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  • 6380 Silverado Trail, Napa, CA 94558, USA
    Set on a steep hillside overlooking vineyards and the Silverado Trail, Stuppa Estate Napa Valley manages to be both secluded and well positioned for exploring Napa Valley’s wineries and towns. The suite-only property has five poet-themed rooms—refreshed in 2021 by Erin Martin Design and embellished with hand-painted murals by artist Michael Duté.

    Each suite is themed after a literary icon, such as Emily Dickenson, and includes a private patio, a soaking tub, and an outdoor shower—including a few oriented toward the valley. Sunset is a highlight: All rooms face west, giving guests unobstructed evening views of the valley and vineyards below.

    Breakfast is a lavish spread with dishes like seasonal pancakes or shakshuka—served either in-room or on the open-air patio. A small outdoor pool and on-site spa treatments add to the quiet atmosphere, and staff can arrange private tastings at Sullivan Rutherford Estate, a boutique winery under the same ownership. Service is a defining feature; the team handles everything from sunset cocktails to dinner reservations with a level of care that consistently elevates the stay.
  • 93 Front St E, Toronto, ON M5E 1C3, Canada
    Toronto’s St. Lawrence Market is crammed with 120 vendors, butcher counters, bakeries, ethnic eateries, and seafood shops. But there’s one reason why most people come here: the peameal bacon sandwich, which is dished up at the Carousel Bakery. It’s not really bacon—or at least not the bacon you usually eat—but rather tender, thicker strips of pork, cut from the loin and then rolled in peameal (like cornmeal but made from peas), and served on a kaiser roll with a swipe of mustard. It’s a porklicious treat!
  • The hike up the Mayfield River to the waterfall nicknamed the Washing Machine requires walking in the river itself at times, and at one point, swimming through a tunnel. Along the way, you’ll be surrounded by lush fern trees and bamboo. You’ll need water shoes, a swimsuit, and a sense of adventure to take part in this, one of the best ways to see Jamaica‘s verdant interior. The trailhed is an hour’s drive from from Negril, and you’ll find lockers and a small restaurant there. Guides are always on hand to show you the way—you won’t make it without them, they know all the right places to place your foot. (Be generous with your tips—they may be having a great time, but this is their job.) The reward at the end of your hike? Two waterfalls. Swim underneath and feel the refreshing force of nature.
  • 10 Conroy St, Charleston, SC 29403, USA
    Among Charleston’s two dozen thriving breweries, Revelry may have the best digs. It’s located in the peninsula’s NoMo neighborhood and sports a spacious, laid-back rooftop deck bar that’s perfect for viewing sunset over the Holy City skyline. The whole place is adorned with art—including on its cans’ labels—by recognizable local artist, Chris Kemp. Fortunately, what’s inside the cans is equally memorable. Brews like “Gullah Cream” and “Poke the Bear” (an American Pale) are among the city’s signature ales for any beer lover seeking the best of Charleston. Happy hour features live music Friday through Sunday, making Revelry a go-to gathering place.
  • Located in an alley behind Dady’O, this taquéria dishes up the best arrachera and tacos al pastor in the hotel zone, and the price is right. The atmosphere is laid back and can be noisy, but it’s been a longtime favorite with locals and tourists alike. Since it’s located in the “party zone” near many of Cancun’s major nightclubs, you’ll find it to be especially busy after the clubs close. This popular place is open from mid-day until after sunrise, so if you’re in need of a late night snack, this is the place to be. Keep an eye on your check as waiters tend to “pad” the bill in order to get higher tips.
  • Via Cappuccini, 16039 Sestri Levante GE, Italy
    If you are looking for a place to escape from it all, pack your overnight bag and follow the Capuchin monks to the Bay of Silence in Sestri Levante. With their long brown robes, you can easily spot the monks from this 17th century monastery preforming their daily rituals along the rocky seashore of this beautiful beach town. With one of the most lovely beaches along this coastline, Sestri Levante is quite popular in the summer months, but walk along the shoreline under the abandoned abbey, and you can find a semi-private rock outcropping to place your towel. Just know that there may already be someone there, and they just might be topless!
  • PR-115, Añasco, 00610, Puerto Rico
    Kaplash is located on the curve of Road 115 as you head toward the town of Rincon. The little unassuming orange and blue building boasts a beautiful view of the ocean and—in the opinion of myself and others—the best empanadillas on the whole island. Kaplash was featured in an island-wide food photography book by a local writer who ventured to all the great known local spots. That’s how I decided to try them, and I wasn’t disappointed. They are now the only place I stop for empanadillas (turnovers) and the only place I take family and visiting friends. Try all of them—they specialize in seafood—but I can’t get enough of the pizza one.
  • Yes, there is Old Montreal and the shops of rue Sainte-Catherine. But Montreal is much more, especially in the Plateau Mont-Royal neighborhood, a place famous for its alternative atmosphere. Here you find tons of street art, each piece more delightful than the next. Most murals aren’t spontaneous works by local artists but are part of the many street art festivals taking place on Boulevard Saint-Laurent throughout the year, like MuRAL. Artists come from all over the world to paint, lending an international vibe to the city but also some amazing pieces. This here is one of my favorites, located on the corner of Saint-Laurent and Des Pins streets.
