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One of the five original public squares in Philadelphia planned by William Penn, Rittenhouse Square was originally called Southwest Square and was later renamed after David Rittenhouse, a Philadelphia astronomer, inventor, and clockmaker. Although it is now one of the most popular public spaces in Center City, in the 18th century it served as a livestock pasture and later, brickyards surrounded the square. Not until the 1880s, when the city’s elite began moving into the area, did the park begin to take on its modern-day elegance. High-rise condos and luxury hotels have replaced many of the historic mansions that once surrounded the square. Many of Philly’s finest boutiques, hotels, and restaurants sit nearby, including Parc Restaurant Bistro & Café, a great spot for people watching and celebrity spotting. Rittenhouse Square hosts many events from spring through fall, including: A weekly farmers’ market every Tuesday from 10 am to 1 pm (May through November). The biannual Rittenhouse Square Fine Art Show in the spring and fall. The next art show will be held June 6-8, 2014, when the area in and around the square displays original work by more than 140 artists. This event is the nation’s oldest outdoor original art show.

Canals are an integral part of the Dutch landscape so it’s only fitting you see them up close and personal, from a boat. Viewing Amsterdam by watercraft puts you level with Golden Age mansions, world-class monuments like the Anne Frank House and Westerkerk, and historic landmarks like the city’s narrowest house. Numerous companies offer canal tours of Amsterdam, including Holland International, which has day, evening and holiday cruises. Around the year, you can see the city in long vessels with enclosed cabins for protection against the unpredictable weather in the Netherlands. Choose from hour-long cruises covering city highlights or dinner, pizza and candlelight voyages. Audio guides are available in 19 languages (including Dutch), and there are toilets on board the boats. If you have more than a few hours to spend on the water, opt for a hop-on hop-off tour in a smaller, electric-powered 12- and 35-person boat. From March‒October, Holland International’s Canal Hopper floats through Amsterdam’s UNESCO-honored canal ring, stopping at 16 city landmarks including the Rijksmuseum, Anne Frank House, Rembrandt Square, the Albert Cuyp Market, and Nieuwmarkt, Amsterdam’s oldest neighborhood. There are departures from 11:00‒18:00, Friday‒Sunday from March‒October. In July, August and during holiday periods, the Hopper sails daily with fair weather.

“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.

Behind a massive bougainvillea vine that covers a century-old mansion on the corner of a quiet, cobbled street, San Telmo’s Café Rivas evinces an elegant, 1920s vibe—but the food is decidedly contemporary. The menu is short and to the point. Three prix-fixe options are posted for lunch and change daily to delight a claque of assiduous regulars. Standout items at dinner include a nightly ceviche special and the dry-aged beef. There’s also a Sunday brunch with traditional favorites like eggs Benedict. In the evening, a bartender arrives to serve up cocktails, and there’s live piano on weekends.

Charleston’s four-block City Market is a historic landmark (one of the oldest in the country, rivaled only by Baltimore’s Lexington Market) and an essential stop for locally made souvenirs and snacks. Pack up your sweetgrass basket (a traditional Gullah handicraft) and check in for the night across the street at the Market Pavilion Hotel. The hotel has all the plush trappings—Italian marble bathrooms, Hermes toiletries, treats at turndown—one could ask for in the French Quarter, topped off by a rooftop bar and pool with enviable views of the harbor and bustling East Bay street. On a particularly hot Southern night, you might cool off with a nitrogen-infused cocktail before sitting down to a steak dinner at Grill 225, which serves only aged, USDA-Prime meat. The hotel is a member of the Leading Hotels of the World and the restaurant is one of a dozen Great Steakhouses of North America.

Housed in a 19th-century French hospital, the Covent Garden Hotel is the oldest and most historic of Tim and Kit Kemp’s celebrated Firmdale hotels portfolio. Opened in 1996 by the husband-and-wife team, it bears a staid style that reflects its early position in the cannon of hotels, which have since become far more exuberant and quirky. The hotel’s muted, pared-back look will undoubtedly appeal to those who crave discretion. It’s not unusual to spot venerable British actors tucked away in a corner, quietly conducting a meeting. This is, after all, the heart of Theatreland—or London’s West End—where a recognizable clientele comes with the territory. However, the Covent Garden Hotel is by no means the see-and-be-seen spot of its media-magnet sister properties, including Charlotte Street Hotel, The Soho Hotel, and Ham Yard. Instead, go here to sequester yourself with a book in the upstairs drawing room, which, with its crackling stone fireplace and wood-paneled walls, resembles the traditional lounge of an English country house.

One of Budapest’s best known and most ornately decorated coffeehouses—as well as one of Europe’s oldest—Café Gerbeaud has been satisfying the city’s sweets cravings since it opened in 1858. The decor in the cafe’s various rooms is pure decadence, with chandeliers, stucco, original exotic-wood panelling, and antique furniture; the traditional cake selection comes with slices of the café’s three most iconic cakes, including the both the Esterházy cake (buttercream and cognac) and the Gerbeaud, a cake layered with ground walnuts and apricot jam invented by Emil Gerbeaud, a Swiss national who took over the patisserie in the 1880.

