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  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • Cedar, 9006 Yosemite Lodge Dr, Yosemite Valley, CA 95389, USA
    The Mountain Room Restaurant at the Yosemite Valley Lodge isn’t open for breakfast or lunch, so make your dinner reservation before dark to catch the star attraction: drop-dead views of the 2,400-foot Yosemite Falls from almost every seat in the dining room. Alternatively, you can stop by for Sunday brunch, which includes nearly as many offerings as the one at the Majestic Yosemite but for about half the price. In warm weather, diners can sit on the outdoor patio and enjoy such dishes as seafood risotto, several cuts of steak, and grilled pork chop with stone fruit, arugula, and smoked pecans. There’s also a lounge with a limited yet tasty menu (ceviche, charcuterie plates, sandwiches), which is popular with climbers and those who enjoy watching a game on the TV or cuddling next to the Swedish fireplace. Note: This restaurant is open year-round.
  • 7070 Avenue Henri-Julien, Montréal, QC H2S 3S3, Canada
    After Toronto, Montréal is the Canadian city with the largest population of residents of Italian descent. For more than a century, the community has been centered in one of the city’s most charming neighborhoods, Little Italy. The way to the heart of this neighborhood is arguably through its stomach or, rather, the Jean-Talon Market, where residents have come to buy produce and stock their pantries since 1933. Even if you aren’t shopping for fresh vegetables or fruits, it’s a good place to come to sample Québecois products and buy gifts like local jams, jellies, and maple products to take back home.
  • JI. Abimanyu (Dhyana Pura), Seminyak, Bali
    From its beachfront locale to the sweeping terraces and sliding-glass doors, everything about this hotel is aimed at maximizing views of Bali’s most sought-after shoreline. Local stone and wood put an Indonesian twist on the resort’s Thai design, which incorporates a dark-wood color scheme, a mini waterfall, and lattice screens. The hotel offers one-of-a-kind experiences, including special-occasion dinners on the beach and spice-infused cooking tours that introduce guests to regional flavors (don’t miss Spice Spoons, in which you’ll sample exotic fruit and other local ingredients, or the seaside Indonesian cooking class with a master chef). Bustling Seminyak lures travelers to its restaurants, bars, and nightclubs—often early into the morning—but Anantara’s spacious sundecks, refreshing pools, traditional spa suites, and umbrella-shaded beach chairs are waiting to revive you the next day.
  • 1701 Wynkoop St, Denver, CO 80202, USA
    Even if you don’t have a train to catch, you’ll want to make time to explore all of the dining options at Denver’s Union Station. This Beaux-Arts landmark, completed in 1914, underwent a complete renovation in 2014, and now it not only serves as a modern transit hub, but houses a hotel, shops, and nearly a dozen restaurants and bars as well. Eateries include fresh seafood, oysters, and a granita bar at Stoic & Genuine; seasonally inspired comfort food at the sit-down eatery within Mercantile Dining & Provision; and locally sourced casual fare at Next Door. Pick up breakfast at Snooze, get caffeinated at Pigtrain Coffee Co., and for lunch or a quick dinner, stop by the Acme Delicatessen (and don’t forget Milkbox Ice Creamery for frozen indulgence afterward). For evening visits—postprandial or otherwise—head up to the Cooper Lounge on the mezzanine level for cocktails looking out into the station’s Great Hall.
  • 2411 Alaskan Way, Seattle, WA 98121, USA
    The Edgewater made its mark in Seattle history as the place The Beatles stayed when they came through on tour in 1964. Other rock stars (and those who like to travel like rock stars) have since stayed at the Edgewater, choosing it for its singular location on Pier 67 perched over the waters of Puget Sound. The public spaces make design references to the Pacific Northwest, with natural wood and stone everywhere. Waterfront rooms have sunset views that are nothing short of spectacular, and all the rooms are well-appointed, with gas fireplaces and spa-style bathrooms.
  • Negril, Jamaica
    Negril, or the “Capital of Casual” as it’s known in Jamaica, is everyone’s favorite getaway, from locals to the visitors who return year after year. The buzz of activity on Seven Mile Beach’s powdery white sands is tempered by the breathtaking, serene views of the West End’s cliffs towering over the Caribbean. Lots of bars, hotels, and restaurants line Seven Mile Beach, and local eateries and smaller boutique resorts are perched up on the cliffs. While there’s more hustle and bustle and throngs of tourists on this end of Jamaica, the region still offers many secluded spots and unique experiences.

  • Piazza Campo de' Fiori, 00186 Roma RM, Italy
    Like all outdoor markets in Rome, Campo de’ Fiori is a bustling social center where locals push past throngs of tourists to complete their errands. Every morning you can find nonni shopping for produce with their grandchildren, feisty butchers running the day’s orders, and barmen hand-delivering trays of espresso to the vendors. By late afternoon, the market quiets down as vendors head home for the evening, and slowly buskers and musicians make their way to the square. By sunset, Campo once again surges with energy, this time to fuel the nightlife.