  • Holualoa, HI 96725, USA
    Aunty Doris is always behind the small counter dressed neatly in her red-and-white palaka shirt, with her hair fixed just so. She knows everybody and your madahs and fadahs and all da keeds too around here. Stop in for a taste of her old-fashioned crack seeds all lined up neatly on the shelf. Carry the jar over to the counter and talk story with Aunty as she spoons out your selection of sour cherry, football, olive seed, pickled ginger, li-hing mui, prune mui, dried lemon or wet seed. Chances are while you wait you’ll experience a “taste” of local color too. Eh no eat all da sweet sour cherry. I gotta get my fix!
  • Calle Benito Juárez S/N, Centro, 23300 Todos Santos, B.C.S., Mexico
    If you’ve ever heard the Eagles song “Hotel California,” you’ve probably wondered whether it was inspired by a real-life equivalent. Eagles members have denied “Hotel California” is anything other than a metaphor, but that’s never stopped visitors to the Baja California town of Todos Santos from assuming its Hotel California gave name to the song. Regardless, the hotel and Todos Santos itself remain fascinating places to visit. Among fun facts: The hotel was the first place in town to serve ice cream.
  • Encompassing 35 private villas on the Motu Onetahi coast of Marlon Brando’s very own French Polynesian island, Tetiaroa, The Brando is arguably the most luxurious place to stay in the entire South Pacific country. All of the villas at this all-inclusive resort have their own private pools along with direct beach access, and there’s a gorgeous spa offering a range of healing modalities, including traditional Polynesian taurumi massage. For those who want to add a bit of activity to their stay, there’s plenty to do on the island and in its surrounding waters, from snorkeling and scuba diving to discovering the flora and fauna of the surrounding landscape under the tutelage of a research scientist. Travelers with an interest in Polynesian culture may also want to try their hand at the traditional outrigger canoe, perhaps taking a trip out to one of the surrounding private islets that share an atoll with the Brando.
  • Av. San Martín Sur 2875, M5501 Godoy Cruz, Mendoza, Argentina
    In a country that has more cows than people, you can’t visit Argentina without shopping for leather goods. Prune opened its doors in 1999 and is one of Argentina’s premier brands for quality leather goods that are stylish and great value. They sell European-inspired handbags, clutches, leather jackets, belts and shoes. You can find Prune shops in both Palmares Open Mall and Mendoza Plaza Shopping in Guaymallen.
  • Prater, Wiener Prater 59, 1010 Wien, Austria
    Classic-film buffs well know the pivotal scene on the Riesenrad, the giant Ferris wheel in Vienna’s Prater park which lies between the Danube and one of its side canals. In the film version of Graham Greene’s noir tale The Third Man, Orson Welles, as Harry Lime, relates his famous Swiss cuckoo clock analogy to Joseph Cotten while on the ride. Built in 1897 for Emperor Franz Joseph I’s golden jubilee, the Ferris wheel was for a long time the world’s tallest. After a period of scruffiness late last century, the Prater and its old-fashioned amusement park are again popular. The greenery alone makes for wonderful strolling or biking, with the Schweizerhaus restaurant’s beer garden the perfect place for schnitzel or succulent Schweinsstelze (pig’s feet).
  • 207 W Hall St, Hatch, NM 87937, USA
    New Mexico has an official state vegetable: the chile pepper. (In case you’re wondering, only 13 out of the 50 states even have such a designation.) And the self-proclaimed chile capital is the tiny agricultural village of Hatch--population 1600. But every year, on Labor Day weekend, up to thirty thousand people converge here to celebrate the hot pods during the annual Hatch Chile Festival. Climate and soil here converge for optimal pepper-growing. If you can’t make it to the Rio Grande Valley in early September, don’t worry about the flavor running out--roasted then frozen or canned, or dried and powdered, Hatch chiles can be had year-round. At Pepper Pot, a family-owned restaurant on what passes for the village’s main drag, try them stuffed--the chile relleno--or in sauce form, over enchiladas, burritos, huevos...And when it comes to which sauce to choose, New Mexico has an official state question: “red or green?” The local (and tastiest) way to answer is “Christmas,” and you’ll get both. This is down-to-earth terroir... Incidentally, several years ago, Anthony Bourdain passed through here and proclaimed Pepper Pot’s red enchiladas to be the best he’d ever had. Come judge for yourself. Open for breakfast and lunch, this converted home is a cash-only restaurant. The borders of both Texas and Mexico are only an hour away, and it’s a favorite with local farmers and bikers passing through; if you decide to eavesdrop, you’ll be hearing trilled Rs and twangy English.
  • 16 Kahu Rd, Fendalton, Christchurch 8041, New Zealand
    Across New Zealand you’ll find weekend farmers’ markets packed with vendors of artisanal products and organic fruit and vegetables, as well as innovative food trucks providing tasty options for breakfast or lunch. Held in the leafy surrounds of Christchurch’s historic Riccarton House, this Saturday-morning institution attracts gourmands from across the city. For travelers, it’s a great place to try cheese and salmon from around the South Island, sample craft beer from local breweries, and stock up on baked goods for on-the-road picnics. Must-visit stalls include Sausage Sisters (for hearty pork-and-apple-sausage rolls) and Utopia Hot (for freshly baked waffles with seasonal fruit).