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  • If the romance of a vineyard sounds appealing, several wineries offer you the chance to dine among the vines. Locals choose the Vega Manchón Winery (pictured here), where former Rosewood chef Carlos Segura pairs entrées with the vineyard’s wines. Restaurante de la Santísima Trinidad, nestled within the grounds of its namesake vineyard, is open only on weekends but can provide a relaxing daylong respite, especially if combined with the winery’s other diversions like polo matches (and polo lessons for all levels of expertise), yoga, or massages. For best romantic results, follow the recipe of poet Omar Khayyam, “A jug of wine, a loaf of bread, and thou….”
  • 488 Avenida Rómulo Rozo
    For contemporary, high-end Yucatecan cuisine, look no further than K’u’uk. Chef Pedro Evia has taken the spirit of regional food and given it a modern twist. He presents common Yucatecan recipes like suckling pig, then uses ingredients like star fruit and sapote to showcase subtler flavors than those found in traditional cochinita pibil. All the essences of Yucatecan delicacies can be found here, but in ways that are almost unrecognizable, such as in the atole ceviche or the dessert of Yucatán honeycomb with pollen and passion fruit. Located amid the grandeur of a colonial mansion close to the Monumento a la Patria in Mérida, K’u’uk has high ceilings, original-tile floors, and large chandeliers that set the scene for an exclusive dining experience. Guests opt for a recommended nine-course tasting menu or order from an à la carte bill of fare that changes periodically.
  • Silk Grass, Belize
    Tucked down a long and bumpy dirt road on the way to Hopkins, Mayflower Bocawina National Park is a well-maintained nature escape offering a variety of adventures, from the casual to the extreme. Decide how brave you feel and choose from the options: hiking and birding along moderate trails to waterfalls; a two-hour, steep, adrenaline-pumping hike, with the occasional rope to climb, to the breathtaking 1,000-foot-high Antelope Falls; zip-lining across the park day or night; or rappelling 150 feet down a couple of waterfalls. Fill up afterward at the on-site restaurant before hitting the road, or book an overnight stay at the park’s cozy cabanas.
  • Piazza Bellini, 1, 90133 Palermo PA, Italy
    The church of San Cataldo and its neighbor, La Martorana, both overlook the Piazza Bellini but offer contrasting experiences. San Cataldo is modest on the outside, and its interior remains unfinished more than 850 years after its construction—but it is no less beautiful for that. La Martorana (also known as Santa Maria dell’Ammiraglio), on the other hand, is one of Palermo’s greatest remaining churches from the Middle Ages. The elaborate mosaics that decorate its interior are thought to have been created by the same artisans who created the Palatine Chapel.
  • 4515 S Congress Ave, Austin, TX 78745, USA
    “Everyone from the late blues musician Stevie Ray Vaughan to the Butthole Surfers has played at the Continental Club. Musicians who do big gigs in Austin like to play small shows here afterward,” says Liz Lambert.
  • Liberty Station, San Diego, CA, USA
    Built in the 1920s, San Diego’s onetime Naval Training Center began its transformation into a cultural and retail space in 2000, when the city bought this massive Spanish colonial revival complex to house galleries and shops as well as concert, movie, and lecture venues. The shopping is largely culinary here, with food hall–style purveyors of everything from coffee to pasta (don’t miss the vinegar tasting station at Baker & Olive). But there are also local accessory shops worth visiting: Down a small, out-of-the-way corridor, you’ll find the only wholesale outlet of Double Happiness Jewelry & Home. This San Diego–based producer of handmade, one-of-a-kind pieces is a favorite of celebrities (Oprah, Cindy Crawford, and Blake Lively, to name a few). The jewel-encrusted hoop earrings are especially hard to resist. Other Liberty Station accessories worth checking out: the rotating assortment of local home goods and accessories at Moniker General (look for Norden Goods candles and Bradley Mountain bags).
  • km 6, México 1 1, Misiones del, 23455 Cabo San Lucas, B.C.S., Mexico
    Sunset Monalisa is one of the most romantic restaurants in the world. Its views of Cabo San Lucas Bay and the arch at Land’s End are spectacular any time of day but particularly at sunset, when the sky turns vibrant shades of red, yellow, and purple. Love is definitely in the air here: Servers report at least one engagement per week, and it’s a favorite wedding venue. The multitiered cliffside restaurant features a Taittinger Terrace Oyster and Champagne Bar, as well as an exceptional Mediterranean menu from chef Paolo della Corte, who trained in Michelin-starred kitchens. Navigate the à la carte options independently or opt for the prix fixe or tasting menus.
