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  • Carytown, Richmond, VA 23221, USA
    For visitors, Carytown, located near the downtown hotels and the Museum District, is the preferred place to shop. This several-block stretch of West Cary Street is full of independently owned shops and restaurants, as well as the historic Byrd Theatre, a 1920s movie palace showing recent and classic films at bargain prices. A few notable shops are Mongrel, an all-occasion gift shop with a great selection of Richmond- and Virginia-themed items, World of Mirth, a colorful, kitschy toy store that’s fun for all ages, and Eurotrash, featuring fashion-forward European women’s clothing for all styles and budgets.
  • 2525 Estero Blvd, Fort Myers Beach, FL 33931, USA
    Located on seven-mile-long Estero Island, Fort Myers Beach is precisely the sugar-sand playground you come to Florida’s Gulf Coast to enjoy. Named among the best in America, the beach is long and wide, making it perfect for a stroll or bike ride—especially at low tide. Vendors here sell everything from umbrella and chair rentals to parasailing adventures and eco tours. There are also accommodations, including hotels, inns, and small, family-run motels to fit nearly every budget.
  • 78-128 Ehukai St, Kailua-Kona, HI 96740, USA
    The newly refurbished Sheraton Kona Keauhou Bay Resort is stylish, with a large pool and water slide. But it was the history and the view from the hotel (located off the famous Ali’i Drive) that won me over. The hotel gives you an excellent vantage point to the bay around which King Kamehameha III was born (stillborn, as legend has it). He grew up to become Hawai’i’s powerful and benevolent ruler, and sought to unite the people. He called The Big Island his home and is beloved by many. The hotel offers several notable cultural markers, including two heiau (Hawaiian temple) replicas.
  • 1130 Ocean Dr, Miami Beach, FL 33139, USA
    For a taste of the good life, head to South Beach, known for its Art Deco hotels lining Ocean Drive and Collins Avenue, glittering nightlife, and see-and-be-seen vibe. The long stretch of beach, starting with the pier at the top of historic Washington Avenue, is a great place to take in the Miami of postcards and enjoy the sunset over the cityscape. This is where you’ll find some of Miami’s best shopping, top-tier nightlife, and award-winning restaurants, not to mention great people-watching and luxury-car spotting.
  • Running for more than eight miles through the southwest part of the island of Montréal, the Lachine Canal is a window onto the city’s industrial history, reborn in recent decades as a place where nature and the city meet. Originally opened in 1825, the canal, with its five locks, allowed ships traveling between the upper St. Lawrence River and the sea to avoid the treacherous Lachine Falls. (Before the canal opened, ships would typically off-load their cargo at the village of Lachine, which would then be loaded onto another ship on the other side of the falls.) The canal’s banks would soon be filled with small factories, but by 1950 the area had started to decline, in part due to the success of the railway. In 1970, it was closed to shipping completely. Recent efforts to clean up the canal have been successful, and now bikers and walkers take advantage of the paths that line it, while many of the former factories and warehouses have been converted into luxury lofts and condos. In 2002, the canal was opened to boats again—pleasure crafts, not barges—that travel its length. If you decide to explore the canal, the Atwater Market was one of the early projects to redevelop the area, and it remains a great place to buy all the items needed for a picnic.
  • 13 Scribner Hollow Rd, Hunter, NY 12442, USA
    A contemporary take on traditional lodge-style accommodations, Scribner’s Catskill Lodge is a cozy, 38-room inn, housed in a circa-1966 building that was revamped in 2016. While rooms tend to have their own look and feel, most share more than a few common elements, including patterned carpets, dark maple floors, and modern furniture. The majority are geared toward couples but there’s also a suite with bunk beds, which is perfect for families or groups of friends who don’t mind shacking up together. Amenities here are geared toward weekenders seeking a break from the Big City and include regular yoga classes along with afternoon DJ performances, meditation sessions, and even healing sound baths. There’s also a restaurant, Prospect, with ever-changing dishes like roasted chicken, burgers, and duck carnitas.
  • 1095 Hamilton St, Vancouver, BC V6B 5T4, Canada
    Routinely crowned the city’s top seafood restaurant, Blue Water Cafe is also among the continent’s best. After honing his skills at Michelin-starred restaurants in Europe, executive chef Frank Pabst opened this Yaletown classic to marry fine-dining techniques with local, sustainable ingredients. Eventually, the restaurant became a founding member of the Ocean Wise program, which helps consumers make ocean-friendly seafood choices. When visiting, you can belly up to the bar—which boasts more than 200 whiskeys and 1,000 wine labels—or reserve a table in the elegant brick-and-beamed dining room, housed in a heritage warehouse. Come summertime, however, you’ll want to head straight to the patio for sushi and premium sake. Fancy a splurge? Go for the seafood tower, which showcases the bounty of British Columbia.
