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  • 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.
  • 1180 Seven Seas Dr, Lake Buena Vista, FL 32830, USA
    A trip to the original Magic Kingdom Park in Orlando is a theme park rite of passage. This is the mouse’s original outpost. And if you hit only one theme park among Orlando’s vast amusement offerings, you won’t go wrong here. Home to such iconic attractions as the original Cinderella’s Castle, the Space Mountain roller coaster ride, the nightly parade down Main Street, It’s a Small World kids’ ride, Big Thunder Mountain Railroad, and much, much more, you can easily occupy two days taking it all in. And while many of the rides and character meet and greets (every princess and her cousin is in attendance here) are clearly oriented toward younger visitors, there’s enough to keep adults smiling, too. Favorite tamer rides for younger kids include Adventure Land’s Pirates of the Caribbean and the Jungle Cruise. And if you’ve still got some staying power after a whole day of rides and shows, stick around for the park’s nightly grand finale—a fireworks display on par with anything you’d see in a big city on the Fourth of July.
  • 390 N Orange Ave, Orlando, FL 32801, USA
    The restaurateurs were aiming for an approachable French spot when they opened this brasserie in downtown’s Bank of America building in 2016—and they’ve succeeded, in spades. Here, the perfect start to both lunch and dinner is a bowl of the savory French onion soup, which features just the right amount of bone marrow. Other menu highlights include steak frites, croque monsieur sandwiches, and artisanal cheese plates for dessert. If seafood is your thing, you’ll also love the raw bar, with its spread of oysters, shrimp, and crab legs. On weekday mornings, DoveCote offers a café-style breakfast, complete with authentic French pastries and espresso drinks served in the open lobby. Every other meal occurs in the actual restaurant, which stuns with soaring ceilings, whitewashed brick walls, and a palette of soft blue, gold, and gray that feels trés français indeed.
  • 2000 N Orange Ave Suite 300, Orlando, FL 32804, USA
    Downtown Orlando is a very social place, with blocks of bars and restaurants that stay busy from happy hour through late night. Along Orange Avenue—but delightfully removed from the more boisterous downtown stretch—this rooftop lounge overlooking Ivanhoe Row is a local favorite for drinking craft cocktails al fresco. Ride the glass elevator up the third-floor deck, where a horseshoe-shaped bar is shaded from the sun but open to the breezes. Seasonal sangrias spiked with whatever fruit is at peak ripeness go down easily. And another house favorite is the Majors Mule, which puts a tequila twist on the ginger beer and fresh lime classic.
  • 431 E Central Blvd suite c, Orlando, FL 32801, USA
    Move over cupcakes: Popsicles are the next big dessert craze in Orlando. After my stroll around Lake Eola, I stopped at the popsicle shop Hyppo. You won’t find the popsicles of your childhood here. Hyppo’s version is inspired by Mexican paletas (ice pops) and comes in two varieties: milk-based and ice-based. When you walk in, you’re greeted by a colorful cooler of pops with seasonal flavors that might include pistachio-coconut, the Elvis (peanut butter, banana, and honey), cantaloupe-black pepper, strawberry-basil, key lime, and even some bourbon-based options.
  • 8 Orlandostraße
    This family-run souvenir shop (aptly named Souvenirs Flohr) has been in the Flohr family for over 25 years, starting with a small stand just outside the Hofbräuhaus. It has since moved just down the road. It’s famous for its collection of porcelain figurines and beer steins, carrying them from the cheaper end all the way up to limited editions.
  • Rosemary Beach, FL 32413, USA
    Located in South Walton—roughly in between Panama City and Destin on Florida’s scenic coastal route, 30A—Rosemary Beach’s perfect white sand and clear turquoise waters are as close to the Caribbean as Florida comes. Unless there’s a storm a brewing, the Gulf of Mexico waters are delightfully calm and very nearly lake-like, making the beach a favorite for families with young children as well as those who love paddleboarding and kayaking (you can rent gear nearby). And classic Gulf of Mexico sunsets, as you might imagine, are another Rosemary Beach specialty.
  • 1200 South Crandon Blvd, Key Biscayne, FL 33149, USA
    The Cape Florida Lighthouse, in Bill Baggs Cape Florida State Park on the tip of Key Biscayne, is the oldest lighthouse in the state. The newly restored 95-foot white-brick tower, which sits on sand and rocks, attracts plenty of visitors, who enjoy climbing up to the top for the view of downtown Miami and the Atlantic Ocean. The park also includes a replica of the lighthouse keeper’s 1825 cottage.
