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  • 1 Duval St, Key West, FL 33040, USA
    Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking distance of all of Old Town’s highlights, from the Clinton Square Market to the Harry S. Truman Little White House. Many come to follow in the footsteps of the mayor of Margaritaville himself, Jimmy Buffet, who played his first gig in town in the hotel’s now infamous Chart Room Bar. Order a rum runner, then head to the heated outdoor pool; though it’s on the small side, it has sweet views to Key West Bight. After an adventure-packed day, the rooms and suites offer low-key comfort, decorated with traditional furniture and local art and overlooking the ocean or tropical gardens and koi ponds. Equally serene is the full-service spa, one of the few on Key West.
  • Franschhoek, 7690, South Africa
    Along with South Africa’s winelands, the Mont Rochelle Nature Reserve falls within the Cape Floral Kingdom—a small but incredibly diverse area that’s home to 5,000 plant species that can’t be found anywhere else on earth. In the reserve, walking and hiking trails wind past the myriad flora and fauna, leading up to some of the best vantage points for admiring the beauty of the Franschhoek Valley and beyond. The Breakfast Trail is a relatively flat, 1.2-mile walk that can be completed in under an hour or used as a jumping off point for other, more strenuous hikes, like the Vista Trail and Dutoitskop. If you make it to the top of the Vista Trail on a clear day, you might catch a glimpse of Lion’s Head and Table Mountain.

    Permits for entering the reserve must be purchased online in advance. If you’re planning a full-day excursion, swing by De Warenmarkt Deli in Stellenbosch or the Franschhoek Market (Saturdays only) and pick up some snacks to keep you energized while you hike.
  • Calle 78 493A, Barrio de Santiago, Centro, 97000 Centro, Yuc., Mexico
    Situated in a candy-colored colonial-style building, the Diplomat Boutique Hotel feels like a cool friend’s house. With just four guest rooms, the property has an intimate vibe and personal service, beginning with welcome drinks and botanas (Mexican snacks) served on arrival by the inviting Canadian owners. Each of the crisp, contemporary accommodations is embellished with hints of history, from the wrought-iron beds to knick-knacks like antique typewriters, yet talavera-tiled bathrooms feature modern touches like walk-in rainfall showers and organic toiletries infused with local honey. It’s easy to lose track of time while swinging in a hammock, cooling off in the pool, or sampling different varieties of tequila and mezcal from the free poolside bar. Just pace yourself. You don’t want to miss the complimentary morning spread, loaded with fresh fruit from the market, homemade breads, and delicious dishes like breakfast tacos, French toast with caramel sauce and passionfruit jam, or quinoa-crusted quiche.
  • 119 Exchange St, Portland, ME 04101, USA
    Hyperlocalism has fueled Portland’s Old Port District revitalization, with buzzy restaurants and shops with a deep sense of place opening in recent years. The stylish Press Hotel is no exception. A publishing motif runs throughout the 110-room property, which occupies a corner building that once housed the Portland Press Herald. Custom-made wallpaper printed with old headlines adorns the corridors, and desks inspired by those found in 1920s newsrooms are in each room. Works by local artists—including a dramatic installation of vintage typewriters from the late 19th and early 20th centuries by Portland artist Erin Hutton—and woven-wall tapestries by Portland home-goods designer Angela Adams also abound. (There are even a few notable—and welcome—nods to the global luxury market, including Frette linens from Italy atop the plush beds.) The focus at the 65-seat hotel restaurant, Union, is proudly farm- and sea-to-table, with dishes like house-smoked local mussels served with celery cream.
  • 7500 E Doubletree Ranch Rd, Scottsdale, AZ 85258, USA
    It is not unusual to find an Arizona resort that looks like a water park with rooms attached, and this big Scottsdale luxury property certainly fits the description: 10 pools, 20 fountains, 45 waterfalls, and a three-story, high-speed waterslide. But what makes the Hyatt Regency unique is that guests can glide along its desert waterways aboard authentic Italian gondolas while being serenaded by professional gondoliers, who are classically trained singers. Beyond the water’s edge, there are the expected activities, such as the 27 holes of golf at the Gainey Ranch Golf Club, open only to club members and resort guests. And there are the unexpected, such as the Native American Learning Center, created to give guests insight into native Southwest culture through art, food, entertainment, and personal interaction with some of the resort’s staff. For hikers, the 24-hour Canyon Market serves up not only performance foods and gear, but also directions to the best trails.
