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  • 17 E Monroe St, Chicago, IL 60603, USA
    One of my favorite discoveries in Chicago is the Empire Ballroom inside The Palmer House. It’s just up the stairs from the hotel’s magnificent lobby and has a rich history most anyone working at the hotel will be willing to tell you more about. This room with its shiny wood floor and opulent chandeliers is where Frank Sinatra used to perform. While the ballroom itself is beautiful, it’s most interesting feature is what’s hidden behind the mirrored wall in its corner. Push on the last panel and you’ll stumble into a dressing room where famous acts - including Sinatra - used to get ready to go on stage. Several autographed pictures are still hanging on the walls.
  • 83 High View Rd, Pretty Beach NSW 2257, Australia
    On a promontory within Bouddi National Park, overlooking a secluded bay and a short walk to an empty rust-red beach, Pretty Beach House lives up to its (classically understated Aussie) name. It’s hard to believe this intimate retreat is only a 90-minute drive from Sydney city center. Its location is spectacular and historic—spot the 2,000-year-old Aboriginal rock drawings on a nature walk nearby.

    There are four guest pavilions, each outfitted with wood-burning fireplaces, deep-soaking clawfoot tubs, and sun-drenched decks overlooking Broken Bay and Angophora treetops (three have their own private plunge pools). Dining is included in the stay, and it’s exceptional: Celebrated chef Dean Jones takes freshly caught seafood and local produce and crafts them into modern Australian dishes, which you can enjoy anytime you like in the Beach House’s safari-chic dining room or poolside beneath the shady gums.
  • Alice Eldemire Drive, Montego Bay, Jamaica
    More than any other of the luxury beach-colonies that opened in Jamaica in the 1950s, Tryall has retained the feel of a private club. Yet this 2,200-acre property, with 87 villas, almost all having views that sweep down to the Caribbean, is Jamaica’s largest all-villa resort, and home to one of the Caribbean’s finest golf courses. Created by a group of Texas investors that included a future governor (John Connally) and future senator (Lloyd Bentsen), the resort, backing its own private beach just west of Montego Bay, continues to add villas notable for their luxury and individuality, one with a gallery devoted to Jamaican art, another with its own basketball court. Each villa has a dedicated staff, including a chef, housekeeper, butler, laundress, and gardener. And although each villa is essentially self-contained, the resort’s restored 1834 Georgian Great House, with its restaurant and bar, where events such as the manager’s cocktail party are held, serves as focal point for guests who want to “get out” without leaving the property.
  • Istanbul is a city where the past collides with the present. The Raffles Istanbul, connected to the high-end retail hub of the Zorlu Center, beautifully exemplifies the contrasts. To get a taste of the Ottoman empire, book a room at the Four Seasons Bosporus, set in the restored Atik Pasha Palace. Modernists should stay at the Marti Hotel, located in the heart of the city’s business district. For the cool kids, there’s the House Hotel, which oozes urban Bauhaus style. And no matter where you stay, the hotel concierges will be more than happy to direct you to the city’s biggest sites, from the Blue Mosque and Topkapi Palace to the Hagia Sophia.
  • 温泉, 東山 ニセコ町 虻田郡 北海道 048-1592, Japan
    A large resort at the base of the Niseko Village gondola, the Hilton combines a central location, breathtaking views, and convenient amenities. This is the choice for travelers who plan to spend their day on the ski slopes or golf links from post-breakfast to pre-dinner, perhaps bookending the activities with a soak in the open-air onsen (or indoor on bad weather days). Rooms have panoramic mountain views and if you are lucky, you might get a room with a view of the unkai sea of clouds and Mount Yotei. Unwind with a steak dinner at Melt Bar & Grill before booking a private karaoke room at the hotel’s Ezo Pub. The Wakka Spa focuses on post-ski restorative treatments with a cedar soaking tub for couples.
  • 72 W Marcy St, Santa Fe, NM 87501, USA
    It’s all about creative, contemporary tapas and small plates at the small, popular storefront of La Boca. Find a relaxed mix of locals and tourists and watch chef James Campbell Caruso work his magic on the kale salad, gazpacho and the delicious skirt steak with the salted carmel. Happy Hour is a nice, quiet time to sit at the bar for wine and housemade sangria specials and half price tapas.
  • 224 Lafayette St, New York, NY 10012, USA
    It can be extremely difficult to keep up with cool restaurant openings in NYC. My trick? I look for the lineups. On Soho’s edge, Jack’s Wife Freda had a buzz that caught my attention. When I returned, I was able to get a table solo at this packed boite. Duo Dean and Maya Jankelowitz (ex-Balthazar) make an inventive brunch menu stemming from Israeli and South African influences. I was in a Dr. Seuss mood and had the green shakshuka - yes, green eggs, no ham. I’m a fan of their housemade juices as well. Next time: rosewater waffles.
  • Blvd. Antonio Mijares
    One of the great pleasures of traveling in Mexico is visiting traditional local markets, which sell everything from produce and household goods to handcrafts and textiles. In San Jose del Cabo, the local artisans’ market, or Plaza Artesanos, is open daily. Vendors sell a variety of handmade goods, including rugs, pottery, clothing, and jewelry.
  • Buddhist temples and grand palaces meet neon skylines in Seoul. The city’s hotels are just as varied, ranging from design properties with no-fuss amenities to over-the-top luxury resorts with Michelin-starred cuisine. Here are some of the highlights.
  • Oconaluftee Indian Village, Cherokee, NC 28719, USA
    Native American history comes alive at this re-creation of a Cherokee village that’s designed to replicate life in 1760, when European contact begins to negatively affect the tribe. Visitors experience life and witness skills that have been passed down for generations, including traditional canoe hulling, basket weaving, clay pottery making and traditional medicinal practices using plants native to the Smokies. The village consists of earthen trails through replicas of Cherokee huts, and the day is punctuated by live reenactments, including dances and ceremonies as the tribe prepares for war with the European invaders. After a day at Oconaluftee, stay for Unto These Hills, a dramatic retelling of the Cherokee story from contact with the Spanish in 1540 to the Trail of Tears under President Andrew Jackson to the reemergence of the tribe as it exists today.
  • Sausalito, CA 94965, USA
    Get a small-town experience just a short ferry ride or an easy drive from San Francisco in Sausalito. The town is known for its seaside charm, but there are a few not-to-miss things to do while you’re there.

