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To stay at the Verana, an eco-lodge outside Puerto Vallarta, guests take a 30-minute boat ride to the village of Yelapa. (Dolphins accompanied me on the journey.) Scattered on a jungle hillside are eight variegated cottages and stand-alone rooms. My cottage, Palapa, had no walls, which maximized the views of the Bay of Banderas. A gang of chatty wild parakeets provided my wake-up call. The hotel spa offers facials and massages, and you can relax by the pool, which is crafted from concrete tinted in the hues of the local trees, rocks, and clouds. —Karen Catchpole

Before Luis Barragán designed Mexico’s first master-planned community in the suburbs of Mexico City, he dreamed up an urban park neighborhood in his native Guadalajara. He commissioned German artist Matias Goeritz to create an entrance sculpture called El Pájaro Amarillo (The Yellow Bird) and drew plans for an onsite chapel named Templo el Calvario (Temple of Calgary). Unfortunately, the neighborhood today doesn’t look much like Barragán intended—he’d planned for a different kind of tree to be planted on each street so that the area would bloom in a rainbow pattern, and for wider streets lined with shopping malls. However, you can still visit Jardines del Bosque to see the majestic Goeritz sculpture and chapel and, if you squint your eyes, imagine Barragán’s vision come to life.

This popular two-story mall in the hotel zone has been around for nearly 30 years and is constantly growing and being renovated. With some 150 shops offering everything from designer clothes and fine jewelry to souvenirs, it provides one-stop shopping in Cancun. Plaza Caracol is also a favorite gathering place for locals and has a food court with staples such as a Starbucks and a Häagen-Dazs.

We hung out at La Biznaga Restaurant a few times while in Oaxaca. We ate dinner there twice—the main courses were a bit too big, so I’d steer anyone who’s asking toward the delicious appetizers. They’re also open all afternoon and they have interesting beer on tap and a good selection of mezcals. They make a crazy spicy michelada. They’re on García Vigil 512, near Santo Domingo.

Good breakfast spots are on the rise in San Pedro, but one of the most beloved places to grab a bite will always be Estel’s Dine by the Sea. Aside from its perfect beachfront location where you can eat with your toes in the sand, the food is pretty darn good as well. At Estel’s, you won’t find menus on the table; you must walk inside to check out the board. Don’t be surprised to find a crowd on the weekends, especially Sunday mornings. Just follow the smell of Charles Jr.’s famous BBQ specialties cooking on the grill, and you’ll understand why people are ordering plates of ribs first thing on Sunday! Aside from some impressive barbecue, Estel’s has a number of dishes that might leave you feeling the need to return once or twice more for breakfast. Personal recommendations include the Mayan Eggs, which is scrambled eggs with tomatoes, onions, bell peppers, and sausage, served with a side of refried beans and fry jacks, or try the breakfast burrito. Don’t forget the Marie Sharps hot sauce on top! Breakfast is served all day. Closed Tuesdays.

The roots of this Mediterranean Revival-style boutique hotel go back to 1914, when a local grocer created the tropically inspired property to house his visiting vendors. Nearly a century later in 2010, hotelier and style guru Liz Lambert added the place to her mini-empire, reviving the grounds that still feature magnolia, palm, and cypress trees planted by the original owner. Set on a quiet section of the River Walk near the museum corridor, the restored building (which is on the National Register of Historic Places) houses 27 guest rooms decorated in a designer-meets-flea market aesthetic, with bright pops of color and plenty of personality. All are pet-friendly, and feature stocked SMEG fridges, Red Flower bath amenities, custom serape bathrobes, and complimentary coffee and Wi-Fi; suites have sitting areas, terraces, or other perks. Room service comes from the in-house Ocho restaurant, but it’s better to head down and eat there in person to take in the cheery setting, river views, pan-Latin menus, and cocktails that highlight rum (as a nod to Havana) and tequila (an homage to San Antonio’s Mexican roots). A regular calendar of happy hours, musical performances, and cultural events round out life at this vibrant hotel.

The spirit of Jacques Cousteau is very much alive at this Encinitas restaurant, which specializes in tacos filled with local fish, organic meat, and fresh vegetables. The Cousteau taco—featuring catch of the day (like California halibut) with cumin-lime crema, mango salsa, and cabbage slaw—should be in the running for San Diego’s best fish taco. Equally delicious are the Azul (grass-fed flank steak, caramelized onions, mushrooms, blue cheese, arugula, and cilantro) and the vegan Veronica Corningstone (red quinoa, sweet potatoes, garlic, Daiya vegan cheese, avocado, and cilantro). One look at the menu and it’s easy to tell the owner is a movie buff—many of the items are named after famous characters, from Ron Burgundy to Kelly Leak from The Bad News Bears.

A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.

