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Nestled within Positano’s hillside tangle of pastel residences and stepped alleys, Le Sirenuse is a legendary boutique hotel that feels more like a private home. Run by the Sersale family since its opening in 1951, the crimson-hued house is filled with antiques, potted plants, and oil paintings that lend it a friendly atmosphere devoid of any snootiness. White-walled guest rooms are accented with Vietri floor tiles and heirloom walnut furniture, while marble bathrooms have whirlpool tubs and Eau d’Italie toiletries, the hotel’s bespoke line. Dining is excellent: The Michelin-starred La Sponda restaurant is as tasty as it is charming, illuminated in the evening entirely by candlelight. There’s also a champagne and oyster bar that commands dazzling views from a panoramic terrace; the vistas are no less stunning from the pool deck, where potted lemon trees scent the air. The hotel also has a top-notch spa, plus fun perks such as free daily excursions on its vintage wooden boat.

You’ll recognize this setting as one that appears in some of the most iconic Amalfi Coast photos. The villa’s riotous beds of pansies and garden walls covered with vibrant bougainvillea are as jaw-dropping in real life. One section of the gardens dates back to the 13th century, but only traces of the medieval part remains. Most of the space is dedicated to a Romantic era–style garden that was designed by Francis Nevile Reid, a wealthy Scottish expat who owned and restored the villa in the late-19th century. In addition to touring the gardens, a small museum on the grounds with a cloister and tower is worth visiting. From June through September every year, the Ravello Festival is held here.

Located in the middle of New York harbor, less than half a mile from Manhattan (and even closer to Brooklyn), 172-acre Governors Island feels like a world unto itself, far from the bustling city. It has played a key role in the defense of New York at various points and two fortifications here, Fort Jay and Castle Williams, reflect that history. From 1966 to 1996, the island was a Coast Guard station; since it closed, the city, state, and federal governments have discussed various plans for the island’s development. In the meantime, it is open to the public for six months each year, from May 1 to October 31, when it is possible to wander among the Coast Guard barracks, visit the commander’s house, and bike around the mostly car-free island. Ferries depart from both Manhattan and Brooklyn starting at 10 a.m. and running until 6:15 p.m. on weekdays and 7 p.m. on Saturday and Sunday. During many weekends in the summer, art fairs, food festivals, and other events help draw visitors to the island, but even if you go on a day without anything special scheduled, a journey here provides a refreshingly different perspective on New York.

Ascona, on the shores of Lake Maggiore, has swaying palm trees and a mild climate, and is Switzerland‘s lowest-lying town (643 feet above sea level). The lakeside promenade (Lungolago) offers a Mediterranean feel with streetside cafés, warm breezes, and diners clinking wineglasses—all with a backdrop of historic 19th-century merchants’ houses. The town, a former fishing village, has become an upscale resort town—known for its water sports as well as some of the best hotels in the country. Ascona’s old town center, the Borgo, is a warren of charming alleyways and chic boutiques.

La Catedral is actually three churches in one, each of which are exquisite. It is decorated in the Baroque style, with more gilt and gold trimming than you can imagine. In order to convert the Incan people to Catholicism, the Spanish used symbols from Incan religion throughout the church. Look for the hundreds of mirrors, as well as the triangle shape associated with the Mountain God. La Catedral hosts a couple of particularly unique pieces, including a Peruvian rendition of the Last Supper featuring a guinea pig as the main dish. El Señor de Los Temblores is a crucifix that stopped the Cuzco earthquake of 1650, and is featured prominently in the cathedral. Pictures are not allowed inside, but the exterior of La Catedral is picturesque both during the day and at night when it’s lit up with the rest of La Plaza de Armas.

I fell in love. I fell in love with the town of Marfa. Safari tents. Stand alone bathtubs. Vintage trailers. Twinkle lights. Hammocks. An off the beaten path campground takes you to another world. You can choose to stay in one of their hip vintage trailers, eco-friendly safari tents, or in one of two teepees. The place fills up so all that was left was the safari tent. I felt like I was in a part of Moonrise Kingdom. It takes up 18 acres in Marfa, Texas and it has a place where they host live music, a communal kitchen, a shaded nook full of swinging hammocks, a community lounge and a small little shop filled with unique finds. It’s a place that just steals your heart and makes you wonder when you can come back.

Set within the Banco de la República’s museum complex, the Botero Museum offers a sampling of paintings and sculptures by famed Colombian artist Fernando Botero, best known for his still lifes and his exaggeratedly rotund human figures. Botero donated 123 of his own pieces to the institution, as well as 85 from his personal collection—including treasures by Chagall, Picasso, Monet, and Miró. The gracious colonial-era mansion includes an area that displays contemporary Latin American and European artworks. Audio guides are available in English, French, and Spanish.

In 1910, Argentina received a wave of Armenian immigrants fleeing genocide. Many of the new residents settled in Palermo Soho, and several good restaurants emerged. For something a little special on Friday and Saturday nights, the community hosts a cultural and culinary experience that includes dinner and a show, the proceeds of which allow Armenian teens to visit their historical homeland. Food is served in the school cafeteria, and students wait tables as moms and grandmothers send out delicious, authentic delights. Music and dance, courtesy of the young waitstaff, also lend a lively, festive atmosphere to the entire proceedings.

