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  • 624 Front St, Lahaina, HI 96761, USA
    In the native Hawaiian language, the word “Lahaina” literally translates as “cruel, merciless sun.” Given the name, it should come as little surprise that not only is Lahaina the hottest place on the island, but it can be five degrees warmer than neighboring Ka’anapali, just three miles down the road. When walking around town, one of the best ways to beat the heat is to cool off with a syrupy shave ice. This sweet treat has become synonymous with Hawaii, and its origins date to Japanese plantation workers who would combat the heat by shaving ice off of blocks. Today, no visit to Maui is complete without enjoying a refreshing shave ice, and the best shave ice on the west side of the island can be found at Local Boys West. Conveniently situated across from the Banyan Tree, Local Boys is an island favorite for all of the free add-ons which accompany each serving. In addition to the soft, melt-in-your-mouth ice flakes that can be flavored with multiple syrups, Local Boys includes ice cream on the bottom and Kauaʽi Cream on top, completely free of charge. For those traveling with kids, you can even top the treat with gummy bears for exactly the same price. While waiting in line for your syrupy treat, take a moment to watch the surf films or shop for locally-made merchandise. This store was opened by a man and his young son who humbly sold snacks on the street, and it’s grown into arguably the best place in Lahaina to enjoy the island flavor.
  • 66 Brush Creek Ranch Road, Saratoga, WY 82331, USA
    There are over 100 excellent guest ranches in the Western U.S., offering a range of family vacations. Brush Creek Ranch, in southern Wyoming, is one of the more exclusive properties, offering an enormous range of activities on 15,000 acres of stunning high-mountain ranchland. This is the main lodge building, looking out over the horse pastures.
  • Park Road
    Owned and operated by the same family and situated about a mile apart from each other, Camp Denali and North Face Lodge are more than deserving of bragging rights: They’re part of less than a handful of accommodations inside Denali National Park and Preserve with prime views of America’s highest peak. But the properties—and amenities—differ. Each of Camp Denali’s 18 cabins offers an authentic, close-to-the-land experience: Propane lamps provide light, a wooden stove gives off heat, drinking water comes from an outdoor spigot, and a short path leads to an outhouse. For guests who prefer more creature comforts after a day taking in the rugged outdoors, North Face Lodge’s guest rooms all have electricity and private bathrooms. Locally sourced meals are served in a cozy wood-clad dining room, and a common sitting room oozes charm and conviviality with leather sofas surrounding a stone hearth fireplace, where you can choose a book from the stacks of shelves or share tales of your into-the-wild adventures with fellow guests.
  • 50 Easton St, Nantucket, MA 02554, USA
    White Elephant has been a Nantucket landmark for nearly a century, with more rooms than a typical inn but without sacrificing the intimacy and personal service of a small property. Located on the waterfront a short walk from Brant Point Light, the inn has a sprawling lawn with chaises for relaxing, as well as shuttle service to the area’s beaches. Accommodations range from king-bedded guest rooms (each with a private balcony or patio) in the main inn building to spacious garden cottages (some with kitchens and fireplaces) and penthouse-like lofts in downtown Nantucket. A small spa offers therapeutic massages, facials, and body treatments. A luxury resort that is truly family-friendly, kids and babies can get fully kitted out for bath time, mealtime, or beach time with a wealth of amenities and toys. The Brant Point Grill is a local favorite for an al fresco lunch, lobster dinner, or Sunday brunch (complete with Bloody Mary bar). The White Elephant also provides regular transfers on the 21-passenger boat, Lady Wauwinet, to the Wauwinet Inn’s restaurant TOPPER’S, which cultivates its own oysters.
  • 5009 NE 11th Ave, Portland, OR 97211, USA
    Situated on Northeast Portland’s Alberta Street, smack in the middle of the Alberta Arts District, Caravan is an unique alternative to the same old hotels or vacation rentals. The hotel is comprised of six tiny, individually styled houses for rent, from the cabin-like Skyline (made mostly from upcycled material) to the Amazing Mysterium (a vaguely steampunk affair modeled after a vardo gypsy wagon, with lovely additions such as stained-glass windows and lots of built-in shelving). In true Portland style, the houses are clustered together in a “pod,” similar to how many of the city’s famous food carts are arranged. In lieu of a lobby, there’s a central outdoor common area with a fire pit (s’more-making is encouraged, and supplies are provided). Note that live bands perform for guests and a limited number of community members on Wednesday evenings during the summer months, and the whole area gets busy on the first Thursday of every month, when Alberta Street transforms into a pedestrian-only night market-cum-street party that lasts well into the evening.
  • 1331 N Wicker Park Ave, Chicago, IL 60622, USA
    On a quiet residential street one block from the popular vintage shops, bars, and restaurants of Milwaukee Avenue, the Wicker Park Inn is one of the best values in Chicago, attracting an eclectic clientele of older couples, families who book the whole place for weddings and other special occasions, and young travelers eager to live like a local amid the vibrant culture of the Wicker Park and Bucktown neighborhoods.
  • 78 Queen St, Charleston, SC 29401, USA
    The salmon-colored stucco buildings comprising the Elliott House Inn have a long history that runs parallel with the city’s. Built in the aftermath of a citywide fire, the property’s main structure was then shaken in an 1886 earthquake (the characteristic Charleston earthquake bolts are visible on the building’s facade) and battered by 1989’s Hurricane Hugo. The bed-and-breakfast reopened in 2011 after two years of renovation and redecoration, reinventing itself yet again. The main building is a classic Charleston single house, built with its narrow end on the street and a long piazza running along its length.

