Pridwin Travel Guide
Planes, trains, automobiles--and a quick ferry ride! Travel to Shelter Island is easy using a variety of transportation methods.
- On This Page:
- Travel Guide
- Fly to Shelter Island
- Driving Directions
Fly to Shelter Island
Taking a plane to Shelter Island from New York City is easier than ever thanks to our friends at Tropic Ocean Airways. Click here to learn more.
Travel Guide
Whatever your preference, we'll help you plan your trip every step of the way.
Trust us: taking the Ferry to Shelter Island is a breeze. It's a simple five-minute ride over the sparkling waters of Shelter Island Sound. Plus, no reservations are required, and wait times are usually minimal.
There are two ferries-one at each end of the island-operating in a constant loop daily. The North Ferry departs from Greenport, New York and the South Ferry from North Haven, New York. Traffic is boarded on a first-come, first-serve basis. Cars, bicycles and walk-on guests pay on board.
Please note that tickets for both the North Ferry and the South Ferry are cash only.
Trips can be purchased one way or round trip, depending on guest preference and travel plans. (Tip: For the North Ferry, Greenport offers a quaint and walkable downtown area with shops and eateries. For the South Ferry, Sag Harbor is the home of our sister property Baron's Cove-the perfect Hamptons spot to stop for lunch with a water view.)
To learn more about ferry service to Shelter Island, please visit NorthFerry.com and SouthFerry.com.
The Hampton Jitney is an easy car-free method of travel to Shelter Island from New York City. The Jitney departs from either 83rd Street or 41st Street in Manhattan, and takes you right to the North Ferry Terminal in Greenport. From there, walk on to the North Ferry, and text us at (631) 888-9421-we'll send our Pridwin Chauffeur down to pick you up.
To learn more about the Hampton Jitney, visit HamptonJitney.com.
Departing from New York City's Penn Station, the Long Island Railroad offers an easy 3 hour, 45 minute train ride to Greenport, New York. The route includes one transfer in Ronkonkoma, Long Island.
To learn more about the Long Island Rail Road's service to Greenport, visit LIRR42.MTA.info.
Fly to Shelter Island
Taking a plane to Shelter Island from New York City is easier than ever thanks to our friends at Tropic Ocean Airways.
Tropic Ocean Airways
Seaplane Service to The Pridwin
Skip the ferries, traffic, and connections. Tropic Ocean Airways' direct seaplane service brings you from Manhattan, the tri-state area, or beyond, straight to the sparkling waters of Crescent Beach. Once you land, our Pridwin boat, Fred's Folly, will bring you to shore. Talk about a memorable travel experience!
Driving Directions
Directions from the South Fork
Take the Long Island Expressway (I-495) to Sunrise Highway (Route 27). Continue east; Route 27 becomes County Road 39. Exit at Sandy Hollow Road (Exit 8) and head north. Follow Sandy Hollow Road to North Sea Road. Continue to Noyac Road, then at the traffic circle take the left onto Long Beach Road (which becomes Route 114). Stay on Route 114 and follow signs to the South Ferry in North Haven.
Directions from the North Fork
Take the Long Island Expressway (I-495) to its end. Continue straight onto Route 58. Follow signs for Greenport via Route 25. In Greenport, follow signs for the North Ferry (Route 114) to Shelter Island.
