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In the heart of El Viejo San Juan, the Plaza Colón (Columbus Plaza) is so much more than a place honoring an important piece of San Juan’s history. Sure, snapping an Instagram photo in front of the bronze statue of Christopher Columbus, credited for the first discovery of the island, is definitely a “must-do.” Find a local and in your best Spanish accent say “Perdón, podría tomar una foto por favor?” Or play it safe and ask another tourist in English (they’re not hard to find!). Either way, stay and hang out. Explore the local artists’ tents (like this one, with rings and bracelets made from brightly colored ceramic beads and recycled aluminum, customized to fit). Pick out unique, inexpensive gifts for loved ones and, of course, something to remember the trip! And don’t ignore the ringing bell of the sorbet vendors selling “coco frio” for $1. Try a scoop of papaya y piña to help cool off in the heat of the Puerto Rican sun.

To visit Mwanza is to head off the traditional tourist trail of Tanzania. Here, on the coast of Lake Victoria, commercial ships fish for Nile perch and sardines that will be sold across Africa; every year Tanzanians flock to Mwanza for work opportunities. Explore this thriving and interesting city with a stop at the Mwaloni fish market (where you’ll also find produce brought in from villages around the lake) and take in the pretty views of Lake Victoria. Bismarck Rock, a tall boulder balancing atop a jumble of rocks out in the lake, can be visited en route to the ferry terminal. Ferries carry passengers across the lake to Bukoba and points along the shore. From Mwanza, it’s also possible to hop a train across the country to Dar es Salaam, but be warned—it’s regularly delayed for as many as 12 hours.

At this colorful eatery in San Nicolas, the owner, chef, and namesake crafts piquant sauces to accompany a variety of fresh seafood and meat. The curry goat-and-chicken roti (spicy stew wrapped in flat bread) is a top choice, as is the fried red snapper with Creole sauce. Shrimp with red beans in garlic sauce also can’t be missed. The atmosphere is as friendly and laid-back as one would expect in a Caribbean family home. Just don’t ask Kamini for recipes—her sauces are closely guarded.

Telluride’s literary mecca, this beloved store is stacked with more than 10,000 books at any given time. The expertly curated regional books section is a fount of the Wild West’s writing prowess, with illustrative tomes on the town’s lurid backstory (you’ll want to peruse Tomboy Bride: A Woman’s Personal Account of Life in Mining Camps of the West). When your eyelids get heavy, head to the tiny coffee bar—squirreled away at the back of the shop—for a caffeine jolt to bolster an afternoon of reading.

Just a short ride from the historic Jerónimos Monastery and Belém Cultural Center, Pestana Palace Lisboa is itself a designated national landmark. The 194-room hotel occupies a carefully restored 19th-century manor that once belonged to the cocoa baron Marquis of Valle-Flôr, and now caters to queens of pop like Madonna (she reportedly stayed in a Royal Suite).

“Lavish” is the key adjective here: The manor is set within an immaculately manicured private park filled with palms, subtropical plants, sculptures, a former pond-turned-swimming pool, and a spa with an indoor pool and Turkish baths. Palace interiors give the air of a gilded cocoon—all ornate ceiling frescoes, soaring stained-glass windows, and magnificent oil canvases—while the main restaurant, Valle Flôr, has Regency airs and Portuguese fare. Guests may linger on Saturdays for a “chic-nic” lunch on the lawn by the pool.

Mama Shelter’s owners, who launched the Flèche d’Or indie rock club across the street, turned an outlying location in the 20^th arrondissement into an advantage. They enlisted Philippe Starck to design the restaurant, bar, pizzeria, and summer rooftop terrace—which now attract poets, artists, and counterculture types from across the city. The hotel’s street cred is still intact years after the 2008 opening, and the decor—black ceilings turned into graffiti chalkboards bearing literary quotations; Mexican wrestling and Halloween masks turned into lamp shades; tree trunks used as stools—remains relentlessly hipster without being overwhelming; guests could be young parents with sleeve tattoos toting baby carriers in the elevators.

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.

Perched high above the Bay of Positano, Il San Pietro is the epitome of Italian seaside glamour—the hotel has attracted a coterie of international VIPs since its opening in 1970, including Gregory Peck, George Clooney, and Julia Roberts—but retains the charm of a family-run inn. Michelin-starred Zass restaurant culls ingredients from the property’s organic gardens, which spill down to the sea across 10 terraces teeming with local produce, and rooms feature custom ceramic tiles made in local factories using traditional techniques. If the 400 steps down to Positano’s only private beach sound daunting, an elevator cuts through the rock to water level, where tangerine loungers on the stone sundeck give way to a cove with sandy shores. Here, breezy Carlino restaurant serves up lemon spaghetti beneath a cheerful thatched roof. Prefer more active endeavors? Hugging the cliff face above, seaside tennis courts serve up sets with a dazzling view.

