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To get a feel for Kerala’s rich and layered history, head to Fort Kochi. Once a small fishing village in pre-colonial times, this area—now the historic old town neighborhood of the city of Kochi—belonged to the Portuguese for much of the 16th and 17th centuries, then to the Dutch for a little over a century, then to the British until India’s independence in 1947. For all that time, the waterside spot served as an important port along the spice route, with Chinese and Arabian traders sailing through to pick up sandalwood, cloves, cinnamon, pepper, and other local goods. Today, Fort Kochi features myriad reminders of all who have lived and worked here: the Dutch cemetery, Koonan Kurish Old Syrian Church, and the 16th-century St. Francis Church, the Mattancherry Palace (aka the Dutch Palace), colonial Parade Grounds, still-in-use Chinese fishing nets, and the painted tiled-lined Paradesi Synagogue, built in 1567 and considered the oldest active synagogue in the commonwealth. The Indo-Portuguese Museum and Southern Naval Command Maritime Museum provide more context, while Fort Kochi Beach—with its colonial-era bungalows, Arabian Sea strand, and food stalls peddling the day’s fresh catch—draws both locals and tourists. Architecture buffs will love historic sites like Thakur House, Bastion Bungalow, and David Hall, many of which can be spotted from a stroll along breezy Church Road.

Maputo’s heart is the Praça da Independência, or Independence Square, sitting amid a surprising blend of architectural styles and straddling the city’s uptown and its historic downtown area called Baixa. Renamed in 1975 after Mozambique won its independence from the Portuguese, the square is dominated by a large statue of the country’s first president, Samora Machel, who died in a mysterious plane crash. On the north side of the square, look for the neoclassical city hall. To its east, the Art Deco Cathedral of Our Lady of the Immaculate Conception, which resembles a wedding cake and was consecrated in 1944, is impossible to miss. Nearby, the French-Mozambican Cultural Center hosts everything from jazz performances to art exhibitions, and the Tunduru Botanical Gardens, a few blocks away, are worth visiting for some shade from the African sun.

A clue to the appeal of the bar Tropic City is in its name: Here, sultry influences from Polynesia, Southeast Asia, the Caribbean, and Latin America fuse in a most refreshing way. The tropical theme informs everything from the decor—a tasteful mash-up of flower motifs and Portuguese tiles—to the sociable atmosphere on the outdoor terrace, which is packed nearly every night. It is most evident, though, in the carefully curated cocktail list, which dabbles in gin and mezcal while putting a heavy emphasis on rum-based drinks. Cocktails pack a punch, but light infusions such as vanilla, pineapple, and aromatic spices make it easy to put away a few—which perhaps explains why the venue has become a go-to for the city’s party set.

Sample the best of seasonal, local ingredients and creative spins on traditional Portuguese dishes in this restaurant and wine bar among oak barrels used for aging port on the premises at Graham’s. Housed in a 19th-century wine cellar, on one side enjoy views of thousands of casks of valuable port, and from the conservatory on the other, Porto’s old town, the Douro River and the iconic Dom Luis bridge. Port fanatics can schedule a tour of Graham’s cellars with a tasting after lunch.

Built atop a west-facing cliff, Doca Do Cavacas is the best waterfront restaurant in Funchal for views of Madeira’s spectacular sunsets. There is nothing fancy about this place—it serves simple, down-to-earth grilled fish and seafood. For some locals, this is the top spot for limpet clams and bolo do caco bread.

Together with the Portas da Cidade (the arched gates to the city), St. Sebastian’s Mother Church is Ponta Delgada’s most iconic example of Azorean white walls with black basalt trim. Built in 1547 and refurbished through the years, it reflects the changes of styles in Portuguese church architecture. Manueline, Baroque and Gothic are its main influences, with the altar of carved and gilded wood being the center of attention.

It’s believed that this village located six kilometers (four miles) outside Malacca was founded by the parents of the 15th-century Malaysian warrior Hang Tuah. According to a local legend, when they were sitting by the river, they spotted a mermaid (duyong) and thus the village got its name. Hang Tuah would go on to become a legendary admiral of the Malacca sultanate, which was conquered by the Portuguese in 1511. A visit to Kampung Duyong today offers a chance to see its historic mosque, traditional houses and a well said to have been dug by Hang Tuah with water that is believed to have healing properties. The homes of Hang Tuah along with those of four of his fellow warriors are open to the public.

This five-kilometer-wide, forest-covered, extinct volcanic cauldron hugs the green (Lagoa Verde) and blue (Lagoa Azul) lagoons and is visible from the Vista do Rei (King’s View) lookout. If the crater seems familiar, that’s because it’s the landscape depicted in countless postcard photos of the Azores. According to an ancient legend, the different colors of the lagoons are the result of one being formed from the tears of a shepherd and the other those of a princess with whom he shared a forbidden love. It’s a much more romantic story than the scientific explanation: the different colored algae found in each.

