NY • BOSTON • HAMPTONS • BRIDGEPORT

Buy a Shuttle Ticket

Manhattan, Boston, Hamptons, Provincetown, DC and more

Now Score Big Bonuses when Buying Flight Credit!

Looking to treat a friend? Now, when you purchase any flight credit, you will also receive a bonus credit added to your account for free! Also receive a $300 bonus when you purchase any sightseeing charter! Rewarding both yourself and someone special has never been easier.

*Some restrictions apply.
See below for more details.

Don’t miss out on the last flights of the season!

Flights to Manhattan, Boston, and Washington D.C. will end for the season on December 21st. Flights will resume for your next adventure on March 21st.

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

The happiest moments are the ones that stay with u The happiest moments are the ones that stay with us, and what makes them memorable is the great experience we have from beginning to end.

Trust Tailwind Air to make your trip to Manhattan, Boston, or Washington D.C. one of the most enjoyable experiences you'll ever have. 

Visit flytailwind.com and book now!👌

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters

The happiest moments are the ones that stay with us, and what makes them memorable is the great experience we have from beginning to end.

Trust Tailwind Air to make your trip to Manhattan, Boston, or Washington D.C. one of the most enjoyable experiences you'll ever have.

Visit flytailwind.com and book now!👌

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters
...

Have you already experienced how great it is to tr Have you already experienced how great it is to travel by seaplane?🤩

It's a must-do, without a doubt as it allows you to experience the world differently and beautifully.

With Tailwind Air, you will get the best service from start to finish!

What are you waiting for? Give it a go now! Stop by flytailwind.com and get information about schedules, prices, and booking.👌

 #tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters

Have you already experienced how great it is to travel by seaplane?🤩

It's a must-do, without a doubt as it allows you to experience the world differently and beautifully.

With Tailwind Air, you will get the best service from start to finish!

What are you waiting for? Give it a go now! Stop by flytailwind.com and get information about schedules, prices, and booking.👌

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters
...

The most magical time of the year is here!🎄😃 The most magical time of the year is here!🎄😃

Imagine admiring the holiday lights of the city during December from the heights, comfortable in your seat aboard our seaplanes.

Take advantage of these days to travel between Boston, Manhattan, and Washington DC until December 21, and do all that seasonal shopping!

Book now through flytailwind.com 🙌🏻

 #tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #december #christmas #travelers #travel #shuttleservice #seaplanes #jets #charters

The most magical time of the year is here!🎄😃

Imagine admiring the holiday lights of the city during December from the heights, comfortable in your seat aboard our seaplanes.

Take advantage of these days to travel between Boston, Manhattan, and Washington DC until December 21, and do all that seasonal shopping!

Book now through flytailwind.com 🙌🏻

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #december #christmas #travelers #travel #shuttleservice #seaplanes #jets #charters
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From Intercontinental Heavy Jets to Regional Turbo From Intercontinental Heavy Jets to Regional Turboprops and Seaplanes: charter and take your family or friends on an unforgettable trip aboard our jets!🙌

We have at your disposal a fleet of the most luxurious, fast, and comfortable planes that go to the destination of your choice.

Imagine visiting Manhattan, DC, or Boston without waiting and wasting hours, just boarding the jet at the scheduled departure time and then having it waiting for you in the hangar when you have finished your city tour.

Sounds good, right?😁 Visit flytailwind.com for more charter information.

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters

From Intercontinental Heavy Jets to Regional Turboprops and Seaplanes: charter and take your family or friends on an unforgettable trip aboard our jets!🙌

We have at your disposal a fleet of the most luxurious, fast, and comfortable planes that go to the destination of your choice.

Imagine visiting Manhattan, DC, or Boston without waiting and wasting hours, just boarding the jet at the scheduled departure time and then having it waiting for you in the hangar when you have finished your city tour.

Sounds good, right?😁 Visit flytailwind.com for more charter information.

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters
...

Take the opportunity to book before the season end Take the opportunity to book before the season ends!🤩

Attend your commitments or plan your weekend of shopping and sightseeing by hopping aboard our seaplanes!

Remember that our routes will be in service until December 21st. We will resume Boston, Manhattan, Washington DC flights March 21st, 2023.🗓️

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters

Take the opportunity to book before the season ends!🤩

Attend your commitments or plan your weekend of shopping and sightseeing by hopping aboard our seaplanes!

