NY • BOSTON • HAMPTONS • BRIDGEPORT​

Buy a Shuttle Ticket

Boston, Manhattan, Hamptons, Provincetown & more

Summer on
sale now!

East Hampton, Provincetown, Sag Harbor
Bay, Montauk, Shelter Island, Plymouth.

Book early and save!

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

💆‍♀️💆‍♂️Your time and peace of m 💆‍♀️💆‍♂️Your time and peace of mind are priceless, so you should always travel by Tailwind Air.

No more headaches, stress, or lost hours!

Contact us at our website. Link in bio 💻.

You can also download our app for convenient booking! 🤳

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

💆‍♀️💆‍♂️Your time and peace of mind are priceless, so you should always travel by Tailwind Air.

No more headaches, stress, or lost hours!

Contact us at our website. Link in bio 💻.

You can also download our app for convenient booking! 🤳

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

🚗 Don’t get stuck in traffic on your way to S 🚗 Don’t get stuck in traffic on your way to Sag Harbor! 

Fly directly over it while enjoying the wonderful view! 🤩

Get there fast and start your vacation now. 

Book your flight. Link in bio 💻.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #manhattan #NYC #sagharbor #seaplanes #charters #jets

🚗 Don’t get stuck in traffic on your way to Sag Harbor!

Fly directly over it while enjoying the wonderful view! 🤩

Get there fast and start your vacation now.

Book your flight. Link in bio 💻.

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

👍 Avoid the headaches that hours of traffic jam 👍 Avoid the headaches that hours of traffic jams can cause! 

Tailwind Air takes you between Boston and New York in the fastest, most luxurious way! Your arrival is only a 75 minutes flight away. 

Visit our website for pricing and schedule information: flytailwind.com 💻

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

👍 Avoid the headaches that hours of traffic jams can cause!

Tailwind Air takes you between Boston and New York in the fastest, most luxurious way! Your arrival is only a 75 minutes flight away.

Visit our website for pricing and schedule information: flytailwind.com 💻

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

🤩 Boston is a beautiful city filled with glorio 🤩 Boston is a beautiful city filled with glorious, beautiful parks and open spaces. It is a must-see destination for anyone visiting the northeastern United States.

👍 You can visit the picturesque Beacon Hill neighborhood or stop by the legendary "Cheers" pub on Beacon Street and grab a pint! 

Book your flight with Tailwind Air and have the trip of a lifetime! 

Visit our website. Link in bio 🤳.

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

🤩 Boston is a beautiful city filled with glorious, beautiful parks and open spaces. It is a must-see destination for anyone visiting the northeastern United States.

👍 You can visit the picturesque Beacon Hill neighborhood or stop by the legendary "Cheers" pub on Beacon Street and grab a pint!

Book your flight with Tailwind Air and have the trip of a lifetime!

Visit our website. Link in bio 🤳.

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

🏝️ Take off from NYC to Shelter Island! Need 🏝️ Take off from NYC to Shelter Island!

Need to get to your summer home?

🌟 Tailwind Air offers you the fastest, safest, and most comfortable service available.

Don't let a traffic jam stop you from getting to your destination!

Fly the fast lane with us! 🛩️

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #manhattan #NYC #shelterisland #seaplanes #charters #jets

🏝️ Take off from NYC to Shelter Island!

Need to get to your summer home?

🌟 Tailwind Air offers you the fastest, safest, and most comfortable service available.

Don't let a traffic jam stop you from getting to your destination!

Fly the fast lane with us! 🛩️

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

🗣️ Why sit in hours of traffic when that same 🗣️ Why sit in hours of traffic when that same trip can take you less than two hours?

Get there fast and enjoy your summer from start to finish! 💥

Fly from Manhattan or Boston to Provincetown and leave the traffic jam behind! 

Visit flytailwind.com 📲

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

🗣️ Why sit in hours of traffic when that same trip can take you less than two hours?

Get there fast and enjoy your summer from start to finish! 💥

Fly from Manhattan or Boston to Provincetown and leave the traffic jam behind!

Visit flytailwind.com 📲

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

🛩️ Fly to Montauk this summer with Tailwind A 🛩️ Fly to Montauk this summer with Tailwind Air from Manhattan and Boston!

Whether you make it your summer home or are just visiting, book your flight now! You can also purchase our commuter books and Fast Lane membership.

Visit our website for more information 💻. Link in bio.

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

🛩️ Fly to Montauk this summer with Tailwind Air from Manhattan and Boston!

Whether you make it your summer home or are just visiting, book your flight now! You can also purchase our commuter books and Fast Lane membership.

Visit our website for more information 💻. Link in bio.

