NY • BOSTON • HAMPTONS • BRIDGEPORT

Buy a Shuttle Ticket

Manhattan, Boston, Hamptons, Provincetown and more

Exclusive Manhattan to Boston Shuttle Service!

Smart travelers and companies have already discovered the best way to travel. Shouldn’t you?

 

Our Manhattan to Boston Shuttle runs up to 3x daily, 7 days a week.

Semi-private, hours faster, and memorable.

*Some restrictions apply.
See below for more details.
Now offering Sight-Seeing Charter Tours of Boston, Manhattan, and the Cape!
Now offering Sight-Seeing Charter Tours of Boston, Manhattan, and the Cape!

Fly with Tailwind Air - Boston Harbor to Manhattan

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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 from Manhattan to both Boston and Washington, DC!

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 flights offer the best in-flight entertainment Our flights offer the best in-flight entertainment: an amazing view!🤩

Our service between Boston and Manhattan changes the game.

Enjoy the Tailwind Air experience! Book now flytailwind.com 😁

#Taildwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #flights #shuttleservices #seaplanes #jets #charters #travellers #travellerlife #travellergram

Our flights offer the best in-flight entertainment: an amazing view!🤩

Our service between Boston and Manhattan changes the game.

Enjoy the Tailwind Air experience! Book now flytailwind.com 😁

#Taildwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #flights #shuttleservices #seaplanes #jets #charters #travellers #travellerlife #travellergram
...

Share your experiences flying with us!😁 Every Share your experiences flying with us!😁

Every detail counts: our mission is to make you feel safe and comfortable.

Book or charter now! flytailwind.com 🤝

#Taildwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #flights #shuttleservices #seaplanes #jets #charters #travellers #travellerlife #travellergram

Share your experiences flying with us!😁

Every detail counts: our mission is to make you feel safe and comfortable.

Book or charter now! flytailwind.com 🤝

#Taildwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #flights #shuttleservices #seaplanes #jets #charters #travellers #travellerlife #travellergram
...

Stars like @45pedromartinez and @davidortiz and th Stars like @45pedromartinez and @davidortiz and their families want to make our seaplanes flights the new normal. Book us next time you go between Boston and Manhattan! 🙌

The beautiful view, landing on the water, arriving in less time, and  all the great experiences should be the new normal for travel!

Thanks for choosing us: 
@mrscaromartinez
@alex.v3da
@nina_0413
@dangeloortiz34
@patrickjbench
@dinningplaybook
@thenillycosta

#TailwindAir #flytailwind #flytailwindair #flythefastlane #newyork #boston #seaplanes #jets #Lifestyle #style #personastyle #accesories #KimberlyPucci #Creative

Stars like @45pedromartinez and @davidortiz and their families want to make our seaplanes flights the new normal. Book us next time you go between Boston and Manhattan! 🙌

The beautiful view, landing on the water, arriving in less time, and all the great experiences should be the new normal for travel!

Thanks for choosing us:
@mrscaromartinez
@alex.v3da
@nina_0413
@dangeloortiz34
@patrickjbench
@dinningplaybook
@thenillycosta

#TailwindAir #flytailwind #flytailwindair #flythefastlane #newyork #boston #seaplanes #jets #Lifestyle #style #personastyle #accesories #KimberlyPucci #Creative
...

Get the best of NewPort RI and look fabulous!💃🏻

Dare to wear whatever you want and be who you are while remaining stylish.

Kimberly Pucci (@kimberly.pucci) and Tailwind Air bring you an exquisite collection of bags for you the elite traveler! ✨

#TailwindAir #flytailwind #flytailwindair #flythefastlane #newyork #boston #seaplanes #jets #Lifestyle #style #personastyle #accesories #KimberlyPucci #Creative

Get the best of NewPort RI and look fabulous!💃🏻

Dare to wear whatever you want and be who you are while remaining stylish.

Kimberly Pucci (@kimberly.pucci) and Tailwind Air bring you an exquisite collection of bags for you the elite traveler! ✨

#TailwindAir #flytailwind #flytailwindair #flythefastlane #newyork #boston #seaplanes #jets #Lifestyle #style #personastyle #accesories #KimberlyPucci #Creative
...

Need to pack more than 20 pounds?🧳 Our passeng Need to pack more than 20 pounds?🧳

Our passengers can receive a 15% discount with Luggage Free.

Luggage Free is a full-service luggage shipping company: Luggage Free eliminates the hassle of traveling with your luggage by providing door-to-door service.👌 

Please use our link to arrange your luggage and receive the 15% discount.