Remember that our routes will be in service until December 21st. We will resume Boston, Manhattan, Washington DC flights March 21st, 2023.🗓️

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters
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Travel from Boston Harbor or Manhattan to Nantucke Travel from Boston Harbor or Manhattan to Nantucket and celebrate The 48th Annual Christmas Stroll!🎄

The Christmas Stroll weekend will be on December 2nd-4th, with a visit from Santa Claus! Featuring Santa's Village market, live entertainment, craft shows, tours, and local offerings. 

We’re offering special charters on a first-come, first-served basis.

These flights are not available on our website. If you wish to book, please email reservations@flytailwind.com with the number of people and preferred flights, and we will contact you directly.😃

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #christmas #christmasseason #holidayseason #christmasshopping #shuttleservice #seaplanes #jets #charters

Travel from Boston Harbor or Manhattan to Nantucket and celebrate The 48th Annual Christmas Stroll!🎄

The Christmas Stroll weekend will be on December 2nd-4th, with a visit from Santa Claus! Featuring Santa's Village market, live entertainment, craft shows, tours, and local offerings.

We’re offering special charters on a first-come, first-served basis.

These flights are not available on our website. If you wish to book, please email reservations@flytailwind.com with the number of people and preferred flights, and we will contact you directly.😃

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #christmas #christmasseason #holidayseason #christmasshopping #shuttleservice #seaplanes #jets #charters
...

Love Christmas but don't like snow?👀 Starting Love Christmas but don't like snow?👀

Starting December 21, Tailwind Air will fly south! Swap the eggnog for a piña colada and travel to Florida or The Bahamas this winter.

Enjoy the upcoming holidays with your loved ones in a different way this year! Contact us for more information.🙌

#tailwindair #flytailwind #flytailwindair #flythefastlane #florida #bahamas #christmas #christmasflights #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters

Love Christmas but don't like snow?👀

Starting December 21, Tailwind Air will fly south! Swap the eggnog for a piña colada and travel to Florida or The Bahamas this winter.

Enjoy the upcoming holidays with your loved ones in a different way this year! Contact us for more information.🙌

#tailwindair #flytailwind #flytailwindair #flythefastlane #florida #bahamas #christmas #christmasflights #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters
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Comfort and tranquility are priceless!🙌 Flying Comfort and tranquility are priceless!🙌

Flying is always more fun when you’re treated like royalty. Personalized attention before, during, and after getting off our seaplane; traveling with your best four-legged friend; and arriving to your destination within 85 minutes.

Sounds good, doesn't it? Book now through flytailwind.com 😁

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters

Comfort and tranquility are priceless!🙌

Flying is always more fun when you’re treated like royalty. Personalized attention before, during, and after getting off our seaplane; traveling with your best four-legged friend; and arriving to your destination within 85 minutes.

Sounds good, doesn't it? Book now through flytailwind.com 😁

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters
...

Thanksgiving is the time of year when we gather wi Thanksgiving is the time of year when we gather with our loved ones to celebrate.🧡 

It’s time to reflect on what we are most grateful for. Our Tailwind Air family sends its best wishes to you and yours. 

Happy Thanksgiving to all our team members, friends, and passengers!🙌🏻

#tailwindair #flytailwind #flytailwindair #flythefastlane #thanksgiving #thanksgivingday #thanksgiving2022 #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters

Thanksgiving is the time of year when we gather with our loved ones to celebrate.🧡

It’s time to reflect on what we are most grateful for. Our Tailwind Air family sends its best wishes to you and yours.

Happy Thanksgiving to all our team members, friends, and passengers!🙌🏻

#tailwindair #flytailwind #flytailwindair #flythefastlane #thanksgiving #thanksgivingday #thanksgiving2022 #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters
...

Life is about the moments we make!🤩 Admiring a Life is about the moments we make!🤩

Admiring a sunrise or sunset, seeing the world from the clouds, and enjoying quality service are some of the many small pleasures in this world.

Those magical moments are the ones that will always stay with us. Experience them with Tailwind Air!

Buy e-gift cards, sightseeing experiences, and future flight credit with just a few clicks on our website https://www.flytailwind.com/commuter-books/ 👌🏻

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters

Life is about the moments we make!🤩

Admiring a sunrise or sunset, seeing the world from the clouds, and enjoying quality service are some of the many small pleasures in this world.

Those magical moments are the ones that will always stay with us. Experience them with Tailwind Air!

Buy e-gift cards, sightseeing experiences, and future flight credit with just a few clicks on our website https://www.flytailwind.com/commuter-books/ 👌🏻

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #traveling #travelers #flights #shuttleservice #seaplanes #jets #charters
...