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

🏕️ The oldest public park in the United State 🏕️ The oldest public park in the United States is in the city of Boston.

Boston Commons is a great place to spend the day outdoors!

The Old State House, Church Street Park & Granary Burying Ground, and the Boston Public Gardens surround Boston Commons. 

Travel by Tailwind Air and visit this extraordinary city! 🛩️

#didyouknow #funfacts #NYC #boston #bostonhistory #tailwindair #flytailwind #flytailwindair #flythefastlane #flights #seaplanes #bostontonyc

🏕️ The oldest public park in the United States is in the city of Boston.

Boston Commons is a great place to spend the day outdoors!

The Old State House, Church Street Park & Granary Burying Ground, and the Boston Public Gardens surround Boston Commons.

Travel by Tailwind Air and visit this extraordinary city! 🛩️

#didyouknow #funfacts #NYC #boston #bostonhistory #tailwindair #flytailwind #flytailwindair #flythefastlane #flights #seaplanes #bostontonyc
...

🏳️‍🌈 There are still plenty of days ahea 🏳️‍🌈 There are still plenty of days ahead to party!

Book your flight to celebrate Pride, whether in Boston or New York!

🛩️Tailwind Air gets you to your destination fast and in style! 

Visit our official website. Link in bio 💻.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #bostontonyc #pride #pridemonth #lgbtq

🏳️‍🌈 There are still plenty of days ahead to party!

Book your flight to celebrate Pride, whether in Boston or New York!

🛩️Tailwind Air gets you to your destination fast and in style!

Visit our official website. Link in bio 💻.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #bostontonyc #pride #pridemonth #lgbtq
...

🧔🏻 It doesn’t matter how many years go by, 🧔🏻 It doesn’t matter how many years go by, in our minds, they’ll always be that same amazing person who taught us how to ride a bike, helped us with our homework, and scared away the monsters in our room, right?

❤️ Tailwind Air wishes a happy Father’s Day to all of those amazing men.

#fathersday #HappyFathersDay #fathersday2022 #love #tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #flights #shuttleservices #chartes #jets #seaplanes

🧔🏻 It doesn’t matter how many years go by, in our minds, they’ll always be that same amazing person who taught us how to ride a bike, helped us with our homework, and scared away the monsters in our room, right?

❤️ Tailwind Air wishes a happy Father’s Day to all of those amazing men.

#fathersday #HappyFathersDay #fathersday2022 #love #tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #flights #shuttleservices #chartes #jets #seaplanes
...

💥 These fine young gentlemen have joined our fa 💥 These fine young gentlemen have joined our family!

We are excited to have a dynamic group with us for the summer and expose the next generation of talent to aviation.

Welcome to the team! 🤗

If you are interested in doing your summer internship with Tailwind, contact us! 📲💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #manhattan #NYC #bostontonyc #interships

💥 These fine young gentlemen have joined our family!

We are excited to have a dynamic group with us for the summer and expose the next generation of talent to aviation.

Welcome to the team! 🤗

If you are interested in doing your summer internship with Tailwind, contact us! 📲💻

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #manhattan #NYC #bostontonyc #interships
...

🏖️ Every minute of your vacation counts! Mak 🏖️ Every minute of your vacation counts!

Make this summer an unforgettable experience by trusting us to get you to your destination, whether it's Manhattan, Boston, Provincetown, Montauk, or The Hamptons!

Fly the fast lane and book your trip with loved ones today! 🛩️

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #manhattan #NYC #provincetown #bridgeport #sagharbor #shelterisland #thehamptons #seaplanes

🏖️ Every minute of your vacation counts!

Make this summer an unforgettable experience by trusting us to get you to your destination, whether it's Manhattan, Boston, Provincetown, Montauk, or The Hamptons!

Fly the fast lane and book your trip with loved ones today! 🛩️

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #manhattan #NYC #provincetown #bridgeport #sagharbor #shelterisland #thehamptons #seaplanes
...

😱 Imagine spending 5 hours stuck in traffic whe 😱 Imagine spending 5 hours stuck in traffic when that same trip can be done in just 35 minutes?

‼️ Your summer vacation shouldn't start on the wrong foot! Start enjoying your vacation from your departure to your arrival!

Fly from Manhattan to East Hampton and leave the traffic jam behind! Visit flytailwind.com 💻

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

😱 Imagine spending 5 hours stuck in traffic when that same trip can be done in just 35 minutes?

‼️ Your summer vacation shouldn't start on the wrong foot! Start enjoying your vacation from your departure to your arrival!

Fly from Manhattan to East Hampton and leave the traffic jam behind! Visit flytailwind.com 💻

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

🌟 Time, quality, and peace of mind are priceles 🌟 Time, quality, and peace of mind are priceless!