Visit flytailwind.com

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

Need to pack more than 20 pounds?🧳

Our passengers can receive a 15% discount with Luggage Free.

Luggage Free is a full-service luggage shipping company: Luggage Free eliminates the hassle of traveling with your luggage by providing door-to-door service.👌

Please use our link to arrange your luggage and receive the 15% discount.

Visit flytailwind.com

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

Tailwind shares the happiness! We are proud to sup Tailwind shares the happiness! We are proud to support spread the Joy Foundation.😁

We were delighted to join this wonderful foundation to benefit local hospitals.

We loved being at the Spread Wicked Joy event last week, where over 40 volunteers supported the initiative.💙

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #boston #spreadjoyfoundation #joy #love #happiness #spreadlove #spreadjoy #event #flights #shuttleservices #seaplanes #jets #charters

Tailwind shares the happiness! We are proud to support spread the Joy Foundation.😁

We were delighted to join this wonderful foundation to benefit local hospitals.

We loved being at the Spread Wicked Joy event last week, where over 40 volunteers supported the initiative.💙

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #boston #spreadjoyfoundation #joy #love #happiness #spreadlove #spreadjoy #event #flights #shuttleservices #seaplanes #jets #charters
...

Continuing the celebration of Hispanic Heritage Mo Continuing the celebration of Hispanic Heritage Month, today we give the spotlight to one of our star members, Station Manager, Felipe Infante (@f_infante).

🇨🇱Born and raised in Santiago de Chile.
🔹Former Airline First Officer.
🔹Volunteer firefighter.
🔹Aviation and soccer lover.
🔹First time working abroad.

#tailwindair #flytailwind #flytailwindair #flythefastlane #hispanicheritagemonth #hispanic #hispanicheritage #latin #latinamerica #chile #boston #nyc #flights #shuttleservices #seaplanes #jets #charters

Continuing the celebration of Hispanic Heritage Month, today we give the spotlight to one of our star members, Station Manager, Felipe Infante (@f_infante).

🇨🇱Born and raised in Santiago de Chile.
🔹Former Airline First Officer.
🔹Volunteer firefighter.
🔹Aviation and soccer lover.
🔹First time working abroad.

#tailwindair #flytailwind #flytailwindair #flythefastlane #hispanicheritagemonth #hispanic #hispanicheritage #latin #latinamerica #chile #boston #nyc #flights #shuttleservices #seaplanes #jets #charters
...

Listen to what our passengers have to say about tr Listen to what our passengers have to say about traveling with us!🤩

Give Tailwind Air a try! Book now through flytailwind.com

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #boston #bostontonyc #lisadonovan #billyylisainthemorning #harrystyles #flights #shuttleservices #seaplanes #jets #charters

Listen to what our passengers have to say about traveling with us!🤩

Give Tailwind Air a try! Book now through flytailwind.com

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #boston #bostontonyc #lisadonovan #billyylisainthemorning #harrystyles #flights #shuttleservices #seaplanes #jets #charters
...

Enjoy a delicious Italian meal before or after fly Enjoy a delicious Italian meal before or after flying with #Tailwindair! 🙌 

Davios Northern Italian Steakhouse🇮🇹 (@daviosrestaurant), located steps from our Boston Lounge, features handmade pasta, perfectly cooked steaks, and fresh seafood, expertly prepared using the finest ingredients. 
 
#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #visitboston #partner #partnership #italianfood #italian #flights #shuttleservices #seaplanes #jets #charters

Enjoy a delicious Italian meal before or after flying with #Tailwindair! 🙌

Davios Northern Italian Steakhouse🇮🇹 (@daviosrestaurant), located steps from our Boston Lounge, features handmade pasta, perfectly cooked steaks, and fresh seafood, expertly prepared using the finest ingredients.

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #visitboston #partner #partnership #italianfood #italian #flights #shuttleservices #seaplanes #jets #charters
...

Boston’s nickname “Beantown” literally comes Boston’s nickname “Beantown” literally comes from beans!🫘 
 
The prominence of beans in the city of Boston began with the first Native Americans who prepared baked beans with maple syrup and venison. 
 
It happened even before the arrival of the Pilgrims. 
 
The settlers who stayed in this area would have seen the dish prepared in this way and adapted it to their diet. 
 
#tailwindair #flytailwind #flytailwindair #flythefastlane #didyouknow #funfact #boston #BOS #shuttleservices #seaplanes #jets #charters

Boston’s nickname “Beantown” literally comes from beans!🫘

The prominence of beans in the city of Boston began with the first Native Americans who prepared baked beans with maple syrup and venison.

