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Our Fleet

CARAVAN EX

8 seats
Range: ~400 miles

2021 Schedule

TO/FROM EAST HAMPTON

May 20- September 28th, 2021

NYS → HTO

From Manhattan (NYS) OUTBOUND to East Hampton (HTO)

WednesdayThursday Friday
3:30 p.m.3:00 p.m.
5:30 p.m.5:45 p.m.5:15 p.m.

HTO → NYS

East Hampton (HTO) INBOUND to From Manhattan (NYS

Sunday Monday
7:00 a.m.
3:45 p.m.9:30 a.m.
6:15 p.m.

TO/FROM SHELTER ISLAND

May 20- September 28th, 2021

NYS → DXE

From Manhattan (NYS) OUTBOUND to Shelter Island (DXE)

WednesdayThursday Friday
3:15 p.m.2:45 p.m.
5:30 p.m.6:00 p.m.5:30 p.m.

DXE → NYS

Shelter Island (DXE) INBOUND to From Manhattan (NYS

Sunday Monday
7:15 a.m.
3:30 p.m.9:45 a.m.
6:00 p.m.

TO/FROM MONTAUK

May 20- September 28th, 2021

NYS → MTP

From Manhattan (NYS) OUTBOUND to Montauk (MTP)

WednesdayThursday Friday
5:30 p.m.6:00 p.m.5:30 p.m.

MTP → NYS

From Montauk (MTP) OUTBOUND to Manhattan (NYS)

Sunday Monday
3:15 p.m.

Additional Flights may be scheduled as demand warrants. Tailwind may reduce the schedule during the period from May 20 – June 22 as well as from Sept 8th to September 28th based on demand


HOLIDAY SCHEDULE 2021
Sunday May 30 – No Flights
Monday May 31 – Sunday Schedule
Tuesday June 1 – Monday Schedule
Sunday July 4 – No Flights
Monday July 5 – Sunday Schedule
Tuesday July 6 – Monday Schedule
Sunday Sept 5 – No Flights
Monday Sept 6 — Sunday Schedule
Tuesday Sept 7 — Monday Schedule

COMMUTER TICKET BOOK MEMBERSHIP

10 Pack Ticket Book —Travel Between East 23rd & East Hampton or Shelter Island    $ 6,490.
(per ticket price $649.)

20 Pack Ticket Book —Travel Between East 23rd & East Hampton or Shelter Island   $ 12,480.
(per ticket price $624.)
**Savings: Save $960. When purchasing a 10 pack and $2420. when purchasing 20 pack.


10 Pack Ticket Book — Travel Between East 23rd  Street & Montauk     $ 7,490.
(per ticket price $749.)

20 Pack Ticket Book — Travel Between East 23rd Street & Montauk   $ 14,480.
(per ticket price $724.)

**Savings: Save $960. When purchasing a 10 pack and $2420. when purchasing 20 pack.

Covid-19 Statement

Tailwind Air is taking active steps in light of the COVID 19 virus to ensure that our operations remain safe, reliable, and clean.  We follow the guidance of the CDC and FAA and have active steps in place to reduce the risk of the virus. These include but are not limited to:

  • Enhanced cleaning, pre and post flight checks, and other precautions along with a detailed checklist that is completed before and after each flight. 
  • Only single use soft goods (sodas, cups, etc) will be used until further notice.
  • We strongly encourage passengers to bring their own masks and gloves.
  • Flight crews and staff will wear masks and gloves to the extent they do not interfere with flight safety, including during all loading, unloading, and check-in activity.
  • Crews are equipped with thermal temperature scanners and will deny boarding to anyone presenting an elevated body temperature.

About Tailwind

Tailwind is a veteran-owned FAA part 135 licensed and insured operator/manager of aircraft based in Rye Brook, NY (HPN). We have owned, managed and flown scheduled and charter passenger seaplane service into Manhattan’s East River street for over 6 years.  We also own and manage a fleet of regional turbo prop and jet aircraft available for charter. Find out more at www.flytailwind.com (please be patient, updates reflecting our expanded service are in progress).

