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Arguably one of New York’s best pizza places, Roberta’s would surely be more crowded than it already is if it wasn’t so hard to get to—at least for residents of Manhattan (or travelers staying there). This Michelin Bib Gourmand restaurant serving wood-fired pizzas is in the Bushwick neighborhood, six stops into Brooklyn on the L train; once you arrive, you may find yourself having to wait in line for an hour for a table. All the effort, however, is worth it for the thin-crust pizzas that range from the traditional (Margheritas, white pizzas) to those with surprising toppings, like picked onions and jalapeños. There is also a bakery on-site, if you want to grab a sweet treat to enjoy after your excursion to Bushwick.

A narrow strip of land divides the northern Atlantic and southern Caribbean sides of Frigate Bay, making it easy to walk from one section to the other. Many visitors do just that, as hotels like the St. Kitts Marriott Resort and Sugar Bay Club are on the north side, while the beach bars of The Strip sit on the south side. The sand and scenery around the resorts is better, but the nightlife on South Frigate Bay is among the island’s best.

Regulars at Workshop Kitchen + Bar know not to get too attached to any one dish. Innovative chef/owner Michael Beckman—who trained in Lyon and worked in Berlin—might be serving honey-lavender glazed black cod one night; a sausage, rapini, and fennel pizza another; and his signature burger (with pastrami and wagyu oxtail) the next. Diners in the know ask for the off-the-menu whole striped sea bass, grilled in the wood-fired oven with seasonally shifting ingredients. The adventurous menu is a big draw, to be sure, but so is the magical setting: The 90-year-old Spanish-inspired building—once an art gallery and movie theater—features 27-foot-high ceilings, which the trendsetting architecture firm SOMA updated with poured concrete for an industrial cathedral aesthetic. (The work won it a James Beard Design Award.) If you’re there for Sunday brunch or an early dinner, ask for booth #7, which is flooded with natural light, or a table in the whitewashed courtyard. Cocktails such as the Mountaineer—made with little-known Génépy des Alpes liqueur, pineapple and lime juice, and bitters—are just as revelatory early in the evening as they are on late weekend nights, when the place is bustling.

The same people who brought you the parrilla at La Carnicería are bringing you Chori. This restaurant, named after the term for choripán, which is essentially an Argentinean hot dog, is located in Palermo Soho in Buenos Aires. There’s no table service at this casual order-at-the-bar spot, instead, the attention is on the choripán, with five different chorizo sandwiches, one morcipán (blood sausage), and a vegetarian sandwich with eggplant.

While White House Bay is becoming more widely known since SALT Plage restaurant opened on its shores, it’s always had a reputation for offering the best snorkeling on St. Kitts. Off the rocky beach, you’ll find calm waters and two notable wrecks—a sunken tugboat and an 18th-century British troop ship—to explore. A popular anchorage, the beach also features a chic bar, making it a favorite of the yacht set.

Begin your perfect beach day with a stop at this snackbar on Positano’s Spiaggia Grande for a sweet brioche and a cold cappuccino freddo. In the afternoon, come back for a scoop of gelato or a chocolate-dipped ice cream–bar snack. At the end of the day as the sun drops behind the mountain and the day-trippers leave, perch on one of the high stools at the cocktail bar and sip a cold gin and tonic or draft beer. The bar is attached to a formal restaurant that overlooks the beach.

The Waldorf Astoria Los Cabos Pedregal is a majestic resort that sits at the spot where the Pacific Ocean and the Sea of Cortéz meet. All 119 rooms have an ocean view, complete with binoculars for whale-watching, as well as a private plunge pool, a fireplace, a rain shower, and a welcome bottle of Clase Azul tequila. Decorative accents include tasteful local art, such as hand-embroidered pillows, ceramic sculptures, and hand-forged metal light fixtures. On the service side, every guest is assigned a round-the-clock personal concierge. The relatively small number of rooms keeps the vibe intimate and creates a sense of privacy throughout the property.

The bricked-over windows of the bookstore/wine bar Falena may have you worrying the place has closed. But the isolation from the street that the bricks provide is part of what gives Falena the feel of a hidden sanctuary. Ring to enter and step into what could be some bookworm’s particularly inviting minimalist home. Downstairs, floor-to-ceiling shelves hold books handpicked by local independent publishers; a basement wine cellar safeguards a carefully curated selection of boutique vintages. And the rooftop terrace is the perfect spot to enjoy a glass—or pore over newly acquired volumes.

