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Located in the middle of New York harbor, less than half a mile from Manhattan (and even closer to Brooklyn), 172-acre Governors Island feels like a world unto itself, far from the bustling city. It has played a key role in the defense of New York at various points and two fortifications here, Fort Jay and Castle Williams, reflect that history. From 1966 to 1996, the island was a Coast Guard station; since it closed, the city, state, and federal governments have discussed various plans for the island’s development. In the meantime, it is open to the public for six months each year, from May 1 to October 31, when it is possible to wander among the Coast Guard barracks, visit the commander’s house, and bike around the mostly car-free island. Ferries depart from both Manhattan and Brooklyn starting at 10 a.m. and running until 6:15 p.m. on weekdays and 7 p.m. on Saturday and Sunday. During many weekends in the summer, art fairs, food festivals, and other events help draw visitors to the island, but even if you go on a day without anything special scheduled, a journey here provides a refreshingly different perspective on New York.

For most of its history, the Whitney Museum, originally founded by Gertrude Vanderbilt Whitney in 1931, was located on New York’s Upper East Side, in the building that now houses the Met Breuer. In 2015, it reopened in a new, larger space designed by Renzo Piano in Manhattan’s Meatpacking District. The institution’s permanent collection is especially strong in works by leading artists from the first half of the 20th century, and as you might expect from its official name, American artists are particularly well represented—Louise Bourgeois, Alexander Calder, Stuart Davis, Edward Hopper, and many others. Visiting exhibitions tend to focus on living artists who are still producing new pieces; the museum’s Whitney Biennial (now taking place in odd-numbered years) is arguably the preeminent showcase in the United States for young contemporary artists. In addition to the galleries, the building has a number of outdoor terraces dotted with sculptures and offering views of Lower Manhattan and the Hudson River.

Find cool pieces by an array of new and noteworthy Australian brands at this small concept store, founded to showcase independent designers in an artistic shopping environment. The Melbourne space stocks a monthly edit of men’s, women’s, and children’s clothing, with original and limited-edition pieces by around 100 local lines. With so many unique options on offer, you’ve got an excellent chance of finding something that perfectly suits your aesthetic, be it a little black dress by Ella Fashion, or attention-grabbing earrings by Plain Janes. If you can’t find what you’re looking for downtown, you can always check out the other Design a Space locations in Fitzroy and Windsor—the selection is different at each store.

With headquarters in Portland, Oregon, the Ace Hotel brings a dose of Pacific Northwest cool to the Flatiron District of Manhattan. Located in a turn-of-the-century building, the Ace has become a hub for stylish visitors and freelancing New Yorkers—locals often set up shop in the hip lobby to work and sip Stumptown coffee. The aesthetic is laid-back yet creative, with fun local art, free Wi-Fi, and quirky touches like tabletops made from discarded Hubble telescope lenses. The Ace is unpretentious and inviting, with a social and interactive lobby and two destination restaurants. Rooms range from small bunk rooms to spacious loft suites—offering a match for a variety of price points.

Located in Manhattan’s “Curry Hill” (a play on the neighborhood’s formal name, Murray Hill) and surrounded by Indian restaurants frequented by taxi drivers for quick to-go plates, Kalustyan’s is a must-stop for nuts, spices, and other specialty foods sourced from around the globe. It’s easy to lose yourself among the bins, boxes, and bags, and you may end up bringing home new finds—say, French de Puy lentils or hibiscus flowers in their own syrup (great for DIY cocktails). Head upstairs for a bite at the modest in-store restaurant.

The Leopard at des Artistes is more than a restaurant. It’s an Upper West Side landmark, a Manhattan treasure and genuine New York classic. It was once Cafe des Artistes, a restaurant where luminaries from the worlds of art, politics and publishing dined in secluded elegance, surrounded by naked nymphs - each one painted in 1937 by Howard Chandler Christy in the glowing murals that line the dining room to this day. A lot has changed in 97 years behind the doorway at One West 67th Street that now welcomes you into The Leopard. In 1917 the restaurant catered exclusively to artists who lived in the building above - Norman Rockwell, Rudolf Valentino and Isadora Ducan were among its original clientele. But after a renovation in 1975, Cafe des Artistes became a dining destination for the Who’s Who of media - Barbara Walters, Diane Sawyer, Peter Jennings and more dined in the soft-lit, intimate restaurant on a regular basis. With the arrival in 2011 of new owners, Gianfranco and Paula Bolla-Sorrentino and Chef Vito Gnazzo, a new dining experience was introduced to One West 67th Street. Celebrity is no longer a must for a table in this illustrious space (although you will see many here). What you discover on the other side of a door framed by velvet drapes is a classic, elegant setting where the center of attention is you and Southern Italian cuisine prepared with joy and genius. Bossa Nova and jazz set the mood. This is a restaurant that whispers, “Welcome to the real New York.”

Having recently opened its doors to the public, the Factory on Grant Avenue in Norwood aims to be a destination for promoting the arts, crafts, design and a bit of individuality as it hopes to inject some renewed interest in the old neighborhood. The Factory features an artisanal bakery, a glass blowing studio, a screen printing workshop, an art gallery, boutique clothing stores and even a flower shop. Over the years, the popular Grant Avenue in Norwood has declined somewhat, with a proliferation of massage parlors and mini supermarkets. With the new Factory having opened early in 2014, Norwood seems to have a new buzz about it which, hopefully, will lead to other new ventures and establishments popping up too.

