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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.

For people who lament that they weren’t born into Downton Abbey–style gentility, Ballyfin, which opened in 2010 after nearly a decade-long restoration, is a fast track to 1820s-era refinement from the moment guests pull up to the front drive. A team of butlers and maids line up on the stone estate’s front steps to unload bags and whisk visitors into the lobby, and from there the Ballyfin experience is a dreamy blur: drinking tea out of antique china while wrapped in an Irish-wool blanket by the fire; being lulled to sleep during a massage in the basement spa; soaking in a clawfoot tub and surveying the meticulously sourced antiques in one of 15 rooms.

Guests are basically lords or ladies for a night or two at this neoclassical home an hour west of Dublin in the county of Laois (pronounced “Leash”). For those who bore of pure leisure, there’s a stone tower to climb, horses to ride, 600 acres to explore, and a lake to walk laps around or row through. The pricey room rates can (almost) be rationalized by the inclusive evening champagne receptions, fancy three-course dinners, snacks, picnic lunches, and Irish breakfasts.

On a quiet residential street one block from the popular vintage shops, bars, and restaurants of Milwaukee Avenue, the Wicker Park Inn is one of the best values in Chicago, attracting an eclectic clientele of older couples, families who book the whole place for weddings and other special occasions, and young travelers eager to live like a local amid the vibrant culture of the Wicker Park and Bucktown neighborhoods.

This intimate, 110-seat restaurant has been hailed as one of the West Village’s true gems since it opened in 2008, both due to the chef’s fresh take on classic Italian cuisine and the inviting ambiance the cozy, dimly-lit eatery exudes. An open kitchen grants diners front-row seats to a culinary production with a rotating cast of fresh pastas starring tagliatelle, orecchiette, and garganelli. Seafood also features prominently in the form of charred octopus, roasted cod, scallops or Arctic char. Oenophiles will delight in the extensive list of Italian wines by region, including an impressive 2,500-bottle cellar that also plays host to private dinners. Just be sure and save room for dessert; the buttery olive oil cake flies out of the kitchen every dinner. Don’t have time to make it down to L’Artusi for dinner? The weekend brunch menu is equally divine.

Located a few blocks from Courthouse Square and Whiskey Row in downtown Prescott, about 100 miles north of Phoenix, the Motor Lodge is ideal for a retro road trip. The 13-room lodge began life around 1910 as summer cabins. After a century of serving as all manner of accommodation, it was purchased in 2008 by Joe Livingston and Brian Spear, who set out to prove it had at least one more life as a modern boutique hotel, complete with comfy beds, tastefully eclectic decor, flat-screen TVs, and free Wi-Fi. One of the few hints that this is no longer an old-fashioned motor court is the bright yellow exterior doors and other splashes of color that suggest a more modern era. Still, there are throwbacks—some delightful (the room porches which are close enough together, and few enough in number, that chats with people who might otherwise remain strangers seem the neighborly thing to do) and some not so much (the tiny bathrooms in most of the rooms that would have passed without comment in earlier decades). Mostly, though, the two hosts seem to be striving for, and achieving, a hospitality that often becomes a guest’s strongest memory.

Perched on a steep hill in the lovely neighborhood of Alfama, you will in no doubt leave with a great souvenir or gift. Sellers throw down blankets or rugs in rows and sell a variety of hand-made goods, antiques, books, clothes, military objects, etc. I took home two wonderful brass bottle openers and a couple of old world maps. Getting to the market is easy and the trip there is quite beautiful; take the Tram 28, or Tram 12 up the hill through the tight, and narrow neighborhood streets (becos). After you’ve spent all of your Euro, take a short walk over to the Santa Engracia Church, Museum of Decorative Arts, or the National Pantheon. Oh, and don’t forget to take in the views and snap a few pictures.

The 50 best restaurants in the world, the top restaurants in Asia, the best restaurants in India—this elegant eatery has made all those award lists and more, often for several years in a row. Helmed by chef Manish Mehotra—himself a perennial “best chef” winner and MasterChef India judge—Indian Accent first opened at The Manor in 2009, where it quickly garnered acclaim for its modern take on subcontinental cuisine. It moved to The Lodhi hotel in 2017, where—in a striking, contemporary space lined with windows, paneled with mother-of-pearl, and centered around a “floating” glass-box private dining space—the high-quality and creativity has continued to soar. Some dishes skew “new Indian,” while others are more global with an Indian twist; either way, plates are colorful, flavorful, and artfully presented. Don’t miss signature dishes like galautis (kebabs) stuffed with fois gras, pulled pork tacos, butter popcorn upma, and duck khurchan served in a cone and topped with yogurt and chili. Get your carbs on with one of the nine types of bread—some layered with potatoes or Camembert—and wash it down with a “chat” sangria or masala-infused martini. While there are now Indian Accent outposts in New York and London, the Delhi location remains a must-visit—and, as of 2018, is still the one of the only restaurants in India to make all those award lists.