  • 750 N 16th St, St. Louis, MO 63103, USA
    Located in a former shoe factory, City Museum devotes 600,000 square feet and four levels to play for all ages. The museum was the brainchild of artist and entrepreneur Bob Cassilly—along with a crew of 20 artisans known as the Cassilly Crew—who constructed the space from objects found around the city, from construction cranes and fire trucks to church pipe organs, old airplanes, and plenty of reclaimed building materials. The result is a wonderfully weird and wacky museum that’s constantly evolving, depending on what’s been donated and collected recently. There’s a sky-high jungle gym, a rooftop Ferris wheel, an aquarium, and multi-story slides that once served as chutes for shoes. The museum has a “no map” policy to encourage exploration, but does advise visitors to bring their own flashlight—you never know what you’ll find in those dark caves.
  • Praia Castelejo, Portugal
    Each time I visit this beach, I am enchanted anew. These beautiful sands, sea, and cliffs are exotic. I sit on the sand watching swimmers, surfers, boaters, and fishermen. I watch the birds happily flying around. I stare at the brilliant blue sky with its puffy clouds gliding by. And I gape at the huge cliffs that tower over all of us.I collect the rare rocks with white stripes running through the stone that are unique to the area. This is Castelejo Beach on the western coast of Portugal where there are many rugged, wild beaches. From Lagos, you go west to Vila do Bispo and follow the signs to this beach. The road is rugged and narrow and ends just above the beach with a parking lot. Get a good map of the area at your hotel. Hungry? The Castelejo Restaurant is at the top of the path to the beach. This restaurant serves octopus dishes and other fresh seafood. If you are there at sunset you will be lucky enough to see this gorgeous beach bathed in glowing light. Try to visit this beach when in the western Algarve.
  • 512 E Washington St, Orlando, FL 32801, USA
    Orlando’s centerpiece lake sits right in the middle of downtown, close to the pretty neighborhood and dining district of Thornton Park. A pedestrian-only path fringing the water stretches for nearly a mile, offering visitors a great place to stroll or jog. Along the lake you’ll also find an amphitheater for concerts and festivals, a picturesque pagoda overlook, and a kiosk where you can rent pedal boats shaped like swans. Bring the kids to feed the ducks and swans, or visit the farmers’ market, which takes place on the lake’s southeast corner every Saturday morning.
  • Pl. San Jacinto 11, San Ángel TNT, San Ángel, Álvaro Obregón, 01000 Ciudad de México, CDMX, Mexico
    Once a separate municipality, San Ángel—in the city’s south, nestled into its western foothills—is a leafy, genteel enclave whose relative isolation adds a soigné feel (for better or worse) you won’t find in neighboring Coyoacán. Ground zero for promenading is quaint Plaza San Jacinto, whose cute parish church (and beautiful cloister garden) is a sort of spiritual last stand amid the surrounding area’s high-toned consumerism. That said, the plaza’s true spirit comes alive Saturdays, at the so-called Bazar Sábado, an artisanal market that fills the area with stall after stall of handmade jewelry, textiles, crafts, and accessories, plus a great deal of art—some finer, some less so—in styles that go from hippie to haute. Strolling musicians and performers add to the carnival atmosphere.
  • 291 Geary Boulevard
    “Fewer, better things” is this fashion brand’s motto, and you will be tempted to toss out everything in your closet once you run your fingers over Cuyana’s silk striped tees, poplin button-downs, leather bags, and simple cashmere crewneck sweaters. These luxury basics are all crafted by artisans around the globe and are timeless in design—Cuyana truly intends for its pieces to last a lifetime. Its retail space may be located in the heart of bustling Union Square, but its second-floor location, accessed via elevator, is easy to miss. Once upstairs, customers get a glimpse of what a life with less could look like—the space was designed by Lauren Nelson Design to look more like a stylish live-work loft than a store, with Eames chairs and floating wood shelves sparsely styled with impeccable objects. A few choice items hang on each clothing rack—a literal representation of the brand’s “lean closet” philosophy. Cuyana will even help customers get started: With each purchase there is the option to receive a reusable bag to fill with items “that aren’t helping you live your most beautiful life.” Drop it in the mail with the included prepaid shipping label and your items will be donated to women in need through the nonprofit organization H.E.A.R.T.
  • 730 Rutledge Ave, Charleston, SC 29403, USA
    Despite its refined food and atmosphere, the Park Cafe is really a neighborhood spot at heart. It opens up at 7 a.m. on weekdays, dishing out top-notch coffee and avocado toast, and stays open into the evening with great cocktails and a diverse menu full of local, seasonal ingredients. Try the mushroom-and-walnut pâté, which comes with raw vegetables and crostini—and for a good deal, don’t miss their happy hour Mondays-Fridays from 3-6 p.m.
  • Les Houches bills itself as Chamonix’s go-to resort for families. And nothing encapsulates its relaxed, enjoyable atmosphere more than its outdoor ice rink. Located in the heart of the village, this popular spot not only provides a beautiful backdrop of Mont Blanc (check out the late-afternoon illuminations), it’s also free to use. Once the last shards of crimson glow have left Europe’s famous mountain range, skaters carve along under the stars—as late as 11 p.m. on Wednesdays and Fridays, with music playing throughout. Note: The rink is open from late December through the end of March, and ice-skate rentals cost € ($3.50).