  • 101 South Shore Road, Southampton SN 02, Bermuda
    Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.
  • 60 Tuckers Point Drive, Hamilton Parish HS 02, Bermuda
    The centerpiece of a vast resort, golf club, and residential community complex, Rosewood Bermuda sits on 240 acres of waterfront land overlooking Castle Harbour, Harrington Sound, and the Atlantic Ocean. The recently refurbished resort is anchored by the Manor House, where 88 guest rooms blend classic cottage-style architecture and modern interiors that continue to set the standard for today’s luxury seekers: think canopy and four-poster beds, plantation shutters, and colonial-era antiques, all set against a cool white backdrop. Spring for a deluxe poolside room, which also has access to a private poolside daybed. Just don’t expect too much down time. Three on-site restaurants and two bars are beyond selfie-worthy, treatments at the spa incorporate local ingredients like cedar and juniper, and hotel guests receive membership to the 18-hole Roger Rulewich–designed golf course, tennis courts, and a beach club that sits on an exclusive stretch of pink sand for the duration of their stay.
  • 2200 West Lafayette Boulevard
    With just over a year in business, Green Dot Stables is still new, but owner Jacques and his wife took over a building in Corktown that isn’t. Instead, they took it from abandoned and historical to historical but fresh. The interior still retains its ode to horse racing and is kitschy appeal without being cheesy. An innovative new menu presided over by Les Molnar features more than 20 unusual and classic sliders with a “mystery meat” option that changes often. On the day I visited, the special was Lamb Tongue with Dijon Brown Butter and Fennel Relish. My favorite was the Corned Beef Slider with Wigley’s-Brinery Kraut, Pickle and Mustard Aioli. Local and imported beers anchor the drink list and their soda (or pop as it is known in the Midwest) is mixed in-house with locally made syrup. Optional sides include truffle fries, poutine, chicken and orzo salad, kale & quinoa, or classic mac ‘n’ cheese. Menus items start at an affordable $2 and it is a packed house during the lunch rush so plan accordingly or visit at odd hours to ensure fast service.
  • St John 00830, USVI
    One of St. John’s most beautiful seaside spots, Hawksnest Beach offers a beautiful and easy-to-reach locale with convenient parking, picnic tables, barbecue grills, and ample shade. That accessibility, alas, can mean crowds, so try to arrive early and find your spot on the sand. A long snorkeling reef begins a few yards from the shore.
  • Newton B. Drury Scenic Parkway
    A 10-mile drive in Prairie Creek State Park, this scenic parkway brings you through a tunnel of majestic redwoods. See if you can spot elk from the car window. Conveniently, the parkway starts near the Prairie Creek Visitor Center, and you pass a number of trailheads as you drive—including the Big Tree, known for being 68 feet around and 1,500 years old. The paved road is perfect for a quick driving tour and is open from sunrise to sunset. In the spring and summer, the park often closes to motorized traffic on the first Saturday of the month to allow entrants to walk and bike through the scenery.
  • Goyder Square, The Blvd, Palmerston City NT 0831, Australia
    Every Friday evening from late April through October, follow the rainbow lorikeets to the Palmerston and Rural Markets in Goyder Square, roughly 20 minutes east of Darwin. The family-friendly night out is filled with entertainers, arts and crafts, fusion flavors, games and local bands and buskers that spill out from 150 stalls, creating a market that’s memorable for all ages.
  • 4141 Avenue Pierre-De Coubertin, Montréal, QC H1V 3N7, Canada
    For decades, Québec was viewed by many Canadians, and even many Québecois, as a conservative, traditional, and rural part of the country that was falling behind other provinces that were looking optimistically toward the future. Those are the years that would come to be known as the Grande Noirceur, or the Great Darkness. In 1959, Maurice Duplessis, known for his staunch Catholicism as well as fierce anti-Communist and anti-union policies, died, and he was followed by Liberal governments that led the so-called Quiet Revolution. Québec would emerge from this period as a decidedly cosmopolitan and socially liberal province. The Expo 1967 and the 1976 Olympic Games in Montréal proved to be key moments in which newly transformed Québec introduced itself to the world, and the buildings from both had huge impacts on the cityscape. The Olympic Park’s stadium, designed by French architect Roger Taillibert, is still used for sporting events as well as concerts. The inclined tower on the site has an observatory with sweeping city views. You can explore on your own, though there are also guided tours that provide an introduction to the architectural and engineering innovations of the Olympic Park’s buildings.
  • Malendure 97125, Bouillante, Guadeloupe
    The black-sand Plage de Malendure on Basse-Terre is a water sports hub, home to dive shops that head out to the Jaques Cousteau Reserve. It’s a great spot to park the family for a day of swimming, snorkeling, or kayaking over to the Pigeon Islands. It’s busy and social, but that doesn’t take away from its beautiful bluff and sea views.