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This little private church is probably the most photographed stop in Oia. Our rented house was right next to it but lower on the steps so we could see lots of people getting lots of photos. Married couples would take their photos next to it, photographers were offering workshops that included this spot. I woke up at 5.30AM to wonder when nobody else was around. Best time of day to walk around this very busy tourist destination.

Carey Bringle hails from West Tennessee and grew up around serious barbecue culture. A photo on the wall of Peg Leg Porker, depicting his grandfather cooking hogs in the South Pacific during World War II, attests to that. It’s still a family affair at this Gulch restaurant: Bringle’s wife and kids work with him in the kitchen, dining room, and business office. The white box of a building on the edge of the Gulch has a no-frills, classic barbecue joint decor. Aside from family photos on the walls, the focus here is on the food—dry-rub ribs, pulled pork, and smoked chicken with sides like smoked green beans, slaw, potato salad, and mac and cheese.

Since 1980, when well-heeled Dallasites have needed a restaurant for a special family occasion, power breakfast, proposal, or impressive first date, they’ve come to The Mansion. One of the city’s most acclaimed restaurants—which, over the years, has been the domain of several noted chefs, including Dean Fearing—is set in the 1925 private home that forms the centerpiece of the Rosewood Mansion on Turtle Creek hotel, so the elegant rooms are filled with original details (like oak paneling, inlaid ceilings, and stained glass) and antique furnishings, including a 16th-century stone mantel. The menus are equally refined, while still approachable and creative to keep up with the city’s ever-evolving and elevating food scene. Breakfast and brunch are popular for dishes like the smoked brisket tacos and hazelnut brioche French toast, while lunch favorites include the signature tortilla soup, prime burger with kale, bacon aioli, and truffle fries, and generous salads. Dinner’s fine-dining menus change with the season but may include treats like Wagyu beef tartare or lobster ravioli; opt for the five-course chef’s tasting menu for a handpicked sampling of the current standouts. Vegetarian options are also available, as is an expertly curated wine list that takes you around the globe. If the weather is good, enjoy brunch, drinks, or a more casual meal on the terrace, around the fireplace, or under the lantern-adorned oaks.

One of Cancún’s oldest restaurants, La Habichuela was a 1970s original whose owner wanted a place to hang out with friends. It’s become an upscale dining room featuring local Mayan recipes alongside Mexican-Caribbean fare. The now iconic restaurant borders downtown’s Las Palapas Park, and has a charming backyard garden adorned with twinkly lights and climbing vines. Start the evening with balché, an ancestral Mayan drink made from the bark and roots of the balché tree that have been soaked in honey and water. For your entrée, try the amaranth fish bathed in flavorful tamarind and mango vinaigrettes.

Home to some 35 colleges and universities, Boston is a wicked-smaht city, and you’ll feel like a genius if you take your kids to the always entertaining Boston Museum of Science. For sheer thrills, nothing beats the museum’s Van de Graaff generator: This electrifying device creates crackling bolts of indoor lightning, and the one here is the largest in the world. It’s strictly look-don’t-touch, but much of the museum is comprised of hands-on exhibits that inform and entertain—including experiments in engineering, scientific methods, model building, and math where your kids can once again prove how much brighter they are than you. The museum’s butterfly garden, fossil exhibit, and quirky Colby Trophy Room appeal to all ages, and the Mugar IMAX Theater and Charles Hayden Planetarium provide immersive entertainment about the earth and stars when you’re done exploring the three floors of exhibit halls.