Touting itself as the world’s first design hotel, the Radisson Blu Royal Hotel was designed by world-renowned Danish architect and designer Arne Jacobsen, in the 1960s, for Scandinavian Airlines System (SAS). A sleek, 20-story skyscraper, the building towers over central Copenhagen’s modest, historic buildings, an emblem of Denmark’s cutting-edge status in mid-century design. Thanks to its unusual height, too, most rooms have exceptional views of the city—a rarity in this short city.

Almost all of the rooms have been entirely updated, though the hotel still maintains the spirit of Jacobsen’s original design, with mid-century lines and colorful Egg and Swan chairs throughout. One original room (room 606) has been preserved, and it’s an attraction in itself, as is the rooftop restaurant Alberto K, open for breakfast for Business Class travelers, and the main restaurant Café Royal, which focuses on classic New Nordic cuisine.

Want to sleep in Boston’s very first skyscraper? Originally constructed in 1893, the 15-story Ames Building was, for many years, the tallest building in the city. Renowned architect David Rockwell helped reconceive the building as the high-end Ames Hotel in 2009, preserving much of the original detailing. Many celebrities have since stayed in the luxury hotel, that’s now part of the Hilton Curio Collection, a collection of unique hotels steeped in history.

The rooms at the Ames feel more like opulent city apartments, with modernist furniture and eclectic details like feather chandeliers and gold-sequined pillows. The property’s historic roots are reflected in the 13-foot ceilings and Romanesque, floor-to-ceiling arched windows. Other classic elements include decorative marble fireplaces and oak wood floors. Centrally located in downtown Boston, the Ames provides easy foot access to many of the city’s best-known attractions.

There are two Geysir stores in downtown Reykjavik—both on Skólavörðustígur, the attractive road that stretches upwards towards Hallgrimskirkja. Specializing in high-quality wool garments and outdoor products, both shops are nicely designed and well stocked with Icelandic and international designs, including Geysir, Fjallråven, Alas, Ganni, Royal RepubliQ, Wood Wood, and Barbour. There are blankets, pants, sweaters, backpacks, and more—none of which are cheap, but for the most part they’re good-looking and long-lasting.

Bear Mountain Lodge has had many lives since it was first built in 1928. Back then, it was a school for unruly boys from the East Coast; later it became a country club and hotel for the well-heeled; and before artist-turned-innkeeper Linda Brewer bought the property five years ago and turned it into a 10-room lodge, it was owned by the Nature Conservancy. It’s fitting, then, that nature is the main attraction at the lodge, which sits on 178 acres and has horses, cows, and chickens, plus birds and butterflies and a pond that’s home to the endangered Chiricahua Leopard Frog. The Gila National Forest—at 2.7 million acres, the largest wilderness area in the Southwest—is the lodge’s back yard. If you find yourself missing civilization, Silver City is just over three miles away, but escape is really the point here. And while there is Wi-Fi, there aren’t any televisions.

Owned by Terry Kaljo—a former model and founder of the Contemporary Hotels collection of upscale rental homes and villas—the Medusa Boutique Hotel offers 18 unique accommodations in Darlinghurst, an eclectic area and the epicenter of Sydney’s gay community. The 19th-century home is filled with wacky touches, from red Alice in Wonderland–style carpeting that runs up the grand staircase to pastel-pink walls studded with maple leaves in the entryway. The midcentury-modern rooms—with their retro primary colors, geometric patterns, and vintage chaises longues—attract fashion, media, and design professionals looking to get beneath the surface of one of Sydney’s liveliest neighborhoods. But there’s still the opportunity to relax, as guests can settle in next to the fireplace in the lobby to read the newspaper, enjoy a complimentary pastry, or make new friends. Longtime staff members offer the kind of local knowledge and personal attention that keeps guests coming back.

Ultra-modern Hotel Habita sits on upscale avenue Presidente Masaryk, in the midst of the Polanco’s fine restaurants and shops. Opened in 2000 and renovated in 2012, the hotel, which looks like a glass cube, continues to attract travelers who appreciate its sleek design and superb location. Rooms are typical of Grupo Habita hotels-spare and uncluttered, with luxurious toiletries and high-tech amenities, like flat-screen TVs and free Wi-Fi. The staff is accommodating and will help guests with everything from transportation recommendations to securing reservations at top nearby restaurants, such as Biko, Pujol, and Quintonil. All three appeared on the 2015 “Latin America’s 50 Best Restaurants” list.

In warm-weather months, the Penn’s Landing waterfront area along the Delaware River is always busy with activity. On the Great Plaza there are ongoing free festivals, summer concerts, a movie series, and Fourth of July fireworks. Other attractions here include the RiverLink Ferry to New Jersey, the Independence Seaport Museum, and kayaks and swan boats available for rental. In winter, Penn’s Landing is host to one of Philadelphia‘s most spectacular outdoor ice rinks, the Blue Cross RiverRink. Historic ships, including the Moshulu, a beautiful 1904 four-masted steel sailing vessel, are moored at the waterfront. The Moshulu now features a popular restaurant on its deck, and the tall ship is dramatically illuminated at night.