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  • Boston deserves far more attention for its food scene than the city usually gets. From reinvented lobster rolls and other fresh seafood to small plates put out by James Beard-award winning chefs, there’s a near-dizzying selection of good eats to choose from. You’ll want to add extra days to your trip as you start to wend your way through menu options featuring coastal Italian food, clam chowder and raw bars, dry-aged steaks, wood-grilled pizzas, upscale tinned fish (yes, really), and so much more.
  • via Boccadasse
    If you have a gorgeously sunny afternoon, walk the Corso Italia to the small fishing village of Boccadasse, still considered to be part of Genoa. About an hour’s walk from central town, this seaside stroll will take you past black stone beaches, children’s parks, and countless bars and restaurants enjoying the beautiful sea views. When you arrive, make sure to roll up your pants and step in the water, as the sea spray alone is said to have healing properties.
  • Via Vittorio Emanuele Orlando, 3, 00185 Roma RM, Italy
    Opened by Carlo Ritz in 1894, the St. Regis belongs to a particular category of five-star hotels in Rome in which Old World glamour is alive and well. While the current trend in town is toward boutique hotels and converted townhouses, the St. Regis is palatial and uncompromisingly opulent. In the century (plus) since opening its doors on the crest of the Quirinal hill, the hotel has remained a beacon of luxury, and indeed many of the hotels on the nearby Via Veneto, Rome’s luxury hotel row, take their cues from this long-established pioneer.

    The entrance through the marble portico just off Piazza della Repubblica leads directly into a grand salon furnished with overstuffed chairs, chandeliers, and antiques. The grandeur continues in the rooms, where classic style and sophistication reign. Owing to its elite clientele, the hotel’s 23 suites come with 24-hour butler service, while the aficionado program is designed to provide exclusive access to sites and special experiences including road trips designed by the Ferrari racing team or helicopter rides to wine estates.
  • 2365 Kalakaua Ave, Honolulu, HI 96815, USA
    Affectionately called the First Lady of Waikiki, this grande dame opened in 1901. Its gracious architecture harks back to the sugar-plantation era and wraps around a courtyard anchored by a massive banyan. Pull up a chair under its spreading branches—or else a seat overlooking the ocean—and enjoy island-inspired fine dining. East meets West here with appetizers like Kona abalone bourguignon, tempura asparagus with Parmesan custards, and twice-cooked octopus with macadamia romesco. Entrée standouts include the miso salmon and Korean-fusion Beach Bim Bop starring fiddlehead ferns, kimchi Brussels sprouts, and Ali’i mushrooms from Hawaiian grower Hamakua. Save room for its tour-de-force finale: A “dessert tree” with small bites of everything from macarons to red-velvet cheesecake.
  • 9 Via di Piè di Marmo
    Federico Polidori makes hand crafted leather bags, saddles, belts, wallets and other accessories in his small shop in Rome‘s historical center. In addition to items displayed in the workshop, Polidori will also make custom objects.
  • Piazza Campo de' Fiori, 00186 Roma RM, Italy
    Like all outdoor markets in Rome, Campo de’ Fiori is a bustling social center where locals push past throngs of tourists to complete their errands. Every morning you can find nonni shopping for produce with their grandchildren, feisty butchers running the day’s orders, and barmen hand-delivering trays of espresso to the vendors. By late afternoon, the market quiets down as vendors head home for the evening, and slowly buskers and musicians make their way to the square. By sunset, Campo once again surges with energy, this time to fuel the nightlife.
  • Via di S. Chiara, 34, 00186 Roma RM, Italy
    Wandering down the small via S. Chiara I spotted this shop that makes vestments for the Pope. I was tempted to go in and order a pair of red shoes but thought better of it. Since 1798 the Gammarelli family have been outfitting popes, bishops and cardinals. In 2000, Gammarelli was included in the list of Rome‘s historic shops, and is probably the most ancient shop in Rome, still managed by direct descendants of the founder. They have an online catalogue where you can learn all about ecclesiastical vestments. Take a walk by and peek into this historic shop.
  • Via di San Gregorio, 30, 00186 Roma RM, Italy
    The Palatine Hill was home to an early Roman settlement and had major significance for the city’s history. Legend states that Romulus founded Rome on that hill in 753 B.C.E., and Romans even maintained a cult site sacred to the founding father for about 1,000 years. When the emperors rose to power, they chose the Palatine as the location for their sprawling villas and built enormous marble-clad structures to showcase their wealth and power. Today, the ruins of their majestic estates rise above the Forum and Circus Maximus, reminders of the grand imperial past. A visit is included in the price of a ticket to the Forum or Colosseum.