Home to warehouses and bustling trolley stops in the 1920s and ’30s (with the warehouses becoming artists’ studios and storage facilities in the ’70s), these few blocks in South Dallas’s Oak Cliff neighborhood were designated a National Historic Landmark in 199O—right around the time the area was experiencing a decline. In the new millennium, however, there’s been a revival: Today the area’s brick buildings and charming former homes hold over 60 independent shops, restaurants, bars, cafés, and galleries. Grab a coffee or glass of wine and browse the tomes at the Wild Detectives bookstore, shop for furniture and local artwork at Neighborhood, and find unique gifts and design items at Bishop Street Market and We Are 1976. Foodies also flock to top spots like Hattie’s for Southern low-country–inspired fare; the much-acclaimed (and often hard to reserve) Lucia for Italian fine dining; Eno’s Pizza Tavern for thin-crust pies; Tillman’s Roadhouse for Texas- and Southwest-flavored favorites; and the legendary Lockhart Smokehouse for pit BBQ. Save room for artisan sweets from Dude, Sweet Chocolate (which has garnered national acclaim) and a slice of fresh-from-the-oven pie from Emporium, where the menu changes seasonally. With the area now firmly enjoying “features on travel TV shows” status, and private residences still lining the side streets, parking here can be tricky—especially on the weekends, or during a festival or one of the regular wine, art, or jazz nights.

With Persian rugs, deep maroon banquettes, and antiqued mirrors along the wall, the dining room here feels warm and calm. Chef Andrew Little imparts his Pennsylvania Dutch roots with Tennessee flavor and ingredients, calling the cuisine American Farmhouse. Diners might begin with favorites like freshly baked soft pretzels with brown butter mustard and brussels sprouts and cherries with orange and peanut vinaigrette. Classically composed main dishes include rabbit with dumplings, duck, pork chop, and whole chicken for two. Pastry chef Kayla May offers seasonal creations for dessert, and don’t miss her sticky buns with pecan, orange, and cardamom at Sunday brunch.

Before you even leave for Telluride, the staff at Madeline Hotel & Residences can help you arrange itineraries, transfers, and equipment rentals or book activities like snowmobile tours and alpine hikes. Once you arrive, however, you might be content to never leave the property. Guests can get acclimated with an altitude oxygen treatment at the spa, browse the 80 original paintings chosen by the in-house art curator, or find their Zen during a yoga class at the fitness center. There’s also an outdoor heated pool, a kids’ club with games and movies, and the Black Iron Kitchen and Bar, which serves local comfort food like Colorado bison chili and warm Camembert with honey and figs. Outdoor fire tables offer the perfect place for après-ski cocktails but the Madeline’s pièce de résistance is its Sky Terrace—a 9,500-square-foot outdoor lounge with fire pits and two hot tubs. Should you actually tear yourself away from the hotel, you can take the nearby gondola to Telluride’s nightlife and shopping, or use the slope-side valet to get on the mountain quicky and easily.

The Madeline is surrounded on three sides by the San Juan mountains, so many of the guest rooms offer stunning views. They also feature contemporary but comfortable furnishings, plus access to a “bath barista,” who will draw you a customized soak in your spacious tub. Suites have heated bathroom floors and a separate living area with a kitchenette and gas fireplace, while residences include full kitchens, laundry facilities, and balconies.

Rimrock Cafe stood by itself as Whistler’s destination dining room for years as Whistler Creekside Village matured around it. Chef Rolf Gunther’s menu doesn’t dazzle you with fads, but focuses instead on classics such as terrine of duck confit, foie gras, rack of lamb, and the Rimrock mixed grill, featuring filet mignon, lamb chop, and venison. Like the menu, Rimrock’s cocktails recall former days when every element of a dining experience was done exactly right (try the Canadian Whisky Sour). Not surprisingly with its cuisine and cocktails held at such high standards, Rimrock is known for consistently impeccable service.

I like hotels in general, but there’s a special place in my heart for national park lodges. The range of accommodations usually encompasses several levels of vacation budgets (Yay for patriotic inclusiveness!) and there’s nothing better than waking up surrounded by the very sights and sounds you’ve traveled to see. Denali National Park doesn’t have any NPS-owned lodges, but you can get pretty danged close in terms of atmosphere and location (the park is right on the other side of the roaring Nenana River) by staying at this sprawling Holland America-run resort. Recently renovated accommodations include deluxe rooms and suites in buildings strategically placed along the river and deluxe rooms in the Canyon Lodge building. All buildings are served by a shuttle service and linked by paths. Decorated with historic photographs and rustic-chic touches, my suite room was a dreamy blend of civilization and wild surroundings. Falling asleep to the soundtrack of a rushing river just feet from my window was perfect way to end a day spent in the park. [This photo is a view from my window just before midnight in late June. Midnight!]
Ann Shields traveled to Alaska and the Yukon with Holland America Line as part of AFAR’s partnership with the United States Tour Operators Association (USTOA), whose members provide travelers with unparalleled access, insider knowledge, and peace-of-mind to destinations across the globe. For more on Ann’s journey, visit the USTOA blog.