Traveling should not be a headache! Trust Tailwind Air to get you to your destination fast, comfortably, and in luxury.

Book at flytailwind.com 💻

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

🌟 Time, quality, and peace of mind are priceless!

Traveling should not be a headache! Trust Tailwind Air to get you to your destination fast, comfortably, and in luxury.

Book at flytailwind.com 💻

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

🛩️ Since their creation in the 1910s, seaplan 🛩️ Since their creation in the 1910s, seaplanes became the means of transport to land fast on shores and seaports! 

Have you already flown in one of our amphibious seaplanes? Share your experience with us! 😉

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #seaplanes #didyouknow #funfacts #NYC #boston #bostontonyc

🛩️ Since their creation in the 1910s, seaplanes became the means of transport to land fast on shores and seaports!

Have you already flown in one of our amphibious seaplanes? Share your experience with us! 😉

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #seaplanes #didyouknow #funfacts #NYC #boston #bostontonyc
...

🏳️‍🌈 Provincetown is the place to be! O 🏳️‍🌈 Provincetown is the place to be!

Our clients from the LGBTQ+ community know that their Pride Month will be A-List from beginning to end.

🌟 Tailwind Air offers the quality of service and attention deserved! Join in the celebration. We love having them on board!

Allow yourself to fly with us, and see how we will become your #1 choice for travel!

Visit our official website for more information and booking. Link in bio 💻.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #provincetown #ptown #pride #pridemonth #lgbtq

🏳️‍🌈 Provincetown is the place to be!

Our clients from the LGBTQ+ community know that their Pride Month will be A-List from beginning to end.

🌟 Tailwind Air offers the quality of service and attention deserved! Join in the celebration. We love having them on board!

Allow yourself to fly with us, and see how we will become your #1 choice for travel!

Visit our official website for more information and booking. Link in bio 💻.

#tailwindair #flytailwind #flytailwindair #flythefastlane #flights #shuttleservices #boston #NYC #provincetown #ptown #pride #pridemonth #lgbtq
...

🗣️ Save the date! From this Thursday the 16t 🗣️ Save the date!

From this Thursday the 16th through Sunday the 19th, the Steelpointe Yacht & Charter Show will be held at the Bridgeport Habor Marina...and Tailwind will take you there!

🌟 Don't miss the chance to enjoy this extraordinary exhibition of luxurious yachts, rare and exotic cars, private jet and helicopter samplings, and live music from across the US!

Book your flight now! Visit our website. Link in bio 🤳.

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #NYC #nyctoboston #bridgeport #steelpointeyachtchartershow

🗣️ Save the date!

From this Thursday the 16th through Sunday the 19th, the Steelpointe Yacht & Charter Show will be held at the Bridgeport Habor Marina...and Tailwind will take you there!

🌟 Don't miss the chance to enjoy this extraordinary exhibition of luxurious yachts, rare and exotic cars, private jet and helicopter samplings, and live music from across the US!

Book your flight now! Visit our website. Link in bio 🤳.

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #NYC #nyctoboston #bridgeport #steelpointeyachtchartershow
...

🛩️ At Tailwind Air our primary goal is that y 🛩️ At Tailwind Air our primary goal is that you travel comfortable and fast.

We love when our customers share their experiences with us! 🤩

Have you flown with us? 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

🛩️ At Tailwind Air our primary goal is that you travel comfortable and fast.

We love when our customers share their experiences with us! 🤩

Have you flown with us? 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
...

💥 Need to travel to Bridgeport? We depart dire 💥 Need to travel to Bridgeport?

We depart directly from Manhattan. Take advantage of our summer routes today!

Book your flight now by visiting our official website. Link in bio 📳.

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

💥 Need to travel to Bridgeport?

We depart directly from Manhattan. Take advantage of our summer routes today!

Book your flight now by visiting our official website. Link in bio 📳.

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

🛩️ What better way to appreciate your flight 🛩️ What better way to appreciate your flight to New York or Boston than with a VUE?

Enjoy a @vuedrink at our Boston or Manhattan lounges! 🥤

#tailwindair #flytailwind #flytailwindair #flythefastlane #VUEdrink #healthydrink #partners #partnership #flights #shuttleservices #boston #NYC #bostontonyc #seaplanes

🛩️ What better way to appreciate your flight to New York or Boston than with a VUE?

Enjoy a @vuedrink at our Boston or Manhattan lounges! 🥤

#tailwindair #flytailwind #flytailwindair #flythefastlane #VUEdrink #healthydrink #partners #partnership #flights #shuttleservices #boston #NYC #bostontonyc #seaplanes
...

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

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