Flights run September 7-October 30, 2020

* All flights to and from Shelter Island will have a scheduled stop at East Hampton for passenger pickup, drop-off

FROM Shelter Island and Easthampton TO Manhattan Seaplane Base

Dep. Shelter Island (DXE)3:45 PM7:00 AM7:00 AM
Dep. East Hampton (HTO)4:00 PM7:15 AM7:15 AM
Arrive Manhattan - (NYS)4:45 PM8:00 AM8:00 AM

FROM Manhattan Seaplane Base (E. 23rd Street and FDR) TO Easthampton and Shelter Island

Dep. Manhattan5:00 PM5:00 PM5:00 PM
Arrive Easthampton5:40 PM5:40 PM5:40 PM
Arrive Shelter Island6:00 PM6:00 PM6:00 PM


Book of 5 Tickets $575 Each
Book of 10 Tickets $550 Each

East Hampton Airport (HTO) to/from NY Seaplane Base @ E. 23rd & FDR Dr. (NYS)

June 25-Sept 7, 2020  PEAK

23rd → E.Hamp.23rd → E.Hamp.23rd → E.Hamp.E.Hamp. → 23rdE.Hamp. → 23rdE.Hamp. → E.23rd
- - --7:00 a.m. -
-3:30 p.m.3:00 p.m.3:45 p.m.9:30 a.m. -
5:30 p.m.5:45 p.m.5:15 p.m.6:15 p.m.- -

SHELTER ISLAND (Shelter) to/from NY SEAPLANE BASE @ E. 23rd & FDR Dr. (NYS)

June 25-Sept 7, 2020  PEAK

E.23rd → ShelterE.23rd → ShelterE.23rd → ShelterShelter → E.23rdShelter → E.23rdShelter → E.23rd
- - --7:15 a.m.-
-3:15 p.m.2:45 p.m.3:30 p.m.9:45 a.m. -
5:30 p.m.6:00 p.m.5:30 p.m.6:00 p.m.- -


June 25-Sept. 7, 2020   PEAK

E.23rd → MontaukE.23rd → MontaukE.23rd → MontaukMontauk → E.23rd
5:30 p.m.6:00 p.m.5:30 p.m.3:15 p.m.


Wednesday July 1 — Use Thursday Peak
Monday September 7 — Use Sunday Peak
Tuesday September 8 — Use Monday Peak

TICKET BOOK MEMBERSHIP (includes all tax and fees**)

10 Pack Ticket Book – Manhattan to/from East Hampton or Shelter

$ 6,490   ($649 per ticket)

20 Pack Ticket Book –  Manhattan to/from East Hampton/ Shelter 

$ 12,480 ($624 per ticket)

10 Pack Ticket Book –  Manhattan to/from Montauk  

$ 7,490   ($749 per ticket)

20 Pack Ticket Book –  Manhattan to/from Montauk   

$ 14,480 ($724 per ticket)

**Save $960 when purchasing a 10 pack and $2420 when purchasing 20 pack

INDIVIDUAL SEAT PRICING (includes all tax and fees**)

NYS and Shelter or HTO$625 one way
$1000 round trip
$675 one way
$1200 round trip
$675 one way
$1200 round trip
NYS and Montauk$795 one way
$1495 round trip
$845 one way
$1595 round trip
$895 one way
$1795 round trip
Restrictions3 Days or more from departureNone (always open)None (always open)
ChangesYes, $75 fee and at least 48 hours prior to departure plus any difference in fareYes, $75 fee and at least 48 hours prior to departure plus any difference in fareYes, unless within 24 hrs
RefundableWithin 24 of purchase onlyYes, up to 3 days before departure dateYes, unless within 24 hrs of departure


In addition to our ticket book holder scheduled services, we offer our seaplanes for charter.  Fixed rates for popular routes are below and include taxes and fees**:

CITY PAIRCharter Rate
Manhattan-East Hampton$3,900.
Manhattan-Shelter Island$3,900.

**Under the 2020 CARES act, 7.5% Federal Excise Tax is waived for 2020 for all rates above.

Book A Flight

through our partner iflysouthern.com

Please Note—Ticket Book Memberships purchased in 2020 will NOT expire. All ticket book purchases will be valid through 2021 at no additional cost.

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

For all ticket book sales and private charters please call 212-328-9145 or email Aliyah McDonald at amcdonald@flytailwind.com
Individual seats can be purchased online at flytailwind.com, or calling 212-328-9145 

About Tailwind: 
Tailwind is a veteran-owned FAA part 135 licensed and insured operator/manager of aircraft based in White Plains, NY (HPN). We have owned, managed and flown scheduled and charter passenger seaplane service into Manhattan’s East NYS 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.

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.

Contact us:
Commuter Memberships/Books:   Call 212-328-9145 or Contact Aliyah McDonald at amcdonald@flytailwind.com
General Inquiries:  212-328-9145 or info@flytailwind.com
Charter:  212-328- 9145 or charter@flytailwind.com