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  • Silo Square, V & A Waterfront, Cape Town, 8801, South Africa
    The new crown jewel of the Cape Town hotel scene, The Silo is housed in an old grain elevator, perched above 42 cement silos on the V&A Waterfront. The silos, which extend outward below the hotel, are home to the world-class Zeitz Museum of Contemporary African Art, opened in September 2017. Inside the hotel, owner Liz Biden seamlessly blends her penchant for bold colors and animal prints with some of the best in contemporary African art. The 28 guest rooms feature handmade headboards and Egyptian crystal chandeliers; concave, floor-to-ceiling windows overlooking the city or harbor; and deep-soaking tubs in the bathroom.

    On the sixth floor, you’ll find the concierge (Hoon Kim, one of only 12 South Africans to hold the coveted Crossed Keys—a distinction from the prestigious hotel concierge association Les Clefs d’Or), the Granary Café, the Willaston Bar, and several private meeting rooms. Also on-site is a spa, gym, and rooftop infinity pool and lounge with views of Table Mountain. If you’re visiting over New Year’s, head to the rooftop—or book a west-facing room—for spectacular views of the V&A Waterfront fireworks.
  • 550 Wellington St W, Toronto, ON M5V 2V4, Canada
    The Thompson Hotel, Toronto, opened in 2010 as a modern, translucent glass building soaring above its low-rise, red-brick neighbors and staking a claim as a symbol of glitz and glam in the King West neighborhood. Thanks to its fashionable in-house bars and restaurants, the hotel is a popular fixture both with locals and with the Hollywood set who visit each September for the TIFF film festival. The acclaimed Studio Gaia team designed the rooms, which have bold, dark-wood flooring and hot accents of orange playing off cool white walls. Heated marble floors in the bathrooms, spacious tubs, and sheets with high thread counts all contribute to the sense of luxury, and floor-to-ceiling windows ensure that rooms are flooded with natural light. After check-in, guests can use their room key to access the private elevator up to the rooftop bar, with its 360-degree views of the city. The rotating menu of seasonal cocktails is especially delicious.
  • 12621 N Frank Lloyd Wright Blvd, Scottsdale, AZ 85259, USA
    The city’s most famous snowbird, architect Frank Lloyd Wright, spent winters at his home and architecture school in the Sonoran Desert. Taliesin West brings the horizontal lines and organic materials of Prairie School design to the desert landscape in low, skylighted buildings. Behind-the-scenes tours visit the pop-up structures that students have designed as living spaces amid the barrel cactus and paloverde trees.
  • 50 Gladstone Ave, Toronto, ON M6J 3K6, Canada
    IndexG B&B was an art gallery before the owners renovated the second floor into a four-bedroom bed and breakfast. Housed on a sleepier stretch of Gladstone Avenue but close to the action of both the West Queen West and Parkdale neighborhoods, this family-run B&B offers affordable rooms and minimal amenities. Art is displayed throughout the hotel, and it is all available for purchase. With much to do in the area, this is a well-located hub from which to discover the best of Toronto.
  • 97450 Overseas Hwy, Key Largo, FL 33037, USA
    When it opened in 2016, Playa Largo, part of Marriott’s Autograph Collection, was Key Largo’s first new luxury hotel in 21 years, and its casual, sun-drenched luxury was a welcome addition to the mellow Upper Keys. The resort’s 177 rooms and suites offer a range of accommodations—most with great bay views. Upgrade to one of the ten bungalows for a private back porch surrounded by lush gardens and a second-level balcony. For ultimate privacy—and luxury—book the Beach House with three master bedrooms, wrap-around balconies, a private pool, event lawn, and private beach. The property’s four restaurants (the toes-in-the-sand Sand Bar is ideal for watching sunset), spa, fitness center, pool, and beach offer plenty of ways to relax, or partake in activities like snorkeling, diving, kayaking, paddleboarding, parasailing, fishing, sailing, or a glass-bottomed boat ride. Pro tip: Hobnob with the school of more than 100 tarpon that linger near the resort by hand-feeding them from the resort dock.
  • 224 W Colorado Ave, Telluride, CO 81435, USA
    Telluride’s literary mecca, this beloved store is stacked with more than 10,000 books at any given time. The expertly curated regional books section is a fount of the Wild West’s writing prowess, with illustrative tomes on the town’s lurid backstory (you’ll want to peruse Tomboy Bride: A Woman’s Personal Account of Life in Mining Camps of the West). When your eyelids get heavy, head to the tiny coffee bar—squirreled away at the back of the shop—for a caffeine jolt to bolster an afternoon of reading.
  • West End Road
    Dining at one of Negril’s excellent cliffside restaurants is highly recommended, and the gorgeous setting of Ivan’s Bar & Restaurant at Catcha Falling Star makes it a very nice option. The longtime favorite has one of the best views along the coast and serves lobster dinners and classic Jamaican cuisine with a bit of a modern twist. Guests are seated under an open-sided thatched roof or out under the stars at private tables on a patio near the cliff’s edge. Another favorite choice for romantic cliffside dining is the restaurant at Rockhouse Hotel. (If you want more cocktails post-dinner, walk down to LTU Pub and mingle with the locals. Casual eateries and cliff bars along West End Road include 3 Dives and Sips & Bites.)

