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I think the most appealing aspect of Old San Juan is the architecture and design of the city. Residential apartment buildings have been converted to designer boutiques or little B&Bs, and interior courtyards invite hungry guests to relax and unwind in the shade.... I’ve been to this area multiple times and still I manage to find a street I’ve never wandered down. Some are more popular than others, in particular Calle San Sebastian, which hosts eateries, bars, and shops, and Calle San Francisco. At the corner of this street is my particular favorite, Franky’s antiques. It’s in a four-story building, loaded with vintage goodies. There’s so much to see, one trip is not enough. If you want to shop, consider wandering all morning and into the early afternoon. You’ll be delighted by all the unique shops. Then, take a break at my favorite restaurant, Triana, for Spanish-style tapas and their famous sangria. It’s a must-stop place any time I’m in the old city. You don’t need a car to get around. Just park at one of the garages and explore by foot. There’s lots to see and do in Old San Juan.

No matter what the season, it’s worthwhile to wander through the exquisite Retiro Park when you’re in Madrid. Here you can find a tranquil escape from crowded streets and museums. The unrivaled architecture of Madrid is echoed here in the wonderful monuments, statues, and buildings. Be sure to visit the gorgeous Crystal Palace (Palacio de Cristal), originally a greenhouse and now used for art exhibitions. Look for the beautiful black swans in the lake.

The Rialto Bridge is the oldest of the four bridges spanning the Grand Canal, and without question it’s one of the most iconic sights in Venice. There has been a bridge at this site since the 12th century, connecting the districts of San Marco and San Polo, and until the Accademia Bridge was built in 1854, the Ponte di Rialto was the only way to cross the canal on foot. Early versions of the bridge were made of wood and eventually succumbed to fire or collapse, until its current incarnation was constructed of stone by Antonio da Ponte in 1591. Beyond the mandatory walk across the single-span stone bridge, there is an open-air market at its eastern foot that is worth a wander. Skip the stores selling jewelry on the Rialto Bridge itself, however; you’ll find better quality and value in other parts of the city.

The Cinta Costera is a seaside walk that follows the shores of Panama Bay and features recreational areas and green spaces, sports facilities, and bike paths. A very popular spot, especially on weekends, the promenade brings together all of Panama: a mash-up of athletes, canoodling couples, and families out for a stroll, slurping on ice cream or cucurucho de raspados (sweet, syrupy shaved ice). You’ll also enjoy a view of the city skyline, from the modern districts and their look-at-me skyscrapers to the old colonial quarter. There’s another great vantage point at the Mirador del Pacífico, a 15-acre landfill breakwater that’s become one of the city’s most visited attractions. Other standout “la Cinta” sites include the food stalls at the Mercado del Marisco and Sabores del Chorrillo, as well as the Maracaná soccer stadium.

Mexico City is a rabbit hole for architecture enthusiasts: one could get lost for days—if not weeks—exploring just one era’s edifices: the pre-colonial, colonial, and contemporary among them. There are buildings the likes of which you won’t find elsewhere in the world, and exceptionally preserved and restored structures that serve as testaments to various chapters of Mexican history. Examples of fascinating contemporary architecture abound, ranging from installations built for the 1968 Olympics to ambitious cultural institutions like the Polyforum Siquieros. The exterior has been described as diamond- or star-like in appearance: a dodecahedron with 12 massive vertical panels featuring the work of muralist David Siqueiros, who was a contemporary of Diego Rivera. Inside, you’ll find performances, exhibits, and other cultural activities. If your visit doesn’t coincide with a guided tour, consider taking one to learn more about Siqueiros and his work.

The Statue of Liberty may be the most iconic sight that comes to mind when one thinks of the history of immigrants in New York, but not far from it in the harbor is another important landmark—Ellis Island. Until the Supreme Court ruled in 1875 that authority to regulate immigration belonged to the federal government alone, various states had implemented their own policies. After the federal government took over the processing of immigrants from New York State in 1890, some 12 million immigrants would pass through Ellis Island until it closed in 1954 (for 30 years, however, beginning in 1924, it was used only as a temporary detention center for immigrants who had issues with their paperwork). By one estimate, some 40 percent of Americans have at least one ancestor who entered the United States through Ellis Island. The historic site is today operated by the National Park Service, and ferries depart to the island from Battery Park (as well as from Liberty State Park in New Jersey). Visits include the Main Arrivals Hall with its displays recounting the immigration experience; temporary exhibitions are located on the second and third floors of the building. Statue Cruises is the only operator authorized to visit Liberty Island and Ellis Island—their cruises include stops at both, though entry to the statue and the immigration museum require separate tickets purchased on each island.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