Tailwind Air offers the most comfortable, fast, an Tailwind Air offers the most comfortable, fast, and luxurious seaplane service on the East Coast!🤩

Why spend 3+ hours in conventional airports waiting to board your plane and get to your destination? 

Boston 🔁 Manhattan: 75 minutes (each way).
Manhattan 🔁  Washington DC: 85 minutes (each way).

Save time and enjoy the beautiful scenery from above. 

Book through flytailwind.com before our 2022 season ends on Dec 21!📅

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters

Tailwind Air offers the most comfortable, fast, and luxurious seaplane service on the East Coast!🤩

Why spend 3+ hours in conventional airports waiting to board your plane and get to your destination?

Boston 🔁 Manhattan: 75 minutes (each way).
Manhattan 🔁 Washington DC: 85 minutes (each way).

Save time and enjoy the beautiful scenery from above.

Book through flytailwind.com before our 2022 season ends on Dec 21!📅

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #travelers #travel #shuttleservice #seaplanes #jets #charters
...

The holidays are approaching and that means one th The holidays are approaching and that means one thing: presents.🎁

You have at your disposal the fastest, most comfortable way to move from city to city to do your Christmas shopping!

It is better to be safe than sorry and avoid those last minute rushes. Take a weekend trip and travel to Manhattan, Boston, or DC and get what your loved ones have been dreaming of the whole year.

Please note: our flights to these cities will run through December 21st due to the season. We will then resume summer routes in 2023.🙌🏻

#tailwindair #flythefastlane #flytailwindair #flytailwind #newyork #nyc #manhattan #washingtondc #dc #wa #boston #bos #christmas #christmasshopping #travelers #travel #flights #shutleservice #seaplanes #jets #charters

The holidays are approaching and that means one thing: presents.🎁

You have at your disposal the fastest, most comfortable way to move from city to city to do your Christmas shopping!

It is better to be safe than sorry and avoid those last minute rushes. Take a weekend trip and travel to Manhattan, Boston, or DC and get what your loved ones have been dreaming of the whole year.

Please note: our flights to these cities will run through December 21st due to the season. We will then resume summer routes in 2023.🙌🏻

#tailwindair #flythefastlane #flytailwindair #flytailwind #newyork #nyc #manhattan #washingtondc #dc #wa #boston #bos #christmas #christmasshopping #travelers #travel #flights #shutleservice #seaplanes #jets #charters
...

Last opportunity to confirm your seaplane trip. Fe Last opportunity to confirm your seaplane trip. Ferry rides are sold out!👌

Travel from Boston Harbor or Manhattan to Nantucket's 48th Annual Christmas Stroll from Friday 2nd, through Sunday 4th. We are offering special group charters on a first-come, first-served basis.

Thursday DEC 1st, and Friday DEC 2nd:

2:00 pm BNH - ACK
4:00 pm NYS - ACK

Sunday DEC 4th:

12:30 pm ACK - BNH
2:30 pm ACK - NYS

Please note these flights are not available on our website. If you wish to book, please email to reservations@flytailwind.com with the number of people and preferred flights, and we will contact you directly.😁

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #boston #nantucket #christmas #christmasstroll #shuttleservice #seaplanes #jets #charters

Last opportunity to confirm your seaplane trip. Ferry rides are sold out!👌

Travel from Boston Harbor or Manhattan to Nantucket's 48th Annual Christmas Stroll from Friday 2nd, through Sunday 4th. We are offering special group charters on a first-come, first-served basis.

Thursday DEC 1st, and Friday DEC 2nd:

2:00 pm BNH - ACK
4:00 pm NYS - ACK

Sunday DEC 4th:

12:30 pm ACK - BNH
2:30 pm ACK - NYS

Please note these flights are not available on our website. If you wish to book, please email to reservations@flytailwind.com with the number of people and preferred flights, and we will contact you directly.😁

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #boston #nantucket #christmas #christmasstroll #shuttleservice #seaplanes #jets #charters
...

Traveling means living to the fullest!🤩 Gettin Traveling means living to the fullest!🤩

Getting to know new places, people, and local cultures while enjoying beautiful landscapes is our MOTTO.

Looking for the best way to travel? Hop on our seaplanes! Quality service, comfort, speed, and luxury identify our service.

Visit flytailwind.com and experience the best moments of your life!🙌

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #travel #travelers #travellife #shuttleservice #seaplanes #jets #charters

Traveling means living to the fullest!🤩

Getting to know new places, people, and local cultures while enjoying beautiful landscapes is our MOTTO.

