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  • Paseo del Prado, s/n, 28014 Madrid, Spain
    Madrid’s Prado Museum, home to Goya, Velazquez, Murillo, El Greco, and numerous other greats, has so much to see that just one visit isn’t enough! If you have a few days in Madrid, drop into the museum in the afternoons (after 5pm) when there is no charge, rather than attempting to see the entire collection in one visit. If you only have time for one trip to the museum, stop by the gift shop to pick up a mini guide, which serves as cheat cheat to the museum’s highlights. Photo by vanOrt/Flickr.
  • 46, 31 de Agosto Kalea, 20003 Donostia, Gipuzkoa, Spain
    Santa María del Coro is San Sebastián‘s token beautiful European church. It has the quiet, sunlit beauty that one comes to expect in European churches. It also is the site of several of the city’s unique celebrations, organ concerts, and the iconic San Sebastián, pierced with the famed arrows.
  • Quinta Avenida Manzana No.34 Lote 1-2 Local A03, Centro, Gonzalo Guerrero, 77710 Playa del Carmen, Q.R., Mexico
    The newest kid on the block of shopping malls, this recently inaugurated upscale mall features many US chains such as Victoria’s Secret. It’s still a work in progress, but it’s already become a favorite with locals.
  • Boschendal Estate, Pniel St, Groot, Franschhoek, 7680, South Africa
    At Boschendal, guests can slow down and savor “Le Pique Nique,” a pre-packed picnic basket that you can order in advance of your visit to the vineyard. When you arrive, collect your wicker basket filled with sweet and savory treats, pick up a bottle of wine to pair with your snacks, and find a spot under the pine trees to sit for the afternoon, relaxing and enjoying the sunshine.

    Boschendal is right on the edge of Stellenbosch, about an hour’s drive from Cape Town through the beautiful hills and valleys of the winelands. The owners transformed several farm laborers’ cottages into luxury accommodations, should you wish to spend the night after a day of vineyard tours, winetastings, and dining at the estate’s several restaurants.
  • There aren’t too many opportunities in the Caribbean to ride on horseback to a cave. In Los Haitises National Park, located three hours west of the resorts of Punta Cana, Fun Fun (pronounced “Foon Foon”) Cave is officially known as the largest cave in the Caribbean. Though the cave itself is in the National Park, access to the land goes across a private ranch and requires a guided tour. While the nearly three-hour drive from the resorts of Punta Cana is a lengthy, bumpy, journey into the interior, the scenes from the window provide an authentic glimpse into rural Dominican life. Sugar cane sways, schoolchildren wave, and mangoes drip from the trees. Upon reaching the ranch where you begin the tour you are shimmied into a jumpsuit and saddled onto your horse. A 45-minute ride through the shaded forest brings you to the edge of the National Park. From here it’s another 30 minute walk through sun-swallowing trees until you reach the entrance of Fun Fun Cave. Sliding into a harness and climbing gear, entering the cave requires a 50 ft. repel into a tiny hole which can barely fit your shoulders. Once at the bottom, it’s a one hour slog through the depths of the darkness before reaching the other exit. Inside the cave, stalactites and stalagmites pepper the areas which fall in the beam of your flashlight, and at some areas you are forced to swim through the soothing, subterranean waters. Here, a lone rope helps guide visitors through the hidden recesses of the cave.
  • Via S. Giuseppe, 5R, 50122 Firenze FI, Italy
    This leather workshop is hidden away in a former Franciscan monastery next to Santa Croce. The Scuola del Cuoio was originally founded to provide skills and work for some of the city’s orphans after World War II; masters and apprentices still produce wallets, purses, journals, and jackets. Take a quick tour of the beautiful cloisters, frescoed corridors, and workspace, or sign up for a full workshop and try your hand at making something of your own. Everything is crafted on-site using traditional methods. Be sure to get your purchases personalized with a gold-stamped monogram.
  • Avenida General Rondizzoni
    The mercury during summer afternoons can hit 34C (or around 95F). How to stay cool during the hottest time of the day (4-6pm)? Besides seeking shade or air-conditioning, Santiaguinos seek solace in a traditional drink called “mote con huesillos.” Huesillos, sun-dried peaches, are cooked with water and a touch of sugar. The liquid and fruit are chilled and served with a scoop of toothy golden barley. Mote con huesillo is sold by vendors throughout downtown. More than a drink, it’s a satisfying, healthy snack.
  • Miguel Hidalgo
    The church of the mission of San Jose del Cabo is simple, both inside and out, but one of its charms is a special area where locals tie ribbons with petitions for divine intervention or expressions of thanks written on them. If you’d like to join in on the tradition and express your thanks, choose a white ribbon and write about what you’re grateful for on it. Then, tie it to the rack near St. Charbel Mahklouf, the somewhat obscure Lebanese saint who is believed to work miracles.
