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  • 76 Main St, Nantucket, MA 02554, USA
    Make the three-and-a-half-hour trip from Boston for seafood and salt air. Opened last year, this hotel in the heart of town has a whimsical preppy aesthetic. From $219.
  • 3965 N Brown Ave, Scottsdale, AZ 85251, USA
    There are a few trendy Western shops that have cropped up in recent years but if you want the real deal, there’s no better place than Saba’s Western Wear. The family-owned store has been around for more than 85 years and still has the best selection of cowboy boots, jeans, jewelry and other duds.
  • 4200 Conroy Road
    Home to big brands and even bigger discounts, Orlando draws shoppers from all over the world. Many head to the Mall at Millenia, which features Cartier, Tiffany & Co., Jimmy Choo, and Versace alongside mainstays like Anthropologie and Urban Outfitters. For something a little less expensive, try Orlando Premium Outlets or the boutiques along Park Avenue in Winter Park.
  • 2218 Postoffice St, Galveston, TX 77550, USA
    At Tangerine Boutique in Galveston, owned by surfer girl Kim Cherryhomes, you’ll find designers like Chan Luu and Heidi Merrick. Stop in and walk out with some Gulf coast fashions. Photo via Tangerine Boutique Facebook page
  • 3510 Ella Blvd, Houston, TX 77018, USA
    BBQ is serious business in Houston, as in the rest of Texas, and any local will have a strong opinion about where you can find the holy grail. Gatlin’s, however, is a favorite among many. Fall-off-the-bone tender ribs, respectable brisket, pulled pork, and all the usual fixin’s made with love. Photo via Gatlin’s BBQ Facebook page
  • 3400 Around Lenox Rd #209, Atlanta, GA 30326, USA
    While the Shops Around Lenox are full of boutiques, Fab’rik is an Atlanta success story, currently with 20 locations and counting. They take current trends in fashion and make them affordable, even selling Fab’rik White Collection, their own line, in addition to clothing and accessories. The store also does work in the community giving away shopping sprees to those in need.
  • 127 S Fir St, Telluride, CO 81435, USA
    Picky eaters should make a beeline for eco-friendly Baked in Telluride, where menu offerings include gluten- and dairy-free cakes and cookies, plus traditional deli counter delights like Reubens bursting with enough pastrami to power you through an afternoon of black-diamond skiing. Don’t leave without trying the puff-pastry vegetarian burrito or a slice of the sourdough-crust pizza.
  • 150 West San Juan Avenue, Telluride
    The epitome of fine dining, La Marmotte is as sophisticated as Telluride’s mountains are wild. While dining here, you can expect to enjoy expertly prepared dishes like beef tartare with caper berries and lemon, and roasted mahi-mahi, dusted with bee pollen and served with black garlic and sage sauce. Despite the elegant atmosphere, service is always fantastic, with no hint of snootiness.
  • Branard Street
    This shaded park near the University of St. Thomas is right next to The Menil Collection. The park is very shaded and nestled between streets lined with classic 1920s bungalow houses. This place really captures Houston!
  • 3327 South Las Vegas Boulevard
    Bauman Rare Books is well known among antiquarian booksellers, and marks a striking contrast to most of the shops and boutiques you’ll find in Las Vegas. Having worked in the rare book business in the past, I can’t resist a beautifully tooled leather binding and the crinkle of pages brought to life by engravings.
  • 16641 La Cantera Pkwy, San Antonio, TX 78256, USA
    Following a multi-million-dollar overhaul in 2015, this ranch-style Hill Country resort—which is part of the Destination Hotels collection and less than 20 minutes from the airport—has emerged as a spot where both families and the adults-only crowd feel at home. For the former, there are plenty of places for fun on the 550-acre property, including five pools (one is just for kids, with two water slides and a toddler splash area), an arcade (for ages 13 and up), tennis courts, and miles of scenic trails. The hotel even has a partnership with high-end baby gear label Babiege, which grants guests discounts on crib, stroller, and accessory rentals they might need to enjoy a day out. Meanwhile, grown-ups will appreciate amenities like two championship golf courses, Texas-inspired treatments at the Loma de Vida Spa & Wellness (set on one of the highest points in San Antonio, with views to match), an adults-only pool, and private poolside cabanas (available for a fee), which come stocked with fridges, HDTVs, local snacks, and a personal attendant.

