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Travel & Accommodations

Shelter Island is located on the eastern end of Long Island, nestled between the North and South Forks. It is accessible only by 5-10 minute car/passenger ferries which run from Greenport (North Ferry) and Sag Harbor (South Ferry). The ferries are cash only and cost $18 for cars (one-way) and $3 for foot passengers. No reservations are required and the ferries run very frequently. For guests who are driving, please note that the North Ferry stops running at 12:45am, and the South Ferry at 1:45am. For more information on the Shelter Island Ferry, please visit: https://shelterislandferry.com/ To get around the Island throughout the weekend, Shelter Island Taxi is a great option. Their phone number is (631) 210-6677, and typically costs $10 per person.

Rental Car

Driving

We recommend that guests who are driving travel to the North Ferry (100 Third Street, Greenport, NY, 11944) to enjoy scenic views of the North Fork's wine country and the Long Island Sound and avoid the Hamptons traffic. It is an approximate 2.5-hour drive from Midtown Manhattan to the North Ferry.

Train

LIRR/Hampton Jitney

For guests traveling from New York City that are not driving, the Long Island Railroad (LIRR) or the Hampton Jitney are two great options with routes to Greenport. For the LIRR from Penn Station, board the train heading towards Ronkonkoma, and transfer in Ronkonkoma to the Greenport line. The Greenport Train Station is adjacent to the North Ferry.

Flight

ISP/LGA/JFK

For guests traveling from afar, we recommend flying into Long Island MacArthur Airport (ISP), LaGuardia Airport (LGA), or John F. Kennedy International Airport (JFK). ISP is approximately 1 hour by car to the North Ferry (note that flights into ISP are limited to a handful of airlines and cities). LGA and JFK are approximately 1 hour and 45 minutes to the North Ferry.

Shuttle

Transportation on the wedding day

June 13, 2025 2:00 pm - 12:00 am

On the day of the wedding, we have arranged for there to be shuttles from Shelter Island to the Greek Orthodox Church in Greenport, and from the church to the reception at Gardiner's Bay Country Club after the ceremony. For guests staying on Shelter Island, shuttles will depart from The Chequit Hotel at 2:00pm sharp. Guests staying in Greenport should find their way to the church at 702 Main St, Greenport, NY, by 2:45pm and can take the shuttle from the church to the reception after the ceremony. Starting at 10:30pm, shuttles will be available once every hour to take guests from the reception back to town near the various hotels on Shelter Island, as well as to the North Ferry. Note that the shuttles at 10:30pm and 11:30pm will not be going across the ferry to Greenport and guests will be required to walk on. The 12:00 am shuttle will take guests back to town, and then go across the ferry to Greenport and drop guests right near Main Street.

House Or Rental

Airbnb

Click on "view" below for a list of rentals on Shelter Island and Greenport. We have organized the information by number of guests and price for your convenience.

Hotel

Shelter Island House

11 Stearns Point Road
Shelter Island Heights, NY 11965
 

Discount Code - DKPAPA26

Hotel

The Candlelite Inn

3 South Ferry Road
Shelter Island, NY 11964
 

Please call or email John Sieni to book (631) 834-7578 candleliteinn@gmail.com

Hotel

Avalon Manor at Chase Creek

18 Sylvan Road
Shelter Island, NY 11964
 

For reservations or more information please call Debbie at 631-953-6782 or email at info@avalonmanorbnb.com.

Hotel

The Pridwin Hotel & Cottages

81 Shore Road
Shelter Island, NY 11964
 

Discount Code - PAPA-COUGHLINWED

Hotel

Sunset Beach Hotel

35 Shore Road
Shelter Island Heights, NY 11965
 

Hotel

House On Chase Creek

3 Locust Avenue
Shelter Island Heights, NY 11965
 

Hotel

The Harbor Front Inn

209 Front Street
Greenport, NY 11944
 

The Harbor Front Inn is in Greenport and is walking distance to the North Ferry.

Hotel

Townsend Manor Inn

714 Main Street
Greenport, NY 11944
 

Townsend Manor is in Greenport and is walking distance to the Greek Orthodox Church.

Hotel

The Inn At Harbor Knoll

424 4th Street
Greenport, NY 11944
 

Habor Knoll is in Greenport and is walking distance to the North Ferry.

Hotel

The Menhaden

207 Front Street
Greenport, NY 11944
 

The Menhaden is in Greenport and is walking distance to the North Ferry.

Hotel

Silver Sands Motel & Beach Bungalows

1400 Silvermere Road
Greenport, NY 11944
 

Hotel

Sound View Greenport

58775 County Road 48
Greenport, NY 11944