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Not far from the white-sand beach within the Four Seasons Costa Rica, Bahia restaurant is the physical and spiritual heart of the resort, with a casual vibe by day and a cozy feel by night, thanks to soft mood lighting and a nightly live band. A wood-fired open kitchen serves a Latin American-inflected, regionally-sourced menu: Try the octopus carpaccio, or the grill menu’s enormous Pacific blue prawns with locally grown heirloom tomatoes and a side of sweet plantains.

One of Guadalajara’s hippest bars stocks an awesome collection of agave-based spirits, with a focus on mezcal. In fact, its full name, Pare de Sufrir Tome Mezcal, means “to end suffering, drink mezcal.” Although it’s tucked away on a quiet street in Colonia Americana, the bar bursts with bright murals, string lights, and the sound of live bands or DJs playing everything from cumbia to rockabilly. Owner Pedro Jiménez Gurría also runs a local nonprofit called Mezonte, which promotes small producers making agave-based spirits in the traditional style.

El Farallon clings to the cliff-side above the Pacific’s crashing waves. So close is the surf that a light sea spray may even help salt your fish (not that it’s needed). Presented market-style on ice, the day’s catch is displayed for diners to select for their meal. A banquet of soups, appetizers, sides, and sauces complement the simple freshness of the sea-to-table main dish. Illuminated only by candles, stars, and the rising moon, the dramatic setting is ripe for romantic celebrations and surprises.

The best of Brazil is only a short walk from Cabo San Lucas’s downtown tourist heart. Madeira Bistro, a burnt-orange corner joint, features a wide entrance and wall made nearly entirely of windows. The airiness invites breezes in and allows the intoxicating aroma of the rodízio-style grilled meats to waft out. Here, round after round of rib eye, hanger steak, top sirloin, and other preparations are served, along with sides of basil mashed potatoes, coleslaw, sweet potatoes, and more. The food keeps coming until you cry uncle. The knowledgeable staff is there to help with pairings and perhaps wheel you out.

Set right on a stretch of sand, Eladio’s is a superb choice for a cool drink and a bite to eat while exploring the port town of Progreso. Dine in the large restaurant under palapa roofs or sit directly on the beach. Eladio’s has been a Yucatán favorite for over 60 years; the first outpost opened in Mérida in 1952. The coconut shrimp and fish in avocado sauce are great options for daytime dining, and the margaritas are refreshing in Progreso’s heat. Look for live music, day and night, which brings in the crowds.

International cuisine proved slow to arrive in San Miguel, but the city now boasts multiple annual international food festivals, leading to more permanent international establishments. French-themed Chamonix (pictured here), which was early on the scene, is a sure bet for any Gallic standard. Berlin Bar & Bistro enjoys long-term status in town—Carlos cooks up a popular bratwurst among other German specialties—and the Lebanese dining room Fenicia has been serving great lamb for an age. Newcomers Bhaji Curry House and Russian bistro Verintort Café have upped the ante for globe-trotting taste buds.

Looking for traditional Mexican crafts and home wares, such as the beautifully colored, hand-painted bowls and plates you’ve eaten off of at so many restaurants? Head to La Ciudadela, an artists’ market that for more than a century has drawn craftspeople from all over Mexico to sell their goods. In addition to kitchenware (handmade, blown glass swizzle sticks are a must-buy!), there are clothes, toys, and even musical instruments available for purchase. The market is big but not overwhelming, and bargaining is acceptable.

Running three miles along the Tulum coastline, this massive beach has some of the Riviera Maya’s best conditions: soft white sand, waves tame enough for a calm swim, plus incredible shades of turquoise water. The stretch is chockablock with restaurants and beach clubs offering on-the-sand food and drinks. Along the main coastal road that runs parallel to the shore, you’ll find rustic cabins and luxurious hippie-style hotels with plenty of amenities, whether you’re looking for a bed for the night or just somewhere to grab lunch. After dark, Tulum Beach has some of the region’s best stargazing due to its secluded location and absence of city lights.

Restaurants abound in the heavily touristed Gothic Quarter, but few of them are particularly good. Irati is one of the exceptions, a bustling spot popular with locals thanks to its excellent pintxos, traditional Basque tapas served on bread and speared with a toothpick. There’s seating in the back, but you’re really here for the experience of eating pintxos, which means standing shoulder-to-shoulder at the bar and helping yourself to the buffet of bite-size offerings. A sure bet is the jamón, lightly drizzled in olive oil, and the blue cheese topped with quince paste and walnuts. Save room for the hot snacks, like ham-and-cheese croquetas, which are brought out at regular intervals from the kitchen. And don’t toss your toothpicks—that’s how the bill is tallied.

Forget Google Maps: You’ll quickly locate this venerable tapas bar in El Poble-Sec by the line out the door. With standing-room-only space for just 20 people, this sliver of a spot fills up fast—and stays that way until closing time. In a room lined floor-to-ceiling with bottles of wine, liquor, and pricey vinegar, you can sample a dizzying variety of tapas and montaditos (small bites served atop slices of bread). Many of the ingredients—namely the mussels, sardines, and tuna—come from cans, which sounds suspect, but Spanish conservas (tinned food) is actually of the highest quality. The cheeses—all fresh—are also top-notch.

Opened by a Guadalajara native, CURRO is a contemporary art gallery showcasing edgy, conceptual work by mostly Latin American artists. Many of the pieces here are in constant conversation with the physical boundaries of the gallery, which is located in the futuristic Cube Tower designed by architect Carme Pinós.

This might be the most photographed store in Florence—the charming but cluttered scene includes strings of dried garlic and chilies, baskets of fresh fruit, colorful ceramics, wooden serving utensils, wild-boar salami, Tuscan olive oil, and handmade copper pots—with displays inside the shop and spilling out onto the sidewalk. This historic establishment, on the ground floor of the old tower of Borgo Santi Apostoli, is so friendly that the owner will pour you wine and offer a few bites of pecorino cheese while you decide how much room is left in your suitcase.

Who knew grocery shopping could be so photogenic? In summer, you’ll be tempted to photograph the piles of tomatoes; in winter, the tangles of greens. Wander around to get a sense of what is in season and what you will find on local menus at lunch and dinner. Rows of stalls sell meat, salami, fresh fish, pasta, cheese, and bread. If all that food makes you hungry, look for the Trattoria del Rocco inside the market, a diner that serves lunch created from produce sold on-site. The early bird gets the worm here: Everything is swept up and closed down by early afternoon.

Designer Francisco Cancino is, like many of his contemporaries, interested in ushering in the new era of modern Mexican fashion, and he’s acquired plenty of admirers in the process. Stop by his Polanco atelier for his women’s clothing: all sleek lines, ample room to move, and seasonless patterns, and made in Mexico.

Get down and dirty on an unforgettable spelunking experience at the Venado Caves, 45 minutes from La Fortuna. The caves were formed some 15 to 20 million years ago by tectonic shifting and erosion from underground streams. In them, you’ll see stalagmites and stalactites galore, and get the chance to check out colorful frogs and fascinating marine fossils and learn about the bat communities hanging right over your head. The experience is real (and really humid)—so wise adventurers bring insect repellent, knee pads, and an extra change of clothes. Waterproof your camera, too.