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  • Robben Island, Cape Town, 7400, South Africa
    One of South Africa’s most famous sights, Robben Island is located four miles to the west of Cape Town. Its history as a prison is almost as old as the first Dutch settlement on the cape, dating all the way back to the 17th century. Today, the island is a UNESCO World Heritage site and museum, offering guided tours by former prisoners. After visiting the graveyard and maximum-security facility, guests can finish with a stop at the cell of the island’s most famous prisoner, Nelson Mandela. The half-hour ferry ride to Robben Island includes breathtaking views of Cape Town and Table Mountain. Just note that the ferry only runs three times a day in the low season; in the spring and summer, there’s an additional departure in the late afternoon. Book your tickets far in advance.

  • 550 Bayview Ave, Toronto, ON M4W 3X8, Canada
    The Evergreen Brick Works, a reclaimed quarry in the lush Don Valley, is a showcase for sustainable and green living, as well as for urban design. A community has been established in this once-derelict industrial site and former landfill. Toronto’s largest farmers’ market sets up shop on Saturdays, and spotlights food from all over the province. On Sunday, the market shifts its attention to crafts. A full schedule of activities and diversions make this a perfect weekend escape: There’s a children’s garden (with weekly programming), bike trails and rentals, and a hike that leads to a rewarding view of the city’s skyline.
  • 330 N Wabash Ave, Chicago, IL 60611, USA
    This hotel is on our list of The 11 Best Hotels in Chicago.

    Chicago invented the skyscraper, and some of the world’s most elegant examples define the city’s skyline. You can stay in the coolest one of them all, designed by German American architect Mies van der Rohe and run by Langham Hotels. To access the Langham Chicago’s minimalist-yet-opulent 268 guest rooms (including 48 suites), you must first check in at the second-floor lobby; its ceiling is hung with silver pebbles, its sofas populated by stylish guests, and its David Rockwell–designed Travelle restaurant alive with music and bites by executive chef Damion Henry during coveted afternoon teas.

    The former IBM building with a black exoskeleton also houses a Chuan Spa, which specializes in such Eastern therapies as acupuncture, cupping, and gua sha. A 67-foot-long indoor pool and full-service fitness center are available to all guests.