It happened even before the arrival of the Pilgrims.

The settlers who stayed in this area would have seen the dish prepared in this way and adapted it to their diet.

#tailwindair #flytailwind #flytailwindair #flythefastlane #didyouknow #funfact #boston #BOS #shuttleservices #seaplanes #jets #charters
...

Admiring a Tailwind Air seaplane is not only for o Admiring a Tailwind Air seaplane is not only for our passengers on board.

People on the ground can also appreciate how excellent our service is!😄

Watch the exact moment of take-off!

Nice week to everyone.😃

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #boston #takeoff #seaplanetakeoff #videotakeoff #beauty #sky #seaplanes #jets #charters

Admiring a Tailwind Air seaplane is not only for our passengers on board.

People on the ground can also appreciate how excellent our service is!😄

Watch the exact moment of take-off!

Nice week to everyone.😃

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #boston #takeoff #seaplanetakeoff #videotakeoff #beauty #sky #seaplanes #jets #charters
...

Hispanic Heritage Month started!🎉 At Tailwind Hispanic Heritage Month started!🎉

At Tailwind Air, we are proud to have wonderful employees from the Latino community who dedicate their effort, respect, and love every single day.

Our space today belongs to our Corporate Sales Director:

Maria is a sales and marketing professional with over 17 years of experience, mostly in the aviation industry. She recently worked for Amazon Web Services as a Lead Development Representative for the Latin America market. Previous to that, she spent five years working as Multinational Account Manager for Aeromexico, supporting corporate customers, implementing customized airfare contracts and building great relationships with them.

Maria has a Bachelor's degree in Marketing. She was International Marketing Manager at Aeromexico for two years and worked in marketing departments for other big companies in Mexico City like Honda and Grupo ADO.

“I'm originally from Mexico City🇲🇽 and moved to the US in 2015 for love. I married my still husband and father of the light of our lives, our baby Noah”, María said.

#tailwindair #flytailwind #flytailwindair #flythefastlane #hispanicheritagemonth #hispanic #hispanicheritage #latin #latinamerica #boston #nyc #flights #shuttleservices #seaplanes #jets #charters

Hispanic Heritage Month started!🎉

At Tailwind Air, we are proud to have wonderful employees from the Latino community who dedicate their effort, respect, and love every single day.

Our space today belongs to our Corporate Sales Director:

Maria is a sales and marketing professional with over 17 years of experience, mostly in the aviation industry. She recently worked for Amazon Web Services as a Lead Development Representative for the Latin America market. Previous to that, she spent five years working as Multinational Account Manager for Aeromexico, supporting corporate customers, implementing customized airfare contracts and building great relationships with them.

Maria has a Bachelor's degree in Marketing. She was International Marketing Manager at Aeromexico for two years and worked in marketing departments for other big companies in Mexico City like Honda and Grupo ADO.

“I'm originally from Mexico City🇲🇽 and moved to the US in 2015 for love. I married my still husband and father of the light of our lives, our baby Noah”, María said.

#tailwindair #flytailwind #flytailwindair #flythefastlane #hispanicheritagemonth #hispanic #hispanicheritage #latin #latinamerica #boston #nyc #flights #shuttleservices #seaplanes #jets #charters
...

🛩️ In this episode of Airplane Mode, Nicky Ke 🛩️ In this episode of Airplane Mode, Nicky Kelvin stops by Tailwind Air's seaplane base in Boston, MA, and hops on a Cessna 208 Caravan on its way to New York City.

Check how he talks with the pilots and enjoys a beautiful view with us!☀️

📽️ Video by @thepointsguyuk & @nickykelvin

#flytailwind #flytailwindair #flythefastlane #newyork #NYC #Boston #flights #seaplanes #jets #charters #AirplaneMode #airplanesdaily #airplanelovers #Massachusetts  #airplanewindow

🛩️ In this episode of Airplane Mode, Nicky Kelvin stops by Tailwind Air's seaplane base in Boston, MA, and hops on a Cessna 208 Caravan on its way to New York City.

Check how he talks with the pilots and enjoys a beautiful view with us!☀️

📽️ Video by @thepointsguyuk & @nickykelvin

#flytailwind #flytailwindair #flythefastlane #newyork #NYC #Boston #flights #seaplanes #jets #charters #AirplaneMode #airplanesdaily #airplanelovers #Massachusetts #airplanewindow
...

🏙️ Just arrived in Boston aboard Tailwind Air 🏙️ Just arrived in Boston aboard Tailwind Air and looking for the best place to do your grocery shopping?

