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No trip to D.C. is complete without ordering the district’s signature dish, the half-smoke. And while many restaurants serve it, there’s only one worthy of your order: Ben’s Chili Bowl. The popular landmark diner has been feeding the community and cultural icons since the area’s “Black Broadway” days, when jazz greats such as Miles Davis enjoyed this comfort food classic. When riots broke out after Martin Luther King’s assassination in 1968, Ben’s remained open and served both police and protesters. While the U Street Corridor has undergone an urban makeover, Ben’s has remained the same, serving its quarter-pound of half-pork/half-beef smoked sausage on a bun with mustard and onions, all smothered in spicy homemade chili sauce. The prestigious James Beard Foundation even took notice, deeming it one of “America’s Classics.” Bring cash and come hungry.

On a quiet white-sand beach within the gates of the historic Hacienda Pinilla ranch, just a few miles from the bustling surf town of Tamarindo, the JW Marriott is an ideal choice for families, offering a wide range of on-site activities for every fitness level—think surfing, volleyball, golf, hiking, kayaking, horseback riding, and the list goes on. The kids’ club provides organized daily adventures for children ages four to 12 while parents steal a few relaxing hours at the oceanfront infinity pool or indulging in beachside massages at the spa. Five restaurants and two bars serve everything from casual burgers for picky eaters to sushi, Asian fusion, and contemporary Costa Rican for those with more refined palates. And all of the 310 guest rooms have balconies or terraces with ocean, garden, or pool views, as well as marble bathrooms with oversize tubs for maximum comfort. Spring for a spacious one-bedroom suite, which has a separate living-room area—a great plus if your little ones are early risers.

Frank Altamura took his time renovating the old Italian grocery store — where he remembers shopping as a child — at the north end of Yountville. His dream was to turn the partly dilapidated building into a casual restaurant with great pizza and Napa Valley wine where locals would love to eat. His dream came to fruition when Ciccio opened its doors in 2013. The menu is simple, straightforward and ever-changing based on what Altamura is bringing in from his Napa ranch, where he also grows Cabernet Sauvignon, Nebbiolo, Sangiovese and Negroamaro for his eponymous wine. Chef Polly Lappetito (former Executive Chef at The Culinary Institute of America) traveled far and wide in search of the perfect pizza crust, but her’s is in a category all its own — prepared in a hand-tiled, wood-burning pizza oven imported from Italy.

Vinos Ezeiza is a store of a dying breed. A knowledgeable owner stands among dusty wine bottles, able to answer any question you might have about his collection. Headed out to a fiesta? Bring your wineskin and fill it by volume. Buying Rioja wine in bulk is the ultimate Basque shopping experience.

Among Playa Avellana’s numerous pleasures, the small-town, almost-no-cars vibe sets the scene for true relaxation—as well as fun. Look for Lola’s—perhaps the hippest spot in town—in the tiny business district and try out fresh, locally sourced pizzas, mahi-mahi tacos, and veggie burgers; smoothie lovers will go nuts. Locals and visitors pack in under the almond trees late mornings after surf excursions and other adventures. Be on the lookout for Lolita, the piglet daughter of the original Lola (sadly no longer with us) as she frolics in the sand or ranges across the property.

Set tight in the jungles around Hotel Casa Chameleon, at Las Catalinas, the restaurant Sentido Norte is 45 minutes from the Guanacaste provincial capital, Liberia. A hilltop restaurant helmed by Costa Rican chef José López, it showcases a mix of local tastes and other modern classics, from sunrise until sunset daily. French toast with plantains, and ceviche punta penca (shrimp, octopus, and avocado) are current top orders; don’t miss the liquid enchantment on offer at the bar, perfect for sunsets, and aguas de sapo, a sweet, spiky pop made with guaro aguardiente.

France’s chic, budget-friendly hospitality chain has gone Brazilian with this boutique hotel in Rio’s Santa Teresa neighborhood. Rooms are on the petite side, ranging from 160 to 280 square feet, but have whimsy to spare, with graphic rugs, minimalist furniture, and cheeky mirror messages scrawled over king-sized beds. Mama Shelter properties aim to be welcoming and lively, a fact that’s especially evident in the common spaces. The on-site restaurant features communal tables, stepped seating, and a menu that encourages sharing, while the Portuguese-tiled bar brings guests together over creative cocktails. While Mama Shelter isn’t on the beach, it does offer a lovely courtyard for lounging in the sun, as well as terraces with beautiful city views. It’s also right in the middle of one of Rio’s most happening neighborhoods, putting guests within walking distance of several trendy restaurants and bars.