    1. Grab lunch at one of the many restaurants and cafés with views of the San Francisco skyline.

    2. Walk along Bridgeway, Sausalito’s main drag, and browse the numerous souvenir shops, boutiques, and art galleries.

    3. Sausalito’s houseboat community showcases anything from renovated architectural gems to repurposed barges to vessels that need some serious TLC. These are private homes, so be respectful when wandering around. Liberty Dock and Issaquah Dock are good places to start.

    4. The Bay Model Visitor Center, run by the U.S. Army Corps of Engineers, is an acre-and-a-half scale reconstruction of the Bay Area’s waterways. From an observation platform, watch tides ebb and flow every 15 minutes, and marvel at just how big the bay really is.

    5. Kayak or stand-up paddleboard. Near the Bay Model, Sea Trek offers several types of classes for both, catering to all skill levels.

    6. Stock up on dinnerwear made in Sausalito at Heath Ceramics. Among the houseboats and artist studios is the original 1959 factory, where the clay is made, and the plates, bowls and cups are shaped and glazed. There is also tour each Friday, and weekend tours Saturday and Sunday. The factory is slightly north of downtown.
  • Shop #10, 26, Hope Rd, Kingston 10, Jamaica
    When in Kingston, make time for a stop at Devon House, a grand 1891 Georgian mansion that was built for George Stiebel, Jamaica‘s first non-white millionaire. The lovely upright house and its 11 surrounding acres are now protected as a National Heritage Site, but that doesn’t mean that there’s not fun to be had. The sprawling grounds include shops, restaurants, a bakery, and a popular ice-cream shop, I-Scream. House tours can be arranged, but the grounds, landscaped with stately palms and fountains, are the highlight—it’s a great spot to take a stroll, read, shop, or dine. The mansion and its manicured lawns are also used for weddings and lavish events.