If you wanted to trace Scotland’s modern culinary renaissance, you would begin here, on Ashton Lane in Glasgow’s West End, where the late Ronnie Clydesdale opened Ubiquitous Chip in 1971. Even then, Clydesdale recognized that Scottish produce could serve as the building blocks of standout cuisine, with nary a chip in sight. Now run by his son Colin, the Ubiquitous Chip is still one of the standard-bearers of Glasgow fine dining, though the space itself is elegantly casual. The venison haggis with champit tatties (mashed potatoes with parsley) has been on the menu since the beginning, but also worth trying is the Caledonian ice cream with poached plums and honey oats.

There’s something about a place being “secret” that makes it exponentially more exciting. Counter Reformation, the European-style wine bar hidden from sight inside the Parker hotel, lives up to that notion. Open from Thursday to Monday, 3 to 10 p.m., the pocket-sized shrine to great wine has no tables and takes no reservations (though leaning at the low-lit 14-seat bar is encouraged). But there is food, and fantastic food at that. Instead of trying to be everything to everybody, Counter Reformation’s tapas menu is short and original, including caviar served with crème fraîche and a quail egg, plus a layered summer tomato salad with melon. The wines are carefully curated from California, France, and Italy, with a few wild cards from places like Portugal and Oregon, and are all priced the same. While the spot has the feel of an insider’s club, it’s without pretense, with the experts behind the bar providing enthusiastic guidance. For dessert, order the foie gras macarons with sea salt, with a sip of champagne. If you overdo it, don’t worry: You can ask for forgiveness in the restaurant’s authentic confessional booth, shipped in from Italy.

Beaches are often named for their principal attributes, and such is the case with Playa Mansa. Mansa means “calm” in Spanish, and the waters are typically placid here, ideal for families with children and swimmers who prefer smooth-as-glass seas over surf’s-up breakers. In contrast to another Punta del Este beach, Playa Brava (Fierce Beach), Mansa’s water is usually warm, and the soft sands are perfect for a long walk. Plenty of bars and food kiosks will keep you sated.

An enomatic machine in the heart of wine country—what could be better? The largest enoteca in Chianti, this bar encourages experimentation and sampling, thanks to the card-operated, by-the-glass machines; just go slow, as there are over 140 wines available to taste. Pick a couple that stand out to you, or follow a guided “itinerary” through the 13 different tasting sections, which are grouped by type of wine, production region, and type of tasting (such as vertical tastings, or one of just Chianti Classicos by year). Olive oils and sweet wines are also available to sample.

Tucked inside a renovated former 19th-century factory near Passeig de Gràcia, this temple to Spanish gastronomy is housed in a breathtaking modernist masterpiece, with soaring vaulted ceilings, vintage lighting fixtures, ceramic tiles, and mosaics. Each of the four eateries inside has a distinct design and cuisine: La Llotja specializes in seafood; La Brasería is all about grilled and a la plancha meats; La Paradeta showcases Iberian cheeses and cured meats; and the buzziest spot, La Tapería, serves up hot and cold tapas. The central hubs are the Wine Bar and the Beer Bar, where you can sample a variety of local Catalan drafts. And at the intimate circular Oyster Bar, you can taste famed Galician oysters, as well as caviar, Norwegian salmon, and king crab.

A Lisbon favorite, this family-run chocolate-and-coffee café is continually showered by locals with love and devotion. Here, both the coffee and cocoa beans come from São Tomé and Príncipe. The former are roasted in-house and perfectly executed in one of Lisbon’s best espressos, while the latter are churned into artisan chocolate bars in outstanding flavors like ginger, orange, sea-salt-and-pepper, and toffee. If you order an espresso, you’ll get a free sample of chocolate so you can suss out your favorite before committing to a pricier piece of heaven.

Barcelona’s skyline is on full display at the Mandarin Oriental Barcelona’s posh rooftop terrace. Soak up views of Gaudí’s La Sagrada Familia and Casa Batlló while sipping a pisco sour and feasting on fresh ceviche and sushi from the Peruvian-inspired menu created especially for Terrat by acclaimed chef Gastón Acurio. Sample a variety of tiradito (spicy raw fish) and maki—the colorful Chalaco Maki, with fried prawns, shrimp ceviche, avocado, and sweet potato in a peppery rocoto sauce is a standout. Terrat is open seasonally from April to October; non–hotel guests can enter after 6 p.m. Tip: Book a table reservation for sunset hour; the sun sinking behind the surrounding mountains is a spectacular sight. If the weather isn’t cooperating, the hotel’s ritzy Banker’s Bar is a great spot to splurge on a cocktail.