Loading
Loading
Loading
Loading
Loading
Loading

Things To Do

The Chequit

23 Grand Avenue, Shelter Island Heights, NY 11965

More than just a hotel, the property includes a café, a full service restaurant, and a separate tavern, with a prime location in the center of town.

Stars Cafe

17 Grand Avenue, Shelter Island Heights, NY 11965

Great coffee shop in the center of town.

Marie Eiffel Market

184 North Ferry Road, Shelter Island, NY 11964

Small market with tasty deli sandwiches and waterside seating. Only a short walk from town.

Shelter Island Craft Brewery

55 North Ferry Road, Shelter Island, NY 11964

Local brewery with light bites, perfect for an open afternoon.

Sunset Beach Hotel

35 Shore Road, Shelter Island Heights, NY 11965

An ideal spot to grab a drink and catch a sunset.

Vine Street Café

41 South Ferry Road, Shelter Island, NY 11964

A more upscale, sit-down dinner option.

SALT Waterfront Bar & Grill

63 Menantic Road, Shelter Island, NY 11964

Fun dinner spot right on the water with live music.

Shelter Island Slice

3 North Ferry Road, Shelter Island, NY 11964

Pizza by the slice or the pie, great for a quick bite.

The Eccentric Bagel

25 West Neck Road, Shelter Island, NY 11964

Fresh bagels and breakfast bites.

Kyle's

27 North Ferry Road, Shelter Island, NY 11964

A sit down breakfast spot, perfect for a recap of the night before.

Town of Greenport

Greenport, NY 11944

Fun town with a bunch of great restaurants and shops to explore, also conveniently where the ferry leaves for Shelter Island.

1943 Pizza Bar

Main Street, Greenport, NY 11944

Greenport’s finest pizzas, located right in town and only a short walk from the ferry.

Lucharitos

119 Main Street, Greenport, NY 11944

A Greenport staple, great spot for tacos and Mexican food.

Kontokosta Winery

825 North Road, Greenport, NY 11944

One of our favorite vineyards on the North Fork, great view of the LI Sound and even better wine (try the field blend).

67 Steps Beach

66 Sound Road, Greenport, NY 11944

Scenic beach right near Greenport, great spot for a proposal!