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Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

Fancy yourself a brave one, do ye? Aye, aye, then the Cliffs of Moher are right up your alley. Ireland‘s most popular tourist destination does not disappoint, though visiting during the middle of the day means you’re going to have to share the walking paths with plenty of other folk - most of them American visitors in their finest Notre Dame Fighting Irish t-shirts. Come early in the morning or late in the afternoon and you’ll have the cliffs, beautiful light, and ancient rock monsters all to yourself. That’s right; rock monsters. That’s one giving tourists the finger right there in the ocean.

Situated on the banks of the Cumberland River in downtown Nashville, this outdoor venue has hosted a variety of acts and genres—Janet Jackson, Chicago, Lynyrd Skynyrd, Neil Young, Marilyn Manson, and Phish, to name a few—since it opened in 2015. Concessions include local flavors like Martin’s Bar-B-Que and Hattie B’s hot chicken, as well as a little Pickers vodka to wet the whistle. Hamburgers, hot dogs, pretzels, nachos, and beer, of course, round out the offerings of outdoor concert fare. The backdrop for the entertainment can’t be beat: the river behind you, the stars overhead, and Music City’s skyline.

The ever-colorful Jaffa Flea Market, in operation for more than 100 years, inhabits a portside neighborhood of alleyways, covered walkways, and outdoor verandas. Wander the endless market streets to find restored antiques and handicrafts, Judaica and Persian tiles, as well as designer boutiques and art galleries. Even if you don’t buy a thing, it is the perfect spot to sample local fare. Once the sun sets, and the vendors head home, a food scene springs to life—a wonderland of twinkling lights with dozens of trendy restaurants, bars, and chic cafés. (The flea market is called Shuk Hapishpishim in Hebrew.)

It might be the handpainted Venetian chandeliers, but Quattro elevates the concept of a ski resort restaurant. This is a level of cuisine and ambience you’re more likely to find in New York or San Francisco. On chef Jeremy Trottier’s menu, the prix fixe fare changes seasonally, with certain favorites, like rigatoni pecorari and risotto, always available. Though Araxi and Bearfoot Bistro lead the party charge during Whistler’s wildly successful Cornucopia festival every November, always check the schedule to see what Trottier is stirring up during this wine and food extravaganza.

This stylish wine bar, bottle shop, and all-day restaurant is the brainchild of two food and wine world forces: Jessi Singh, the chef from San Francisco and New York City’s acclaimed Babu Ji, and James Beard Award–winning sommelier Rajat Parr. Opened this year, Bibi Ji, which takes its name from an Indian term of endearment, pays tribute to the women in the cofounders’ lives who cultivated their love for food and hospitality. The seafood-focused menu with Australian and Indian influences changes regularly, depending on what’s available at the Santa Barbara farmers’ market. Oysters are accompanied by pickled green mango butter, sea urchin is featured in the uni biryani dish with fried rice, and the seafood coconut curry can include prawns or vegetables. The presentation is almost so pretty you don’t want to disturb it, but let that moment pass and dig in. Pair your meal with any of the limited-run, small-keg draft beers; the rotating new beers in the beer fridge; wine from the bottle shop—or surrender to the experts and let them do the pairing for you. Whether you sit indoors or outside, the California spirit blends with Singh’s and Parr’s beloved India, making the restaurant what the owners call a “good-time place.”

Dark and atmospheric, yet as cozy as any neighborhood bar, Charlie Was a Sinner offers up small plates and unique cocktails. Everything is vegan and delicious; even the pickiest meat eater would enjoy the creative meat-free sliders and the faux meatballs. A favorite of many locals, “Charlie Was” is often listed as one of Philly’s best eclectic restaurants. Happy hour is a great time to try featured menu items at a discounted price. Reservations are highly recommended. PS – You can ask, but nobody will reveal who Charlie is or what he (or she) did!

The state’s first dedicated craft-beer café and boutique showcases over 500 brews in the up-and-coming Kakaako neighborhood. All seven Oahu breweries rotate through here, including Home of the Brave. This nearby brewpub not only produces great suds like the smooth Remember Pearl Harbor Lager, but it squeezes World War II memorabilia into its Brewseum (brewseums.com). The shop is especially strong on Hawaiian beers with seasonal flavors like Lanikai Brewing’s use of Surinam cherries in a sour or Honolulu BeerWorks drawing pad thai flavors into a Hefeweizen. Look for beers steeped in terroir too: Waikiki Brewing is smoking its own malt with local kiawe wood, while Aloha Beer salted a German-style Gose with ocean water!