About Our Seaplanes

Tailwind operates a fleet of advanced Cessna Caravan amphibious seaplanes seating 8 Passengers and always using 2 pilot crews. We conform with and often exceed all applicable FAA standards. In addition, we provide real time flight tracking.

Contact Us

Commuter Memberships/Books:   Call 212-328-9145 or Contact Reservations@flytailwind.com
General Inquiries:  212-328-9145 or info@flytailwind.com
Charter:  212-328- 9145 or charter@flytailwind.com
www.flytailwind.com

Tailwind now offers private charter purchase with ticket vouchers. Use 6 vouchers for charter travel between East East River & East Hampton/Shelter Island or Montauk at peak times and 5 vouchers for off peak.

FAQ

We hope this FAQ will help answer your questions about Tailwind Air – or drop us a line at info@flytailwind.com

From Manhattan, we have scheduled service to East Hampton, Shelter Island, and Montauk.  For details visit: https://www.flytailwind.com/hamptons-beaches/

On-demand charter is available to the Hamptons, Montauk, Martha’s Vineyard, Nantucket, Albany, Toronto, Washington, Baltimore, Chesapeake Bay, LBI, Bar Harbor, upper Vermont and New Hampshire, Lake George, you name it! For more see https://www.flytailwind.com/flights/

For our scheduled flights, you can book a flight via our website.  Flights are also available on many online travel sites and through your local travel agent.  You can also call us at 212-328-9145 or email us at reservations@flytailwind.com.  We offer discounted books of 10 and 20 tickets and extra perks for those who travel frequently.  Charter inquiries should be directed to chater@flytailwind.com.

Southern Airways is a codeshare partner of ours. Some tickets may be issued and sold through Southern Airways. No matter how you purchase your seats, all flights are operated by Tailwind Air. Welcome aboard!

Ticket prices vary, but begin at $695 one way for our Long Island destinations. We also have occasional $99 fares for certain off peak flights.  Further discounts are available through multi-ticket commuter packs as well as round trip fares. For commuter books, please contact amcdonald@flytailwind.com. To book online, go to http://flytailwind.com

Yes.  A standard sized airline carry-on of 20 lbs. is included with your fare on Tailwind Scheduled service.  For larger items, including golf bags and strollers, please contact us to make special arrangements.  Please note that we do not have the capacity to check luggage and all luggage will be securely stored in-cabin.

Terminal Locations:

Manhattan: New York Skyports Seaplane Base – East 23rd St. & FDR Drive (2430 FDR Drive)
Google Maps:  https://goo.gl/maps/kNXni2JAbk82

East Hampton: East Hampton Airport @ 173 Daniels Hole Road  Wainscott, NY
Google Maps: https://goo.gl/maps/JcTH2Kbd4oD6fmrM6

Montauk Airport: 428 E Lake Dr, Montauk, NY 11954
Google Maps: https://goo.gl/maps/uSMv16L2jcMioiTKA

Shelter Island: *
Google Maps: https://goo.gl/maps/HAnzUBvymZq2DZ9x9
We land off of Sunset Beach approx 

* Flights to/from Shelter Island include a boat transfer from the beach (Sunset Beach) to the seaplane. Special instructions will be emailed to you before your flight. Uber is available from the beachfront. Please be aware that you may need to remove shoes and get your feet wet while entering/exiting the boat launch out to the seaplane.

Please provide us with your dog’s weight and mobility status so we can do the best we can to accommodate your animal.  In a fully booked flight, your pet’s weight will count towards your baggage allotment.  There is a maximum of 1 dog per flight.

We do not have a standard frequent flier program, however we do offer discounted commuter books and expanded flight options for frequent travellers. For more information on commuter books, contact amcdonald@flytailwind.com

We provide a variety of complimentary snacks and beverages for your enjoyment.  If you have an allergy, please let us know beforehand.

