #nyc #boston #fairfieldcounty ...

Shelter Island is just one of our stops in the Ham Shelter Island is just one of our stops in the Hamptons🛫. Come fly with us✈️. #flytailwind #flyfaster #flythefastlane #hamptons #shelterisland

Shelter Island is just one of our stops in the Hamptons🛫.
Come fly with us✈️. #flytailwind #flyfaster #flythefastlane #hamptons #shelterisland
...

Harbor sunsets coming your way via seaplane🛫. C Harbor sunsets coming your way via seaplane🛫. Come fly with us📍. Easy booking via the website🌐link in bio #flytailwind #flythefastlane #flyfaster #boston #bostonharbor #nyc #hamptons

Harbor sunsets coming your way via seaplane🛫. Come fly with us📍. Easy booking via the website🌐link in bio #flytailwind #flythefastlane #flyfaster #boston #bostonharbor #nyc #hamptons ...

Our lounge is set in place and our teams are ready Our lounge is set in place and our teams are ready to go.🛫August 3rd flights begin. Booking is simple and easy through our website🌐. Link in bio❗️#flytailwind #flyfaster #flythefastlane #boston #bostonharbor #nyc #hamptons #hamptonsstyle #montauk

Our lounge is set in place and our teams are ready to go.🛫August 3rd flights begin. Booking is simple and easy through our website🌐. Link in bio❗️#flytailwind #flyfaster #flythefastlane #boston #bostonharbor #nyc #hamptons #hamptonsstyle #montauk ...

So much exciting news and adventures heading our w So much exciting news and adventures heading our way🛫. We hope you fly with us✈️📍. Direct booking is quick and easy on our website. Check out our schedule▶️Link in bio #flytailwind #flythefastlane #flyfaster #nyc #nycaviation #bostonharbor #hamptons #hamptonsstyle #montauk #fairfieldcounty

So much exciting news and adventures heading our way🛫. We hope you fly with us✈️📍. Direct booking is quick and easy on our website. Check out our schedule▶️Link in bio #flytailwind #flythefastlane #flyfaster #nyc #nycaviation #bostonharbor #hamptons #hamptonsstyle #montauk #fairfieldcounty ...

💥PRESS RELEASE💥 Tailwind Air Launches First 💥PRESS RELEASE💥 Tailwind Air Launches First Ever Nonstop Seaplane Flights Between Manhattan and Boston Harbor, Starting Aug. 3, 2021. Connecting downtowns in as little as 75 minutes from $395-$795 book direct on our website. Link is in our bio✈️💫🙌#nyc #boston #bostonharbor #nolinesatairports #timettaveler

💥PRESS RELEASE💥 Tailwind Air Launches First Ever Nonstop Seaplane Flights Between Manhattan and Boston Harbor, Starting Aug. 3, 2021. Connecting downtowns in as little as 75 minutes from $395-$795 book direct on our website. Link is in our bio✈️💫🙌#nyc #boston #bostonharbor #nolinesatairports #timettaveler ...

There is always something special about runways🛫and 🏔⛰. Such beauty everywhere we go. Come fly with us📍#flytailwind #flyfaster #flythefastlane #bigsky #yellowstone #yellowstoneclub

There is always something special about runways🛫and 🏔⛰. Such beauty everywhere we go. Come fly with us📍#flytailwind #flyfaster #flythefastlane #bigsky #yellowstone #yellowstoneclub ...

Sunrises are just as impressive as our sunsets on Sunrises are just as impressive as our sunsets on the east coast.✈️🌎🏝 Come fly with us 📍#flytailwind #flyfaster #flythefastlane #nyc #hamptons

Sunrises are just as impressive as our sunsets on the east coast.✈️🌎🏝 Come fly with us 📍#flytailwind #flyfaster #flythefastlane #nyc #hamptons ...

Three mile harbor and easterly view in route to Mo Three mile harbor and easterly view in route to Montauk🛫🏝📍. #flytailwind #flyfaster #flythefastlane #hamptons #montauk #itsonlymonday

Three mile harbor and easterly view in route to Montauk🛫🏝📍. #flytailwind #flyfaster #flythefastlane #hamptons #montauk #itsonlymonday ...

Summer days last only so long in the northeast🤣 Summer days last only so long in the northeast🤣✈️.. dreaming of year round beach time🏝📍#flytailwind #flythefastlane #flyfaster #hamptons #montauk #shelterisland

Summer days last only so long in the northeast🤣✈️.. dreaming of year round beach time🏝📍#flytailwind #flythefastlane #flyfaster #hamptons #montauk #shelterisland ...

Sunset cruisin🛫☀️💫.... Come fly with us✈️ @sarahtamar #flytailwind #flythefastlane #flyfaster #hamptons #montauk

Sunset cruisin🛫☀️💫.... Come fly with us✈️ @sarahtamar #flytailwind #flythefastlane #flyfaster #hamptons #montauk ...

That Montauk glassy water day. Come fly with us🏝🛫📍#flytailwind #flythefastlane #flyfaster #montauk #theend #hamptons #hamptonsstyle

That Montauk glassy water day. Come fly with us🏝🛫📍#flytailwind #flythefastlane #flyfaster #montauk #theend #hamptons #hamptonsstyle ...

Welcoming our newest seaplane to the fleet🛫🙌 Welcoming our newest seaplane to the fleet🛫🙌🔥🍾. N819BravoBravo.... sailfish and all dialed in and ready for NYC🔜BOSTON NYC▶️Montauk, East Hampton and Shelter Island. Come fly our newest bird, you won’t be disappointed😁#flytailwind #flyfaster #flythefastlane #montauk #hamptons #boston #nyc #seaplane #seaplanepilotsassociation

Welcoming our newest seaplane to the fleet🛫🙌🔥🍾. N819BravoBravo.... sailfish and all dialed in and ready for NYC🔜BOSTON NYC▶️Montauk, East Hampton and Shelter Island. Come fly our newest bird, you won’t be disappointed😁#flytailwind #flyfaster #flythefastlane #montauk #hamptons #boston #nyc #seaplane #seaplanepilotsassociation ...

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