  • 00186 Rome, Metropolitan City of Rome, Italy
    The Roman Forum is where ancient Rome began. The sprawling archaeological park gives us just a hint of what the Roman Empire once was—a dominant and diverse society. The Forum itself was the political, social, religious, and commercial focal point for the Roman Republic and eventually the whole Empire—for the most elite members of society as well as the common plebs. Walking through the Forum is a walk through history, from its beginning as a valley with small hilltop communities (8th century B.C.E.) to its rise as the capital of an empire. The ruins of basilicas, temples, public forum spaces, and shops can be explored, and the adventure leads to Palatine Hill, an area of high-society patrician homes including the house of Caesar Augustus.
  • 60 South Shore Road, Paget PG 04, Bermuda
    Crashing waves serve as the soundtrack to your stay at Elbow Beach, situated on 50 lush acres along Bermuda’s rose-hued southern coast. Decorated with exposed beams, tiled floors, and neutral color schemes, the spacious cottage-style rooms are the portrait of coastal elegance—think coral-emblazoned throw pillows, wicker benches at the foot of the beds, and ocean or garden views through French doors. Polished-pebble paths lead the way to the spa, which offers treatments inspired by local ingredients, from a ginger-and-coconut scrub to a hibiscus bath. Grab a rum swizzle in the lounge, relax by the curving perimeter of the pool, or snorkel, swim, and kayak at the hotel’s private beach. You might also prefer to hit the pavement: Elbow Beach is mere minutes from the capital of Hamilton, Gibb’s Hill Lighthouse, and four 18-hole championship golf courses.
  • 111 E Cesar Chavez St, Austin, TX 78701, USA
    Austin has established itself as a foodie destination on par with New York and Los Angeles. Now, it also has a hotel that’s worthy of its rebirth as a capital of cool. At The LINE, the setting is as pretty as the young things who stay there with their stylish pets. The midcentury building houses 428 rooms and suites inspired by the Lone Star landscape, with headboards that evoke desert canyons, blue linens and rugs that nod to Lady Bird Lake (which many of the rooms overlook through expansive floor-to-ceiling windows), and lighting that looks like fireflies in the night sky. The place to be seen is Arlo Grey, where Top Chef winner Kristen Kish serves a menu inspired by her childhood, travels, and Central Texas ingredients—that is until the rooftop bar debuts in fall 2018.
  • 2327, 833 W Washington Blvd, Chicago, IL 60607, USA
    Chances are you’ve seen Maria Pinto’s works at some point in recent years—she’s known for dressing the likes of First Lady Michelle Obama, Oprah Winfrey, and Brooke Shields. That fan base is only growing with the opening of her West Loop Style Studio, where women can shop M2057 by Maria Pinto, a ready-to-wear collection inspired by urban architecture and design. Created for the time-pressed but fashion-forward woman, Pinto’s pieces marry runway ideas with a low-maintenance aesthetic (the upscale fabrics might be imported from Italy, but they’re also machine-washable and wrinkle-resistant—perfect for travel). In addition to plenty of day-to-night options like dresses, skirts, tops, and pants, the boutique also carries belts and jewelry by outside artists, curated by Pinto.
  • 1622 14th St NW, Washington, DC 20009, USA
    Whether it’s brunch, happy hour, or date night, Barcelona Wine Bar’s shared-plate dining and drinking experience is a D.C. socialite staple. Mingle over pitchers of red wine sangria with a rotation of farm-to-table tapas, including a light spinach and manchego frittata with a bacon crunch at brunch and a spicy eggplant caponata with sweet pepper, basil, and parsley at dinner. People-watch from the garden patio or gather inside the rustic-chic dining room, where the Jamon Mangalica ham being hand-sliced will inspire you to order the charcuterie. After crisscrossing arms with your dining partners to share bites of elevated, familiar flavors, finish on a comfort-food high with a spoon fight over their luscious flourless (gluten-free) chocolate cake. You can do it all again at a second location on Wisconsin Avenue in Cathedral Heights.