  • Bridge St, St Lucia
    After years at Ladera’s Dasheene Restaurant, where he won awards and was recognized as a leader of the island’s sustainable food movement, chef Orlando Satchell opened his own smaller restaurant on the coast. Presentation and flavor inform Satchell’s culinary creations, including his versions of island pepper pot and creole kingfish. Innovative salads like saltfish with christophene and papaya provide lighter options. Dinners are fixed four- to five-course menus, and lunches are available as well. Orlando’s is a welcome addition to the ever-evolving St. Lucian gourmet dining scene.
  • 2901 Osceola Parkway
    A Disney-fied take on an African safari experience, the Animal Kingdom Lodge feels like a trip around the world. The thatched-roof main building follows the theme in the grand lobby, where a mud fireplace meets soaring wood columns. Guest rooms are outfitted with carved-wood furniture and private balconies; some have bunk beds perfect for families, but the savannah-view rooms are worth the splurge for the chance to see zebras and giraffes up close as you sip your morning coffee. You have your choice of watering holes: the 10,000-square-foot Uzima pool has a waterslide, wading area, and two hot tubs, while the Samawati Springs pool, though half the size, has an even bigger waterslide and adjoining playground. Dining options are appropriately over-the-top. At Boma, the market-style buffet features carving stations and flavors from 50 African nations; Jiko pairs a Mediterranean-inspired menu and sub-Saharan flavors with South African wines. Cultural representatives from countries including Botswana, Namibia, and Kenya lead free tours of the resort, pointing out details of the continent’s art, cuisine, and natural history in its design. But nothing is as far-flung as it seems—the Lodge and villas are connected to the rest of Walt Disney World and the Orlando Airport by complimentary bus transportation.
  • College Park, Orlando, FL 32804, USA
    In recent years, this pretty neighborhood, located just five minutes north of downtown Orlando, has become a dining, shopping, and entertainment destination in its own right. Edgewater Drive is lined with restaurants, shops, and offices, while the surrounding residential areas feature historic bungalows, Craftsman-style homes, brick streets, and lakefront views. Favorite eateries in the neighborhood include Jade Sushi & New Asian and K Restaurant, which is nestled in a cute old house. While there isn’t a college nearby, the area gets its moniker from streets named after famed universities like Princeton, Dartmouth, and Harvard.
  • 19200 SW 344th St, Homestead, FL 33034, USA
    Should you find yourself on the backroads of Homestead, Florida, the gateway to the Everglades, you’ll come upon open fields and vineyards. It’s here that a roadside stand displays the bold lettering: “Robert is Here.” But who is Robert? And what’s here? Robert is a real person who founded this fruit stand in 1960 and has worked here nearly every day since. It’s now a family operation with help from his wife and children. All manners of tropical fruits await you, from the authentic key limes by the pound to jackfruits to the aptly named “ugli fruit.” Try the ruby red Florida grapefruit samples and browse the selection of honeys and hot sauces. Admire the sunflowers, opened by the summer light. Don’t leave without a smoothie! And if the fruit isn’t enough, the stand also has an adjoining zoo and water park. How’s that for a random town in southern Florida?
  • 12801 W Sunrise Blvd, Sunrise, FL 33323, USA
    Anyone from South Florida knows that the Sawgrass Mills Mall in Hollywood is the place to find just about anything. It’s Florida’s largest outlet center and the second-largest mall in the state. Home to more than 300 shopping and dining destinations, it has both well-known retailers and luxury brands. To create a more social, upscale vibe, the complex added an outdoor part with cobblestone walkways, fine eateries, and high-end boutiques. Shop for outlet deals at places like the Burberry Factory Outlet, Guess Factory Store, PUMA Outlet, Kenneth Cole Company Store, Coach Factory Store, Escada Company Store, and the Polo/Ralph Lauren Factory Store.
  • 30205 SW 217th Ave, Homestead, FL 33030, USA
    The craft beer scene is here in South Florida with the opening of the Miami Brewing Company—the region’s first craft brewery—at Schnebly Redland’s Winery in Homestead. The family-owned operation uses the tropical fruits and flavors of South Florida to make flavorful flagship and seasonal beers, including Big Rod Coconut Blonde Ale, Miami Vice IPA, and Little Havana Cafe con Leche Milk Stout. Stop in at the brewery for a craft beer tasting or pick up a to-go growler.
  • 565 W Fairbanks Ave, Winter Park, FL 32789, USA
    It’s no surprise that the opening of this beloved gastropub back in 2007 coincided with Orlando’s rise as a culinary hot spot. While its owners James and Julie Petrakis have not stopped opening other ventures around the city (including at Disney Springs), this local favorite—known for its Cask & Larder beers and sophisticated Southern fare—has hardly waned in popularity. Start with the charcuterie platter (a spread of rillettes, dried sausage, and salami), then choose from favorites like shrimp and grits and the enormous Pub Burger, which comes topped with caramelized onions and buttermilk blue cheese. Whether you come for happy hour, dinner, or something in between, expect a lively atmosphere that’s perfectly suited to groups.