    Anyone spending the night in the rooms, with floor-to-ceiling glass windows framing Chicago views, has access to one of the city’s best concierges, who can organize a River North food tour, a Frank Lloyd Wright walking excursion, or a mixology class at Travelle. Don’t leave without taking a photo beside Jaume Plensa’s “Anna” sculpture in the Wacker Street lobby—then walk over to Millennium Park to see his larger works on display.
  • Cleo Street Beach, California 92651, USA
    Located next to Main Beach, the much-quieter Cleo Street Beach is a favorite of scuba divers, who come here to explore the Foss 125 Barge. The wreck, which sank just offshore in 1958, is submerged in a mere 55 feet of water, making it easily accessible to even the novice diver. Those up for the adventure will find an extremely well-preserved site, wrapped in coral and surrounded by Laguna’s Marine Reserve, which boasts everything from seals and otters to colorful fish and even some larger sea life. If you’re not a diver, Cleo Street Beach is still worth a trip to stroll the sand with a coffee from the nearby Orange Inn in hand. Just be sure to bring your four-legged friend along, as the beach welcomes dogs.
  • 492 Elmwood Ave, Buffalo, NY 14222, USA
    Among the small shops and restaurants that line Elmwood Avenue, Thin Man Brewery stands out in more ways than one. In a literal sense, its second-floor balcony extends over the street, offering guests the perfect place to sip pints in the sun. More figuratively, its beer selection is among the best in the city, with more than two dozen brews on tap, including the Prairie Paradise (a coconut-and-vanilla imperial stout from Prairie Artisan Ales in Oklahoma) and the Taras Boulba (a pale ale straight from Belgium). Thin Man also brews a few of its own beers on-site—if they have it, be sure to try the Pills Mafia pilsner. Since opening in 2016, the brewery has become so popular that there is now a second location in Black Rock, in a collaborative space with Tappo Pizza.
  • 84 Rue Claude Monet, 27620 Giverny, France
    From 1883 to 1926, Claude Monet lived in this pink stucco house in Giverny, where he cultivated his flower and water gardens and painted his famous Water Lilies series. Visitors to the house will find it just as Monet left it, complete with an all-yellow dining room and blue-tiled kitchen. You can tour everything from the sitting room, pantry, and studio to the bedrooms, dining room, and kitchen, then head outside to wander the gardens and see the famous arched bridge. Though you won’t find any of Monet’s paintings on-site, you can view his collection of 46 Japanese prints, and shop in the gift store, which is located in his old studio. When you get hungry, there’s also a café with healthy dishes and a spacious outdoor terrace.
  • Boca Brava, Isla Boca Brava, Panama
    About an hour’s flight from Panama City is David, the capital city of Chiriquí province. From there, it takes another hour by boat through lagoons, mangroves, wetlands, and estuaries to reach Cala Mia’s dock on the island of Boca Brava. Upon arrival, guests find a low-key resort, where 11 bungalow suites feature modern amenities like air-conditioning. Also on site are thatched-roof “ranchos” with hammocks and cushioned seating for unwinding in view of swaying palm trees and the nearby shoreline. The resort’s Point Sur restaurant offers a four-course meal each evening that revolves around local fish and seafood, including lobster caught just off the premises. During the day, guests can take guided hikes in the nearby forests to see howler monkeys and tropical birds, or go island-hopping with a boat captain in search of white-sand beaches.
  • 23 Grand Ave, Shelter Island Heights, NY 11965, USA
    Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.
  • 3805 Main St, Stone Ridge, NY 12484, USA
    Sitting on 40 acres in the quaint town of Stone Ridge, Hasbrouck House is a lovely boutique getaway, featuring 20 one-of-a-kind rooms spread out over three structures. Rooms are bright and homey, with wooden floors and plush beds. Some even feature vaulted ceilings, stone fireplaces, and deep, freestanding bathtubs. Although it’s not a spa retreat, Hasbrouck House does offer a variety of massages that can be enjoyed either in a cozy treatment room or your very own suite. For many guests, however, the highlight of a weekend here is dinner at on-site restaurant Butterfield, which offers a seasonal menu inspired by fresh produce from the Hudson Valley. Come in the summer and you’ll also have access to the 55-foot-long swimming pool, nightly bonfires, and outdoor movie screenings and concerts.
  • 1701 Wynkoop Street, Denver
    From its location in Denver’s Union Station, Mercantile Dining & Provision makes delicious and nutritious meals accessible to commuters and travelers passing through. This is the second eatery by Alex Seidel, a committed restaurateur who purchased a farm east of Denver to better understand the journey food takes from field to plate. The on-site market offers artisan-made provisions from spices and pickled beets to jams and jellies to coffee and potato chips. In the dining room, chef and partner Matt Vawter serves dinners so good you may miss your train—the spicy mussels (served in a tomato-butter broth perfect for mopping up with bread to console yourself after the shellfish and fennel sausage are gone), the housemade pastas, or the rotating selection of fire-roasted meat and fish entrees, can make the most fastidious traveler lose track of time.
  • 10 Albright Ave, Grand Canyon Village, AZ 86023, USA
    Though it doesn’t have the same rustic charm as the Bright Angel or El Tovar lodges—its neighbors on either side—the 1960s-era Thunderbird Lodge hasn’t lost that fun Mad Men vibe. Just yards away from the South Rim, it looks more like a college social sciences building from the outside, but the 55 updated rooms are comfortable and spacious, with geometric-patterned rugs and headboards, marble-topped furnishings, and stone-tiled bathrooms, plus creature comforts like satellite TVs, Keurig coffeemakers, and in-room refrigerators. Many have decent views of the canyon—a steal at only $20 more. And while there’s no restaurant on site, dining options at El Tovar, Bright Angel, and the rest of the village are only steps away. Best of all, the Rim Trail is right outside your door.
  • Bakval 20, Noord, Aruba
    Aruba’s Palm Beach is known for its powdery white sand, tranquil blue waters—and sprawling full-service luxury resorts. Just steps away, the intimate Boardwalk Small Hotel is a laid-back alternative. Owned and operated by Belgian twin sisters Stephanie and Kimberly Rooijakkers, who were born on the island and spent their childhoods here, 14 casitas are scattered on the grounds of a former coconut plantation and individually decorated: studio, one-, and two-bedroom spaces are outfitted with bright pinks, yellows, and aquas, fully equipped kitchens, air-conditioning, and private patios with their own charcoal barbecues and hammocks. Breakfast offerings range from the local (think tropical fruit and house-made arepas) to the luxe (bottles of champagne), and can be delivered to your casita or beachside palapa, but with no restaurant on site lunch and dinner is up to you.
  • Via Marina Grande, 225, 80076 Capri NA, Italy
    This glamorous villa is situated on Capri’s main road—and just a five-minute walk to the port—but JK Place feels like a refuge from the tourist throngs. Interiors have a chic, polished aesthetic that’s the embodiment of la dolce vita: The crisp white-and-navy spaces are filled with beautiful art and antiques, dramatic fireplaces, and colorful bouquets of blooms, while large windows and panoramic terraces capture views of rugged green hills that fall into the sea. (Yes, that’s Mount Vesuvius looming in the distance.) Posh touches continue in the guest rooms—think monogrammed pillows, canopy beds, wingback chairs, and marble- and mosaic-tiled bathrooms. Lemon trees scent the air throughout the property, from the elegant pool deck and on-site spa to the terrace bar, where sunset aperitivos are accompanied by tasty bites such as sea bream sliders and quail-egg canapés.
  • 26 Mönchsberg
    Closed until 2024 for renovations.

    Set on three-and-a-half acres of garden grounds atop Mönchsberg Mountain, the castle-inspired Hotel Schloss Mönchstein is like something out of a fairytale. Be sure to arrive hungry: In addition to a restaurant that serves Austrian and international fare and an indoor/outdoor orangery with light bites and drinks, the hotel has several private dining rooms, including one nestled in the castle’s tower and dubbed the Smallest Restaurant in the World, as well as a neo-Gothic chamber filled with black-hued antiques. The 24 guest rooms have regal touches like damask-patterned velvets and marble bathrooms with soaking tubs and walk-in rain showers, and a vast menu of treatments at the on-site spa, including Dermalogica facials and body wraps, are fit for royalty. After a day of pampering, an infinity pool and hot tub offer panoramic views over the city below.
  • Lamu Road, Malindi, Kenya
    The final mile of the drive from the resort town of Malindi to the secluded beachfront hotel Che Shale winds through lush vegetation and coconut-studded palms—a preview of the laid-back vacation that awaits you. The property itself is simple and stylish: guests sleep in thatched bandas made with locally sourced materials and dine with sand between their toes on soft-shell crustaceans from the hotel’s organic crab farm. There are hidden nooks up wooden ladders to read or snooze in, but the party is down on the beach, a snorkeler’s delight thanks to warm Indian Ocean waters teeming with tropical fish. This stretch of coastline also gets great waves, and kitesurfers flock here, though the staff can arrange lessons for novices. There’s also an on-site boutique filled with swimwear, beach bags, straw hats, and more should you decide to extend your stay.