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  • PR-458, Aguadilla Pueblo, Aguadilla 00603, Puerto Rico
    One of my favorite dive sites on the west coast of Puerto Rico is Crashboat in Aguadilla. This shore dive is easily accessible for all levels of diving, and you’re guaranteed to see something amazing on this artificial structure. Crashboat is named for this once Air Force based marina, where the “crashboats” would deploy to retrieve the crashed planes from training sessions of Air Force pilots. It was later abandoned and turned into a recreational area for locals and dive enthusiasts. Scout the pilings for seahorses, frogfish, octopi, and lionfish. At maximum depth of 30 feet, find a sunken base where bigger fish like to hide. Bring your flashlight to scope out the interior. Not a diver? No problem. Enjoy the sandy beaches, reggaeton music, and aromas of delicious Puerto Rican food all day long. One entire side of this recreational park is lined with street vendors selling food, handicrafts, and drinks. Want that true Puerto Rican vibe? Want to see how the locals relax on a weekend? Crashboat is your place. But if you’re not interested in the crowds, come here in the morning on a weekday. I dive here regularly, and I avoid crowds by diving early. Enjoy!
  • 105 Calle de La Fortaleza, San Juan, PR 00901
    I think the most appealing aspect of Old San Juan is the architecture and design of the city. Residential apartment buildings have been converted to designer boutiques or little B&Bs, and interior courtyards invite hungry guests to relax and unwind in the shade.... I’ve been to this area multiple times and still I manage to find a street I’ve never wandered down. Some are more popular than others, in particular Calle San Sebastian, which hosts eateries, bars, and shops, and Calle San Francisco. At the corner of this street is my particular favorite, Franky’s antiques. It’s in a four-story building, loaded with vintage goodies. There’s so much to see, one trip is not enough. If you want to shop, consider wandering all morning and into the early afternoon. You’ll be delighted by all the unique shops. Then, take a break at my favorite restaurant, Triana, for Spanish-style tapas and their famous sangria. It’s a must-stop place any time I’m in the old city. You don’t need a car to get around. Just park at one of the garages and explore by foot. There’s lots to see and do in Old San Juan.
  • Paseo de Cuba, 4, 28009 Madrid, Spain
    No matter what the season, it’s worthwhile to wander through the exquisite Retiro Park when you’re in Madrid. Here you can find a tranquil escape from crowded streets and museums. The unrivaled architecture of Madrid is echoed here in the wonderful monuments, statues, and buildings. Be sure to visit the gorgeous Crystal Palace (Palacio de Cristal), originally a greenhouse and now used for art exhibitions. Look for the beautiful black swans in the lake.
  • Main St, Roosevelt Island, NY 10044, USA
    For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.
  • Viale Monte Nero, 46, 20135 Milano MI, Italy
    We finally found it! Officine Del Gelato Milano; a modern, absolutely delicious gelato parlor. They had us coming back (three times in one day) until we had tried every flavor—including every kind of gelato popsicle. It was a guilt-free treat and every flavor was uniquely refreshing. We discovered this place, not from a guidebook but from the back of a streetcar. One evening we decided to let serendipity lead us, so we hopped on the first streetcar we saw. As we skidded past a gelato shop, we snapped a photo of a long and disorderly line of chatty Italians. The next morning, our last day in Italy, we made it our mission to find this place. Without knowing the tram line we had taken, we used our photos and collective memories to retrace our steps. While traveling, look for lines of locals because if they’re willing to wait, it’s bound to be good. I also learned that you can never have too much gelato. In the years since I’ve been back a few times and they’ve lived up to the memory—they even have new flavors. Mmm.
  • Rialto Bridge, Ramo del Fontego dei Tedeschi, 30100 Venezia VE, Italy
    What’s old is new again at Venice‘s most buzzed-about shopping destination: a department store opened in 2017 in a building dating to the 1500s. An even earlier iteration, a 13th-century trading hall for German (“tedeschi”) merchants, went up in flames. It’s a gorgeous space to see—and Instagram—even if you’re not in the market for a Gucci handbag or Bottega Veneta sunglasses. There’s a small food hall that features local products, including Burano lace, and the family behind Venice’s longstanding Quadri provides the food at a café in the central atrium. Don’t leave without making your way up to the roof for sweeping views of the Grand Canal and Rialto Bridge.
  • Bubali 141-A, Noord, Aruba
    True to its name, this centrally located eatery and seafood market excels in super-fresh preparations of the daily catch, whether fried, baked, smoked, grilled, or cooked in soup. The fish-and-chips, served with coleslaw, is particularly popular for its light batter and crispy finish, and the tuna—in any preparation—is always excellent. For the best deal on the island, opt for the trio combo and pick three of your favorites. If you’re not keen on sitting in the cramped space, order your food to go and enjoy it on the beach instead. You can also pick up marinated fillets to cook yourself at your condo or villa.
  • 3 Ulica Petra Kružića
    As the daughter of one of Croatia’s most legendary chefs, Ivana Gamulin felt inspired to follow in her late father’s footsteps and open a restaurant. The result is Villa Spiza, a countertop spot within the palace walls, where she and her sister serve up Dalmatian soul food made with fresh, local ingredients. The menu changes daily depending on what’s available at the market but always features regional specialties like seafood risotto, fried calamari, and just-caught fish. For its comforting fare and low-key vibe, the restaurant is beloved by everyone from bohemians and backpackers to tried-and-true locals—which is always a good sign when searching for somewhere to eat. Service is friendly, but come prepared to wait—Villa Spiza doesn’t do fast food.
  • 1351 H Street Northeast
    Inspired by vibrant Southeast Asian night markets, D.C. chef Erik Bruner-Yang (of Toki Underground fame) and D.C. streetwear mogul Will Sharp created a sleek, two-story indoor/outdoor space that’s part menswear store, part café and restaurant. The first level is all about shopping, and the floor is lined with glass-encased displays featuring Sharp’s clothing line, Durkl, as well as a library full of designer sneakers. Upstairs, sip locally roasted Vigilante coffee while snacking on Frenchie’s pastries and desserts. The best part, though, is when you step onto the patio and take a seat at the open kitchen serving up Yang’s blazing hot and flavorful Cambodian and Taiwanese cuisine. Don’t miss out on the American Wagyu tartare, the Khmer tamarind salad, the steamed pork bao buns, and zha ji pai (Taiwanese fried chicken).
  • Dolores St &, 19th St, San Francisco, CA 94114, USA
    Mission Dolores Park, aka “Dolo”, is one of the most popular parks in San Francisco, especially when the sun is out, since this neighborhood is known for being one of the sunniest in the city.