🌟 Stop by Frank Anthony's Seaport Market: our partner team works diligently every day to curate a variety of the best groceries, food, and convenience items from local sources and beyond. 

Sip a complimentary cup of coffee... All Tailwind passengers get one! ☕

#tailwindair #flytailwind #flytailwindair #flythefastlane #partner #partnership #boston #groceries #food #shuttleservices #seaplanes #jets #charters

🏙️ Just arrived in Boston aboard Tailwind Air and looking for the best place to do your grocery shopping?

🌟 Stop by Frank Anthony's Seaport Market: our partner team works diligently every day to curate a variety of the best groceries, food, and convenience items from local sources and beyond.

Sip a complimentary cup of coffee... All Tailwind passengers get one! ☕

#tailwindair #flytailwind #flytailwindair #flythefastlane #partner #partnership #boston #groceries #food #shuttleservices #seaplanes #jets #charters
...

😱 5 hours! Our Sales and Marketing Director, @ 😱 5 hours!

Our Sales and Marketing Director, @gabrielasalasoficial , tells you about her road trip.

Instead of spending five hours stuck in traffic or in an airport, FLY TAILWIND. It will only take you 75 minutes between Boston and New York and vice versa aboard our seaplanes.

Your time and peace of mind are worth it! Get to your appointments on time with Tailwind Air.

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #roadtrip #frombostonyc #testimony #fast #comfort #quality #flights #shuttleservices #seaplanes #jets #charters

😱 5 hours!

Our Sales and Marketing Director, @gabrielasalasoficial , tells you about her road trip.

Instead of spending five hours stuck in traffic or in an airport, FLY TAILWIND. It will only take you 75 minutes between Boston and New York and vice versa aboard our seaplanes.

Your time and peace of mind are worth it! Get to your appointments on time with Tailwind Air.

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #newyork #roadtrip #frombostonyc #testimony #fast #comfort #quality #flights #shuttleservices #seaplanes #jets #charters
...

❤️ We were pleased to have flown Lisa and her ❤️ We were pleased to have flown Lisa and her friends to the Harry Styles concert in NYC!

She knows the fastest and most comfortable way to get to the Big Apple is aboard our seaplanes. So on this special occasion, our dear friend and ally chose to fly the fast lane to attend her date in the city!

With Tailwind Air, avoid TSA lines, traffic jams, delays, and many other inconveniences that could cause you headaches.

Charter yours here 👉 flytailwind.com

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #NYC #harrystyles #flights #shuttleservices #seaplanes #jets #charters #concert #nyconcerts #nyc #nycevents

❤️ We were pleased to have flown Lisa and her friends to the Harry Styles concert in NYC!

She knows the fastest and most comfortable way to get to the Big Apple is aboard our seaplanes. So on this special occasion, our dear friend and ally chose to fly the fast lane to attend her date in the city!

With Tailwind Air, avoid TSA lines, traffic jams, delays, and many other inconveniences that could cause you headaches.

Charter yours here 👉 flytailwind.com

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #NYC #harrystyles #flights #shuttleservices #seaplanes #jets #charters #concert #nyconcerts #nyc #nycevents
...

We’ve extended our services to Provincetown, Eas We’ve extended our services to Provincetown, East Hampton, and Shelter Island through Columbus Day weekend, October 12th!

Travel in and out of Manhattan and Boston Harbor and capture late summer/early fall memories.

Visit flytailwind.com

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

We’ve extended our services to Provincetown, East Hampton, and Shelter Island through Columbus Day weekend, October 12th!

Travel in and out of Manhattan and Boston Harbor and capture late summer/early fall memories.

Visit flytailwind.com

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

👨‍✈️ The professionalism of the Tailwind 👨‍✈️ The professionalism of the Tailwind Air team stands out every day in their work and dedication to provide the best service to their customers.

We introduce you to four of the members who keep the gears of our company running:

🌟 Pilot @wiktor.kun 
🌟 Station Manager @f_infante
🌟 SVP Tailwind Air Shuttle @petermanice
🌟 Captain @evanjphillips

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #bostontonyc #crew #team #flights #shuttleservices #seaplanes #jets #charters

👨‍✈️ The professionalism of the Tailwind Air team stands out every day in their work and dedication to provide the best service to their customers.

We introduce you to four of the members who keep the gears of our company running:

🌟 Pilot @wiktor.kun
🌟 Station Manager @f_infante
🌟 SVP Tailwind Air Shuttle @petermanice
🌟 Captain @evanjphillips

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #nyc #bostontonyc #crew #team #flights #shuttleservices #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

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