10am → 8pm · Walk-on ferry friendly · 1 day

Shelter Island Day Trip from Greenport

Shelter Island is the easiest add-on to a North Fork weekend — a 10-minute ferry from Greenport gets you to a slower-paced island with two stand-out lunch spots and the best sunset bar on the East End.

Stops

  1. 10:00 AM: North Ferry from Greenport

    The North Ferry leaves every 15 minutes from downtown Greenport — walk-on or drive-on, no reservation needed.

  2. 12:30 PM: Lunch at Sunset Beach

    André Balazs's St-Tropez-on-the-Sound — rosé, frites and a beachfront table.

  3. 3:00 PM: Tea at The Pridwin

    A landmark 1927 hotel reopened in 2023 — afternoon tea on the porch, then a walk to Crescent Beach.

  4. 6:30 PM: Dinner at The Ram's Head Inn

    Quiet, elegant dining room facing Coecles Harbor — book early.

  5. 9:00 PM: North Ferry back to Greenport

    Last ferry typically runs until 11:45 PM — confirm the seasonal schedule before you board.

FAQ

Do I need a car on Shelter Island?

Not strictly — Sunset Beach and The Pridwin are walkable from the North Ferry landing — but a bike or car makes the south end of the island much more accessible.