It’s not often that one comes across a double-decker theater. In fact, the Elgin and Winter Garden Theatre Centre is the only still-active stacked theater, and has been designated a National Historic Site. Built in 1913 by American architect Thomas W. Lamb for the Loews theater group, the two venues were meant to serve two separate markets. Today, they frequently host live performances, musicals, and films. The Winter Garden is especially unique, featuring a decorative ceiling hung with dried leaves, a touch that transforms the room into a magical land.

This sprawling, 165-room mansion may be known as Hearst Castle, but officially, it’s called La Cuesta Encantada (“The Enchanted Hill”), former owner William Randolph Hearst’s affectionate name for the property. Designed by legendary California architect Julia Morgan to the newspaper magnate’s specifications, Hearst Castle was considered completed in 1947, even though it was still unfinished. Now a national historic landmark and museum dedicated to art and excess, it’s filled with Egyptian, Greek, and Roman antiquities, along with Old Master European artwork, Chinese and Near Eastern art, and art deco items—25,000 artifacts in all. There’s always something blooming in the 127 acres of gardens, whether it’s sweet-smelling hyacinth, walls of magenta bougainvillea, fragrant star jasmine, or orange California poppies (the state flower). Don’t get overwhelmed by the numbers during a visit here. Most tours of the estate focus on certain areas, instead of the entire grounds. Pro tip: The Hearst Castle private tour, a four-hour, in-depth exploration of the lavish grounds and mansion, is well worth it. The customized route can access any areas of the estate that are available to the public, but since it’s limited to a maximum of six guests, you can cover a lot of ground with your private guide and get information that shorter tours can only touch upon.

In a remote spot off Vancouver Island in British Columbia, surrounded by rain forest, mountains, and beaches, the Clayoquot Wilderness Retreat first opened in 1998 as an overnight floating lodge experience; since then, it has grown into a luxury tent retreat. While the camp has a rugged outpost atmosphere, with huge stone fireplaces and a long wooden cookhouse, it’s an outpost with every possible luxury: from white linen tablecloths and polished silverware to soft comforters and high-thread-count bedding.

Nuzzled up against the Arizona border about 100 miles west of Four Corners are some 30 square miles of the most iconic scenery in the American West. Monument Valley is one of those places that you’ll recognize as soon as you see it, even if you’ve never been there before, as dozens of movies, TV shows, and even video games have used the area as a setting. It’s made up of mesas both small and large reaching up from the valley floor, some rising as high as 1,000 feet into the sky. Part of the Navajo Reservation, the area charges a $20-per-vehicle entrance fee to drive the dirt-road loop. Once in, however, you can also enjoy a number of hikes, or hire a guide for a horseback tour.

For much of its history, the western edges of Manhattan neighborhoods like the West Village and Chelsea consisted of small manufacturing buildings and warehouses that served the piers on the Hudson River. Over time, those factories were replaced with residential developments, and shipping largely moved out to Brooklyn and New Jersey. What remained, however, was an abandoned light-rail line, located above street level. After 10 years of lobbying the city, state, and federal governments, the first section of the High Line park opened in 2009. It now extends for 1.45 miles, from Gansevoort Street in the south to 34th Street at its other end. An innovative design by James Corner Field Operations uses native species to preserve some of the feeling the old rail line had when it was overgrown with weeds. It has quickly become one of New York’s most popular attractions, both with residents and visitors who stroll the length of it, as well as a model for other cities attempting to find new uses for old infrastructure.