Taking a trip to Fort Sumter gives visitors a chance to explore a little Civil War history (the first shot of that long bloody war was fired here in 1861) through an orientation in town at the education center, followed by a ferry ride out to the fort itself, built on an island at the mouth of the harbor, for a brief park ranger introduction and a self-guided tour. In addition to being a fascinating experience for the site’s historical significance, the excursion offers water views of Rainbow Row, the homes along The Battery, and the Holy City’s many steeples.

Cancún’s best-known mall offers travelers an easy-to-reach location in the heart of the Hotel Zone. Known to locals simply as Plaza La Isla, this outdoor shopping center is a lovely spot to beat the heat thanks to its Venetian frippery (think winding canals), playful fountains, and ice cream parlors. The Marina area, with a restaurant row overlooking Nichupté Lagoon, is a top photo op. Reached via the designer shops in the Fashion Harbor section, it faces west and is ideal for catching the sun setting over the water.

While the Monterey Plaza Hotel is centrally located on the end of Monterey’s main tourist drag, Cannery Road, each of its 290 rooms are a comfortable, quiet retreat from the world.

Andalucia, Spain, is located in the southern Iberian peninsula. The vast area consists of eight provinces. Among them are Cadiz, Cordoba, Granada, and Seville. I sampled the hams, paellas, wines, and olive oils and enjoyed the tastes and smells of the Andalucian menus. The region is rich in culture and history. The flamenco and bullfights are favorite attractions here. Much of the Moorish-influenced architecture dates to the days of Muslim rule. Muslims ruled Andalucia from 711 when Tariq, an Islamic Berber, conquered the area and called it Al-Andalus. He established it as the Islamic Empire. Al-Andalus was a huge cultural center of vast beauty. In 1492, the fall of Granada put an end to Muslim rule when King Ferdinand and Queen Isabella expelled the Muslims from Spain. Andalucia was born and it has been Spanish ever since. Driving through the countryside, I saw beauty around every curve in the road like the rows of olive and oak trees, and fields of grain. I laughed when I saw the huge Osborne Sherry Company’s black bull on the hilltops. These large boards were erected all over Spain to advertise their Brandy de Jerez. I found them charming and so very Spanish. I saw this region of Spain as vast and very beautiful with its mountains, dry plains, and lush forest areas. So many different types of landscapes within the region. I recommend a good guidebook and an up-to-date Michelin map. When renting a car, do so in the States when you book your trip. Happy traveling!

Reservations required—and no wonder. The tours at the Neon Museum sell out months in advance. A walk through the museum’s famous “Boneyard” (where neon goes to die) is fascinating, from motel row to the first integrated casino (one that shut almost as soon as it opened), and the Stardust, with its nuclear testing-inspired font. All of this comes alive thanks to the museum’s famous docents, all art history buffs with loads of family history or other personal anecdotes.

At 4,235 acres, Mission Bay Park is the largest man-made aquatic park in the U.S. Here, water-sports enthusiasts can enjoy everything from kayaking, windsurfing, and wakeboarding to snorkeling, scuba diving, and fishing, while landlubbers can take advantage of several trails and grassy areas. For equipment rentals, head to the Mission Bay Aquatic Center, located right on the bay.

Running from the waterfront to Montréal’s City Hall, at the opposite end of a gently sloping hill, Place Jacques-Cartier has been a center of the city’s street life for more than two centuries. It was laid out at the beginning of the 19th century after the Château Vaudreuil, which had stood on the site, burned down in 1803. Originally known as New Market Place, the square stays true to those roots with the many vendors who sell flowers here in the summer. You’ll find them on sunny days alongside the outdoor tables of the cafés that line the square. In December, Place Jacques-Cartier is dressed for the holidays with rows of Christmas trees. Given the name of the square, you might expect the column at its western end to be topped with a statue of the French explorer. Instead, the English admiral Lord Horatio Nelson looks over the city from the perch. Erected in 1809, it is Montréal’s oldest public monument and preceded London‘s column honoring Nelson by three decades. To this day, the choice of hero to honor still causes some resentment in this largely francophone city.

Borrow a bike and get down by the Charles River to explore this popular linear park, which runs along the river through the Back Bay and the Beacon Hill neighborhood (albeit separated from both by the Storrow Drive expressway). A paved, 18-mile multiuse path popular with cyclists, runners, and in-line skaters helps connect the Esplanade to the parklands of Boston’s Emerald Necklace and provides easy access to landmarks like the Hatch Memorial Shell (the summer stage for the Boston Pops and other performers) and Harvard Bridge (aka the Smoot Bridge). The landmark Community Boating boathouse has kayaks, stand-up paddleboards, and sailboats for rent when you want to get out on the river.