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The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.

There’s plenty of art in Venice, from the churches to the Scuoli to the Accademia. But when you just can’t look at another Caravaggio, and even Titian hair doesn’t move you any more, refresh yourself with a visit to Peggy’s house. The renowned American heiress lived here for 30 years and houses a beautiful selection of her famous modern art collection. It’s a real jewel, small enough to feel manageable, significant enough to cover almost all of the modern art movements and include important pieces from Jackson Pollock and Mondrian to Picasso, Dalí and Kandinsky. The petite sculpture garden (above) has the kind of works that will make you smile, and there are also temporary exhibitions. I was there during a special Futurism collection and a young intern, seeing me with my 13-year-old friend Niambh, offered us a special one-on-one guide to the paintings. A joy.

If you want to get away from the crowds in Santorini, try Megalochori - one of the prettiest, quietest little villages on the island. The town’s location further inland, away from the caldera cliffs, removes it from the typical tourist itinerary. A beautiful bell-tower archway frames the entrance as you drive into town, which is easily accessible by a short car, taxi or bus ride from any part of Santorini. Megalochori features a maze of extremely narrow cobblestone streets passing by hundreds of traditional white-washed houses and churches with accents of bright blue. Let yourself get lost. At the the center of Megalochori is a sleepy town square, with two tavernas and bougainvillea-covered patios. Sit in the welcome shade and order a vibrantly-hued Santorini tomato salad, grilled souvlaki and sesame & honey-coated feta. Try Restaurant Raki (above) in the town square, where the locals go. (Live Greek music at night.) And since Megalochori is the heart of Santorini’s wine industry, be sure to visit a winery, where you can meet the local vintners and sample their goods. If you are looking for a very quiet village and a low-key, relaxing day, this is a wonderful place to visit. Sometimes a really lazy day is just what the doctor ordered. www.santorini.com/villages/megalochorivillage.htm

In the Rossio in Lisbon, there is a tiny, very popular tavern called “Ginjinha Sem Rival” (Ginjinha Without Rivals or The Best Ginjinha), 7 Rua Portas de Santo Antao. This shop was the first to sell this now famous liqueur. The family has produced this brew for about 150 years and opened this establishment after about 27 years, in 1890. They value their recipe and the family still runs the tavern. Ginjinha is a concoction of water, cinnamon, sugar, aguardente (fire water), and sour cherries. Many people really enjoy it. I am sorry to admit that I have tried it and I do not. Stand in the little area by the Church of St. Domingues and watch the people (tourists and locals alike) wait their turn at the small counter. Almost all seem to enjoy the ginjinha and the ritual wait. They step up and the owner pours the drink and asks “Com o sem”? (with or without?) You decide if you want the cherries or not. Be forewarned - the cherries hold most of the liquor and are pretty potent! Stop by and try ginjinha and see if you like it. You might want to try another tavern or two and compare the liqueurs. This is a fun stop to add to your “to do list” in Lisbon.

At the summit of Montmartre, the highest point in the city, you’ll find the Basilica de Sacré-Cœur. Contrasting with the Gothic churches like Notre-Dame, the Romano-Byzantine architecture is both beautiful inside and out. While outside, take in the panorama of Paris and while inside, marvel at the Apse Mosaic—one of the largest mosaics in the world. The Sacré-Cœur website has instructions on how to download the free audio guide on your phone before your visit which is recommended. Also, research the well-known (and apparently tried-and-true) scams before traveling to Paris. Overall, the city seems pretty free of tourist scams, but around Sacré-Cœur especially, visitors should be on alert.

Gothic and Renaissance architecture meets modern design at Augustine, where 13th-century details like vaulted ceilings and 19th-century frescoes share space with Czech Cubist furniture and pottery. The seven buildings that make up the property—parts of which date back to 1284—formed some of the St. Thomas Church and Monastery, so you may even bed down in a room where Augustinian monks once slept (in fact, monks still have quarters here). The 101 rooms are a chic combination of old world charm and modern luxury, with generously sized marble bathrooms with heated floors and rain showers; suites have magnificent views of Prague Castle or an interior garden. The Refectory bar serves wickedly good “Archangel” cocktails, named for the subjects of the room’s Baroque frescoes, as well as St. Thomas Beer, brewed from the monk’s original 1352 recipe, but don’t let the spirits get to your head. There’s also a highly regarded fine-dining restaurant as well as a spa.

