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  • 38 Long St, Cape Town City Centre, Cape Town, 8001, South Africa
    You might hear Long Street before you see it—this bustling artery is the heart of Cape Town, home to some of the city’s most popular restaurants, bars, and boutiques, all within a few blocks’ radius of the Grand Daddy Hotel. Built in 1895, this landmark building has been transformed into one of the city’s quirkier havens, though it somehow manages to walk the fine line between campy and classy. It’s a spot that’s beloved by tourists and locals alike (don’t be surprised to stumble onto a local fashion shoot in the gilded Daddy Cool bar).

    Behind the stately gray exterior lies a whimsical world: snuggle into crisp white sheets in one of the 26 colorful rooms or suites, or settle into a stylishly appointed Airstream in the rooftop trailer park. And speaking of the rooftop: there’s no better place to take in the view of Table Mountain presiding over the city.
  • Surprisingly enough, you can round the point at Point Dume and discover your own hidden nooks to spend the day. With cliffs at your back and a private beach with decent size waves in front of you, it’s not a bad place for a picnic.
  • 2250 Deer Valley Dr S, Park City, UT 84060, USA
    Do you have a preference for Racoon, Bear, or perhaps Native American? Ski down the ‘Last Chance Run’ in Deer Valley and you’ll have your pick. Money will buy pretty much anything, and apparently that includes an entire theatrical production of wild creatures crawling about your million dollar ski chalet. Friendly or ostentatious competition? Who cares, it provides a little humor to the unsuspecting skier. A warm thank you for my Park City experience — courtesy of Park City Chamber of Commerce & Visitors Bureau (http://www.visitparkcity.com/). #VisitParkCity
  • 5200 Woodward Ave, Detroit, MI 48202, USA
    New York, Washington D.C., and Chicago get a lot of the good press when it comes to the arts and art museums, but the Detroit Institute of Arts helps Detroit give these cities a run for their money. The diverse collection is spread out over 100 galleries and includes African, Asian, Islamic, and modern and contemporary art (and the list goes on). But don’t ignore the local contributions to the art world. Make sure you take proper time to stand before Diego Rivera’s enormous Detroit Industry fresco to give you some historical context before exploring the rest of the city.
  • Valley Road, Jolly Harbour, Antigua
    Sugar Ridge is much about the view. One of those rare Caribbean hotels that doesn’t sit at the edge of the sand, this boutique luxury resort, ranging up a hillside on Antigua’s west coast, not only overlooks palm-lined beaches and the marina at Jolly Harbour but also looks out across the greens and blues of the Caribbean toward St. Kitts, Nevis, and Redonda. The rooms, in clusters of four, two upstairs, two down, are Caribbean modern, with a focus on the four-poster, netting-draped, king-size beds. There are two restaurants, two pools, an Aveda Spa, and a fitness center so large it’s almost as if they were expecting a sports team to show up. And beach lovers fear not. A complimentary shuttle will have you down to the shore in minutes.
  • 4/256 Crown St, Darlinghurst NSW 2010, Australia
    Speakeasies and secret bars are an ongoing trend in Australian cities, namely Melbourne and Sydney. Down an unassuming alley off Crown Street, behind an equally unassuming doorway, lies Shady Pines Saloon—if it weren’t for the alcohol license on the door and the bouncer outside, you would never know it was there. Inside, the décor is reminiscent of an old hunting lodge or saloon in the American West, with mounted animal heads, vintage beer trays, dim lighting, Johnny Cash on the stereo, and peanut shells coating the floor. Mustachioed bartenders mix craft cocktails and can advise you on their selection of bourbons and whiskeys. The fresh-pressed apple juice and whiskey is always tasty, while the mystery moonshine in the “leg bottle” makes for an adventurous choice.
  • 11 Madison Ave
    In April 2017, the World’s 50 Best Restaurants List (produced by the British magazine Restaurant) bestowed the title of the greatest restaurant anywhere on Eleven Madison Park. It marked the first time in 13 years that an American establishment secured the top spot. (The previous U.S. winner was Thomas Keller’s French Laundry, in 2003 and 2004.) It’s not the restaurant’s only laurel: It has also received three stars from Michelin and four from the New York Times. If you want to judge for yourself, be prepared to spend $295 for an 8-to-10-course tasting menu (or $155 for the smaller five-course bar menu). Both prices include tips, but not beverages. Executive chef Daniel Humm’s menu could be called haute American—local ingredients are highlighted in dishes with preparations that border on, but don’t cross into, the fussy. The dining room itself complements the meal. Right after the restaurant was named the world’s best, it closed for a four-month renovation, and its new light- and art-filled interior pairs perfectly with Humm’s dishes.
  • 444 Presidio Ave, San Francisco, CA 94115, USA
    The 1950s facade of The Laurel Inn reveals that this property—now a Joie de Vivre Hotel—has been part of San Francisco‘s Pacific Heights neighborhood for many decades. But a multimillion dollar renovation in 2017 refreshed the boutique hotel’s 49 guest rooms, while keeping the retro charm intact with midcentury modern furniture and rich velvet and wool textiles. Located within a few blocks of the Presidio and mere steps from the shops and restaurants of Sacramento Street, many of the spacious rooms have been designed with kitchenettes to add to the residential feel of the hotel. Ask for a room with a city view—watching the fog roll in over Pacific Heights and the downtown skyscrapers beyond that each morning from bed is an experience not to be missed.