Austinites had seen pizzas come in square or rectangular shapes before brothers Brandon and Zane Hunt arrived from Michigan, but they may not have associated the style with Detroit. Cooked in replicas of metal pans used on automotive assembly lines, these thick pies have a cheesy layer that extends to the edge of each slice. The Detroiter features two types of pepperoni, one smoked and one natural casing, mixed with a layer of cheese, atop tomato sauce, with some of the curled cups of pork riding to the surface of the slice. The brothers started with one pizza trailer and have since expanded to two brick-and-mortar locations and added a second trailer.

This former royal palace is one of the largest museums in the world, and its art collection is considered one of the most comprehensive. It contains around 400,000 works, although—mercifully, perhaps—not all are on display at any one time. There are some pieces that never get taken off the walls. The Mona Lisa and her smile attract millions of visitors each year. Other must-see masterpieces include the sculptures Winged Victory of Samothrace and Michelangelo’s Rebellious Slave, and the Eugène Delacroix painting The Death of Sardanapalus. There’s no real trick to avoiding crowds at the always-packed museum. The best you can do is try to go in the off-season, early or late in the day, and on a weekday. Your chances of being alone with the Mona Lisa will still be slim to none, but you might be able to actually see that enigmatic smile behind the Plexiglas.

With its tiny, intimate location (inside a 1920s-era former home) and all the accolades (including a James Beard semifinalist nod for Best Chef, Southwest), this Bishop Arts District spot remains one of the harder reservations to snag in town—but it’s well-worth it to keep trying. When you do make it in, you’ll be treated to chef/owner David Uygur’s seasonal Italian-inspired menus, which might include crostini topped with a Calabrian chili and bacon pâté, risotto with celery root and foie gras, or duck leg confit served with polenta, topped off with olive oil cake with prune jam and burnt-cinnamon gelato. The meats are house-cured, the pasta homemade, the ingredients local, and—with Uygur’s wife overseeing the dining room—the atmosphere full of charm, all of which has helped make this a favorite for date nights, special occasions, and foodie splurges.

A black-and-white tile courtyard pool deck lined with sun-bleached coral loungers, a chic indoor tiki bar off the intimate jewel-toned lobby and guestrooms where French claw foot tubs appear in unexpected places, The Plymouth Hotel earns serious style points. Designed by Fernando Santangelo (the man behind L.A.’s Chateau Marmont) and situated inside a historic Art Deco landmark on the corner of Collins Park, it feels like a hip hideaway reserved for those in the know—yet it’s only one block from the beach. The Plymouth is also home to an outpost of Blue Ribbon Sushi Bar & Grill where diners clamor for omakase and the famous fried chicken.

It’s easy to stay health-focused, even on vacation, if you stop by the Lemon Press. This adorable space in the middle of town has fresh cold-pressed juices and super smoothies. Liquid Sunshine is a winning combination of mango, peach, and organic apple juice. And if you are looking for damage control from the previous evening, try the Scenic Root or Georgia Green. Both will help you get back on track. Also on the menu are delicious sandwiches and photo-worthy toasts.

Anyone interested in the city’s complex and vivid past—and if you’re still breathing, that should include you—would do well to make a stop at the Historic New Orleans Collection. This is a private entity with a public purpose: It was founded to both preserve French Quarter buildings and to amass and display some of the key documents and artifacts covering the city’s three centuries of history. The collection is housed in the impressive Merieult House, which dates back to 1792 and which underwent a Greek Revival makeover in the 1830s. Self-guided tours of the Williams Gallery downstairs and the Louisiana History Galleries upstairs are free; be sure to check out their exhibits on Louisiana’s culture and legacy.

Located atop The McKittrick Hotel—site of the immersive theater experience “Sleep No More"—Gallow Green is a beguiling outdoor space overgrown with flowers and vines that offers up views of the Hudson River and the High Line. It’s as popular for late-night drinks as it is for weekend brunch; art lovers can fuel up here and then hop around the Chelsea neighborhood afterward. During warmer months, the rooftop hosts “Potions and Plantings,” a monthly tea party for kids (ages 5-10) and their adults. The event outshines all other kids’ tea times in the city (and there are many) and will make the grown-ups want to return for their own happy hour.