This charming Hamptons village has bayside beaches and a postcard-perfect downtown.

Meet the Expert

Henley Vazquez is co-founder and travel advisor atFora, a modern travel agency.

Another reason to visit Sag Harbor?

Mother and daughter pass a bookstore in Downtown Sag Harbor

Credit:Discover Long Island

For a worth-it splurge, consider one of the accommodations with private gardens or decks.

The quaint property is ideally situated in the heart of Sag Harbor.

The picturesque nine-block stretch is teeming with eclectic shopping and dining offerings but more on those later.

Pool area of Baron’s Cove

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The calm waters make it a popular pick amongst families.

The mile-long Foster Memorial Beach is another excellent option.

Bay Street Theater

According to Vazquez, a visit toBay Street Theateris an absolute must.

Looking past the famous Windmill to the small beach in Sag Harbor.

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Visitors can also stroll nearly two miles on the beach along Jessups Neck Peninsula.

Bloom

Bloom is a fabulous little antique and furniture store, says Vazquez.

Expect a specially curated selection of beachy-chic hostess gifts, tableware, and accessories.

A couple holds hands as they walk downtown Sag Harbor

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Plus, says Vazquez, The whale logo on their storefront is a nice nod to Moby Dick.

If youre lucky, you may be able to spot a celeb or two.

Bonus: All glazes and fillings are made in-house with locally sourced organic ingredients.

Boats docked in the harbor of Sag harbor

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Lulu Kitchen & Bar

Wood-fired cooking is on full display at the Mediterranean-inspiredLulu Kitchen & Bar.

The restaurant boasts a cozy ambiance, making it the ideal date night spot.

Also, it’s worth noting that some shops, restaurants, and hotels are only open seasonally.

However, thats not to say youhaveto visit in the summer to have a great time.

However, if you want to explore the surrounding towns and villages, renting a car is best.

(Fortunately, companies like Hertz and Enterprise have several locations throughout the Hamptons.)

While taxis and ride-share services are available, theyre not cheap and the cost can add up quickly.