A favorite for weekend brunch, this French-inspired bistro in Inman serves flaky croissants, avocado toast, and brioche topped with scrambled eggs and smoked trout. Later in the day, it also offers ratatouille, beef tartare, and steak frites. Complete with stamped ceilings, bistro tables, and green-tiled walls, the intimate spot is even great for dessert and a drink, whether you’re after a negroni, a glass of chenin blanc, or a locally brewed beer. For drink specials, come during the week when B&B offers its version of happy hour, called L’Apéro. Note: Bread & Butterfly does not take reservations.

You can find a respectable beer selection at most Banff Avenue restaurants, but a well-crafted cocktail requires a little more intel. For a fabulous mixed drink, head to Block Kitchen + Bar on Caribou Street, an intimate venue specializing in all things shaken and stirred. With concoctions like the Gin Beetroot Sour and the Coffee & Artichoke Negroni, you’ll be glad you ventured off the main drag. You can grab tapas and gourmet sandwiches here too, like the Red Devil Calamari appetizer with spicy Thai sauce or the Kuterra Salmon on ciabatta bread. Keep in mind this teeny spot has limited seating, so arrive early or roll in fashionably late to get a seat.

Go tubing on the White River with Ocho Rios Jamaica Tours and cool off in one of Jamaica’s most picturesque bodies of water. The jade colors of White River, dotted with fishing boats along its banks, rocks, and leafy banks, make it an ideal choice for shutterbugs and nature lovers. Combine your tube float with a stop at Irie Blue Hole, for a fun leap into the river-fed sinkhole.

Caffè Cova, Milan‘s old world pastry shop and original fashion caffe. Its pastries are perfect and more than delicious, but what takes the proverbial cake is the aperitivo and its presentation. Black tie serves cater drinks like Negroni sbagliati with a sampling of beautiful mignons, tiny and colorful hors d’oeuvres of salmons, patè and cheese.

Watching the river flow by with a margarita in hand is one of the best ways to while away an afternoon in San Antonio, and at Casa Rio, you can do just that. The restaurant’s colorful umbrellas have lined the River Walk since 1946, providing a postcard-perfect backdrop for sampling enchiladas, flautas, fajitas, and, of course, icy-cold margaritas. The oldest restaurant on the riverfront, Casa Rio is beloved for its authentic Tex-Mex cuisine, but its real charm lies in its ambience. Request an outdoor table and let your worries float away with the river. Just be sure to decide between frozen and on the rocks first.

Given Ipanema’s highly fashionable status, it’s no surprise that its first luxury hotel comes courtesy of aesthetic superstar Philippe Starck, who outfitted the property—his first in Brazil—with mid-century modern furniture evoking Rio’s Bossa Nova glory days. Rooms include luxe bedding, high-pressure showers, and complimentary flip-flops from Brazilian brand Osklen, while public spaces feature Starck’s Surrealist “L’oreille Qui Voit” (“ears that see”) mirrors to maximize water views. In fact, the entire hotel takes advantage of its oceanfront location—even the meeting space has a sea-view terrace.

The Fasano family made its name a century ago with Italian restaurants so, naturally, the hotel’s Al Mare takes a Mediterranean bent, serving expertly prepared seafood under sparkling Murano chandeliers. Elsewhere in the hotel, the modest fitness center offers complimentary personal trainers to guests, while the Asian-influenced spa features a Vichy shower on the roof. The surrounding beach scene may be hot during the day, but the Fasano’s rooftop infinity pool and bar—exclusive to hotel guests—is the place to be come sunset. Grab a drink and watch the sun go down over Aropador, Ipanema, and Leblon beaches and Rio’s iconic mountains.

This formal garden is neatly contained within perfectly kept borders, but the extravagance of mature citrus trees and thick vegetation ensure it’s serenely cool even on the hottest days. To maximize your time here, book a traditional scrub-down in the hotel’s pretty hammam before settling at a table at the famed restaurant here, the Fez Café, for a lazy lunch or dinner—both of which change daily according to the seasons. The Moroccan food is good, but the highlights really lean more to the Mediterranean: maybe a magnificent gazpacho, grilled swordfish steaks with beurre blanc, or a top-grade fillet with mushroom sauce. It’s also one of the few places in the medina where you can treat yourself to a cheeky lunchtime Casablanca beer, a bottle of salmon-pink Moroccan gris (rosé), or a predinner negroni.

The Thoroughbred Club is in the lobby of Charleston Place hotel, right in the middle of downtown Charleston. They serve up classic cocktails (try their gussied-up negroni) and also have a great tea service, with live music every afternoon and evening.