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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.

Situated on the eastern coast of Motu Tevairoa, with magnificent views of Mount Otemanu in the distance, this private beach resort features 80 rooms and villas, ranging from garden villas with thatched roofs and their own private gardens with plunge pools to gorgeous overwater bungalows with private decks and direct access to the lagoon below. The property’s out-of-the-way location attracts a lot of people who want to escape the more active, touristy parts of mainland Bora Bora, with lots of relaxation options right on the property, including a garden spa specializing in Polynesian treatments and massages. For those who do want to get out and about, the resort offers a large range of activities both inside and out of the lagoon, from helicopter tours to helmet dives (in which travelers don weighted helmets pumped full of oxygen and descend into the waters below) to encounters with sharks and rays.

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.

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.

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.

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.

Set high above the St. Lawrence on Cap Diamant, overlooking Old Québec, this imposing yet inviting landmark is as much a lodging as it is a tourist attraction, borne out of its reputation as the most photographed hotel in the world. Opened in 1893 by the Canadian Pacific Railway to drum up luxury riders for its trains, the castle-like Fairmont Le Château Frontenac feels every bit as grand today as it must have when Roosevelt and Churchill secretly hatched plans for the invasion of Normandy here in 1943—and it continues to be the hotel of choice for A-list celebrities and other notables. A $75 million renovation in 2014 updated the 611 rooms with a more contemporary feel, draping spaces in chic furnishings and soothing shades of gray and cream, plus butter-yellow or soft turquoise accents. The spa features seven treatment rooms adjacent to an indoor pool, whirlpool, steam rooms, and a gym, but the hotel has become a destination for its food: Champlain restaurant is helmed by acclaimed young chef Stéphane Modat and offers a modern take on Québécois cuisine alongside magnificent views, while 1608 Wine & Cheese Bar highlights local wines, cheeses, and charcuteries.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

This charming Swabian town is deservedly popular for its vibrant atmosphere, handsome castle, and medieval center, which boasts winding, cobbled lanes and half-timbered town houses joined by narrow alleyways. The key sights include the Stiftskirche St. Georg, a late-Gothic church with stained glass windows and city views from its tower; the delightfully yellow Hölderlin Tower, which will reopen as a museum in 2020 and is best viewed from across the river; the striking 15th-century City Hall, with its painted facade and astronomical clock; and, of course, the turreted Hohentübingen Castle, set attractively on a hilltop and home to the Museum of Ancient Cultures. The town is also famous for its university, which is one of Europe’s oldest. It’s attended by a large number of students (about 20,000), who add to Tübingen’s lively spirit by filling the sidewalk cafés, restaurants, wine taverns, and pubs.

One of the newest - and most popular - attractions to hit these shores, “Xoximilco Cancun,” is a floating fiesta, offering entertainment, colorful anecdotes, history, good food and drink - and three hours of sheer delight. Thanks to the entrepreneurial genius of the Xperiencias Xcaret visitors can experience an improved recreation of Mexico City‘s renowned Xochimilco. Both are replicas of the canals in the ancient Aztec capital of Tenochtitlán and the lake it was founded on. A series of floating gardens (chinampas) separated by canals became the marketplace for flowers and agriculture, which were transported in flat boats known as trajineras. The party in Cancun begins at 7: 30 p.m., when you’ll be given the name of the boat you need to board. When the marine bell rings, you head off on your dinner “cruise,” featuring delectable Mexican cuisine and local refreshments, including Tequila. As you glide along the canals, an assortment of musical ensembles glide by, treating you to traditional live music, including: mariachi, bolero trio, jarocho quartet and marimba medleys. A small gift shop offers plenty of souvenir options Recommended for children 10 and older.

Though the DR isn’t traditionally known for its surfing, the little town of Cabarete (a 30-minute drive from the Puerto Plata airport) is fast becoming a hot spot for newbies and those wanting to take their board skills to a new level. Cabarete boasts several surf camps including SWELL, “a purpose-built surf camp” that attracts surfers and wannabe surfers from all corners of the globe. A cross between a hostel and a just-the-basics boutique hotel, the camp has co-ed quad dorms and private rooms accommodating some two dozen travelers of all ages — a healthy mix of singles and couples, mostly urban professionals. Days here start really early, but what does it matter when you’re on the water catching waves? (There’s always the rest of the day to make up for that lost shut-eye.) Once you’re done with your surfboard, wander into Cabarete to grab a cerveza and a bite. Be sure to check out the town’s other favorite pastime, kitesurfing. Just look to the sky.

A landmark since the 1920s, this glamorous resort at Monaco’s easternmost border with France still evokes the glory days of Monte Carlo, when high-society scenesters were frequent guests. The rooms, airy and bright after a makeover by designer India Mahdavi, have an elevated Deco-meets-nautical vibe with porthole windows, Mediterranean stripes—in turquoise, white, brick red, and beige—tailored furnishings, and artsy line drawings on the walls that recall Matisse and Cocteau. The superb, all-organic restaurant Elsa (named after Elsa Maxwell, the American columnist and hostess who was instrumental in attracting the beau monde to the hotel) is another throwback, while the Olympic-size heated seawater pool—open to guests and Beach Club members who swan around on weekends with their children in tow—remains a draw now as it was then.