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After Toronto, Montréal is the Canadian city with the largest population of residents of Italian descent. For more than a century, the community has been centered in one of the city’s most charming neighborhoods, Little Italy. The way to the heart of this neighborhood is arguably through its stomach or, rather, the Jean-Talon Market, where residents have come to buy produce and stock their pantries since 1933. Even if you aren’t shopping for fresh vegetables or fruits, it’s a good place to come to sample Québecois products and buy gifts like local jams, jellies, and maple products to take back home.

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.

Built of mud and adobe, Chan Chan—the nine-square-mile former capital of the Chimú empire (850–1470)—was the most expansive city of its time. Wander along pathways with a guide to see wall reliefs that depict creatures from the nearby Pacific. You’ll learn where various community activities, including human sacrifices, took place.

Since 1862, fresh flowers and plants have arrived by barge from the Dutch countryside to Amsterdam. While this assemblage of flora still shows up daily, it comes by van, not boat, to the Bloemenmarkt, the world’s only floating flower market. Here, you can browse 15 fragrant stalls on houseboats permanently moored on the Singel. Now the best-known flower market in Holland, this colorful attraction is packed with tourists on sunny weekends. Still, it’s a great place to pick up Dutch tulip bulbs in a plethora of shades and varieties, as well as many other types of bulbs, seeds, cut blooms, and houseplants. Ship a bag of bulbs home, or grab a souvenir at one of several shops hawking T-shirts, mugs, clogs, Dutch cheese, and other fun and inexpensive gifts.

Feel instantly cool when you slip through the unmarked wooden doors and enter La Factoria. Garden lights hang from the graffiti-covered walls (designed to look artsy-shabby with a stylish restraint), seductive music plays, and the liquor bottles behind the bar are lit from beneath to add to the glow. The flattering amber light in this neighborhood bar invites whispered conversations and lingering glances. La Factoria, which introduced San Juan to the craft cocktail when it opened in 2013, encourages experimentation. Take your time enjoying your drink of choice, but be sure to wander a bit further into the sprawling building where you’ll come upon separate spaces with different moods: a wine bar, a speakeasy, a dance floor.

A few kilometers inland from Mykonos Town, Ano Mera is a small Cycladic idyll of a village. To get a feel for how people lived before the tourism boom, wander the streets and smell the scent of fresh baked bread. The Panagia Tourliani church and the Paleokastro Monastery are centuries old, and you can also find graves of the ancient Geometric era of Greece here.

The Art is a worthy base for those looking to explore the galleries of the Denver Art Museum, the Clyfford Still Museum, and the Kirkland Museum of Fine and Decorative Arts, which are all within a few minutes’ walking distance. In fact, the glass-walled property feels a bit like an exhibition space in its own right: Upon arrival, guests are greeted by Leo Villareal’s dazzling 22,000 LED–bulb installation above the entrance, while hundreds of other works by the likes of Frank Gehry appear throughout the public spaces—see them on a guided tour of the hotel’s art collection, offered on Saturdays. Minimal guest rooms have light wood furnishings, luxury linens, and neutral walls—the better to serve as a blank canvas for more original artwork—as well as windows overlooking the mountains or city lights. If you’ve worked up an appetite with all that cultural appreciation, order the signature burger with spicy mayo at FIRE restaurant, or sip a Matisse martini with Colorado-made vodka on the fire pit–warmed terrace.

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.

The Edgewater made its mark in Seattle history as the place The Beatles stayed when they came through on tour in 1964. Other rock stars (and those who like to travel like rock stars) have since stayed at the Edgewater, choosing it for its singular location on Pier 67 perched over the waters of Puget Sound. The public spaces make design references to the Pacific Northwest, with natural wood and stone everywhere. Waterfront rooms have sunset views that are nothing short of spectacular, and all the rooms are well-appointed, with gas fireplaces and spa-style bathrooms.

To get from point A to B on the river delta, you’ll need to board a water taxi. These polished wood boats cruise the canals day and night, dropping passengers off and picking them up at rental houses, cabin complexes and restaurants along the way. The ride, of course, is part of the fun. Board one at the harbor - and make sure you know where it’s going before you sit down, or it might be awhile before you find yourself back in civilization.

Despite its size (10 square miles) and population (fewer than 170 permanent residents), Little Cayman enjoys a worldwide reputation among serious divers. The island is renowned for its exceptional underwater visibility and vertigo-inducing walls, especially north-shore Bloody Bay. Dive boats flock to Three Fathom Wall, where bulbous coral heads teeming with fish rise to within 10 feet of the surface. Snorkelers are likely to encounter schools of blue tang and stoplight parrot fish, as well as hawksbill turtles and nurse sharks.

A colorful working-class neighborhood near downtown that had fallen on hard times, Woodstock has been revitalized with a mix of galleries, artists’ studios, boutiques, and restaurants. Much of the area’s original vibe remains, however, thanks to the long rows of colonnaded shops that edge Albert and Victoria roads. Among the nearby storefronts that are open throughout the week are Espresso Lab Microroasters and Luke Dale-Roberts’s award-winning restaurant, the Test Kitchen. Continuing down Albert Road, you’ll find spots like the Woodstock Co-op and the very trendy Woodstock Exchange, with a great array of places to eat and stores selling local goods. At the end of Albert Road, there’s a concentration of galleries, including the Stevenson, Goodman, and SMAC. On Saturdays, Woodstock draws crowds to the Neighbourgoods Market, a prepared foods extravaganza in the Old Biscuit Mill.

The U.S. Capitol Building is the epicenter of all D.C. political action—this is where the country’s most important battles are fought. Home to the House of Representatives and the Senate’s meeting chambers for more than two centuries, it’s also an art gallery in its own right, with priceless paintings and murals adorning the walls and ceilings. Take the free guided tour and marvel at the parade of political heroes and villains who have roamed its halls during pivotal moments in U.S. history. The Capitol is located within easy walking distance of the Library of Congress, the Supreme Court, and the U.S. Botanic Garden.

When Beijing’s hutongs—narrow alleyways that connect to form mazelike neighborhoods—were originally built, they were lined with stone houses that had central courtyards. In 1949, with the founding of the People’s Republic of China, there were more than 3,000 hutongs; so many have been razed since that time that there are now fewer than 1,000. The remaining hutongs are where locals chat with their neighbors, sit outside on hot summer nights, buy fruit, and tend to their gardens, all without leaving their own alleyway. Seeing this side of traditional Beijing life is delightful and serves as a marked contrast to the many shops, restaurants, cafés, and bars that now occupy the courtyard homes lining the alleyways.

It’s impossible to ignore the hulking 1950s architecture of the Tate Modern, slap-bang in the middle of the most-walked part of the South Bank. A visionary refurb of this former power station has resulted in an artistic behemoth with multiple gallery spaces (containing both free exhibitions and ticketed exhibitions), including the fantastic Turbine Hall for oversize installations. Outside, the Millennium Bridge leads over the Thames to the City and the great domed St. Paul’s Cathedral.