Follow the twinkling sconces down a path framed with pink bougainvillea and gnarled olive trees into the complex of stone dwellings that is Kapsaliana Village Hotel. Once an 18th-century village tucked quietly in the hills above Rethymno, the site was abandoned and left to crumble before being renovated by architect-owner Myron Toupoyannis into a low-key resort with 19 luxe yet understated guesthouses in 2008. Surrounded by one of Crete’s largest olive groves, the property is arranged around a turquoise pool that stretches toward the Aegean, providing beautiful backdrops at every turn. Nearby, couples gather on the restaurant terrace with a glass of rosé or licorice-scented raki. Pitharia, or large clay storage vessels, are sprinked throughout the public spaces, while accommodations display historical elements like arched doorways, exposed timber beams, and stone walls. For a real trip back in time, stay in the 1763 olive mill suite, where a breakfast of homemade bread and local eggs and honey is served in front of the fireplace, then visit the village’s 17th-century church and sit in on olive-oil tastings.

Having built the Savoy Theatre, English agent Richard D’Oyly Carte opened a nearby hotel in 1889 to accommodate the wealthy American patrons who came to see the celebrated Gilbert & Sullivan operas. In the years following, the hotel welcomed such regulars as Winston Churchill, Coco Chanel, Frank Sinatra, Charlie Chaplin, Mel Brooks, and Katherine Hepburn; some of these famous former guests are now celebrated in the menu of theatrical Character Cocktails served at the hotel’s decadent Beaufort Bar, while others have inspired the nine elegant Personality Suites. Anecdotes abound at The Savoy, including the time Marilyn Monroe stopped by for a press conference in 1956 to promote The Prince and the Showgirl with costar Laurence Olivier and caused a media frenzy when she appeared in a black dress that, tantalizingly, revealed her midriff.

But The Savoy, now managed by Fairmont, is not one to languish in the past. The hotel completed an ambitious $350 million renovation in 2010—in time to celebrate its 125-year anniversary—and now features timeless spaces with every modern convenience. The 267 rooms and suites include Art Deco or Edwardian décor, custom-made furnishings, bespoke rainfall showerheads, and Penhaligon’s amenities; many of the higher category options look out over the Thames or city landmarks, and have extras like claw-foot tubs or, in Deluxe Junior Partial Riverview Suites and above, the legendary Savoy Butler service. Rotating programming—from arts and culture events to a writer-in-residence series and expert-led masterclasses—keep guests engaged, while the six dining and drinking outlets include Simpson’s In the Strand (beloved for its Sunday roast), Gordon Ramsay’s Savoy Grill, and the Thames Foyer for the iconic Afternoon Tea.

Since its founding in 1893, the Hassler has been a pillar of luxury accommodation in Rome. This five-star hotel is perched theatrically atop Trinità dei Monti, the hill at the apex of the Spanish Steps, providing dazzling vistas over Rome’s rooftop terraces and church domes. More than a century after opening, the hotel remains privately owned. Generations dedicated to carefully cultivating a loyal clientele have made the Hassler the destination of choice for many royal and celebrity visitors to Rome. Accordingly, the staff is well-equipped to fulfill every imaginable whim and desire, regardless of how outlandish.

The formal service and decor hark back to the last days of the Grand Tour when European and American elite converged on Rome for its cultural—and couture—offerings, a tradition that still thrives in places like this. The Hassler oozes Old World charm, and its nearly 100 rooms are clad in marble, embellished with antiques, and accented with gilded furnishings, a reminder of the city’s late 19^th-century splendor. The common areas are similarly lavish and offer palatial settings for meetings, cocktails, and lounging.

Just across the Piazza Trinità dei Monti, the Hassler’s second property, Il Palazzetto, offers accommodations with a lot less gilding but no less class.