This small archaeological site is situated on a hillside about 12 miles east of Oaxaca city. The name “Dainzú” means “hill of the organ cactus” in Zapotec, although that most certainly was not the original name. The site was occupied in very early times, but its apogee was roughly at the same time as Monte Alban (200 B.C.E. to 350 C.E.). It was excavated in 1965 by Mexican archaeologist Ignacio Bernal. This is one of Oaxaca’s less visited sites, so you’re likely to have the place to yourself. It is quite a nice site, however, and worth a visit for a few special features. The site has a ball court, as well as a gallery of bas-reliefs depicting ball players, so undoubtedly the game was very important to the inhabitants. Another must-see is a tomb that has a jaguar carved into the entrance; the face is carved in the lintel, and the animal’s forearms are on either side.

Bourbon and Branch is a traditional speakeasy. Their 8 house rules—hushed voices and no cell phones among them—encourage neighborly conversation in a very relaxed setting. It’s a great way to meet people if you’re traveling alone as well. There is a binder’s worth of libations here that are each expertly prepared by resident ‘mixologists.’ Don’t forget the password—they’ll give it to you when you make a reservation. It’s all part of the fun!

Mexican food is extremely varied, and even just considering the cuisine of the state of Oaxaca, there is great diversity. The Isthmus of Tehuantepec is where the land thins to the narrowest strip between the Gulf of Mexico and the Pacific Ocean. Here the weather is hot and sultry and the food has its own distinct flavors. Zandunga restaurant in Oaxaca city serves specialties from the Isthmus region, including some seafood dishes, and a few kinds of mole. You’ll also find an impressive list of over 60 types of mezcal. All meals begin with complimentary totopos (the regional tortilla chips) and minilla (spicy fishmeal), and salsa. Then take your pick of items from the menu. Maybe some molotes de platano or garnachas to start, and then the enchiladas with two types of mole for the main course. It’s all muy sabroso.

Is Bar Agricole the best bar in the city? It’s certainly in the top five, based on the groundbreaking cocktail program developed by bartender and owner Thad Vogler; the award-winning architecture and interior design by local favorite Aidlin Darling; and a daring menu centered around produce from nearby organic and biodynamic farms. Vogler used to bartend in Tokyo, and his obsession with Japanese precision shows. You’ll see influences of that in the hand-cut ice cubes he uses, and in Agricole’s glassware and aprons (all from Japan). The bar stocks a limited selection of 20 or 30 spirits, almost all small batch, and with a special focus on rum. Come for drinks, come for dinner, or come for brunch: the midday menu highlights include ricotta doughnuts with quince marmalade and a chicory salad with fuyu persimmon and house-made vinegar. Pro tips: In winter, book the private dining room (nicknamed the Grotto) for a seated, though still laid-back, dinner for up to 32 people; for an outdoor event, Bar Agricole’s covered and heated patio is perfect for larger, more casual groups. For lessons in liquor, check out the private spirits tastings that Vogler offers through IfOnly.

In a world where coffee is ubiquitous, it’s refreshing to find an establishment that cares equally about tea. Behind the bar at the Rose Estb is a shelf of jars hosting three varieties of each kind of tea: black, green, white, herbal, rooibos, oolong, and a category for an assortment of others, maté among them. This does not, however, compromise an attention to good coffee (the Rose sources it from San Francisco’s Four Barrel Coffee), which is still what most people come for. Open for brunch and lunch, the simple café menu includes frittatas, soups, salads, and sandwiches. The Rose is located on the southwest edge of downtown in a brick building that was remodeled by the owner, Erica O’Brien, and her father, and is deliberately Wi-Fi free.

This little village fuels many a Chilean’s vision of the south—Germanic towns nestled among sapphire-hued lakes—and is often synonymous with summer vacation. Frutillar, just north of Puerto Varas, seems to be straight from Bavaria with its majestic “casonas,” built in the German tradition—a nod to the strong ancestry and settlement in the region. Frutillar’s lakefront has black-sand beaches, the shimmering lake dotted with white swans, magnificent views of the Osorno volcano, manicured lawns, and darling boutiques and cafes along the town’s streets. During the last week of January and first week of February, music lovers flock to Frutillar for the classical music festival where maestros from all over the world play in the Teatro del Lago, with some of the best acoustics in Chile. Besides strolling the relaxed lakefront, Frutillar is perfect to stop for a coffee and “kuchen,” a delectable German cake found throughout the lake district made with seasonal fruit.

The province of Buenos Aires is dotted with lovely old estancias (ranches) that are open to visitors - but some are irritatingly touristy. For a more down-to-earth dia del campo (day in the country), try Estancia Los Dos Hermanos. A typical day trip to the estancia starts with a leisurely breakfast of coffee and pastries at a picnic table near the stables. When the horses are ready to go, you’re off on your morning ride with the guide, exploring grassy green fields and dusty country roads. A full asado (barbecue) is waiting for you back at the ranch - there’s so much steak and wine served at midday that you might need to recline in one of the hammocks afterward - followed by a longer afternoon ride. Though it’s not impossible to arrive here on your own, the unmarked rural roads can be confusing - let the ranch arranges your transportation to and from Buenos Aires.