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  • 19 N Pauahi St, Honolulu, HI 96817, USA
    Big baggy aloha shirts—that could double as canoe sails—goodbye. Instead head to this Chinatown boutique, featuring the sharp, tapered designs of the eponymous Roberta Oaks. She draws on her hippie, farmhouse childhood and mid-century modern Hawai‘ian flair to create prints, which she then combines with a more fitted and form-flattering modern silhouette. These fabrics also take a star turn on graceful day dresses and even doggie bandanas. Open since 2009, this alluring boutique goes beyond attire, selling jewelry, candles, surf photography, and scents like Sándalo (a moody meditation on the islands’ vulcanism with ash, patchouli, and Royal Hawai‘ian sandalwood).
  • Via del Casaletto, 45, 00151 Roma RM, Italy
    Cesare al Casaletto is far off the well-beaten tourist track, but it is easy to get to: just take the 8 tram from Piazza Venezia or Largo Argentina and get off at the very last stop. Fifty yards from the tram tracks sits Rome‘s best trattoria, where spectacular fried appetizers (get them all, or at least the gnocchi fritti and polpette di bollito) give way to classic pasta dishes like carbonara and gricia. The second courses are excellent and fall-off-the-tailbone braised oxtail is a favorite. Pair it all with fairly priced natural wines from all over Italy and be sure to leave room for dessert, preferably the panna cotta.
  • 16 Cesta Gorenjskega odreda
    When Garden Village Bled opened in 2014 it took the concept of glamping to an entirely new level. Guests can choose to stay in glamping tents (some come with their own hot tubs), treehouses or pier tents. Treehouses are great for families as they come with kitchenettes, hammocks, and two bedrooms. The pier tents are the most basic, but are still done up with electricity, and super comfy beds. Each tent is set on a pier on the river so guests can fish right from their deck and the chef will cook up their day’s catch. I loved falling asleep to the soft rumble of the river below.
  • Rincon, 00602, Puerto Rico
    Behind one of the most popular surf spots in Rincon is a breathtaking view of the northwest coast of PR. Domes Beach during fall/winter will be packed with surfers, but if you want to enjoy the location without being slapped by boards or crowds, then take the short dirt walk behind the “dome” (old nuclear center) and hike along the raised seawall for a gorgeous and unobstructed view of the rugged, lush, tropical cliffside and the waters below. You can take this trail all the way to Pools Beach (in Puntas, the upper part of Rincon) and watch more surfers pick off waves in another great surf spot. This photo was shot with my iPhone 4S, and edited as HDR.
  • Santo Domingo 21000, Dominican Republic
    Just east of Guayacanes, this six-mile stretch of sand is a favorite of beach bums, with calm waters at one end of the cove and big waves at the other. Busier than Playa Guayacanes, Juan Dolio also offers more food and drink options, plus glass-bottom boat rides and parasailing. For an authentic slice of Dominican life, stop by on Sunday, when local families come to picnic and swim in the warm Caribbean water.
  • 1100 S Lamar Blvd #1135, Austin, TX 78704, USA
    Want to get that small-town-ice-cream-shop feeling in a big city? Head to Lick for fresh and unique seasonal ice cream. With each lick of your cone, a new complexity of flavor is revealed. Ice cream here is made with only wholesome ingredients, most locally sourced, and is free of high-fructose corn syrup, artificial colors or flavors, and preservatives. A double scoop—Caramel Salt Lick atop Pecans & Cream—is highly recommended.
  • 115 Grove St, Tahoe City, CA 96145, USA
    Lauded by Bon Appétit, Christy Hill’s Mediterranean-inspired cuisine is rivaled only by the restaurant’s panoramic views of Lake Tahoe. The creative and often-changing menu features entrées like Moroccan spiced lamb loin, osso buco, and slow-roasted duck, as well as small plates such as braised pork belly. Even if you’re not big on dessert, save room for the chocolate croissant bread pudding or the more savory pumpkin spice cake with salted caramel ice cream.
  • Puebla 121, Roma Nte., 06700 Ciudad de México, CDMX, Mexico
    No one quite remembers when the hipsters started flooding into what is still a rather Kiwanis-club-style banquet hall for Mexico’s Spanish community, but they’re here to stay. Arts and media types, often in large, vociferous groups, favor the ground-floor cantina—a wide-open, too-brightly-lit space featuring a fabulous midcentury bar—where they rub elbows with domino-slamming old-timers. Yes, drinking is the big idea, but the menu of old-school Spanish fare (tortilla omelettes, croquetas, seafood, and pork dishes) is entirely serviceable, particularly after midnight when attendance peaks (it’s said it only closes after everyone clears out, almost always in the wee hours). Everyone who’s anyone claims to be “over” Covadonga, yet there they are, nightly, cutting up with beloved friends; keep your eyes peeled for genius writers you wouldn’t recognize anyway.