    The 496 guestrooms also cater to a variety of needs. The main rooms and suites feature great views, NEST products, rain showerheads and plush furnishings, while the villas set on the golf course offer plenty of space for families, plus a separate reception, complimentary golf carts, oversized tubs, and their own pool bar, cafe, and market. For those seeking some privacy, there’s SEVEN, a 21-and-over floor with a dedicated concierge, lounge, upgraded bath products, private check-in, and more. As you might expect, the selection of eight restaurants and bars is equally varied, ranging from a grab-and-go market, poolside grill, and casual cantina, to the fine-dining Signature, with menus by James Beard Award-winning chef and San Antonio native Andrew Weismann.
  • 78-128 Ehukai St, Kailua-Kona, HI 96740, USA
    The ancient Hawaiians revered mantas in very high regard. With up to 25-foot wingspans, these majestic sea creatures feed on some of the sea’s smallest organisms: zooplankton. Strap on a snorkel to watch them dine at night, doing slow, gape-mouthed barrel rolls as they swallow copepods, mysid shrimp and arrow worms. The two most popular Big Island sites—off Kona International Airport and near the Outrigger Kona Resort and Spa—have suffered overcrowding lately, which is terrible for both the rays and the people who love them. Try Jack’s Diving Locker for a scuba descent and Eka Canoe Adventures for snorkeling, after checking out guidelines from the Manta Pacific Research Foundation.
  • 2365 Kalakaua Ave, Honolulu, HI 96815, USA
    Affectionately called the First Lady of Waikiki, this grande dame opened in 1901. Its gracious architecture harks back to the sugar-plantation era and wraps around a courtyard anchored by a massive banyan. Pull up a chair under its spreading branches—or else a seat overlooking the ocean—and enjoy island-inspired fine dining. East meets West here with appetizers like Kona abalone bourguignon, tempura asparagus with Parmesan custards, and twice-cooked octopus with macadamia romesco. Entrée standouts include the miso salmon and Korean-fusion Beach Bim Bop starring fiddlehead ferns, kimchi Brussels sprouts, and Ali’i mushrooms from Hawaiian grower Hamakua. Save room for its tour-de-force finale: A “dessert tree” with small bites of everything from macarons to red-velvet cheesecake.
  • 170 Rue Saint-Paul O, Montréal, QC H2Y 1Z7, Canada
    Montreal’s very own Prince of Darkness is best known for his mastery of soft, buttery black leather and his play with textures and details such as zippers and horse hair, but he’s expanded his recent collections into a less gothic and more widely accessible styles that have even branched out into color ¬– albeit dark browns and blues. The women’s wear designer has created collections for off-the-rack store Bedo, but to get a real sense of his unique vision and approach to form, best head down to his sleek boutique on chic Rue Saint-Paul in Old Montreal. Here you’ll find statement pieces to be worn to your next gala as well as rugged wear you can integrate into your everyday.
  • 50 W Washington St, Chicago, IL 60602, USA
    The second most famous public sculpture in Chicago is 50ft high, made of steel and no one knows what it means. It’s doesn’t even have a proper name so it’s just known as “The Picasso.” Pablo Picasso gifted this untitled sculpture to the city of Chicago in 1967 and it caused a big ruckus because, well, it’s weird looking and no one knew what it was supposed to be. A woman? A chimera? A face? Hard telling. We do know that it was the first modern sculpture installed in the downtown area and it’s now the pride and joy of Chicagoans and photographed almost as much as the Bean. On sunny days you’ll see kids sliding down that sloping steel base and I love that the city still allows those jungle gym antics on such famous real estate.