  • Placencia Sidewalk, Placencia, Belize
    You’ll know Tipsy Tuna when you see it: the bright pink, purple, blue, and green tables and chairs, the leopard print on the walls, the snarky signs plastered everywhere—even on the ceiling. Only slightly less local than its equally loud neighbor Barefoot Bar, Tipsy Tuna is the place to be for happy hour. Most nights, you can find DJs spinning tunes for dancing or lively karaoke going on past 9 p.m. As the name suggests, most people come here for the drinks, which are numerous, cheap, and strong. The food, however, isn’t to be scoffed at, especially if you’re into well-utilized spices and a million types of salsa.
  • 540 Jackson St, San Francisco, CA 94133, USA
    Fly fishing may not be top of mind while walking through San Francisco’s Financial District, but fantasies of casting in crystal clear rivers and commencing the day around a campfire are sure to materialize once you step inside Lost Coast Outfitters. The upscale sporting goods store specializes in top-of-the-line fly fishing gear, but shop owner George Revel has an eye for provisions that tug at the inner outdoorsman in all of us, such as indestructible Yeti coolers, leather-trimmed duffle bags from Filson, and classic Simms flannels in timeless red-and-black check. The grand historic Beaux Arts building only adds to the appeal, as does the 300-plus-bottle whiskey collection hidden behind a wall of waders and waterproof booties. Pro tip: Inquire about joining the exclusive Tin Cup Society to gain access to speakers, casting clinics, expeditions, and curated gear packages.
  • 112 Academy Dr, Austin, TX 78704, USA
    A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

    Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.
  • 418 Villita St, San Antonio, TX 78205, USA
    In a city known for its breakfast tacos, it can be hard to decide where to start your day. One place that will never disappoint, however, is La Villita Cafe. The options here are simple—think bean and cheese, potato and egg, and chorizo and egg—but everything is delicious, especially the brisket and egg taco. When you’re done eating, check out the neighboring La Villita art community, which provides a window into San Antonio’s diverse past.
  • 910 S Alamo St, San Antonio, TX 78205, USA
    Opened by local restaurateur Lisa Wong in 1992, Rosario’s started as a neighborhood café, where San Antonio residents came to satisfy their Tex-Mex cravings. Today, it’s a city institution, known for its south-of-the-border specialties and house favorites. Don’t miss the tantalizing albondigas con arroz (Mexican meatballs braised in a spicy broth and served with rice and queso fresco), or the flavorful enchiladas Mexicanas (three queso-filled enchiladas smothered in a fragrant chile-infused sauce). And be sure to wash it all down with a perfectly crafted margarita.
  • 830 W Hollywood Ave, San Antonio, TX 78212, USA
    In 1977, University of Texas marketing major Chris Madrid opened a small burger and taco joint with help from his family and friends. Today, his eponymous restaurant is one of San Antonio’s best spots to grab a quick bite. Burgers are the way to go here. Choose from menu favorites such as the Cheddar Cheezy (melted cheddar cheese, mustard, lettuce, tomato, and pickles), the Tostada (refried beans, chips, onions, and cheddar cheese), and the Porky’s Delight (bacon and melted cheddar cheese), and be sure to get a side of nachos or chalupas.
  • 500 Avenue N, San Francisco, CA 94130, USA
    Along with a great view of San Francisco, Treasure Island is home to a popular flea market, formerly Treasure Island Flea, and now called TreasureFest. Each month around 400 curated vendors set up and peddle their wares. Stalls offer antiques, originally designed art and clothing, and vintage curiosities. You will also find about two dozen food trucks, live music, kids’ games and activities, and some local wine sellers to fuel your shopping fire. The two-day flea market takes place the last weekend of every month. Launched in 2011 to support local artists and entrepreneurs, Treasure Island Flea is now a must-do Bay Area event.
  • 10333 Huebner Rd, San Antonio, TX 78240, USA
    One of San Antonio’s best breakfast spots, Magnolia Pancake Haus is the kind of place where flapjacks and waffles are the order of the day. Featured on the Food Network, the restaurant usually has a line but it’s worth waiting for the delicious pancakes, which are made from scratch with only the freshest ingredients. Don’t miss the melt-in-your-mouth chocolate chip cakes, or the incredible corned beef hash. If you’re in the mood for lunch, you can also choose from a variety of sandwiches, including a Reuben with house-cured brisket and grilled pumpernickel bread.