First opened in 1893 as Grunewald Hotel, this historic building stretches an entire city block and has a storied past that’s equally expansive. The Roosevelt has played host to presidents and senators, duchesses and dignitaries, actors and actresses. Huey Long kept a suite here in the 1930s and could often be found propped up at the Sazerac Bar (where his go-to cocktail was the Ramos Gin Fizz). Entertainers from Ella Fitzgerald and Frank Sinatra to Tina Turner and Ray Charles have performed in the Blue Room.

A $145 million rehab, completed in 2009, restored the hotel to its former glory. Now part of the Waldorf Astoria Collection, the property combines the grandeur of yesteryear with all the trappings of a modern luxury hotel—including a lavish Waldorf Astoria Spa and a hip Italian eatery.

Some find this narrow, neon-lit French Quarter street appealing, others appalling. But it’s worth a stroll either way. It’s as if all the sins of mankind and then some were rounded up and corralled here—tawdry strip shows, cheap and potent drinks, the coveting of neighbors’ wives, petty larceny, big-ass beers, bad cover bands, and so on. (Bad cover bands were not technically mentioned in the Old Testament, but to many they’re the street’s most shameful sin.) The heart of the party zone stretches eight blocks from Iberville Street to St. Philip Street, with the thickest concentration of bars on the Iberville end. New Orleans allows alcoholic drinks outside, as long as they’re in plastic cups, or “go-cups"—meaning you can roam the length of Bourbon Street with your beer or hurricane in hand.

Occupying what were the Maison Blanche department store and the S.H. Kress & Co. five-and-dime, this stately hotel first opened its doors in 2000 after a $250 million overhaul of the then-shuttered Beaux-Arts buildings. After Katrina, the property underwent a second renovation, which included the expansion of its spa (now a sprawling 25,000 square feet) and the addition of a private entrance for Club level guests.

This is a Ritz-Carlton, so you can expect the same (high) level of service and luxury—think ornate furnishings, sumptuous linens, and a $3.5 million art collection—as at other properties within the brand. But the property isn’t just another Ritz. Bellmen wear seersucker, the bistro serves po’ boys, and there’s live jazz in the lounge (which also serves a mean Vesper).

Rooftop bars are a dime a dozen in New York and many of them offer great views of the city’s skyscrapers. For now, at least, none is taller than Bar 54, which sits atop the Hyatt Times Square on the 54th floor. There are aspects of the decor that scream “chain hotel bar” but who’s paying attention? The view is what it’s all about here, especially at sunset. And the drinks, developed by Julie Reiner, owner of the popular Brooklyn cocktail lounge, Clover Club, are attention grabbing, too. Try the Cucumber Jewel, with gin, Lillet Blanc, Cappeletti, pampelmousse, lemon, and cucumber.

An often overlooked fishing village located just 10 miles south of Negril, Little Bay’s small, crescent-shaped shores and white sands will tug at your inner beach bum. There are a couple of local guesthouse options in these parts, and not much else happening within walking distance—except a slice of daily Jamaican life and some sea activities such as kayaking and snorkeling off the nearby reef. Bob Marley loved Little Bay so much, he had a house here and wrote lyrics from this beach. It’s an easy day trip from Negril and a nice spot for shutterbugs.

Despite its unappealing name, Dead Rabbit is one of the most popular bars in all of New York City and has also charmed the judges behind the World’s 50 Best Bars list, which listed it second in 2015. Drinks are served in two discrete spaces: The first is the downstairs Taproom, where you can have “craft beer, bottled punch, and whiskeys of the world"; the second is the upstairs Parlor, which features “72 historically-accurate cocktails dreamed up by the 19th century’s most celebrated bartenders.” The names, however, aren’t very 19th-century (and frankly, not all of the ingredients are, either). Take the Snake Charmer, for instance, a concoction of mezcal, New York and Oregon gins, blanc vermouth, yellow chartreuse, and gentiane. Whatever time and place they’re trying to evoke, no one who comes to drink here really seems to care; the cocktails and service are just so great, that’s all that matters.

Chef Tory McPhail was recently named James Beard’s Best Chef South and his forward-looking take on Creole classics keeps this New Orleans institution, which has launched the careers of the likes of Paul Prudhomme and Emeril Lagasse, current. Still, you can’t go wrong with classics like the turtle soup, gumbo, and bread pudding souffle. On Saturday and Sundays, there’s more pomp than usual, including a jazz trio that makes its way from table to table, but weekday lunches are nearly as iconic and, thanks to 25-cent martinis, a good reason to have a midday cocktail.

Carmen lies at the crossroads where quality, creativity, and sustainability (plus every other big-city culinary trend) meet. The namesake proprietress, alongside musician husband Rob Pevitts (both San Francisco Cordon Bleu graduates), is the genius who imported the restaurant’s California-sybarite style to Cartagena. She also brought a passion for everything that comes from the sea, and even imported her father, who’s responsible for serving up crab, lobster, fish, and octopus in line with standards he picked up on his many travels in New York and Japan.