This picturesque street in one of Paris’s poshest quartiers is dotted with gourmet sweet shops. Beginning at the eponymous Rue du Bac metro station, Chapon offers decadent taste-tests of single-estate chocolate mousses. On the next corner, Jacques Genin sells mouthwateringly good caramels along with his famous chocolate treats. The shops Des Gâteaux et du Pain and La Pâtisserie des Rêves also sell sweets, but this time they’re enveloped in a pastry delivery system. Le Bac à Glaces tries another sugary route: It scoops out the city’s most infamous dark chocolate sorbet. End the stroll at the gourmet temple La Grande Epicerie de Paris, a grocery store filled with more unforgettable tastes of Paris to tuck in your bag and take home.

Yes, Austin is home to some serious stick-to-your-ribs Tex-Mex food, but as the city has grown, so have its pure-Mexican culinary offerings. Chef Iliana de la Vega operated a restaurant in El Naranjo for about a decade before moving to Austin, where the clean flavors of her traditional Mexican cooking immediately came to the dining world’s attention. The Oaxacan influence is never hard to find, and de la Vega serves an assortment of the region’s beloved moles, from amarillo to negro and all shades in between.

Since opening her first store in Palm Springs in 2002, fashion designer Trina Turk has forged a style that’s become synonymous with desert chic—an inimitable riot of color, pattern, and texture. Her original shop has now expanded twice to fill an entire 3,800-square-foot Albert Frey building, helping spark the revitalization of the city’s upscale Uptown Design District. Designed by Kelly Wearstler, the interior’s penny tile flooring, vintage foil wallpaper, and Lucite and acid-yellow accents create a glamorous, playful backdrop for Turk’s trendsetting women’s and men’s collections. This being Palm Springs, an entire department is devoted to swimwear (don’t miss the dressing room’s wallpaper). You’ll also find curated pieces that fit with the Trina Turk aesthetic, such as pool floats from Sunny Life, Missoni Home towels, Dinosaur Design resin accessories, and Jonathan Adler home goods. Insider’s tip: This is the brand’s only location where you’ll find vintage treasures, including Missoni and Pucci caftans, that Turk hand selected.

For contemporary, high-end Yucatecan cuisine, look no further than K’u’uk. Chef Pedro Evia has taken the spirit of regional food and given it a modern twist. He presents common Yucatecan recipes like suckling pig, then uses ingredients like star fruit and sapote to showcase subtler flavors than those found in traditional cochinita pibil. All the essences of Yucatecan delicacies can be found here, but in ways that are almost unrecognizable, such as in the atole ceviche or the dessert of Yucatán honeycomb with pollen and passion fruit. Located amid the grandeur of a colonial mansion close to the Monumento a la Patria in Mérida, K’u’uk has high ceilings, original-tile floors, and large chandeliers that set the scene for an exclusive dining experience. Guests opt for a recommended nine-course tasting menu or order from an à la carte bill of fare that changes periodically.

The central hub of downtown Amsterdam is Dam Square, and it’s been at the heart of the city’s history since the 13th century. Today, the open-air public space is ringed by shops and restaurants and packed with people, including street performers and tourists en route to nearby attractions like the Royal Palace, the National Monument, and the Nieuwe Kerk (New Church), where you can catch a horse-drawn-carriage tour of the city.

Part of the North Shore mountain range, this 4,039-foot peak offers jaw-dropping views of the city. It’s busiest in the winter, when four chairlifts service 33 ski runs, but remains popular in the summer thanks to the steep, 1.8-mile Grouse Grind hiking trail. Those wishing to skip the sweat can ride the gondola to the summit—the ticket price includes access to lumberjack shows, the grizzly refuge, and guided eco-walks. Pay extra to zip-line, throw axes, or ascend Eye of the Wind, the world’s first and only wind turbine with a viewing pod. Afterward, hit one of the eateries like the self-service Lupins or The Observatory, which serves upscale West Coast cuisine.

With hourly departures until 1 p.m., this 45-minute cruise runs along Korčula’s northern shores and out to the surrounding archipelago. Buy a ticket at Korkyra Info Office (4 Kralja Tomislava) and sail to islets like Vrnik, known for its stone quarries, and Badija, home to a 14th-century Franciscan monastery. Hop off to explore then return on a later boat. Relaxing with a glass of local wine and looking out onto the jaw-dropping views is possibly your best introduction to Korčula.

Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.