NY • BOSTON • HAMPTONS • BRIDGEPORT​

Buy a Shuttle Ticket

Boston, Manhattan, Hamptons, Provincetown & more

Summer Tickets on Sale Now!

Don’t let summer fly by
without you!

 

Check out the links below
to purchase your ticket or
commuter book packs today!


*Some restrictions apply.
You can now enjoy a nonstop flight from Boston Harbor’s Fan Pier Marina to Provincetown Airport!
Fly from Boston to Provincetown

The Power of Convenience in the Palm of Your Hand

Introducing the Tailwind Air App

Or look for the Tailwind Air Icon in the App Store

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

Now offering our shuttle service Boston to Manhattan!

Fly with Tailwind Air - Boston Harbor 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.

Weekend Getaway

Specials to Boston and New York from
$595 roundtrip.

Tailwind Coverage Highlights

Fly with Tailwind Air - Boston Harbor to Manhattan

The Latest From Social Media

Our primary goal is that you travel comfortable an Our primary goal is that you travel comfortable and fast.

We love when our customers share their experience! Thanks for your trust and preference!

Have you flown by Tailwind Air? Let us know about your experience below!

Post your trip and tag us! 👍

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #boston #NYC #provincetown #sagharbor #montauk #shelterisland #thehamptons #brigdeport #seaplanes #charters #jets

Our primary goal is that you travel comfortable and fast.

We love when our customers share their experience! Thanks for your trust and preference!

Have you flown by Tailwind Air? Let us know about your experience below!

Post your trip and tag us! 👍

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #boston #NYC #provincetown #sagharbor #montauk #shelterisland #thehamptons #brigdeport #seaplanes #charters #jets
...

👀 Boston built America's first subway in 1897. 👀 Boston built America's first subway in 1897.

Boston's Tremont Street Subway was the first subway tunnel in the US. Shortly after that came other stations with unique designs, like New York City's Grand Central Terminal and City Hall.

Train is a good way to travel, but to get there faster, fly Tailwind Air! 🛩️

#tailwindair #flytailwind #flytailwindair #flythefastlane  #boston #BOS #massachusetts #bostonsfunfact #funfact #didyouknow

👀 Boston built America's first subway in 1897.

Boston's Tremont Street Subway was the first subway tunnel in the US. Shortly after that came other stations with unique designs, like New York City's Grand Central Terminal and City Hall.

Train is a good way to travel, but to get there faster, fly Tailwind Air! 🛩️

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #BOS #massachusetts #bostonsfunfact #funfact #didyouknow
...

⌚Early morning meetings Monday-Friday? Book you ⌚Early morning meetings Monday-Friday?

Book your flights with Tailwind every week so that you’ll never be late! 

Visit flytailwind.com to see our flight schedules and select yours! 📇

#tailwindair #flytailwind #flytailwindair #flythefastlane  #boston #nyc #newyork #business #businesstrip #seaplanes #jets #charters

⌚Early morning meetings Monday-Friday?

Book your flights with Tailwind every week so that you’ll never be late!

Visit flytailwind.com to see our flight schedules and select yours! 📇

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #business #businesstrip #seaplanes #jets #charters
...

👀 Are you in Boston and need to travel to New Y 👀 Are you in Boston and need to travel to New York City or vice versa? In just 75 minutes, you will be at your destination!

Want to take a little getaway to your summer home? Take advantage of our commuter discounts and head to The Hamptons.

Tailwind Air is the best travel option for you! flytailwind.com 🤳

#tailwindair #flytailwind #flytailwindair #flythefastlane  #boston #nyc #newyork #flights #shuttleservices #seaplanes #jets #charters

👀 Are you in Boston and need to travel to New York City or vice versa? In just 75 minutes, you will be at your destination!

Want to take a little getaway to your summer home? Take advantage of our commuter discounts and head to The Hamptons.

Tailwind Air is the best travel option for you! flytailwind.com 🤳

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #flights #shuttleservices #seaplanes #jets #charters
...

🌞 Summer isn’t over! Enjoy it at your summer 🌞 Summer isn’t over! Enjoy it at your summer home in The Hamptons!

Don't let a day of your vacation pass you by!

Book now and make this summer the most unforgettable of all! 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane  #boston #nyc #thehamptons #flights #shuttleservices #seaplanes #jets #charters

🌞 Summer isn’t over! Enjoy it at your summer home in The Hamptons!

Don't let a day of your vacation pass you by!

Book now and make this summer the most unforgettable of all! 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #thehamptons #flights #shuttleservices #seaplanes #jets #charters
...

😉 She has already experienced what it's like to 😉 She has already experienced what it's like to travel by Tailwind Air and can't wait to board again!

Speed, comfortability, and safety are everything to us! 

Book through our official website. Link in bio 🤳.

#tailwindair #flytailwind #flytailwindair #flythefastlane #littlemiss #flights #shuttleservices #seaplanes #jets #charters

😉 She has already experienced what it's like to travel by Tailwind Air and can't wait to board again!

