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There is plenty to see and do in Greenport, the largest village between Orient point and Riverhead. But the reason why people gravitate here is because of how it makes them feel. So good, in fact, they would rather keep their town off the radar screen. Too late.

Greenport has a bohemian feel. Those born-and-bred there – many of whom are still involved with boats and fishing – have welcomed the newcomers, who tend to be creative types yearning for a quality of life upgrade.

Recently named one of “America’s Prettiest Towns” by Forbes, the vistas alone will change your mental landscape. The sandy sound and bay beaches stretch farther than you can imagine. The only traffic is the North Ferry, which crosses the Peconic Bay to Shelter Island. Front Street has the expected boutiques and galleries. It also has the unexpected: a 1920s working carousel, an outdoor ice-skating rink, and, just behind Main Street, a working ship yard that dates back to the 19th century.

Sheri’s picks for fabulous and super yummy Greenport hotspots:

Restaurants and Eateries:
The Frisky Oyster
Aldo’s Cafe
The Market
Sushi Sasuke Club formerly known as D’Latte
Claudios Clam Bar and Restaurant
Greenport Brewery
Bruce’s Cheese Emporium and Cafe
Cuvee Bar and Bistro
VINe and First Street Restaurant
Greenport Brewery

Calypso St. Barth
Jet’s Dream

The Carousel
Maritime Festival- held annually in the fall.