Unlike the smaller venues which typically host markets once or twice a week, the V&A Market on the Wharf is open daily. If you are staying at accommodation in the V&A Waterfront or Greenpoint area, the is a great market to grab a drink and snacks for a picnic in the park or up Signal Hill. You can find homemade biltong, dried fruits, Cape Malay spices, and artisanal cheeses. If all this talk of food makes your mouth water, several of the vendors sell prepared meals like wraps, pies, salads, etc. For good ice cream, stop by The Creamery’s stall. You can sit outside when the weather is nice, but there is also seating on the upper level (as well as a bar) which makes it a great winter activity, too.

New Orleans’ green spaces run the gamut from City Park, which spans 1,300 acres and is the 6th largest urban park in the United States, to the city block-sized Jackson Square, a French Quarter gathering point for artists, musicians, and street performers. The former has walking trails, botanical gardens, and an open-air sculpture garden, plus tennis courts, an 18-hole golf course, and a mini-golf course, but most come to see the world’s oldest grove of mature live oaks. Uptown’s Audubon Park is frequented by walkers, joggers, and cyclists who make their way around the park’s 1.8 mile loop—and it’s also home to the Audubon Zoo.

This hotel is on our list of The 11 Best Hotels in Chicago.

Set directly across from the Art Institute of Chicago, this former members-only men’s gymnasium is now the Chicago Athletic Association, which is part of Hyatt’s Unbound Collection. Enter at street level off Michigan Avenue and walk toward the back to find a staircase that leads to the old swimming pool, now a venue for parties and pop-up concepts. Take the nearby elevator to the restaurant, Cindy’s, easily the best rooftop scene in the city, with highly Instagrammable terrace views overlooking Millennium Park, the swooping Frank Gehry–designed bandshell, and Anish Kapoor’s Cloud Gate (aka the Bean).

Park yourself in the second-floor lobby and hang with locals as they tap away on their laptops and sip lattes by the two oversize fireplaces. Walk through that expansive by Roman & Williams–designed room, where light beams in through ornate stained-glass windows, and you enter a warren of table games and darts, all festive and typically open to the public. There’s also the secret six-seat bar, the Milk Room, a relic of Prohibition, and the James Beard Award–winning Cherry Circle Room—a sexy, dark restaurant with a circulating martini cart and a meat-centric menu.

Upstairs in the 1893 landmark, 240 guest rooms reflect the building’s former life, with gym horses as foot beds, working fireplaces in some rooms, plasterwork ceilings, ornate carved wood wainscotting, and a clubby vibe. Some of the rooms are rather small, but the location is hard to beat, and the cozy, wintry ambiance makes it a popular (and fun) place to spend a weekend. And because the CAA keeps an eye on its water conservation, sources its food locally, and adheres to strict recycling standards, eco-conscious travelers can feel good sleeping here.

This tiny island is north of Isla Mujeres and Cancun and is only 26 miles long and offers visitors in search of a “Robinson Crusoe” experience the perfect escape. Long, sweeping beaches beckon with water sports, snorkeling, sport fishing, and total R&R. A shallow lagoon gives sanctuary to thousands of flamingos, pelicans and other exotic birds and creatures, allowing visitors the perfect spot in which to commune with nature. Several good restaurants and hotels are available and tours to area attractions can be arranged by ferry and small plane. Getting around the island is via bicycle or golf cart.

La Cocina is a Southwestern gem, taking advantage of warm evenings and local culture to produce a truly Tucson experience. Sip at one of their cocktails—made with house-infused liquor—and enjoy a live concert. While you’re here, grab a bite to eat from a menu that includes a number of international favorites.

Within the 18th arrondissement in Paris France, high atop the city, resides the wonderfully beautiful, hilly neighborhood of Montmartre. This diverse and eclectic section of the city can be a bit busy with tourists, but the views of Paris and the splendor of the Basilica of the Sacré-Cœur are certainly worth it. Riding the funicular is rather novel, but not necessary if you’re willing to climb the 300+ steps to the summit. This is an area to be explored on foot, as is nearly all of Paris. The shops, theaters, and forever famous Moulin Rouge should not be missed. The streets are intimate, the shops unique, and the overall feel of this place speaks of a youthful, colorful Paris.

The real voyage of discovery consists not in seeking new landscapes, but in having new eyes. ~ Marcel Proust. For my inaugural highlight on AFAR, I am starting with my wife’s favorite quote, and a local sight in Chicago. Sometimes people feel they must jet off to some far off exotic place in order to ‘travel.’ However, if you gaze anew at your immediate surroundings with fresh eyes, you will discover an entire host of wonderful surprises. Here we have Cloud Gate, located down in Millennium Park, back before they buffed out the seams. The contrast between the organic form of ‘the bean’ and the structured grid lines, along with the warped fun house mirror quality of the city, makes this a truly unique destination.