No.  All children, including those under 2, must have their own ticket and be seated in a DOT-approved car seat.  If you will be traveling with your family, please book a seat for each passenger traveling, regardless of age. Please reference: https://www.faa.gov/passengers/fly_children/

There is third-party paid parking available near the East 23rd St. Skyport (NYS), but your most convenient option is to have a taxi, bus, or car service drop you off.  Parking is complimentary at most airports we fly to.

All Tailwind flights depart from private facilities and are thus not subject to standard commercial airport style security – no invasive TSA agents, lines, and you can keep your shoes on. All passengers are screened in advance against a national database, and may be denied boarding at the crew’s or company’s discretion.

Please arrive 20 minutes before your departure time.

We are legally required to monitor the total weight of the aircraft and by providing your weight in advance, it helps us to plan efficiently and avoid delays. We only use your weight for important flight planning purposes.

For Scheduled Flights: 

Within 24 hours of a ticket purchase, passengers may cancel their reservation for a full refund.

Up to 48 hours prior to departure time, passengers may change flights for a $75 change fee plus any increase in fare. Alternatively, reservations cancelled during this period will be allowed to apply the price of the purchased ticket to future travel on Tailwind for up to one (1) year after the purchase date.

Cancellations and missed flights within 48 hours will result in the loss of fare.

In the event Tailwind cancels or severely delays a flight for any reason, Tailwind will attempt to notify passengers in advance via the contact information submitted at the time of purchase. In the event of a flight cancellation, customers may choose between a refund or a credit good towards a future flight. We will assist with alternative arrangements to the extent possible.

For Private Charter- Domestic and International

  • Any cancellation within 48 hours of scheduled departure for domestic Charter Trips or within 72 hours of scheduled departure for international Charter Trips will result in a cancellation fee of 100% of the fees indicated on the Quote.
  • Any cancellations more than 48 hours prior to scheduled departure for domestic Charter Trips or more than 72 hours prior to scheduled departure for international Charter Trips, will result in cancellation fees (not to exceed the cost of the canceled trip) equal to the (i) any costs incurred by Tailwind and the air carrier in preparation for the cancelled trip, including positioning/repositioning an aircraft and flight crew in preparation for the cancelled trip, or (ii) charges equivalent to one hour of flight time in turbo props, or two hours of flight time in jet aircraft, whichever is greater.
  • Except as described in this section, Client will not be charged other cancellation fees for flights cancelled more than 48 hours prior to scheduled departure for domestic Charter Trips, or more than 72 hours prior to scheduled departure for international Charter Trips, except in the following circumstances: (i) when an advance deposit is required for a firm reservation, some or all of the deposit may be payable as a cancellation fee, or (ii) when Tailwind has, at or prior to the time the Client makes a firm reservation, notified Client that there will be a cancellation fee, (iii) if Tailwind incurs any costs in preparation for the cancelled trip, including positioning/repositioning an aircraft and flight crew in preparation for the cancelled trip.
  • All round trip bookings are 100% refundable within 24 hours of booking if they are outside of the 48 hour domestic and 72 hour international windows described in this section.
  • Amounts payable under this section are not to be deemed as penalties, but rather shall be paid to Tailwind for Tailwind’s actual expense and damage caused by cancellation.

Please bring a valid ID.

We operate a fleet of dependable and safe amphibious Cessna Caravans.  Easily recognizable with its wingspan of 52’, the versatile Caravan is known for its ability to get you where you really want to go- by land or by sea. See more here: https://www.flytailwind.com/fleet/

Tailwind Air is taking active steps in light of the COVID 19 virus to ensure that our operations remain safe, reliable, and clean.  We follow the guidance of the CDC and FAA and have active steps in place to reduce the risk of the virus. These include but are not limited to:

  • Enhanced cleaning, pre and post flight checks, and other precautions along with a detailed checklist that is completed before and after each flight.
  • Only single use soft goods (sodas, cups, etc) will be used until further notice.
  • We strongly encourage passengers to bring their own masks and gloves.
  • Flight crews and staff will wear masks and gloves to the extent they do not interfere with flight safety, including during all loading, unloading, and check-in activity.
  • Crews are equipped with thermal temperature scanners and will deny boarding to anyone presenting an elevated body temperature.