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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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Parque de los Novios, in the center of Santa Marta’s colonial sector, is perfect for people-watching in the late afternoons when the tropical heat abates. Everyone from the gentry to the common folk—not to mention a plethora of brides posing beneath the gazebo—seems to treat themselves to a nice stroll around the park. Nearby restaurants and bars come alive after night falls, as do, of course, street artists and musicians.

Barranquilla’s must-go eatery for exceptional, local, and home-style specialties prepares its meals using organic, locally sourced produce only. In a warmly decorated, landmark colonial residence, Donde Mamá serves up a Colombian delicacy often found on the country’s Caribbean coast—the traditional mote de queso, yam soup with chunks of floating cheese and bits of pork rind.

The past is present at Quinta Real, a colonial-style hacienda set in a residential neighborhood 20 minutes from downtown Guadalajara. In keeping with history, the property features soaring stucco ceilings, stone archways covered in crawling ivy, and wrought-iron balconies overlooking manicured gardens and cobblestone walkways. The story is the same inside, where 76 spacious suites are decorated with ornate Corinthian columns, well-curated antiques, and a palette of soothing ochres and greens. Like other hotels in the area, the Quinta Real has a swimming pool, butler and valet services, and a business center, but it’s the international dishes at Tierra Mia restaurant that are truly worthy of the hotel’s five-star rating.

In the late 1700s, Cheshire Hall Plantation was one of the handful of cotton plantations operating on the Turks and Caicos Islands. During its heyday, the estate spanned thousands of acres, with hundreds of enslaved people working in the fields. Poor growing conditions led to its decline. Today, you can explore the scattered ruins, including remnants of the Great House, which was built from cut limestone. The $10 admission fee includes entrance to the site and a 30-minute guided tour. Cheshire Hall, conveniently located near downtown, offers the best-preserved colonial-era ruins on Providenciales, though Wade’s Green Plantation on North Caicos is the best preserved site of all the islands.

Located about an hour from Medellín, Santa Fe merits a detour for its lovely, well-preserved colonial architecture. The town was Antioquia province’s capital before Medellín, from 1584 until 1826, and time seems to have stopped here amid cobblestoned streets and whitewashed structures. Horseback tours lead to nearby waterfalls and the Cauca River.