This unpretentious and welcoming old-fashioned restaurant is a favorite with locals and tourists alike, and many guests are regulars. The elegant interior design features traditional linens on tables and modern art on brick walls, and the dining space is split into multiple small rooms as well as an outdoor patio. The food is local, with a selection of Venetian classics such as Canastrelli scallops and grilled orata fish (bream) with zucchini sauce. The pasta is homemade, and beyond fish and seafood, there are plenty of meat choices. The wine list is carefully curated by one of the owners. Service is friendly and efficient.

Zurich’s Old Town has one foot firmly in the past and the other very much at the forefront of Swiss culture. Wandering through the pedestrian-only cobbled streets of the Altstadt (which you can do for hours!), you’ll find Switzerland‘s highest concentration of clubs, as well as theatres, comedy troupes, street performers and young fashion designers selling their wares in small, elegant shops on medieval streets. Landmarks include the Grossmünster’s double towers, built by Charlemagne, and the Peterskirche, which has the distinction of being the church with Europe’s largest clockface. Don’t miss Limmatquai, along the Limmat River, one of Zurich‘s most thronged shopping sites where restaurants and shops are housed in Baroque gilded houses from the 1700s, something like the canalside houses of Amsterdam. It’s a great place to actually walk into the past and have the vibrant present all around you! Check out the Artistry and Craftsmanship itinerary to Switzerland, created by Bob Preston of Swiss Panache, on AFAR Journeys.

Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.

Named after the Latin word for “harbor,” Hotel Hafnia sits in the center of Old Town Tórshavn, just steps from the wharf and Faroese Parliament buildings. Surrounded by shops and restaurants, the property offers a convenient location, as well as comfortable accommodations. All rooms feature satellite TV, mini bars, and free Wi-Fi, while some larger options include seating areas and complimentary access to the hotel sauna. Book a renovated Nordic Double room for a modern color scheme, stylish furniture, and puffin murals, or one of the hotel’s three self-catering cottages, which showcase old Faroese architecture, kitchenettes, and attics with additional beds.

In addition to a warm, welcoming lobby with couches draped in sheepskin, the hotel offers a top-floor conference facility with sweeping views of the city. There are also three dining options on site, from a namesake restaurant (popular for its breakfast buffet with locally sourced ingredients) to Kafe Kaspar (for bagels, salads, and home-baked items) and Katrina Christiansen (serving a tapas-inspired menu in a historic setting). Note that Hotel Hafnia does not have parking facilities and, while there are some public spaces outside the hotel, they’re limited to 30 minutes on weekdays.

Tucked away in Cartagena’s Old Town, Casa de Indias combines colonial architecture with vibrant eclecticism. Though the villa dates to 1693, when it was owned by the then-governor of Cartagena, its purchase in 1979 by the family of famed Colombian figurative artist and sculptor Fernando Botero set the tone for its current iteration. His interior designer daughter Lina Botero redecorated the guesthouse and opened it to travelers in 2013, keeping old-world features like terra cotta–hued stucco walls and black-and-white marble tile floors while adding colorful textiles and pottery, rough-hewn wood furniture, and works by her father to create an artsy lived-in feel. Individually decorated rooms are likewise warm and distinctive, some showcasing original brick walls and all offering iPod docks and flat-screen TVs. The 16-guest maximum capacity helps ensure a quiet atmosphere where you’re free to roam between palm-shaded patios, lounge around the outdoor pool, or take in panoramic city views from the rooftop terrace and hot tub.

Mere steps from the South Rim in Grand Canyon Village, Bright Angel has history in spades. Conceived by architect Mary J. Colter (who designed several other structures in the park), the rustic lodge looks from the outside as it did when it opened in 1935, though the 37 rooms have been updated and—if not exactly luxurious—are cozy and clean, with shared bathrooms and standard hotel carpeting and comforters. The 50 one-bedroom log cabins have more modern amenities, such as Keurig coffeemakers and satellite TV, and a handful of them sit right on the rim. Don’t miss the fabulous floor-to-ceiling fireplace in the main lounge, where the canyon wall’s geological layers are re-created, more or less to scale, using the same rock, from the 2-billion-year-old Zoroaster granite at the bottom of the canyon to the 250-million-year-old Kaibab Limestone at the top. Just be sure to find a spot early: The building is usually packed with visitors gawking at the jaw-dropping views or gathering for popular mule rides and guided hiking tours down the Bright Angel Trail.

Everyone in these parts eagerly awaits the Florida stone crab season, which runs from October through May. As soon as it starts, they flock to Joe’s Stone Crab, a South Beach institution that’s been cracking the sweet crustaceans for more than 100 years. Tuxedo-clad waiters serve claws ranging from medium to colossal, best eaten with a side of mustard sauce (while wearing a bib). Joe’s tangy Key lime pie is the way to end your meal. While the crab, sold at market price, never comes cheap, the fried chicken is a steal at $6.95.

One of Intramuros’s main tourist attractions, Fort Santiago and its beautifully landscaped grounds on the bank of the Pasig River make for a wonderful escape from the bustle of the big city. Originally built by the Spanish in 1590, the citadel today includes gardens, plazas, fountains and a lily pond. The Rizal Shrine museum features displays of memorabilia relating to national hero Dr. José Rizal, executed by the Spanish in 1896 for being one of the leaders of the Philippine Revolution. The fort includes a re-creation of his cell and the courtroom where his trial was held.