Montauk, a funky beach locale a world away from manic Manhattan, is unquestionably the Hamptons’ most hipster friendly town.  

Do

In recent years the low-key community, which lies on the state’s easternmost point, has attracted a new generation of sun-seekers drawn to its pristine physical beauty and offbeat charm. Lazy days unfold at the famous Ditch Plains Beach, known for its long surf break. When night falls, the action moves to the town’s cool hotels, where the rosé flows until the early hours.  

Eat and Drink

Before reaching Montauk, drop into Clam Bar, a Hamptons institution prized for its succulent lobster roll. In Montauk, the beachfront location combined with fresh seafood, nautical décor and a cool crowd, makes Navy Beach an irresistible destination for lunch or dinner.  

Stay

Finally, a summer camp for adults. Ruschmeyer’s is a cool bolthole featuring ultra-comfortable cabins surrounded by a central A-frame building, which houses a stellar restaurant (try the clam pizza) and popular bar (Thursday night bingo is a favourite). Commandeer one of the hotel’s bikes or bring your A-game to the outdoor table tennis area and bocce courts.   

Get there

It’s just over three hours by train on the Long Island Rail Road from Penn Station or via the Hampton Jitney, a coach service that departs from several locations within Manhattan and Brooklyn.  

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