  • Pireos 84, Athina 104 35, Greece
    Rooftop cocktail bars are a new craze in Athens, but this place was 20 years ahead of the curve. A prime Athens spot on a hot summer (or spring, or fall) night, Bios is a hybrid of watering hole and cultural center—the rooftop bar is legendary for perfect Acropolis views, but there’s a lot more going on inside: two music halls, a theater, rehearsal rooms, exhibition areas, and additional hangout zones. Events are well-visited by the Athenian cool crowd, but the atmosphere is relaxed, not contrived. Come for culture, company, and sweeping views over the city’s rooftops, under the stars of the warm Greek sky.
  • 455 N Park Dr, Chicago, IL 60611, USA
    This purpose-built luxury high-rise hotel has 400 rooms in all, with natural light spilling through floor-to-ceiling windows onto modern, clean-lined furnishings done in ivory and gray tones. Higher floors offer spectacular views of Lake Michigan and Navy Pier. Service here gets high marks for the nothing-is-impossible attitude of the staff, and from early summer to late fall the Streeterville Social, the third-floor roof top outdoor terrace, offers craft cocktails and relaxed dining… and views of the city skyline.
  • A few stops up the metro from Windows of the World and OCT, you’ll find Chegongmiao. Get off at exit A, and walk away from the busy street (Shennan Road). Suddenly you’ll find this little oasis in Shenzhen. It’s like a small town neighborhood. There’s a big plaza in the middle where vendors sell snacks and kids chase each other. There’s coffee shops and bakeries. Walk all the way to the end of the plaza and on the left you’ll see a giraffe. That’s Zoo Cafe, which has great waffles and smoothies. A lot of Koreans live here, and so there are good Korean restaurants in Chegongmiao. Just pick the busiest one; they are all pretty tasty.
  • 1196 Voie Camillien-Houde, Montréal, QC H3H 1A1, Canada
    Not unlike the Eiffel Tower in Paris or the Empire State Building in NYC, the Mont Royal acts as a natural landmark for orientation-challenged travelers. The “mountain” (some would call it a big hill) overlooks the entire city and offers unparalleled panoramas of downtown and the Eastern Townships south of the city. The entire mountain is actually a city park, with many things to do besides admiring the view: tam-tam jams, bird watching, cycling, forest treks—and even skiing, snowshoeing, ice skating, and sledding in the winter. Brownie points if you make it to the Kodiaronk lookout at dawn, in time to see the sun rise behind the skyscrapers.
  • Park City UT
    An almost daily occurance in Park City: colorful hot air balloons dotting the big blue skies. The propane flame filling the balloons’ envelopes sounds like a dragon breathing his fiery breath. You might hear it from your condo or hotel room before you see it. Multiple balloon companies offer rides, all year long, which usually include a champagne finish (hot air ballooners traditionally carried champagne with them to appease farmers since they landed in their fields so often). The rides are a unique experience, the views of town unbeatable, but even if you only gaze at the color in the sky from below, it’s another beautiful element of the Park City landscape.
  • 3308 Kanaina Ave, Honolulu, HI 96815, USA
    If you’re hungry for a deliciously carb-heavy Hawaiian plate lunch, why not go to Rainbow Drive-in and enjoy a meal fit for a president? It’s true: President Obama ate there as a kid and tries to make it back during his visits. Starting at 7 am, you can order up a big plate of mahi-mahi, eggs, and rice (or the omnipresent Spam). Lunch specials include loco moco, BBQ ahi, fried chicken, and chili dogs, with plenty of gravy poured over everything. Best of all, nothing on the menu is over $9, making this a rare bargain on a very expensive island. Stop at their shop next door for seasonings and souvenirs on your way out.
  • 56-777 Kamehameha Hwy, Kahuku, HI 96731, USA
    If you’re in Oahu’s North Shore area, stop for lunch at Fumi’s Kahuku Shrimp truck — it’s the one with a mural of a gigantic, rearing shrimp. They’re not rock-bottom cheap, but you get a lot for your money; $13 gets you a plate piled high with fat, juicy shrimp dripping with garlic butter, two big scoops of rice, and a (skippable) salad. Seating is outdoor-only on plastic tables and chairs, but it’s probably the best option for these messy, delicious peel-and-eat shrimp. The pond where they farm their shrimp is right next to where the truck is parked, so you can’t get any fresher than that!