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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.

If you had to choose one place to symbolize Rio’s Belle Époque, it would be this sumptuous café, a must-do for every downtown visitor. Built by a Portuguese family in 1894—when Rio still evinced the splendor of a former imperial capital—its art nouveau–inspired refinements like huge mirrors, imported from Europe, wood furnishings, immense chandeliers, and stained-glass transoms welcome patrons. Colombo is all so terribly majestic you could be at one of the Continent’s grand salons or even the Tortoni in Buenos Aires. Perfect for afternoons over a pastelzinho de Belém, Lisbon’s traditional sweet egg tart.

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.

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.

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.

The São Pedro de Alcântara lookout may not be Lisbon’s highest viewpoint—that honor goes to the Nossa Senhora do Monte lookout—but it’s certainly its most romantic, offering panoramas of the city’s signature fortress, Castelo de São Jorge, perched ominously on the opposite hillside. In addition to the vista itself, the area offers pleasant gardens, which are perfect for lazing about, and a kiosk that regularly hosts jazz and other live entertainment. Come here at sunset and enjoy a sundowner as the city lights up below, then head to nearby neighborhoods Bairro Alto or Príncipe Real for a night on the town.

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.

A Lisbon favorite, this family-run chocolate-and-coffee café is continually showered by locals with love and devotion. Here, both the coffee and cocoa beans come from São Tomé and Príncipe. The former are roasted in-house and perfectly executed in one of Lisbon’s best espressos, while the latter are churned into artisan chocolate bars in outstanding flavors like ginger, orange, sea-salt-and-pepper, and toffee. If you order an espresso, you’ll get a free sample of chocolate so you can suss out your favorite before committing to a pricier piece of heaven.

Much of Lisbon’s appeal lies in its sheer beauty. From the rust-toned rooftops across the whitewashed Alfama district to the Pombaline architecture of Baixa, the city is very easy on the eyes. For the very best views, head skyward to Park Bar, located on the rooftop of a Bairro Alto parking garage. There, you’ll find a just-trendy-enough mix of scenester residents and tourists, sipping on white-port-and-tonics while enjoying expansive vistas from the Tagus River to the bell towers of Santa Catarina Church.