Speed, comfortability, and safety are everything to us!

Book through our official website. Link in bio 🤳.

#tailwindair #flytailwind #flytailwindair #flythefastlane #littlemiss #flights #shuttleservices #seaplanes #jets #charters
...

👍 It's faster to travel by Tailwind than any ot 👍 It's faster to travel by Tailwind than any other way!

Have your doubts? Experience it for yourself and book a flight through flytailwind.com 📲

You'll see how Tailwind will quickly become your favorite means of transportation! 🌟

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #thehamptons #flights #shuttleservices #seaplanes #jets #charters

👍 It's faster to travel by Tailwind than any other way!

Have your doubts? Experience it for yourself and book a flight through flytailwind.com 📲

You'll see how Tailwind will quickly become your favorite means of transportation! 🌟

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #thehamptons #flights #shuttleservices #seaplanes #jets #charters
...

Attention, New Yorkers! Tailwind Air and our part Attention, New Yorkers!

Tailwind Air and our partners from @stregisresboston have a fantastic treat for you. Check it out!

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #seaplanes #jets #charters #stregisboston #stregis

Attention, New Yorkers!

Tailwind Air and our partners from @stregisresboston have a fantastic treat for you. Check it out!

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #seaplanes #jets #charters #stregisboston #stregis
...

😉 Getting to work shouldn’t be a headache aft 😉 Getting to work shouldn’t be a headache after returning from vacation!

Return to your day-to-day life at the office and start your week without delays. With Tailwind, you will have the best experience so commuting to the city doesn't have to be a headache.

Book now! flytailwind.com 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane  #boston #newyork #NYC #bostonyc #flights #shuttleservices #seaplanes #jets #charters

😉 Getting to work shouldn’t be a headache after returning from vacation!

Return to your day-to-day life at the office and start your week without delays. With Tailwind, you will have the best experience so commuting to the city doesn't have to be a headache.

Book now! flytailwind.com 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #newyork #NYC #bostonyc #flights #shuttleservices #seaplanes #jets #charters
...

🛩️ Travel to Manhattan, The Hamptons or Bosto 🛩️ Travel to Manhattan, The Hamptons or Boston to spend your holiday with friends and family!

Our flights to Provincetown, Sag Harbor, Montauk, East Hampton, Shelter Island, Bridgeport and Plymouth are available to book.

Visit flytailwind.com and book your flight today! 😉

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #boston #sagharbor #provincetown #montauk #easthampton #shelterisland #bridgeport #plymouth #seaplanes #jets #charters

🛩️ Travel to Manhattan, The Hamptons or Boston to spend your holiday with friends and family!

Our flights to Provincetown, Sag Harbor, Montauk, East Hampton, Shelter Island, Bridgeport and Plymouth are available to book.

Visit flytailwind.com and book your flight today! 😉

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #boston #sagharbor #provincetown #montauk #easthampton #shelterisland #bridgeport #plymouth #seaplanes #jets #charters
...

⌚Don't be late! If you have appointments schedu ⌚Don't be late!

If you have appointments scheduled for the early morning, Tailwind will get you to your destination without long waits or other inconveniences.

Book via flytailwind.com 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #seaplanes #jets #charters

⌚Don't be late!

If you have appointments scheduled for the early morning, Tailwind will get you to your destination without long waits or other inconveniences.

Book via flytailwind.com 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #seaplanes #jets #charters
...

Tailwind Air, LLC makes history! For the first Tailwind Air, LLC  makes history! 

For the first time ever a seaplane lands in Otsego Lake, Cooperstown, NY where HOF staff welcomed @45pedromartinez who arrived right at the Otesaga Resort Hotel for the #HOF2022

@gabrielasalaspr
@mrscaromartinez
@alex.v3da
@nina_0413
@dangeloortiz34
@patrickjbench
@diningplaybook
@thenillycosta

#history #mlb #basebal #halloffame #cooperstown #travel

Tailwind Air, LLC makes history!

For the first time ever a seaplane lands in Otsego Lake, Cooperstown, NY where HOF staff welcomed @45pedromartinez who arrived right at the Otesaga Resort Hotel for the #HOF2022

@gabrielasalaspr
@mrscaromartinez
@alex.v3da
@nina_0413
@dangeloortiz34
@patrickjbench
@diningplaybook
@thenillycosta

#history #mlb #basebal #halloffame #cooperstown #travel
...

🐶 Traveling with your dog? Bring them on board. 🐶 Traveling with your dog? Bring them on board. We are pet friendly!

When you travel with Tailwind, never leave them behind! 

Go to flytailwind.com and learn about our terms and conditions 💻.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #dogs #pets #petfriendly #seaplane #jets #charters

🐶 Traveling with your dog? Bring them on board. We are pet friendly!

When you travel with Tailwind, never leave them behind!