  • Calle 10 Nte, Gonzalo Guerrero, 77720 Playa del Carmen, Q.R., Mexico
    A local favorite, Bar La Ranita (Little Frog) is attached to the Hotel Rana Cansada (Tired Frog) and has been around since 1984. The ambiance is laid back, but the prices are affordable and the margaritas pack a powerful punch.
  • 15 Rue du Château d'Agassac, 33290 Ludon-Médoc, France
    Just 15 minutes from Bordeaux, this highly regarded wine estate, which dates back to the 13th century, offers fascinating tours in English. The “Heritage and History” tour covers the story behind the château and its signature Médoc wine, the “Discovery” offers an introduction to winemaking, and the “Themes” is a more personalized tour that leaves time for lots of questions. Also available to visitors is a range of tastings (some pair wine with food or chocolate), as well as occasional picnics, outdoor movies, free concerts, and more. If hunger strikes, the estate is home to a lovely restaurant with a terrace overlooking the park.
  • Via Cala del Pozzo, 58043 Punta Ala, Castiglione Della Pescaia GR, Italy
    Italy’s beloved region of Tuscany brings to mind bucolic vineyards, rolling hills, and roads lined with towering cypress trees. But there’s plenty else to delight and even surprise travelers. Consider the quaint town of Punta Ala: located along the southern Tuscan coast, it’s under the radar of most travelers, yet the go-to summer escape of generations of Romans and Florentines.

    Punta Ala strikes a balance between relaxation and understated elegance that encourages lingering, and the same goes for its premier place to stay: Baglioni Hotel Cala del Porto. Set against the backdrop of the Mediterranean Sea and with two adjacent beach clubs (La Vela and Alleluja), the hotel’s 38 airy rooms offer views of the gardens and marina. In the heart of Maremma, Hotel Cala del Porto is perfectly located for day boating trips out to the island of Elba, wine tasting at notable Tuscan wineries, and some of the best golfing in Italy. The regional park Bandite di Scarlino beckons with hiking trails ideal for early morning risers.
  • 1 avenida entre 30 y 32, Gonzalo Guerrero, 77710 Playa del Carmen, Mexico
    One of Playa’s newest hotels, Cacao is being touted as a “kicked-back, relaxed ‘hippie chic’ boutique, 60-room hotel. Conveniently situated on Playa del Carmen’s 5th Ave. in the heart of the destination’s fashionable restaurant, club and boutique scene it is also walking distance to the beach. Spacious, modern rooms and suites provide comfortable amenities, including bathroom toiletries by Italian fashion designer Missoni and distinctive touches by architect Rodrigo de la Peña. Dramatic architectural elements such as huge canvas accents in geometric shapes and a central court with a hyacinth lily pond combine with clean interior design and contemporary, bold color accents. The roof-top bar boasts innovative “coctelería” (mixology) experiences, along with spectacular views of the Caribbean and Cozumel Island as a scenic backdrop. Onsite Nibs Restaurant dishes up gourmet food in a serene setting, while a rooftop pool provides a refreshing escape
  • Calle 62 esquina, C. 49 415, Centro, 97000 Mérida, Yuc., Mexico
    Established in 1917, this cantina keeps tradition alive while not shying away from new, trendy touches. Swing through saloon doors to find live music, drinks served in mason jars, and lots of free regional nibbles in a lively barroom that extends to a large open-air patio. On weekends the space fills up with twenty- and thirtysomethings swinging to salsa beats and sipping cocktails or some ice-cold, locally brewed Montejo beer. The limonada eléctrica, a drink in the namesake shade of blue that’s charged with a powdered-chili rim, is a real crowd-pleaser.
  • Santo Domingo s/n, Cusco 08000, Peru
    This Cuzco corner presents a notable juxtaposition between ancient Incan and Spanish colonial architecture. Since the Incas worshipped their sun god, Inti, above all others, this temple in their imperial capital was the most important of the entire realm. It was here that they brought the idols of all peoples they assimilated, to offer them representation as they demanded allegiance in Cuzco. When the Spanish arrived, they tore down much of the temple and built a monastery on top of it. However, the walls that do remain provide stunning examples of pre-Hispanic engineering, particularly the rounded outer wall that can be seen from Avenida del Sol.
  • Calle Padre Billini 252, Zona Colonial, Santo Domingo 10210, Dominican Republic
    At this luxury collection of six historic homes—some from the 16th century—guests can book a bedroom or an entire house, all within blocks of Santo Domingo’s most important attractions. You won’t find out which room or home you’ll be staying in until your arrival, but you’re sure to be pleased. Located in the heart of the Zona Colonial, the casas are exquisite. Two were part of former convents, one was a monastery, and another was once the private home of a famous Dominican fashion designer. Each one features unique decor and its own courtyard, and five of the six have private swimming pools. Upon check-in, you’ll receive a loaner iPhone to communicate with your house butler and the round-the-clock concierge team, who can help arrange excursions like culinary tours in the Old City and visits to one of the Caribbean’s largest organic cocoa producers.