  • 310 Peabody Street
    When Nashville natives Ann and Jack Waddey decided to open a hotel within walking distance of downtown, they went all out to make guests feel at home. In lieu of a traditional reception area, visitors check in using their mobile device at the virtual front desk, and though daily housekeeping services are available, staff goes off duty at night. The property’s 24 residence-style suites feature bedrooms with separate living areas, each decorated with dramatic tropical wallpaper offset by white furniture, as well as full kitchens with stainless-steel appliances and penny-tile backsplashes; naturally, they’re stocked with hyperlocal goods like Bongo Java coffee, or whatever you wish should you opt in to the hotel’s grocery program. Rounding out the list of homey amenities are C.O. Bigelow products and velvety robes in the bathrooms, plus dry cleaning services and free parking.
  • Budapest, Váci u. 34, 1052 Hungary
    The Hungarian outpost of beloved Parisian hotel/restaurant/record label Buddha-Bar may be housed in the neo-baroque Klotild Palace building, in the heart of Váci Street’s pedestrianized shopping district, but the decor is as trendy as you might expect. Influenced by Asian motifs, the lobby and common areas feature dark wood, red patterned wallpaper, and brassy accents; the concept continues into luxurious rooms and suites, the nicest of which have balconies with city views. Of course, the star attraction here is the Buddha-Bar Lounge, where DJs spin global beats every night while chic Budapesters and visitors alike sip on cocktails and snack on sushi. For travelers who would rather find other paths to enlightenment, there’s a spa with sauna, steam baths, hot and cold pools, and a Roman-inspired tepidarium.
  • 21 E Battery, Charleston, SC 29401, USA
    Thanks to its views across Charleston Harbor, the Edmondston-Alston House is one of the city’s most popular historic homes open to the public. Its hyphenated name joins that of its builder and of the rice planter who purchased it from him just a decade later. The mansion, with its Corinthian columns and rooftop piazza, is a prime example of the Greek Revival architecture popular in the early 19th century. The house was at the center of several key Civil War events: as a lookout spot for Confederate general P.G.T. Beauregard during the siege on Fort Sumter in April 1861, and as a refuge for General Robert E. Lee on the night of the Great Charleston Fire of 1861. The mansion is owned by the Alston family, and its interior is preserved to look much as it did 150 years ago.
  • 476 1/2 King St, Charleston, SC 29403, USA
    Whether it’s for breakfast, brunch, or a late eat after a night of revelry on King Street, owner Carrie Morey whips her mother’s recipe of the freshly baked, handmade Southern staples inside this counter-serve bake shop. Consisting of flour, butter, cream cheese, and buttermilk, biscuits come in sweet and savory flavors such as cheese and chive, country ham, blackberry, and black pepper bacon. For a more substantial meal, specials like fried chicken and pickle, and pimento cheese sandwiches are available. You’ll definitely stand in line at this sunny little counter-only shop, but here’s an insider tip: You can order ahead on the Callie’s Hot Little Biscuit app.
  • Mbagathi Ridge, Nairobi, Kenya
    Hemingways is a new hotel in Karen, which is sort of the equivalent of Atlanta’s Buckhead in Nairobi. It is near the Wilson airport, where so many of the domestic Kenya flights fly out. Traffic is a huge issue in Nairobi and cars creep both by day and night, so being in this area puts you near many of the best restaurants and shops like Anna Trzebinski’ s studio. The Giraffe Manor and the Sheddrick orphanage, where one can adopt a baby elephant, are also nearby.


    If you arrange your trip to Kenya with Betty Jo, she can arrange upgrades at Hemingway’s, private visits to the elephant orphanage and Trzbenski’s studio, as well as private local drivers and drinks with a local Kenyan personality. “I can basically do whatever anyone wants,” says Betty Jo. “All bespoke.” Contact her at [email protected].