Eat & DRINK

CRAZY BEANS

Popular, 50s-style diner serving up a variety of coffee drinks, breakfast items, & lunch options.

2 Front Street Greenport, NY

1943 PIZZA BAR

Small, relaxed eatery specializing in brick-oven pizza, salads, & other bites.

308 D Main Street Greenport, NY

BLACK LLAMA

Trendy cocktail bar with amazing drinks & a stylish atmosphere.

300 Main St Unit A, Greenport, NY

ELLEN’S ON FRONT

Charming restaurant with a cozy atmosphere. The menu highlights fresh, local ingredients, & reflects on the town's maritime heritage.

38 Front St, Greenport, NY

BLUE DUCK BAKERY

Local bakery known for its artisanal baked goods. The menu includes freshly baked breads & pastries, often made with locally sourced ingredients.

130 Front St, Greenport, NY

NOAH’S

Popular restaurant known for its vibrant atmosphere serving New American small plates with local ingredients.

136 Front St, Greenport, NY

THE FRISKY OYSTER

Upscale restaurant known for its creative menu that focuses on locally sourced seasonal ingredients.

27 Front St, Greenport, NY

CLAUDIOS

Well-known waterfront restaurant & seafood eatery established in 1870.

111 Main St, Greenport, NY

BRIX & RYE

Modern & cozy speakeasy bar that is a favorite among locals & visitors.

308A Main St, Greenport, NY

Shop

THE TIMES VINTAGE

Charming shop known for its selection of vintage items — decor, furniture, & clothing.

429 Main St Greenport, NY

BEALL & BELL

Unique home goods & lifestyle store known for its curated selection of high-quality, stylish items.

430 Main St Greenport, NY

LIDO JEWELRY

Jewelry store featuring a curated selection, often incorporating local & artisanal designs.

132 Main St, Greenport, NY

LYDIA’S ANTIQUES

Antique shop known for its wide selection of vintage treasures & unique finds.

215 Main St, Greenport, NY

WHITE FLOWER FARMHOUSE

A charming boutique with a curated selection of home goods, garden supplies, & unique gifts.

53995 Main Rd, Southold, NY

LUMBAR & SALT

Eclectic mash up of architectural salvage, home decor, industrial finds, candles, coffee & more!

5570 Sound Ave Jamesport, NY

EXPLORE & Sightsee

INLET POND COUNTY PARK

A hidden park located within the North Fork Audubon Society with hiking trails leading to Inlet Pond and a tranquil beach on the Sound.

65275 County Rd 48, Greenport, NY

ORIENT POINT COUNTY PARK

The easternmost tip of Long Island, where you can find stunning views of the Sound & Connecticut. The area is also near the Orient Point Lighthouse.

41425 NY-25, Orient, NY

67 STEPS BEACH

A staircase leading down to one of the most beautiful beaches. Walk, sit, & enjoy the scenery and breathe in the fresh saltwater.

66 Sound Rd, Greenport, NY