Looking for the best way to travel? Hop on our seaplanes! Quality service, comfort, speed, and luxury identify our service.

Visit flytailwind.com and experience the best moments of your life!🙌

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #travel #travelers #travellife #shuttleservice #seaplanes #jets #charters
...

When you travel with Tailwind Air, make sure to br When you travel with Tailwind Air, make sure to bring your four-legged friend with you!

We love dogs, and adore having them onboard. ❤️

Treat yourself and your best friend to one of our flights! 

Visit flytailwind.com and learn about our terms and conditions.

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #BOS #pets #petfriendly #dogs #travels #travelers #shuttleservice #seaplanes #jets #charters

When you travel with Tailwind Air, make sure to bring your four-legged friend with you!

We love dogs, and adore having them onboard. ❤️

Treat yourself and your best friend to one of our flights!

Visit flytailwind.com and learn about our terms and conditions.

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #BOS #pets #petfriendly #dogs #travels #travelers #shuttleservice #seaplanes #jets #charters
...

• Safe • Luxurious • Fast • Private • • Safe
•  Luxurious
•  Fast
•  Private
•  Pet Friendly
•  Great views
•  Stylish
•  Free of traffic
•  Comfortable

In a nutshell: Unique.

Join the elite way to travel now!🤩

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #shuttleservice #seaplanes #jets #charters

• Safe
• Luxurious
• Fast
• Private
• Pet Friendly
• Great views
• Stylish
• Free of traffic
• Comfortable

In a nutshell: Unique.

Join the elite way to travel now!🤩

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #shuttleservice #seaplanes #jets #charters
...

🗣️Reminder to all of our clients: Lock in a 🗣️Reminder to all of our clients: 

Lock in at a 15% discount relative to 2022 ticket book prices to East Hampton, Shelter Island, Montauk, and Provincetown.

All summer destination ticket books are valid for two years, can be applied towards charter, and can be used by anyone you designate. As always, commuter bookholders have last-seat availability.

Plan your 2023 summer holidays and take advantage of this great deal today!

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #commuters #discount #shuttleservice #seaplanes #jets #charters

🗣️Reminder to all of our clients:

Lock in at a 15% discount relative to 2022 ticket book prices to East Hampton, Shelter Island, Montauk, and Provincetown.

All summer destination ticket books are valid for two years, can be applied towards charter, and can be used by anyone you designate. As always, commuter bookholders have last-seat availability.

Plan your 2023 summer holidays and take advantage of this great deal today!

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #commuters #discount #shuttleservice #seaplanes #jets #charters
...

You're invited!👌 St. Regis Residences Boston You're invited!👌
 
St. Regis Residences Boston invites you to a special evening with Tailwind Air and Untold Story. Join us as we unveil Mini-Breaks, a series of trips throughout New England and New York, created to present destinations in a new light. 

The event will take place TODAY from 5:30 p.m.to 7:30 p.m. in the magnificent St. Regis Residences, 150 Seaport Blvd, Boston. Valet parking service will be provided.

We’ll be expecting you!

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #bos #massachusetts #stregis #untoldstory #newengland #nyc #shuttleservice #seaplanes #jets #charters

You're invited!👌

St. Regis Residences Boston invites you to a special evening with Tailwind Air and Untold Story. Join us as we unveil Mini-Breaks, a series of trips throughout New England and New York, created to present destinations in a new light.

The event will take place TODAY from 5:30 p.m.to 7:30 p.m. in the magnificent St. Regis Residences, 150 Seaport Blvd, Boston. Valet parking service will be provided.

We’ll be expecting you!

#tailwindair #flytailwind #flytailwindair #flythefastlane #boston #bos #massachusetts #stregis #untoldstory #newengland #nyc #shuttleservice #seaplanes #jets #charters
...

One of the perks of flying on an amphibious aircra One of the perks of flying on an amphibious aircraft?🤔

We can take off both from sea and land!

We’ll get you there comfortably and fast, getting A-List service.

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc  #manhattan #washingtondc #DC #WA #boston #shuttleservice #seaplanes #jets #charters

One of the perks of flying on an amphibious aircraft?🤔

We can take off both from sea and land!

We’ll get you there comfortably and fast, getting A-List service.

#tailwindair #flytailwind #flytailwindair #flythefastlane #newyork #nyc #manhattan #washingtondc #DC #WA #boston #shuttleservice #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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