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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.

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.

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.

A café, a restaurant and a cabaret all in one, the Ritz Madeira exemplifies Funchal’s pulse and exuberance. Established in 1905 by textile merchant Christian Ritz as a charming café for businessmen and other members of high society, it’s still a popular spot for high tea and soirées. Stop by for lunch, a homemade gelato or late afternoon cocktails.

Located on the southern coast of Madeira, west of Câmara de Lobos, Cabo Girão is Europe’s highest cliff and site of a transparent glass skywalk cantilevered over a 580-meter drop. The viewpoint isn’t for the faint of heart but is worth an early morning visit for views of the sun rising over the bay.