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About half an hour south of Cancún stands the rickety wooden entrance sign to La Ruta de los Cenotes, a small highway leading into the jungle, populated only by the occasional souvenir stand or rental cabins. But the real attraction here is the cenotes: natural springs connected to the Yucatán Peninsula’s extraordinary underground river system. Ideal for swimming and snorkeling, the pools often feature diving cliffs, picnic grills, and maybe even a small zip line. Most forbid sunscreen and bug repellant to protect the water’s pristine quality. Top options include Las Mojarras, Verde Lucero, Boca del Puma, and Siete Bocas.

Chef Thierry Blouet’s Café des Artistes made an immediate impression on the region when it opened inside the JW Marriott Los Cabos Beach Resort & Spa in Puerto Los Cabos. Blouet has spent more than a quarter century perfecting his Café des Artistes concept, one that blends gourmet French techniques with highly curated Mexican flavors. The results are magical: A tuna tartare is stacked delicately with pickled vegetables, avocado slices, and crispy fennel; pork belly is served with hibiscus and red wine sauce; and shrimp comes with a plum-habanero mole. The setting is equally striking: A sophisticated dining room opens to a terrace with breathtaking views of Cabo San Lucas Bay and, in the distance, city lights.

A who-knows-how-happily-married Diego Rivera commissioned this three-residence compound from Mexican artist and architect Juan O’Gorman in 1931. Jarringly Bauhausian for its time (especially in comparison to the surrounding San Ángel neighborhood’s mission revival gentility), it included separate buildings for Diego and his wife, Frida Kahlo, connected by a slender bridge (as well as a third dwelling for O’Gorman). Visits lead to interiors, showcasing Rivera’s studio and its fascinating collection of artworks, creative infrastructure, and amazing windows. Take time to wander the garden and pause to appreciate the property’s tableaux; then re-tox from all the aesthetic purity across the road at the San Ángel Inn, a gloriously indulgent hacienda bar and restaurant that takes you straight back to the country club—flawless margaritas and all.

On the west side of Arenal Volcano, this 900-acre tropical reserve was a labor of love for owner and architect Jaime Mikowski, who spent years planting acres of native plants and coaxing the land’s natural mineral springs into a river that now flows throughout the property, spilling over into dozens of waterfalls and pools that range from 72 to 105 degrees. Spacious rooms have marble floors and streamlined furnishings; splurge on a suite, which features a private terrace and a Jacuzzi tub—a little superfluous considering all the other options for soaking in warm water here, but who’s complaining? There are also five swimming pools, one with a swim-up bar and waterslide, and a spa comprising 12 bungalows with treatments that all include, you guessed it, a dip in a thermal spring-fed tub. While the property is also open to day trippers, guests of the resort have exclusive access to Shangri-La Gardens, an adults-only lounge area with pools, cabanas, and a folliage-filled bar.

Up in the rolling hills of Colombia’s Caldas, Quindío, and Risaralda regions, some coffee plantations offer guest accommodations for visitors looking to lap up traditional coffee culture (pardon the pun). Many of the farms give tours that involve arabica picking, drying, and roasting…and that always wrap with a fabulous cup of joe. You’ll also see beloved cultural symbols: the Jeeps that serve as the region’s pack mules. (Local Jeep festivals, called Yipaos, celebrate the vehicles with contests—those that most artfully pack and haul the biggest loads win prizes.) Not far from the town of Armenia, the Parque del Café, a veritable coffee-themed amusement park, is a great option for those traveling with children.

Forever on the verge of being the next big target of gentrification, the district known as Santa María la Ribera—northwest of downtown—retains its neighborhoody, down-at-the-heels charms. Its streets are home to a mix of old-school cantinas (all perfectly visitor-friendly) and mom-and-pop restaurants, alongside some neglected architectural gems, hipster coffeehouses, and standard-issue, sometimes grimy local businesses—in short, it’s still real. The district’s centerpiece is its central plaza, known as the Alameda, and its exuberant Moorish-style gazebo (it started life as the Mexico Pavilion at a long-forgotten world’s fair). Recently restored and awash in color, the kiosk is a gem—and the proud emblem of the barrio. Note some amazing old mansions and the spooky Institute of Geology lining the plaza. The nearby Museo Universitario del Chopo—housed in a glass-and-cast-iron former natural-history museum—is a renowned center for avant-garde art that leaves no viewer less than provoked.

Set within the 24-acre oasis of Montage Kapalua Bay, this pop-up bar and lounge pairs Veuve Clicquot Champagne with Maui’s world-class sunsets. Open Thursday through Sunday from 3:30 p.m. to 7 p.m., the Champagne Hale (pronounced HAH-leh, which is the Hawaiian word for house) serves a range of bubbly, from Veuve’s signature Yellow Label, Rosé, and La Grande Dame labels to special Rich and Rich Rosé offerings, available for the first time on the island. Pair your sips with light bites like Kualoa Ranch oysters, bigeye tuna tartare, and burrata toast with pickled strawberries and pistachio pesto, then take in the views as the sun goes down over the Pacific. From the bar’s clifftop perch above Namalu Bay, you’ll enjoy stunning vistas of the ocean as well as Molokai and Lanai islands in the distance.