  • 1 Bay Dr, Lahaina, HI 96761, USA
    Set within the 24-acre oasis of Montage Kapalua Bay, this pop-up bar and lounge pairs Veuve Clicquot Champagne with Maui’s world-class sunsets. Open Thursday through Sunday from 3:30 p.m. to 7 p.m., the Champagne Hale (pronounced HAH-leh, which is the Hawaiian word for house) serves a range of bubbly, from Veuve’s signature Yellow Label, Rosé, and La Grande Dame labels to special Rich and Rich Rosé offerings, available for the first time on the island. Pair your sips with light bites like Kualoa Ranch oysters, bigeye tuna tartare, and burrata toast with pickled strawberries and pistachio pesto, then take in the views as the sun goes down over the Pacific. From the bar’s clifftop perch above Namalu Bay, you’ll enjoy stunning vistas of the ocean as well as Molokai and Lanai islands in the distance.
  • 3750 Wailea Alanui Dr, Wailea, HI 96753, USA
    Hilo-born Sheldon Simeon realized the appeal of his soulful, heritage-based cooking as a finalist on season 10 of Top Chef. Once back in Hawaii, he opened the upscale Lineage in Wailea, where he’s earned a loyal fan base for dishes like kimchi dip, fried turkey tail adobo, and squid luau with creamed taro leaf. Cocktails here are equally creative, ranging from a mai tai made with banana milk punch, Earl Grey tea, raisins, and coconut to a cucumber vodka number garnished with huli huli chicken skin. Whatever you order, be sure to pair it with the chili pepper water, a condiment and digestive aid that’s served in a take-home flask.
  • 430 Park Ave, Laguna Beach, CA 92651, USA
    Deemed the second-smallest Catholic church in the world by the Guinness Book of World Records in 1983, St. Francis by the Sea clocks in at just 1,008 square feet, with room for just 42 people at Sunday mass. While it’s certainly diminutive, it more than makes up for its size in charm. In addition to hosting regular services, the church is home to the National “Sick Call” Set Museum, which features kits from as far back as the 1880s that were used to perform last rites. In the choir loft, visitors can peruse everything from crucifixes and bowls for holy water to devotional items like statues, then head downstairs to ogle the church’s beautiful stained-glass windows and wood-beamed ceilings. Though St. Francis doesn’t hold regular hours, guests are welcome following Sunday mass or during larger Laguna Beach tours.
  • 1289 S Coast Hwy 4th Floor, Laguna Beach, CA 92651, USA
    Get a bird’s-eye view of Laguna and its famous sunsets at the Rooftop Lounge, which sits atop La Casa del Camino hotel. Drinks here include a lengthy list of red, white, and sparkling wines as well as specialty cocktails like mojitos in strawberry, mango, and ginger flavors. To pair with your sips, there’s a range of small bites, from barbecue meatballs with blue cheese slaw to bacon-wrapped dates and coconut-breaded shrimp. Just be sure to come prepared with sunglasses and a hat, as shade is limited, and bring your four-legged friend—the bar is dog-friendly.
  • 1833 S Coast Hwy #110, Laguna Beach, CA 92651, USA
    At the Wine Gallery, oenophiles and wine novices alike gather to sip old favorites or try new varietals. The team here crisscrossed the globe to curate an impressive menu of limited-edition wines, 25 of which are available by the glass. All are well-priced and accessible to even the most basic of tastes, but should you have trouble choosing, the friendly staff is available to make suggestions and help you discover new flavors and aromas with every sip. Once you’ve picked a wine, pair it with something from the food menu, which is built around the restaurant’s wood-fired oven. Options range from small plates like oven-roasted meatballs to charcuterie boards, crispy pizzas, and entrées like flatiron steak with hand-cut herbed frites. Swing by on a night when there’s live music, or make plans to attend one of the regular tastings to learn even more about the wines on offer.
  • 422 S Coast Hwy, Laguna Beach, CA 92651, USA
    At this rooftop bar on the South Coast Highway, guests can pair breathtaking ocean views with well-made cocktails and delicious bites. There’s also nightly live music and plenty of high-def TVs throughout the space, making this the perfect place to party the night away or simply catch a game. Drinks range from craft beers and 22 wines by the glass to specialty cocktails like cucumber-jalapeño margaritas, while the food leans Southern, with options like gumbo, butter brisket, and jambalaya. Check the website before you go to see who’s playing that night; it could be anyone from a local DJ to a ’90s rock cover band.
  • 704 S 2nd St, Minneapolis, MN 55401, USA
    Located along the Mississippi riverfront, the Mill City Museum rises eight stories from the limestone ruins of what was once the world’s largest flour mill. Today, this National Historic Landmark houses antique milling equipment, vintage advertising, and exhibitions on the wheat farms, and visitors can ride the grain elevator, watch a movie about Minneapolis’s humble beginnings, learn how the Mississippi River powered all the local mills, and sample freshly made treats in the Baking Lab. There’s also an observation deck with panoramic views over the city, and the Ruin Courtyard, which hosts events and live music throughout the year. When hunger strikes, head to the on-site restaurant, Bushel & Peck, for lunch fare like burgers, sandwiches, and salads.