  • Port Antonio, Jamaica
    This tiny hideaway overlooking the sea near Port Antonio originally served as a live-in recording studio for performers such as No Doubt, Alicia Keys, and Amy Winehouse. Although recording sessions still go on, Geejam is now a seven-room hotel, its guests often honeymooning couples acting out fantasies having nothing to do with rock and roll. Geejam’s cabins, especially, are very private, and guests sometimes spend days taking meals on their veranda and splashing in their outdoor Jacuzzi without being seen by anyone but the staff, who appear only when called. Of course, who wants to stay hidden forever when the Bushbar restaurant promises convivial chitchat, an occasional game of pool, and even live music? Not to mention that the hotel beach, in a cove across a road at the bottom of the property, promises four-poster sunbeds and, yes, Wi-Fi.
  • Pfingstweidstrasse 102, 8005 Zürich, Switzerland
    The 25hours brand is known for its playful take on the hotel experience, and this Zurich establishment follows suit. With an interior concocted by local designer Alfredo Häberli, the space features the usual mix of colorful, offbeat furnishings, slick design, and casual friendliness, as well as the cute touch of Häberli’s personal city tips scrawled on various surfaces.

    The rooms and suites are separated into categories of silver, gold, and platinum to reflect the city’s banking-capital status. That’s as corporate as it gets, however, since the interiors are decidedly funky, with bold colors, quirky carpets and artwork, and angular work desks. The hotel also offers a restaurant, living room and business lounge (with iMac workstation and free Wi-Fi), plus an in-house kiosk that stocks everything from necessities (shampoo and toothpaste) to accessories (Freitag bags).
  • 136 Madeira Rd, Islamorada, FL 33036, USA
    Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.
  • Carretera Fed, Av. Boca Paila km 9.5, 77780 Tulum, Q.R., Mexico
    Why we love it: A city slicker–approved beach retreat with a vibrant art collection

    The Highlights:
    - The secret indoor pool up a staircase from the main pool area
    - Fresh-baked breads by pastry chef Simone Colla served daily in the Filosofía restaurant
    - An entryway featuring a rare sculpture by KAWS and vintage armchairs hung like swings from the ceiling

    The Review:
    The people watching is just as entertaining as the artwork at Casa Malca, a mansion once maintained by Colombian drug lord Pablo Escobar but now owned by New York gallerist and art collector Leo Malca. Set on a Caribbean-facing swath of sand next to the Sian Ka’an Biosphere Reserve—and just a short bike ride from Tulum’s beachfront boutiques and restaurants—the hotel features 71 rooms, complete with polished concrete floors, floor-to-ceiling windows overlooking the ocean, and bold artwork from Malca’s personal collection. A black-and-white print inspired by Keith Haring covers the lobby bar, while antique baby dolls adorn the walls in one of the hotel’s three restaurants. The pool and beach areas are more sedate, with cerulean daybeds and colorful hammocks studded like jewels among the leafy palms.
  • 81600 Overseas Hwy, Islamorada, FL 33036, USA
    The Morada Bay Beach Cafe on the bay side of Islamorada is the perfect spot for a Keys lunch. Colorful chairs and tables dot the beach; the food is excellent and the restaurant regularly receives fantastic reviews. Try the Wagyu beef burger. It is delicious. Fresh fish and seafood are popular choices. The conch fritters and conch chowder hit the spot. The staff is very friendly, professional, and helpful. Island music or Jimmy Buffet songs waft across the beach.
  • 99 Union St, Seattle, WA 98101, USA
    The west-facing bay views are reason enough to stay at the Four Seasons Hotel in the center of downtown Seattle. That, and the unbeatable location: across the street from the Seattle Art Museum, and right next door to Pike Place Market. Tasteful minimalist decor; floor-to-ceiling windows that overlook Elliott Bay or neighboring towers; modern, elegant appointments in the rooms (and enormous bathtubs!); and an outdoor infinity pool that exploits the setting—all these touches add up to one of Seattle’s best hotels.
  • Western Highway (Westbound)
    On the banks of the Macal River, at the edge of downtown San Ignacio, you’ll find a sprawling Saturday market where everything from shoes and clothing to housewares and fresh produce is for sale. Local people shop for supplies and gather to catch up on gossip at the food stalls. The market is somewhat divided between produce sellers and souvenir vendors, but as the market has grown, the separation seems to have floundered a bit. Leave enough time to wander every aisle and stall to ensure no gem is left undiscovered. Locals recommend the tacos and pupusas as the best choices for lunch, and the snow cones topped with evaporated milk for a snack. Buses also park just next to the market in a dirt lot, so transportation is not difficult if you’re coming from outside of town.
  • 6 Via Ciovasso
    Third-generation artisan Giorgio Santamaria oversees a team of eight craftspeople who meticulously produce for his shop accessories from alligator, ostrich, and crocodile leather in a workshop tucked away down a narrow lane in the city center. The ready-made selection includes belts, wallets, key chains, bags, and luggage in a wide range of colors, and practically anything can be made to order.