    On a sunny weekend, you’ll be hard pressed to find a patch of green to plant yourself on, but that’s what makes Dolores Park so much fun. Yes there is a playground for kids, and basketball and tennis courts, too. But the real sport here is people watching.

    You’ll hear music booming between dog barks; people toss footballs, tightrope walk, and fling their Frisbees. Bodies slathered in oil glisten in the sun; ice cream melts down the arms of laughing children; the whiff of cut grass (and other questionable varieties) linger in the air. Vendors will also come around to sell a variety of snacks and drinks, and you’ll also encounter people collecting your cans after they’re empty.

    The abundant restaurants and markets in the area (Bi-Rite and Tartine are two popular ones on 18th street, just a block from the downhill portion of the park) make make it easy to pack a picnic and fuel your day out. All you need to do is bring a blanket, plop down on a hill where the views reach to downtown, and chill out San Francisco-style.

    Dolores Park is named for Miguel Hidalgo, a priest in Dolores, Mexico who urged his countrymen to overthrow their Spanish rulers in 1810, sparking Mexico’s battle for independence. A statue in his tribute stands in the center of the park.
  • Schubertring 5-7, 1010 Wien, Austria
    The Ritz-Carlton conjured true Viennese grandeur by occupying not one, but four former 19th-century palaces along the Ringstraße for its first Austrian location. Upon entering, guests will be suitably impressed by the beautifully ornate ceiling of the Melounge Lobby Lounge, where they can enjoy a light meal, tea, cocktails, and sweets. Rooms face either a courtyard or out to the city, and all offer plush beds and marble baths. All suites have a terrace or balcony from which to look out on this magical city. The extravagance reaches new heights with the incredible views from the Atmosphere Rooftop Bar, where stylish locals and visitors mingle. During the holiday season, it turns into the city’s most elevated and most exclusive Christmas market.
  • 38, 5 de Mayo, Barrio de Mexicanos, 29240 San Cristóbal de las Casas, Chiapas, Mexico
    Hotel Bo is a so-called design concept hotel, and its particular concept is the unification of contemporary and traditional Chiapaneco architecture and design. (Chiapaneco means indigenous to the state of Chiapas, where San Cristobal de las Casas is located.) The four elements—wind, water, fire, and earth—are central to the hotel’s aesthetic, with different design details, such as fireplaces and candles, alluding to these elements. Rooms are decorated with some local crafts, and beds are dressed with colorful spreads. The hotel really is in the heart of San Cristobal, within easy walking distance of markets, restaurants, and the city’s main sights, many of which are architectural gems dating back to the colonial era.
  • West Crescent, Palm Jumeirah - Dubai - United Arab Emirates
    The first of Dubai’s extravagant palm tree–shaped artificial islands once seemed an expensive marketing gimmick; but One&Only The Palm’s prime position on the tip of the outer breakwater—plus thriving starfish and transplanted mature palm trees—make the beach here feel at once natural and private (albeit with dramatic views of the gleaming cityscape lining the mainland coast). The rooms and suites, some with their own private pools, are grouped in blocks of six or nine within sea-facing, Marrakech-meets-Miami–styled mansions with beige and dark-wood interiors and freestanding bathtubs. There is a Guerlain spa on site, and the hotel’s flagship restaurant, Stay, is overseen by Michelin-starred French chef Yannick Alleno.
  • Hout Bay is basically Eden. This ecological utopia has everything a nature lover could want, from imposing mountains and miraculous views (check out the Twelve Apostles range) to World of Birds, the largest bird park in Africa, home to 3,000 birds and over 100 walk-through aviaries. On weekends, you can shop for food and crafts at the lively market at the end of the harbor road. Besides Chapman’s Peak Drive, there are two other roads into Hout Bay, one from Constantia and another that passes the gorgeous surfer beach of Llandudno—also the exit for Sandy Bay, a nudist beach.
  • 51 N 12th St, Philadelphia, PA 19107, USA
    There is no better place for visitors interested in one-stop souvenir shopping than the Pennsylvania General Store, located inside the Reading Terminal Market. You’ll find everything from Amish quilts to just-made fudge, as well as food items unique to the region, including locally treasured Asher’s chocolate-covered pretzels. Also recommended are decadent, fresh-baked Hope’s Cookies, and tins of Rosie’s butterkins (butter cookies). If you’re not hungry, maybe you need a soft pretzel T-shirt, City of Brotherly Love shot glasses, or a bawdy coffee mug touting the town of Intercourse, Pennsylvania? Former Philadelphians who miss their regional treats can order care packages online from the General Store’s website.