Montauk

Summertime is all about quick weekend getaways to enjoy some pampering in the sun. And what better way to relax and soak up the scene than heading to the Hamptons – home to luxe boutique properties, beautiful beaches, and a hip, see-and-be-seen crowd? We’ve visited numerous boutique hotels throughout this Long Island hot spot and have found the best of the best. After all, luxury and the Hamptons go hand in hand. So check out our list of the top five boutique hotels in the Hamptons.

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

This elegant B&B in East Hampton is exactly what its name suggests: a house full of art. It was designed and decorated by the owners, Michael and Rosalind, who combine mutual talents in art and hospitality. While there are only a few rooms for rent, the hotel has all the amenities of a larger property, including endless communal spaces, an outdoor pool, and fitness center. Although big in scope, the Art House retains all of the personalized charm of staying with friends, making it a distinctive option in the Hamptons.

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Summertime is fast-approaching and we can’t wait till the days of top-down convertibles, cover-ups and flip-flops dress codes, and mini weekend getaways. After all, a share can be great but there’s something about a spontaneous trip to the beach to really make it feel like summer. So whether your home base is New York or Los Angeles, D.C. or San Francisco, or even Boston, we have a beach destination that can easily be reached via a quick road trip. So grab a map, your sunglasses, and some road trippin’ munchies, and make your escape!

Weekend Getaway from New York City: Montauk

Travel time: 2 hours, 30 minutes via car

Visit Montauk before the "too cool" Hamptons vibe has rubbed off on it.

It may seem cliche, but there’s a reason why Manhattanites flock to the Hamptons come summer. Home to upscale restaurants, trendy workout clubs, quirky shops, and of course, beautiful beaches, it offers a nice reprieve from the congestion and smog of the city — while maintaining that cool (and sometimes snobbish) city vibe. Montauk, located at the furthest tip, however, has a more laid-back feel; residents fear that a recent influx of visitors will taint its unpretentious reputation, but for now it’s a nice alternative to the ultra-exclusive vibe of other Hamptons.

Where to Stay: A cool party spot, Sole East attracts a young, beautiful crowd. With a tasty on-site restaurant, a small pool with loungers, and beach cruisers available for rent, it’s a great pick.

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It may not be the Caribbean, but with this view, who on the San Juan Islands could complain about it?

An “island getaway” doesn’t necessarily translate into washing up on the shores of the Caribbean. Plenty of other islands in the U.S. boast the same laid-back, secluded feel that you can find in Barbados or Jamaica, but often come at a fraction of those sky-high all-inclusive rates; you’ll at least save some cash on airfare! For perhaps unconventional, but nonetheless awesome, island stays, check out our top picks for value, sun, and fun!

 

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Some destinations always come to mind when people think of beach getaways: Waikiki Beach in Hawaii, Miami’s South Beach, and the crowded sands in Cancun. Some spots, however, are often overlooked and it makes them that much better. Fewer people, untouched nature, you name it; underrated beach destinations are hidden gems that can be just what you’re looking for. Check out our list of nine underrated beach destinations — and make a trip before the secret is out!

Vieques Island, Puerto Rico

Vieques Island is surrounded by gorgeous, clear waters.

This unique little island offers travelers pure, undeveloped land, mainly thanks to the US Navy’s former use of a good portion of the island. The Navy left in 2003, however, and the land it once occupied is now a national wildlife refuge. Tourists to Puerto Rico often don’t leave the mainland as it takes an extra puddle-jumper to get to Vieques and there are few tourist attractions. Instead, attractions are nature-oriented: The island’s stunning, untouched white-sand beaches and famous bioluminescent bay are the highlights, but it also features walking trails, 300-year-old trees, and some of the top snorkeling spots in the country.

Where to Stay: The quaint Inn on the Blue Horizon is a smaller, more affordable option compared to the nearby W Vieques. The inn features phenomenal ocean views, pretty Mediterranean-style architecture, and wild horses roaming the grounds.

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