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  • To see the Panama Canal in person is to dive deeply into that nation’s history. Coming from the capital, the closest entry point is the Miraflores Visitor Center. Dedicate enough time to check out exhibitions that reveal why the waterway was built here and how the route shaped Panama’s international profile. Head outside to see how the canal works. The structure has several levels, and the third level is always crowded with visitors seeking photo ops. (There’s a restaurant on level four.) If you have time, the Agua Clara observation center on the canal’s Caribbean side offers views of newer, wider locks that opened in 2016.
  • Basseterre, St Kitts & Nevis
    This being a former English colony, St. Kitts is centered around the Circus, a small roundabout modeled after London’s famed Piccadilly and set in the middle of buzzy Basseterre. Preserved Georgian-style buildings line its edges, while the Berkeley Memorial stands in the middle. Built in 1883 to honor a local legislator and landowner, the memorial features an imposing green clock with four faces, each looking out toward one of the city’s main streets.

  • 101 South Shore Road, Southampton SN 02, Bermuda
    Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.
  • Shop #10, 26, Hope Rd, Kingston 10, Jamaica
    When in Kingston, make time for a stop at Devon House, a grand 1891 Georgian mansion that was built for George Stiebel, Jamaica‘s first non-white millionaire. The lovely upright house and its 11 surrounding acres are now protected as a National Heritage Site, but that doesn’t mean that there’s not fun to be had. The sprawling grounds include shops, restaurants, a bakery, and a popular ice-cream shop, I-Scream. House tours can be arranged, but the grounds, landscaped with stately palms and fountains, are the highlight—it’s a great spot to take a stroll, read, shop, or dine. The mansion and its manicured lawns are also used for weddings and lavish events.

  • Start your dive into Maputo’s interesting historic downtown area, the Baixa, at the Maputo Central Market—a covered market built in 1901 inside a Portuguese colonial building. It can get hot and crowded inside, but it’s well worth a little bit of sweat to witness the near-constant buzz of activity from early morning to afternoon as vendors hawk everything from tropical fruits and vegetables to seafood, nuts (don’t miss the cashews), handmade batiks, wood carvings and other souvenirs. Afterward, it’s a five-minute walk from the market to Baixa’s popular Café Continental for a tasty pastel de nata pastry and a cup of strong coffee.

  • Bitterstraat, Willemstad, Curaçao
    Cross Punda’s Queen Wilhelmina Bridge, and bam! You’re in Scharloo, Willemstad’s youngest colonial district. Known for baroque mansions once inhabited by the island’s wealthiest merchants, this historical neighborhood is also a hipster haven. Thanks to Street Art Skálo, a group of up-and-coming local artists, you can admire life-size murals on Bitterstraat and Parke Leyba from Curaçao masters like Francis Sling and Garrick Marchena. Afterwards, grab coffee on Beyglz’s colonial terrace and shop for 100-percent-handmade bath and body products at Integra Natural.
  • Apollo Bandar, Colaba, Mumbai, Maharashtra 400001, India
    This 26-meter-tall (85-foot-tall) colonial monument that looks out over Mumbai Harbour is one of the city’s best-known landmarks. Built by the British as a triumphal arch to commemorate the 1911 visit of King George V to what was then called Bombay, it was also the site from where British troops in 1948 left India as the country achieved independence. Today, it’s a fun spot to hang out and people-watch before catching a boat to Elephanta Island.

  • St Thomas 00802, USVI
    Once a peninsula connected to mainland St. Thomas, Hassel Island became an island when the Danish government, the colonial power running things in the Virgin Islands at the time, separated the two, the better to improve water circulation through St. Thomas harbor and stop the spread of cholera and malaria. These uncommon beginnings to its status as an “island” are par to the course of Hassel Island’s entire history, though. For a small landmass (135 acres), Hassel has seen more than its fair share of wars, pirates, one rather infamous murder, and various other notable historic events. History buff that I am, of course, I’m fascinated by Hassel Island, especially since it wasn’t until about 10 years ago that any effort was ever made to make its historical treasures accessible to the public! The National Park Service administers Hassel Island these days, so you’ll want to get with them to gain access to the island, as well as info/maps on hiking trails to the various historic points of interest. Active excursions combining kayaking, hiking, and snorkeling in and around Hassel Island can also be arranged via Virgin Islands Ecotours.
  • 67 Jan Smuts Ave., Johannesburg
    When the Four Seasons took over Johannesburg‘s celebrated Westcliff Hotel (a colonial-style grande dame that was admittedly fraying around the edges), its brief was clear: update the tired ambience with a cutting-edge makeover. For its first property in South Africa, the luxe hotel group spared no expense, closing the hotel down for a year and a half until they were satisfied with the full revamp, which debuted in December 2014. The new Four Seasons has modern elegance in spades, from the minimalist View restaurant (the main feature here is, as the name suggests, the panoramic view over Johannesburg’s lush landscape) to the 117 rooms outfitted with chrome details and local contemporary art.

