Travel & Accommodations

Flight

FLYING IN

The easiest way to get to Shelter Island is to fly into JFK or LGA. Driving from these airports to Shelter Island takes about 2.5 hours without traffic. Public transportation options also exist including the LIRR train and Hampton Jitney bus (see below for more details).

Train

Long Island Rail Road

You can take the LIRR train to Greenport via the Ronkonkoma branch, but only a few trains make the full trip to Greenport — please check schedules! The last Greenpoint train leaves Jamaica around 6PM. There will be a brief transfer at Ronkonkoma station to the Greenport train. Tickets can be purchased at the station or ahead of time on the MTA Train Time app. From Penn Station/Grand Central: Take the LIRR Ronkonkoma branch to Greenport. From JFK: Take the Airtrain to Jamaica station, then follow LIRR train directions on the Ronkokoma branch. From LGA: Take a taxi to Jamaica station, then follow LIRR train directions on the Ronkokoma branch. This will drop you off right next to the North Ferry which you can walk on to ride to Shelter Island (see below for more ferry info).

Travel Note

HAMPTON JITNEY

If you are not driving, another way to get to Shelter Island is by taking the Hampton Jitney. Take the Jitney from NYC or Brooklyn on the North Fork route to Greenport. From Greenport, you can walk to the North Ferry to get to Shelter Island.

Travel Note

NORTH FERRY

The North Ferry runs between Greenport, NY and Shelter Island. There are no reservations - traffic is boarded on a first-come, first-serve basis. Cars and bicycles pay on board. The ferry takes about 10 minutes, and runs every 10-20min, with the last boat leaving Shelter Island at 11:45pm and last boat leaving Greenport at midnight. Please note that this ferry is CASH ONLY! Please visit the below website for more information on the ferry and rates for cars/walking.

Travel Note

SOUTH FERRY

The South Ferry runs between North Haven, NY (village right next to Sag Harbor) and Shelter Island. This ferry also does not take reservations - traffic is boarded on a first-come, first-serve basis. Cars and bicycles pay on board. The ferry takes about 5 minutes and runs every 10-15 minutes. The last boats on Fri & Sat are 1:45am from Shelter Island and 1:50am from North Haven. The ferry is CASH ONLY. Please visit the below website for more information on the ferry and rates for cars/walking.

Travel Note

Travel from New England via Cross Sound Ferry

For those traveling from points north of New York, the easiest route may be to take the Cross Sound Ferry New London, CT to Orient Point, NY. This ferry needs to be booked in advance and you can make a car reservation on the Cross Sound Ferry site below. Ferries are available every hour on the hour and the ride is generally ~1 hour and 20 minutes. Once in Orient Point, NY, you will drive/taxi about 15 minutes to the North Ferry located in Greenport, NY (see above) and make your way to Shelter Island.

Travel Note

Bed and Breakfast, AirBnB & House Rental Options

As we would love for everyone to be able to stay with us on Shelter Island and celebrate for the weekend, we strongly recommend booking your stay as soon as you are able. Hotels in Greenport are also within walking distance to the ferry to Shelter Island and a good option if you choose not to stay on Shelter Island. We have also blocked many rooms in the small inns, bed and breakfasts, and private AirBnBs, and are happy to put you in contact directly with the owners. Please email us at tessieandpat@gmail.com or text us.

Hotel

Shelter Island House

Drawing inspiration from its original roots in the 1800s, Shelter Island House has been reinvented with luxurious modern beach flair and opulent accommodations.

Hotel

The Ram's Head Inn

Sitting atop a hillside, on an island off an island, The Rams Head Inn is known as a chic yet historic and inviting seaside getaway. With a relaxing atmosphere, gracious country accommodations, quality dining, and warm hospitality, every visit is special.

Hotel

The Pridwin Hotel & Cottages

The Pridwin Hotel and Cottages is a classic American resort hotel that has been offering welcoming hospitality on Shelter Island since 1927.

Hotel

The Chequit

Seaside hotel and restaurant perched over the tranquil waters of Shelter Island Heights historical district. Newly renovated Summer 2021.