From New York City on North Fork:
Take the Long Island Expressway to last exit, number 73 in Riverhead. When you come off that exit, you will be heading east on County Road 58. County Road 58 becomes Route 25 on the other side of Riverhead. It is about a 45 minute drive from the end of the expressway to Greenport. In Greenport you will pass the High School on the left side. Within 2 blocks – on the right side – you will see markers for Route 114 and Shelter Island Ferry. Follow those markers – down side street – to ferry landing.Follow directions below “From North Ferry.”
From the South Fork:
Take the Long Island Expressway to the Sunrise Highway (Route 27). The Sunrise Highway turns into County Road 39. North onto Sandy Hollow Road (look for sign to Sag Harbor)) to North Sea Road, then right onto Noyack Road. Left at The Waterside Restaurant onto Long Beach Road (turns into Route 114 at the circle). Take 114 to end, South Ferry Landing. Follow directions below “From South Ferry.”
From New England:
Take the Cross Sound Ferry (reservations required, call 1-631-323-2525) from New London, CT to Orient Point, then Route 25 to Greenport-Shelter Island Ferry.
When you arrive on Shelter Island…
From North Ferry:
When you exit the ferry, you will be on Route 114 South. Follow 114 South as it winds through a small town with shops and a Mobil Gas Station on the right side. 1/2 mile south of the Gas Station, make a right onto West Neck Road. West Neck Road will become Shore Road as you pass the Golf Course; go down the hill to the waterfront – road bears to the left. The Pridwin is 1/2 mile down the beach on the left.
From South Ferry:
When you exit the ferry, you will be on Route 114 North. Follow Route 114 North approximately 3 3/4 miles, and make a left onto West Neck Road. West Neck Road will become Shore Road as you pass the Golf Course, and go down the hill to the waterfront – road bears to the left. The Pridwin is 1/2 mile down the beach on the left.