    For generations, the Westcliff has been the bastion of Johannesburg’s most rarefied citizens, who decamped to the hotel for special occasions or met for high tea on the terrace. With its new look, the property is ready to welcome back its longtime clientele while opening doors to a more youthful set in the process.
  • Calle Isabel la Catolica 21, Centro Histórico, Centro, 06000 Ciudad de México, CDMX, Mexico
    The splendid neoclassical church of San Felipe Neri (commonly called “La Profesa”), whose present structure was completed in 1720, is a gem in Mexico’s bustling downtown that many visitors never see, with a balanced, harmonious main chapel in sober stone and glossy gold tones. Even fewer visit the church’s picture gallery, called the Pinacoteca, home to one of the city’s most complete collections of colonial-era religious art, imposingly arrayed in a handful of high-ceilinged chambers that seem not to have changed a whit since viceregal days. No such thing as gilding the lily here.
  • One S Ocean Rd, Nassau, The Bahamas
    Since its opening along a dazzling stretch of sand known as Cabbage Beach in 1962, The Ocean Club on Paradise Island has been the preferred stay of old-money patriarchs and traditionalists. Though much at the serenely posh resort has remained unchanged, the 105-room property has been modernized to meet today’s standards with spa-sized marble bathrooms, sweeping WiFi, and a restaurant run by star chef Jean-Georges Vongerichten. But it’s the feeling of a privileged, unhurried yesterday that continues to draw an appreciative upper-crust crowd. An on-site tennis pro provides tips for improving your backhand, Versailles-inspired gardens complete with a 12th-century Augustinian cloister offer moments of quiet contemplation, and rounds of golf end with martinis at the resort’s bar. These details, plus knowing that a personal butler and afternoon champagne and strawberries are included in the price, keep guests returning year after year.
  • Ignacio Allende Esquina Av. Miguel Hidalgo, Coyoacán TNT, Coyoacán, 04000 Ciudad de México, CDMX, Mexico
    Once a separate town, the leafy colonial neighborhood known as Coyoacán has long been absorbed into the city at large, but retains a separate, old-fashioned air that’s impossible to resist. Restaurants and ice cream parlors (plus some venerable, divey cantinas) cluster around the quarter’s two central plazas that fill daily with strolling families, bootblacks, balloon sellers, and organ grinders. Feeling noshy? Locals swear by the esquites (stewed and seasoned corn kernels) on offer at a street stall next to the Sanborns store, right on Plaza del Centenario. A walk down Calle Francisco Sosa takes you past some of the city’s most valuable (often colonial-era) residences and ends at adorable Plaza Santa Catarina, with its petite parish church and a handful of friendly watering holes when it’s time for a drink or a snack.
  • 1 Fullerton Square, Singapore 049178
    Opened at the mouth of the Singapore River in 1928 to celebrate 100 years since Singapore‘s British founding, the Fullerton Hotel was, at the time, the largest and most expensive building in the Lion City. It served as the General Post Office, Exchange, Chamber of Commerce, and Singapore Club before undergoing a $320 million refit to open as a hotel in 2001. Visually, it’s a showstopper, with coffered ceilings, cornices, and marble floors—a Palladian building in stark contrast to the neighboring bland office towers. The atrium lobby is refreshingly bright, with a grandness of scale that brings drama to the arrival experience. Rooms have vanilla-colored walls, and some open to the atrium. The 25-meter infinity pool is almost theatrical, with Doric columns rising behind. Leisurely afternoon tea is a fine excuse to linger in the atrium lobby and appreciate the airy space’s tranquil qualities.
  • 46 Knolly Street, Suva, Fiji
    Housed in the former residence of Ratu Sir Lala Sukuna, the early 20th-century chief who created the framework for Fiji’s modern institutions and government, this charming restaurant also has the best food in Suva. While the Western-style breakfasts and lunches are top-notch, it’s the dinners, including Fijian specialties, that make this place shine. Try the kokoda (raw fish marinated in lime, then doused in coconut milk), steamed fish, stuffed crab, and grilled New Zealand lamb. The service is impeccable, there’s a decent wine list, and reservations are recommended. Be sure to explore this colonial house and its interesting collections of memorabilia before your meal.
  • 835 Avenue Wilfrid-Laurier, Québec, QC G1R 2L3, Canada
    Just south of the historic center of Québec City, the Battlefields Park is one of the most important historic sites in Canada. Here, the dream of New France—a more than 200-year-long project by the French to colonize North America—was dealt a fatal blow. In 1759, during the Seven Years’ War, British forces under General Wolfe defeated the French troops led by General Montcalm. The battle on the Plains of Abraham lasted roughly 30 minutes. (The very biblical sounding name, by the way, comes from the fact that the land where the two armies clashed was owned by a farmer, Abraham Martin.) After defeating Montcalm (who died in the battle), the British took control of Québec City. By 1760, all of France’s territory in North America had fallen to the British, and in 1763, the French officially ceded their claims. History buffs make a beeline to this national historic site, but Québec residents mostly consider it a lovely urban oasis of 255 acres alongside the St. Lawrence River. In the summer, it’s the setting of outdoor concerts; in the winter, there’s an ice-skating rink (free of charge, and skates are available for rent) from mid-December to mid-March.