If you are looking for tobacco, cigars, or smoking accessories, you should visit Casa Havaneza. You can find famous Cuban cigars like Cohiba and Montecristo, among others. However the shop has its own brand of cigarillos and pipe tobacco, the Havanezas. Founded by the Count of Burnay in 1864, this shop is located in the elegant neighborhood of Chiado. Even the royal family bought their cigars at Casa Havaneza.

There’s something about a place being “secret” that makes it exponentially more exciting. Counter Reformation, the European-style wine bar hidden from sight inside the Parker hotel, lives up to that notion. Open from Thursday to Monday, 3 to 10 p.m., the pocket-sized shrine to great wine has no tables and takes no reservations (though leaning at the low-lit 14-seat bar is encouraged). But there is food, and fantastic food at that. Instead of trying to be everything to everybody, Counter Reformation’s tapas menu is short and original, including caviar served with crème fraîche and a quail egg, plus a layered summer tomato salad with melon. The wines are carefully curated from California, France, and Italy, with a few wild cards from places like Portugal and Oregon, and are all priced the same. While the spot has the feel of an insider’s club, it’s without pretense, with the experts behind the bar providing enthusiastic guidance. For dessert, order the foie gras macarons with sea salt, with a sip of champagne. If you overdo it, don’t worry: You can ask for forgiveness in the restaurant’s authentic confessional booth, shipped in from Italy.

A Hawaiian fantasyland on Oahu’s more remote leeward coast, about 40 minutes from Waikiki, Aulani is so seductive—for all ages—that many guests are loath to leave the property at all. And who can blame them? The beach is an idyllic cove (albeit a man-made one) stocked with kayaks, boogie boards, and everything else little beach bums could want. Then there are the three pools, including one for adults only and one filled with tropical fish for snorkelers-in-training, two impressive waterslides, and the biggest crowd-pleaser of them all, a 900-foot-long lazy river where guests, big and small, splash around on inner tubes as they meander around a faux-rock grotto. Goofy, Minnie, Mickey, and the rest—all in their vacation outfits—make occasional cameos at the breakfast buffet or by (sometimes, in) the pool. But while Aulani is most assuredly every kid’s dream, it is not every parent’s nightmare. The resort decor is more traditionally Hawaiian than obnoxiously Magic Kingdom; the lobby is built to recall an old canoe house, on a grand scale, and is covered in murals, painted by local artists, depicting island life. Hawaiian storytellers gather around a fire pit at night, and rooms have warm woods, with a single subtle reference to the Mouse King—a wooden carving of Mickey with a surfboard and ukulele that doubles as a desk lamp. Perhaps best of all, the Aulani has an outstanding, supervised kids’ club that’s free to guests ages 3 to 12. Babysitters are available for kids as young as six weeks old.

In the posh neighborhood of Príncipe Real, this shopping galleria, located in an exquisite 19th-century neo-Moorish palace, showcases Portuguese brands and designers. In addition to the shops, you can find temporary exhibitions and a restaurant with garden seating. A stone staircase, flanked by bronze statues holding lamps, leads to the second floor.

Blending a cheerful, laid-back spirit with a splash of formal elegance, The Reefs Resort & Club is uniquely Bermudian. Staff greets you with a rum swizzle upon arrival at the family-owned and operated property, then whisks you up to a room where bright botanical prints complement crisp white linens, deep wood tones, and tile floors, and windows offer views of the Atlantic’s turquoise-tinged waves. Days are spent indulging in frangipani salt scrubs and ayurvedic massages at the spa, sitting in on a sunrise yoga session on the beach and hitting the links nearby, or simply napping on a chaise at the freshwater infinity pool. Sited to capture awe-inspiring vistas of the water, limestone cliffs, and lush vegetation that surround the resort, three restaurants serve classic continental fare, but more adventurous types can rent a scooter across the street to sample the local food scene on a culinary tour of Hamilton and St. George.

After a couple of days in Mexico City, once you’re well-rested and adjusted to the altitude, why not try a little street eating? After all, some locals do it every day, and the techniques vendors use have been in place for centuries, if not millennia. A good jumping-off point is the sometimes-grilled sandwich known as a torta. The ingredient combinations are endless, ranging from egg, shredded chicken, and pork loin to the Mexican piece of breaded beef known as a milanesa—and the list goes on. String cheese and chipotles or pickled jalapeños add a lot of flavor, but do it your way. A lot of customers at a stall is good sign both in terms of taste and cleanliness. With a torta under your belt, start thinking about tacos. Or that spot with the caldo de pollo chicken soup, perfect for all kinds of add-ins. Soon enough you’re a seasoned streeter.

Because of its unique climate and volcanic soil, markets in the Azores feature exotic produce not found anywhere else in Portugal. Annonas (similar to pawpaw or custard apples), araçal (somewhat like guava), yam, peppers and the ever-present sweet pineapple can all be found at this market. More local bounty can be found at Rei dos Queijos, a fromagerie that sells cheeses from the nine islands.