Right in the center of town, Capri Tiberio Palace mixes la dolce vita glamour with a globe-trotting sensibility that’s equal parts quirky and elegant. Wanderlust-inducing knickknacks such as globes, vintage trunks, and an eclectic collection of art stud the public spaces, and bookshelves are stocked with coffee-table tomes from the publisher Taschen. A white baby grand provides the soundtrack for aperitivo hour at the Jacky Bar, where wicker poufs, striped blue-and-white banquettes, and Panama hats repurposed as wall decor signal vacation vibes; things are slightly more reserved at the terrace restaurant, a formal space whose brightly colored dishes (think seared scallops with almond sauce and beef tartare with chestnut cream as well as kosher fare) are rivaled only by the panoramic views of the island’s craggy peaks coast and azure sea. And the indoor-outdoor swimming pool, though small, is a savior in the summer heat.

Gothic and grand, this 18th-century former nobleman’s home stands proudly on the banks of the Grand Canal in the San Marco district. Venetian-born owner and interior designer (among her many talents) Francesca Possati has restored this historic home to its regal glory. She has worked with local artists to breathe new life into original woodwork, ornate trompe l’oeil ceilings, and silk wall hangings, resulting in a once-again polished and posh palazzo. The distinctly Venetian rooms—many with canal views—are styled with rich fabrics, bold wall coverings, and pristine period antiques and illuminated by Murano glass chandeliers. Of course, they’ve been updated with the latest modern perks (like Italian marble and whirlpool tubs in the bathroom).

Stroll the art-filled hallways, splurge for a tasting menu at the elegant restaurant, and watch the gondolas float by from the red-awninged terrace. La dolce vita, indeed.

Old San Juan is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors.

Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix.

The fourth hotel from continually growing LA-based chain Palisociety, this 49-room boutique property celebrates its 1920s-era roots with a design that maintains original Art Deco details. Its location in Culver City also brings attention to a sleepy, untouristed enclave stepped in cinematic history. Rooms mix wood paneling with jewel tones, plaid, and comfy floral chairs, and some have French doors that open onto the hotel’s inner courtyard. Classic and contemporary art is carefully selected and intentionally placed, while retro details like rotary dial phones on the desks complete the Golden Age ambience. Amenities include oversized robes, a mini bar stocked with local snacks, and in-room tablets featuring curated neighborhood guides, room service, and more.

To Limeños, nothing goes with fresh fruit juice better than sandwiches, at dinner, or after dinner, or in the afternoon, or even in the morning. In fact, sandwiches don’t have to count as a meal in Peru, while it’s perfectly acceptable to call a pitcher of thick papaya juice “dinner.” Juice bars are everywhere, but it’s best to go to a reputable place, such as La Lucha, where you can trust the quality of the water used and the restaurant’s sanitation. It’s more expensive than your average hole-in-the-wall—though it’s still less than $3 for a freshly pressed mixed passion fruit, mango, and orange juice—but you pay for quality. For a Peruvian specialty, try the exotic lucuma “juice” with milk (more like a butterscotch-maple smoothie). And remember that in Spanish when you order “tuna” you’re actually ordering sweet prickly pear, not fish juice. The sandwiches made from giant hunks of rotisserie pork, chicken, homemade hot pepper, olive, and creamy golf sauces are also some of the least expensive and filling meals in the area.

La Isla de Guilligan (Gilligan’s Island, though not the one from the television show) is a popular hangout for Puerto Rican locals. I myself am only home for several weeks a year and I still go once or twice every year. The island is sometimes isolated and sometimes crowded. It boasts snorkeling (I’ve spotted many anemones, fish, crabs, starfish, and barracudas), calm water perfect for floating and swimming, and several trees from which you can jump into the water. It’s off the coast of Guanica, and there are two ways to get there. Either take a ferry (call 787-821-5706 for more information) or rent a kayak from Mary Lee’s by the Sea. If you choose to do the latter, you might want to take your kayak to Isla Ballena (see my highlight “Kayaking and Snorkeling and Hoping for Whales”). This tends to be a day trip, so I suggest you have some food. You can either pack up your own or, if you take the ferry, place an order before embarking and tell them when you’d like to have it delivered. There are picnic pavilions that you can claim if it’s a calm day or you get there early.

The charming Swiss village of Verbier is a breeding ground for fearless, thrill-seeking mountain bikers. Be warned, though: Even a rockstar mountain biker from Colorado or Utah will feel like he needs training wheels when he tackles these mountains. In town, local bike shops outfit cyclists with bikes and Transformer-like protective gear. A gondola whisks cyclists to the top of the mountain where they can tackle trails of varying degrees of difficulty in La Tzoumaz Bikepark. Less death-defying trails wind around the mountain past quirky sculptures such as a giant penguin and a huge skeleton of a wooly mammoth. Apparently, a mountain-biking battle wound is an essential Swiss souvenir. I took home a double-fractured finger after launching over my handlebars (A note: Men who get injured apparently get stitched up by a hot Swiss nurse. I got a scholarly Swiss doctor, but I also didn’t get a bill). For something a bit more low-key, rent an electric mountain bike and cruise around town past the fancy hotels (Verbier W opened in 2014) and charming homes. Just a touch of pressure on the pedal makes you feel like Lance Armstrong ascending the hills.

While it’s not in Mexico City proper, the sacred pre-Hispanic city of Teotihuacan is close enough–about 30 miles– for an easy day trip if you’re interested in architecture, archaeology, and indigenous history. The site’s primary structures, the Temple of Quetzalcoatl and the Pyramids of the Sun and the Moon, have been designated by UNESCO as World Heritage Sites, and it is possible to explore the pyramids–and even climb them–either independently or with a guide. After ascending nearly 250 steps on the Pyramid of the Sun, you’ll have a greater appreciation for these ancient structures and the civilization responsible for having built them. In addition to the pyramids, an on-site museum documents the history of the so-called “City of the Gods,” and displays archaeological finds, including pottery, bones, and other important objects.