  • Via della Penna, 22, 00186 Roma RM, Italy
    The Hotel Locarno occupies two adjacent buildings in the cosmopolitan district between the Tiber River and Piazza del Popolo. The original property, built and inaugurated in the 1920s, houses the majority of the standard and deluxe rooms, while the annex, a former palazzo owned by a Venetian family, houses the more luxurious suites. Both of the adjoined structures blend Old World charm and art nouveau elegance, and their rooms preserve turn-of-the-20th-century decor, including lavish drapery, oil paintings, embellished ceiling stuccoes, and period furniture.

    The two buildings are joined by a wisteria-filled courtyard, where breakfast is served in fine weather. The rooftop bar offers aperitivo (the Italian version of happy hour) cocktail service and sweeping views over the city and across the river to St. Peter’s cupola. The bar is open to the public and attracts a well-heeled Roman and expat crowd.
  • Piazza del Colosseo, 00184 Roma RM, Italy
    No matter how many postcards you’ve seen of Rome’s iconic Colosseum, you just don’t get it until you pass beneath its crumbling arches. Built by Emperor Vespasian in 72 C.E., the huge amphitheater held 50,000 spectators and marked its opening with 100 days of brutal spectacles like gladiator combat and animal fights. The Colosseum was in use for four centuries, and now you can tour the ruins. Walk through the Hypogeum, an intricate series of tunnels and elevators originally used to transport animals, slaves, and gladiators, to the performance above, or take a moonlit tour to have one of the world’s most storied structures all to yourself.
  • Piazza del Duomo, 8, 20123 Milano MI, Italy
    The Museo del Novecento (Museum of the 20th century) is a visual lesson in one century of Italian art history. Housed is the 1930s Palazzo dell’Arengario by Rationalist architects Piero Portaluppi and Giovanni Muzio. The Novecento also houses an amazing collection, Who’s Who of the 1900s, including Italians Balla, Modigliani, Boccioni, Martini, Morandi, and De Chirico and international artists like Picasso, Matisse, and Klee. In fact, the museum is considered one of the world’s most important collections of Italian and international 20th-century art in Italy—Futurism, Spatialism, and Arte Povera. Keep your eye out for Piero Manzoni’s clever Arte Povera pieces, Arturo Marini’s large stone figures, and Pellizza Da Volpedo’s monumental painting Il Quarto Stato (The Fourth Estate). Martini also did the palazzo’s exterior bas relief. Bonus: The upper level bar/restaurant overlooks Piazza del Duomo.
  • Via della Meloria, 43, 00136 Roma RM, Italy
    Gabriele Bonci’s famous pizza-by-the-slice joint serves some of the best pizza in town. The slow-leavened dough is made from organic stoneground flour, and toppings change throughout the day. Pizzarium also sells excellent bread and supplì (fried rice balls with various fillings). If you dare, get one of every slice. Doing so will certainly push Pizzarium out of the moderate budget range, but it is a worthwhile splurge. Pair your pizza with a craft beer from the fridge. Beware: the tiny place gets crowded at lunch, there are only a couple of benches outside to sit on, and there is no table service.
  • Piazza Campo de' Fiori, 22, 00186 Roma RM, Italy
    This historic bakery in Campo de’ Fiori serves good pizza bianca and excellent pizza rossa, as well as assorted slices, cookies, and pastries. The neighboring annex across the alley (Vicolo del Gallo 14) serves sandwiches and baked goods. Drop in during August and September for a taste of the seasonal treat pizza prosciutto e fichi (pizza bianca filled with savory slices of prosciutto crudo and sweet, overripe figs).
  • Piazza della Trinità dei Monti, 6, 00187 Roma RM, Italy
    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 19th-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.
  • Viale Vaticano, 00165 Roma RM
    There is a staggering amount of artwork on display here. It is said that if you stood at each piece for just one minute, it would take you four years to see everything. Created by Pope Julius II in the early 16th century, the museums have expanded over the past 500 years to their current size of more than 12 acres! Highlights include the Borgia Apartments, the Raphael Rooms, the Gallery of Maps, and of course, the sublime Sistine Chapel.