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Walking through the narrow streets of Boston‘s North End might have you thinking about a delicious Italian meal. Take the time, however to explore the area on Hanover Street where the surrounding brick buildings suddenly give way to a park where Paul Revere stands guard. Commemorating his ride to warn the colonists of the impending British Invasion, the statue stands in front of a small park leading to the famous Old North Church. The setting is a perfect spot to relive the beginning of the American Revolution, and after exploring, leaves you in a location filled to the brim with restaurants and cafes to recharge before moving on.

Tucked away on a quiet San Miguel Chapultepec street, but just next door to lively Colonia Condesa, this odd restaurant’s yellow façade leads to a culinary experience that goes way beyond the food served. Under the direction of Norma Listman and Saqib Keval, Masala y Maíz is a space of culinary encounter between Mexico and India; entrees often mix pickled fruits and vegetables in Latin American styles. The makai pakka combines Mexican esquites with a similar dish from Kenya. The partner-chefs connect food and current events as well; they commit to a socially responsible work environment and the restaurant serves as a progressive events forum. Open for breakfast and lunch, plus Saturday-only brunch.

Nestled on beautiful Playa Dorado in Puerto Plata, this elegant hotel features 50 stylish suites, complete with neutral decor, flowering orchids, and private furnished balconies. Some suites can be connected, but for even more space book the penthouse, which includes three bedrooms, a large living room, and a freestanding outdoor tub. In addition to a pristine beach, Casa Colonial boasts a sleek rooftop pool, a restaurant that serves fine French-Caribbean cuisine, and a spa with a treatment gazebo above a tropical pond. When staying here, don’t miss the chance to explore Puerto Plata and its charming main square surrounded by Spanish colonial and Victorian buildings, as well as the more-than-500-year-old remains of Fort San Felipe. Fifteen minutes from the resort, you can also swim in freshwater lagoons in El Choco National Park.

It’s easy to feel like one of the Mughal royals whose kitchens inspired the menus at this fine-dining restaurant, thanks to the impeccable service, serene garden views, and elegant decor of rich woods and plush fabrics. The food would do the palace cooks proud, too, with an extensive à la carte menu full of delights like perfectly marinated, charcoal-grilled kebabs (a mixed platter is available so you can try each of the tempting choices), Bengal prawn curry, stuffed banana chilis, Mughul-style fish curry, and quail simmered in sealed pots that are heated underground. For a signature experience, try one of the traditional Indian thalis—a three-course meal accompanied by tandoor-baked breads, homemade pickles, rice pilaf, and more sides—or one of the six-course tasting menus, which feature dishes that meld Indian and Western flavors; think lamb with quinoa, “24-carat gold” chicken, and apple fritters in saffron sauce.

This shop, down a tiny sunny alley off a sidestreet in Colonia Roma (Córdoba 67 interior 7), is like many other Mexico City’s shops that support women’s crafts collective, but it’s slightly different in that it carefully curates its inventory—made using the local traditional crafts of weaving, embroidery, jewelry-making—choosing only those pieces that complement a more modern lifestyle. Yes, that’s a traditional huipil, or pullover tunic, from Guerrero, but while this simple embroidered piece would work for your abuela, it would also look cool at your graphic design gig in LA. The shop has outlets at Hotel Condesa DF and its products are carried by stores in Puebla and Tulum.

Oaxaca is known for its moles. The most famous is mole negro, the black mole—a thick, rich mixture of ground chiles, nuts, chocolate, and other ingredients. But that’s not the only type of mole you’ll find here. Los Pacos specializes in these rich sauces and you can sample seven different kinds to compare and see which you like best. If you find one you really love, they sell mole paste to take home with you, so you can prepare Oaxacan mole yourself. Los Pacos has two locations. The original is on Belisario Dominguez in the Colonia Reforma (north of the city center). This location is more popular among locals, and has an outdoor children’s play area. The other is on Abasolo in the historical center. The centrally located one has a roof terrace, perfect for enjoying warm evenings in Oaxaca.