  • Megalochori 847 00, Greece
    If you want to get away from the crowds in Santorini, try Megalochori - one of the prettiest, quietest little villages on the island. The town’s location further inland, away from the caldera cliffs, removes it from the typical tourist itinerary. A beautiful bell-tower archway frames the entrance as you drive into town, which is easily accessible by a short car, taxi or bus ride from any part of Santorini. Megalochori features a maze of extremely narrow cobblestone streets passing by hundreds of traditional white-washed houses and churches with accents of bright blue. Let yourself get lost. At the the center of Megalochori is a sleepy town square, with two tavernas and bougainvillea-covered patios. Sit in the welcome shade and order a vibrantly-hued Santorini tomato salad, grilled souvlaki and sesame & honey-coated feta. Try Restaurant Raki (above) in the town square, where the locals go. (Live Greek music at night.) And since Megalochori is the heart of Santorini’s wine industry, be sure to visit a winery, where you can meet the local vintners and sample their goods. If you are looking for a very quiet village and a low-key, relaxing day, this is a wonderful place to visit. Sometimes a really lazy day is just what the doctor ordered. www.santorini.com/villages/megalochorivillage.htm
  • Zaanse Schans, 1509 Zaandam, Netherlands
    On the banks of the river Zaan, time stopped three centuries ago at Zaanse Schans. In this recreation of a Dutch village in the 17th–18th centuries, stroll down streets lined with typical green wooden houses, manicured gardens and graceful bridges. Poke into tradesmen’s workshops, historic windmills and tiny boutiques. See how wooden clogs are made and watch pewter jewelry fashioned before your eyes. Discover how artisanal Dutch cheese is crafted and purchase a wheel of Gouda or Edam to take home. Refuel with coffee and apple pie in one of numerous restaurants within the village. Explore a few museums and round off your visit with a boat trip on the river. Although several museums at Zaanse Schans charge for admission, there’s no entry fee at the popular tourist attraction created by relocating houses, windmills, storehouses and barns to form a replica of a typical Zaanse village. Alongside clusters of windmills, characteristic wooden houses and unique shops, traditional Dutch crafts are showcased and the lifestyles of people who lived in Holland long before sex, drugs and rock ‘n’ roll entered the picture are revealed.
  • 123 Beach Road, Islamorada, FL
    Moorings Village has a setting out of an island fantasy, stretched along one of the largest private beaches in the Keys, with more than 1,000 coconut palms shading its 18 guest villas. After a direct hit from Hurricane Irma, the resort reopened in January 2018 with 100 newly planted coconut trees, a new picturesque dock, and a refurbished swimming pool—while still maintaining its eclectic design and luxurious feel. The individually styled villas—each with a wraparound veranda—have kitchens, living and dining spaces, and a selection of artwork collected during resort owner Hubert Baudoin’s travels. Ocean activities rule the day here (unless you’re lolling in a hammock) and the property offers complimentary kayaks, paddleboards, and bikes, in addition to coordinating excursions like scuba diving, kitesurfing, sailing, and fishing. And because the resort takes up both sides of the Key of Islamorada, guests can catch the sunrise and then witness sunset while dining at either Pierre’s (an upscale spot with French fusion cuisine) or the Beach Café (a casual bistro serving Caribbean-American food). Pro tip: Book your visit to coincide with the full moon to attend the Mooring’s monthly beach party for live music, fireworks, and bonfires on the beach.