Go to flytailwind.com and learn about our terms and conditions 💻.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #dogs #pets #petfriendly #seaplane #jets #charters
...

🌟 Tailwind offers discounted ticket books of 10 🌟 Tailwind offers discounted ticket books of 10, 20, and 50 tickets, which can be shared with your colleagues, friends, and family. 

We also offer our Fast Lane Club membership, which provides access to members-only fares, and additional benefits across all of our routes. 

📲 Learn more at our official website.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #newyork #commuter #commuterdiscount #discount #seaplanes #jets #charters

🌟 Tailwind offers discounted ticket books of 10, 20, and 50 tickets, which can be shared with your colleagues, friends, and family.

We also offer our Fast Lane Club membership, which provides access to members-only fares, and additional benefits across all of our routes.

📲 Learn more at our official website.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #newyork #commuter #commuterdiscount #discount #seaplanes #jets #charters
...

One of our seaplanes landing in Newport, RI. Char One of our seaplanes landing in Newport, RI.

Charter yours through our official website. Link in bio 📲

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #thehamptons #seaplanes #charters

One of our seaplanes landing in Newport, RI.

Charter yours through our official website. Link in bio 📲

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #thehamptons #seaplanes #charters
...

💥 Our summer routes continue! You still have t 💥 Our summer routes continue!

You still have the chance to have a fun and unforgettable summer. Our seaplanes depart directly from Manhattan to P-Town.

Don't wait any longer and book now! flytailwind.com 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #newyork #provincetown #ptown #seaplanes #jets #charters #summer #summer2022

💥 Our summer routes continue!

You still have the chance to have a fun and unforgettable summer. Our seaplanes depart directly from Manhattan to P-Town.

Don't wait any longer and book now! flytailwind.com 💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #newyork #provincetown #ptown #seaplanes #jets #charters #summer #summer2022
...

🥳 Celebrate big with your friends! Visit Bosto 🥳 Celebrate big with your friends!

Visit Boston, New York, or The Hamptons! You can charter one of our seaplanes to fly with your whole group! 

🛩️ Travel fast, comfortable, and in style with Tailwind Air! Book through flytailwind.com and have a happy birthday!

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #TheHamptons #seaplanes #jets #charters #birthday #birthdayparty

🥳 Celebrate big with your friends!

Visit Boston, New York, or The Hamptons! You can charter one of our seaplanes to fly with your whole group!

🛩️ Travel fast, comfortable, and in style with Tailwind Air! Book through flytailwind.com and have a happy birthday!

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #TheHamptons #seaplanes #jets #charters #birthday #birthdayparty
...

"Splash down in The Hamptons". Read this fantasti "Splash down in The Hamptons".

Read this fantastic article @newyorkermag wrote about Tailwind Air on their official website.

Thanks so much for the wonderful writing ❤️.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #newyork #thenewyorker #newyorkermagazine #article #seaplanes #jets #charters

"Splash down in The Hamptons".

Read this fantastic article @newyorkermag wrote about Tailwind Air on their official website.

Thanks so much for the wonderful writing ❤️.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #NYC #newyork #thenewyorker #newyorkermagazine #article #seaplanes #jets #charters
...

🤩 Enjoy the extraordinary venues that Boston ha 🤩 Enjoy the extraordinary venues that Boston has to offer!

Travel with your friends to this great city and party the night away. You can visit Down Nightclub Boston, Cure Lounge, and Royale.

Let Tailwind bring you closer to those memorable moments you will remember for a lifetime! Book through our official website 🤳.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #visitboston #BOS #massachusetts #seaplanes #jets #charters

🤩 Enjoy the extraordinary venues that Boston has to offer!

Travel with your friends to this great city and party the night away. You can visit Down Nightclub Boston, Cure Lounge, and Royale.

Let Tailwind bring you closer to those memorable moments you will remember for a lifetime! Book through our official website 🤳.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #visitboston #BOS #massachusetts #seaplanes #jets #charters
...

A note about East Hampton Airport service:

As many are aware, East Hampton is in the process of converting to a private, town controlled airport. Tailwind Air will continue to offer service to the airport while complying with new constraints imposed on operators to the airport. The new town imposed frequency limitations, large fee increases, and restrictive curfews at the airport have driven up operating costs substantially versus prior years.  In addition to offering service to East Hampton, Tailwind will also offer service to nearby Sag Harbor as well as Shelter Island and Montauk. Tickets and commuter books purchased for East Hampton Airport will be honored on all flights to the Hamptons, including Sag Harbor.  Tickets and commuter books purchased for Sag Harbor or Shelter cannot be used for East Hampton Airport unless a $200 per ticket surcharge is charged separately. On occasion, our aircraft to East Hampton Airport may divert to alternate landing areas in order to comply with the new airport restrictions.

through our partner iflysouthern.com

Join Our Email List and Get 10% Off

your first single-use purchase on any Tailwind Air flight.