Ancient Hawaiians believed their souls would leap into the spirit world from this lava shoreline on the western tip of Oahu. These days, people jump off here in gliders instead, soaking up views of the Waiʻanae coast to the south, Mokuleʻia to the north—and the glorious, denim-blue Pacific stretching from here to eternity. Take a 5.4-mile round-trip hike and check out the albatross sanctuary on Kaʻena’s wild coastal acreage (free to visit). Keep an eye out for monk seals, one of the world’s most endangered species, found only in Hawaii. Watch for their silvery-gray sausage shapes as they lounge on the beach, but give them space. Always retreat if a seal awakes, vocalizes, shies away, or tries to shield a pup.

This Cuzco corner presents a notable juxtaposition between ancient Incan and Spanish colonial architecture. Since the Incas worshipped their sun god, Inti, above all others, this temple in their imperial capital was the most important of the entire realm. It was here that they brought the idols of all peoples they assimilated, to offer them representation as they demanded allegiance in Cuzco. When the Spanish arrived, they tore down much of the temple and built a monastery on top of it. However, the walls that do remain provide stunning examples of pre-Hispanic engineering, particularly the rounded outer wall that can be seen from Avenida del Sol.

A brother-sister expat duo has opened this chic slice of Brooklyn in Colonia Juárez, the neighborhood currently angling to be Mexico City’s hippest. No complaints on that account at Cicatriz, whose open, industrial-styled storefront is a forum for several daily moods. No-compromise coffee and a variety of alternative baked goods form the morning agenda; lunch means a major emphasis on locally sourced greens in great salads and roasted iterations; the meatball and fried-chicken sandwich are both major crowd-pleasers as well. After five, it’s time to get your drink on; the bartenders deliver superior, crafted quaffs, but free from all the fuss you’ll see at other haute mixology spots. The earnest, healthful menu is enhanced by an overall vibe of do-it-yourself chic.

This 23-room hotel has colonial charm even though the building is relatively new. The word “sotano” means basement in Spanish and the Hotel Casa del Sotano is thus named because the building’s first story is below street level. The lower level has a central patio with water features and lots of plants, so it’s both cheery and tranquil. The colonial furnishings, wrought iron, Mexican tile and artistic touches throughout the property add to its appeal. In the morning you can enjoy a cup of coffee on the terrace while you enjoy the view of the towers of Santo Domingo over the rooftops of Oaxaca city.

Dum Pukht is not just a meal. It is a royal experience. The restaurant has won numerous awards, including “Delhi’s Best Restaurant” and “Asia’s Golden Fork Award.” Indulge in traditional Indian dishes which are created with a special method involving cooking the food in heavy bottomed and sealed vessels to intensify flavors of the dish. Along with Bukhara, another of Delhi’s best, Dum Pukht is located in the ITC Maurya Hotel. Reservations are strongly recommended.

Just across the Ashley River from the Charleston Peninsula, Charles Towne Landing marks the site of the forerunner to Charleston, Charles Towne. Settlers from Barbados founded the town in 1670, though after ten years—and a series of attacks by French, Spanish, Native Americans and pirates—they wisely decided to move to the easier-to-defend Charleston peninsula and start over. A recreation of a 17th-century trip, the Adventure, and replica of a colonial home provide insights into life in the earliest years of colonial America.

Located near the ferry pier, this upscale, open-air colonial mall is a favorite with locals and visitors alike. A cobblestone path leads past a number of U.S. brands and boutiques such as American Apparel and Diesel. For coffee lovers, Starbucks is located at its center.

Hotel Atarazana is a simple, airy, and clean hotel a stone’s throw from Plaza España at the north-east of Santo Domingo’s Zona Colonial. There is a cute walled courtyard where you take breakfast, and an open rooftop (with some shade) for sunbathing, reading, and rum; drinking water is included; and the staff are friendly and some speak English. All the Zona Colonial’s sights are within easy walking distance; the pedestrianized El Conde is a ten minute saunter south. (Note: The hotel is so close to the bars / clubs off Plaza España that it can get noisy at night.)

Port Maria offers a glimpse of Jamaica’s colonial past, and is one of the most scenic towns on the north coast. The area is believed to have been one of the first Taino settlements, before it was established by Spanish settlers who gave it much of its still-standing colonial era architecture. It’s a contrast of the old—with centuries old architecture—and the new, with bustling local activity. Architecture buffs will enjoy a slow drive along the coast to admire ancient buildings like the 1861 St. Mary Parish Church, towering over a postcard-perfect bay and winding coastline. There isn’t much to do here, but it’s worth passing through for a sense of Jamaica‘s past. And for the scenery, of course.