Some visitors to Santa Fe are surprised to find this Gothic revival structure in the middle of all of the adobe buildings in the historic district, like a piece of medieval Paris transplanted to the Wild West. The French connection is real—the 19th-century Loretto Chapel was designed by a French architect who modeled it after La Sainte Chapelle in Paris. According to legend, though, the plans failed to include access from the chapel floor to the choir loft. So, the nuns who ran the girls’ school for which this stone structure was built began praying, and after nine days, a mysterious carpenter arrived. Neither nails nor glue nor any visible external support were used in this doubly-twisting staircase, and no one ever found out the name of the carpenter, who left without seeking payment. It must’ve been St. Joseph himself...so goes the legend of “the miraculous staircase.” The physics of the structure can be explained by architects today, but that doesn’t stop about a quarter-million visitors every year from marveling at the elegant spruce spiral. Open to the public as a privately run museum, the Loretto Chapel hasn’t been a church for decades. It can, however, be rented: a spectacular setting for a private wedding.

A stroll of St. Kitt’s capital, whether started at Port Zante Marina or the centrally located Independence Square, is an entertaining way to learn more about the island’s past. While the French named Basseterre (it means “low land”), the British are responsible for the town’s most recognizable landmark—the green, cast-iron Berkeley Memorial Clock in the center of the Circus, where several streets intersect. Make sure to visit the area, as well as Independence Square, St. George’s Anglican Church, and the Old Treasury Building, which now serves as the National Museum of St. Kitts. Along your walk, you’ll also find duty-free shops and local boutiques, plus a lively produce market by the waterfront if you come on the weekend.

One of Frankfurt’s most important landmarks, the medieval Römer building is a significant part of the Römerplatz (Römer Square) in the Altstadt (Old Town). Located opposite Old St. Nicholas Church, it’s served as Frankfurt’s city hall for more than 600 years, though it’s naturally undergone some modifications in that time. Comprising several houses and six courtyards from different eras, the three-story complex currently spans some 107,639 square feet. While it once functioned as a trading hub and venue for Frankfurt’s famous book fairs, it’s now more typically used for weddings and official functions. The various rooms, which include a restored Kaisersaal (Emperor Hall), are not normally open to the public, but the building is worth a visit if only to snap a photo of the iconic three-peaked neo-Gothic facade.

Mitla is located in the Oaxaca Valley, just a short distance from Oaxaca City. However you get there, it’s worth the visit. It’s not a large site; an hour and a half will be more than enough time to walk around. There are so many things that set Mitla apart from other ruins in Mexico. First off, it’s neither Maya nor Aztec. Its influence comes from the Zapotec and Mixtec cultures. It sits right on the desert floor, so cactus, desert scrub, and aloe plants punctuate the surrounding landscape rather than jungle. There are no pyramids to climb; the highest structure on the site probably has no more than 10 or so steps to get to the top. There are no stone sculptures or carved walls to be seen anywhere. Instead, the decoration on the buildings are beautiful geometric patterns created by inlaid and interlocked pieces of stone (grecas). Amazingly enough, no two walls have the same grecas, and on some of the walls, you can still see the original red-painted stone. Some of the walls and the cupolas of the San Pedro Church (built by the invading Spaniards) have been restored to their red-colored glory. The desert backdrop, the grecas, the pops of red color – it all adds up to a very special place!

La Recoleta Cemetery is one of the most visited cemeteries in Latin America, mainly because Evita Peron is buried there, among other notable figures. The cemetery is built around a convent and a church, Our Lady of Pilar (Iglesia de Nuestra Señora del Pilar), that was built in 1732. The order was disbanded in 1822, and the garden of the convent was converted into the first public cemetery in Buenos Aires. Occupied by mostly wealthy families of Buenos Aires. Highly recommended to have a guided map to find some famous graves.

One of the most famous sights in Germany, the Cologne Cathedral (known locally as the Kölner Dom) lives up to the hype. Its Gothic exterior, and especially its soaring twin spires, can be seen from all over the city, and its immense interior—measuring a whopping 66,370 square feet—brims with religious and cultural treasures. While its first stone was laid in 1248, the cathedral wasn’t finished until 1880. Today, its highlights include the Altar of the Patron Saints of Cologne by Stefan Lochner, the carved oak choir stalls, and the stained glass windows, which range from 13th-century examples to a more recent (and striking) addition by contemporary artist Gerhard Richter. The real treasure, however, is the Shrine of the Three Kings—an impressive work of medieval gold craftsmanship that’s bigger and grander than any other in Europe. Take it all in, then climb the 533 steps to the viewing platform on the south tower for a look over the city and, on a clear day, out to the Siebengebirge. Also be sure to visit the treasury, which holds artworks made from gold, silver, bronze, and ivory, as well as holy relics and sculptures from the Middle Ages.