    The rooms, with their botanical prints, hardwood floors, and Oriental rugs, are traditional in a way that’s elegant and charming rather than fussy. Rooms are available both in the main house and the single-story building across. The quiet courtyard provides an oasis from the city streets with its wisteria-dotted pergola and light-draped palmetto trees.
  • Five Islands Village, St John's, Antigua & Barbuda
    My first night at Galley Bay, I decided to take in their signature dining experience at Ismay’s. This is their top-of-the-line restaurant. Menu items include baked escalope of mahi mahi with olive and pine nut crust parsley; roasted cherry tomatoes, chilled caponata, sweet potato wafers, and balsamic reduction; and gratin of shrimp, crimson grapes, fresh dill, and champagne cream. Certainly impressive names, but perhaps the most impressive is the name of the restaurant itself. You see, when the then unnamed restaurant was being built in 2008, employees overwhelmingly suggested it should be named after one of their own: Ms. Ismay Mason. Ismay had been with Galley Bay for 45 years at that time during which she’d never called in sick and was a steadfast member of the team and community at large. Five years later, when Ismay finally retired, the tribute to her contribution toward the exceptional vibe of Galley Bay continued with the formation of The Ismay’s Foundation which provides for further career training and education within the community. Incidentally, I had the grilled beef mignon and sauté of shrimp, fondant potato, lemon, parsley and white wine emulsion.
  • 18 W 56th St, New York, NY 10019, USA
    Crosby Street Hotel founders Tim and Kit Kemp are behind this Midtown property, which opened its doors in February 2017. Each of the 86 guest rooms exudes a personality of its own, complete with playful pieces of artwork and color-forward design by Kit. High ceilings, long foyers, and walk-in closets help guests feel more at home than on the road, as does a stop at the Drawing Room before lights out. It’s here that floral curtains, oversize armchairs, and book-lined walls greet guests who want a nightcap from the honor bar, which is always stocked with top-shelf liquors, wines, and pre-batched cocktails. Pick your poison and enjoy it in your deep-soaking tub, where a TV and lineup of bespoke bath products await. Come morning, head to the light-drenched Orangery for well-executed breakfast favorites like avocado toast, acai bowls, and brioche French toast.
  • 334 Furman St, Brooklyn, NY 11201, USA
    Taking a nighttime stroll through Brooklyn, retracing George Washington’s footsteps as he was engaging British forces in Brooklyn and Long Island who went on to invade New York City in the summer of 1776 during the American Revolution (I love a good dose of American history). I paused for a moment to admire the ingenuity and design of the Brooklyn Bridge as well as the Manhattan skyline. Then I found myself humming Alicia Keys’ “Empire State of Mind.”
  • Te Nuku, 43 Ballarat St, Queenstown 9348, New Zealand
    Combining fine-dining flair with the relaxed ambience of a mountain resort town, Rata in Queenstown is one of the New Zealand eateries operated by well-known Kiwi chef Josh Emett. With a CV that includes cooking stints in the United States and London, Emett has crafted a menu that deftly marries a range of international influences to proudly local produce. Sharing plates include New Zealand octopus with saffron aioli or Marlborough salmon with horseradish and green apple, while local venison and merino lamb are standout main courses. The colors and feel of the forest inform the stylish decor—the eponymous rata is a tree native to New Zealand. Two- and three-course lunch menus are both a good value.
  • 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.
  • 5344 Ballard Ave NW, Seattle, WA 98107, USA
    A little gem of a store located on a cobbled brick side street in Ballard, Horseshoe has a fun, casual hipster-boho-chic aesthetic and beautiful clothes and jewelry, whether you’re shopping for a professional work look or a wedding outfit. Their flattering clothes feature graphic prints, bold colors, and edgy, asymmetrical details, and if you’re feeling spendy, you can top off your look with timeless Frye western boots or a beautifully worn-looking leather tote. Want to represent your home state? They also carry Kris Nations’ charming state-name necklaces in gold and silver — a thoughtful present for a friend.
  • Ul. Vlaha Bukovca 6, 20000, Dubrovnik, Croatia
    It’s all about the view at Villa Dubrovnik, a divine hotel built into the cliff across the bay from the Old Town and Lokrum Island. The restaurant, rooftop bar, spa, and most of the rooms feature the same breathtaking vistas over the Adriatic, deep blue at depth and turquoise closer to shore. Done up in sleek, Mediterranean style, the hotel includes glass-walled balconies and external walls that merge into the golden stone of the cliffside. Those balconies are perfect for morning coffee or sunset drinks, but consider having breakfast on the restaurant terrace, under the shade provided by wind-bent pines. The spa features an indoor pool, and just outside, stone steps lead down to the Adriatic’s edge, where guests can relax on sun beds or step directly into the sea. Should you ever want to leave, the hotel’s private motorboat will zip you directly into the Old Town port.
  • 1280 S Kihei Rd, Kihei, HI 96753, USA
    When tragedy strikes—like the Paris terrorist attacks or the Parkland mass shooting—Nalu’s South Shore Grill creates mile-long leis from local ti leaves for those affected. Representatives then present the leis to the victims personally, while offering chants for healing. Oftentimes, the restaurant also creates the leis to celebrate accomplishments, like the return of the Hawaiian canoe Hōkūleʻa after its three-year, round-the-world voyage. Aside from being a beacon of humanitarian light, Nalu’s is a favorite for local dishes like poke bowls, island-style beef short ribs, and loco moco (a ground beef patty served over brown rice and topped with eggs, homemade gravy, and black lava salt). If you want to give back, order the roasted beet and goat cheese salad and 50 percent of the purchase price will go to charity.