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Two hours from Rio de Janeiro, off the coast of Angra Dos Reis, Ilha Grande makes for a spacious retreat for two or an epic group vacation. The private island’s six-bedroom house comes with kayaks and stand-up paddleboards, plus a staff ready to whip up caipirinhas at all hours of the day.

There are few better places from which to enjoy river views and sunsets than the Ponte Vecchio, built in 1345. Spanning the Arno’s narrowest point, this is the only bridge to have survived the German bombing of the city in 1944. There have always been shops on the bridge; the original butchers and grocers were replaced by sweeter-smelling gold and silversmiths in 1593. Sitting right in the middle is a bust of Benvenuto Cellini (1500-1571), the most famous goldsmith of them all.

A short trip to the hilltop town of Monreale, just outside Palermo, offers the chance to explore some exceptional Norman-era buildings, most notably the Monreale Cathedral. The church’s interior has an extravagant mosaic that covers more than 6,000 square meters (66,000 square feet), much of it glittering with gold. Afterward, stroll through town to window-shop along the narrow lanes and enjoy the view of Palermo in the valley below.

Looking at a map of this trail might cause a little bit of confusion considering the name, since the shoreline it follows is that of an ancient lake that covered most of what is now northwest Utah. Lake Bonneville, which was a freshwater lake, existed in its largest form around 14,500 years ago. Today, the Great Salt Lake is all that is left of the Pleistocene-era lake that was nearly the size of Lake Michigan. The trail that is being built along this long-ago shoreline is currently in segments totaling 100 miles, but there is a proposal to expand the trail into 280 continuous miles stretching south from the Idaho border to the town of Nephi, Utah.

There are now 35 locations of Eataly, the massive Italian food hall, around the world, with 18 of them in Italy itself. The New York City one at Fifth Avenue and 23rd Street, which opened in 2010, was the first in the United States (it’s been joined by others in Boston, Chicago, and Los Angeles, as well as by a second outpost in Manhattan, near the World Trade Center site at 101 Liberty Street). For connoisseurs of all things Italian, this is a must-visit—or, more accurately, a must-shop and must-eat stop. Covering more than 50,000 square feet, Eataly NYC Flatiron includes five different restaurants (plus occasional pop-ups) offering opportunities to graze on antipasti, fish, pizza, and other dishes. A popular rooftop beer hall is open all year round (thanks to space heaters and a retractable roof). While you will want to eat your gelato on the spot, there are also a number of stores where you can buy gifts from biscotti to olive oils to take home a little bit of Italy via New York.

At three times the size of the Big Island of Hawaii, this is South America’s largest island. Split almost equally between Argentina and Chile, Isla Grande de Tierra del Fuego is divided from the mainland by the legendary Strait of Magellan that saved sailors the long, treacherous route around Cape Horn. The Argentine town of Ushuaia, on the island’s southern coast, is a launching point for journeys that take travelers through the Strait of Magellan and past the glacier-covered 2,438-meter-high (7,999-foot-high) Mount Darwin off of the Beagle Channel.

The ever-colorful Jaffa Flea Market, in operation for more than 100 years, inhabits a portside neighborhood of alleyways, covered walkways, and outdoor verandas. Wander the endless market streets to find restored antiques and handicrafts, Judaica and Persian tiles, as well as designer boutiques and art galleries. Even if you don’t buy a thing, it is the perfect spot to sample local fare. Once the sun sets, and the vendors head home, a food scene springs to life—a wonderland of twinkling lights with dozens of trendy restaurants, bars, and chic cafés. (The flea market is called Shuk Hapishpishim in Hebrew.)

This Cuzco corner presents a notable juxtaposition between ancient Incan and Spanish colonial architecture. Since the Incas worshipped their sun god, Inti, above all others, this temple in their imperial capital was the most important of the entire realm. It was here that they brought the idols of all peoples they assimilated, to offer them representation as they demanded allegiance in Cuzco. When the Spanish arrived, they tore down much of the temple and built a monastery on top of it. However, the walls that do remain provide stunning examples of pre-Hispanic engineering, particularly the rounded outer wall that can be seen from Avenida del Sol.

Go to Hell, so named for the underworld-evoking field of jagged, blackened limestone formations that crop up in this tiny Caymanian town, where iguanas handily outnumber human residents. While you’re there, stop into Hell’s Gift Shop to browse the quip-covered stickers, mugs, and T-shirts (HAVING A HELL OF A DAY!), and send loved ones postcards from Hell’s one and only post office. You’ll be greeted by an octogenarian Lucifer, aka Ivan Farrington, who’s been dressing the part for decades—as he’ll happily demonstrate with his 1980-something star turn on Inside Edition (rest assured—he’ll have the tape all cued up in the VCR in anticipation of your arrival).

As far as bars go, Minus 5 is without question the coolest place in Las Vegas. The place sits in a giant freezer, and everything inside is made of ice—the walls, the chandeliers, the seats, the bar itself, even the very glasses in which you receive your drink. When you pay the $39 cover (it’s spendy, but it includes two specialty cocktails), you are issued a warm parka or faux-fur coat for the duration of your stay. Inside, music and lights create a surreal setting that pairs perfectly with the rest of the frozen goodies. It’s a night out you won’t forget soon. There are two locations—one at Mandalay Bay and a newer, smaller one inside Monte Carlo—with the same pricing and chilly experience.

The mother of unique Bangkok retail experiences is undoubtedly Chatuchak Weekend Market, Thailand’s largest outdoor bazaar. Known as Jatujak or simply JJ, it has 15,000 stalls spread over 35 acres and sells almost everything under the sun. This is the place to buy a Beatles cushion or shop for a new pet cobra or a hand-carved Buddha icon. With 200,000 people descending on the market every weekend, it’s best to come early, and perseverance can uncover a veritable treasure trove of collectibles ranging from beautiful ceramics and handicrafts to exquisite jewelry.

Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust Parrot Reserve Hiking Loop, or descend carefully into Peter’s Cave and move through the various layers to discover a truly breathtaking natural wonder. Most hotels have a brochure of all the hiking trails; this includes images, difficulty, and a brief description of each trail.

Ancient Hawaiians believed their souls would leap into the spirit world from this lava shoreline on the western tip of Oahu. These days, people jump off here in gliders instead, soaking up views of the Waiʻanae coast to the south, Mokuleʻia to the north—and the glorious, denim-blue Pacific stretching from here to eternity. Take a 5.4-mile round-trip hike and check out the albatross sanctuary on Kaʻena’s wild coastal acreage (free to visit). Keep an eye out for monk seals, one of the world’s most endangered species, found only in Hawaii. Watch for their silvery-gray sausage shapes as they lounge on the beach, but give them space. Always retreat if a seal awakes, vocalizes, shies away, or tries to shield a pup.

Visitors take their best Chicago photographs in front of the iconic Millennium Park sculpture called Cloud Gate (known colloquially as the Bean, for its shape). Conceived by British artist Anish Kapoor and constructed from 168 stainless steel plates with no visible seams, the polished surfaces of this 33-foot-tall sculpture reflect infinite variations of the Chicago skyline. The work’s design was chosen from among more than 30 others commissioned by the city, and it was inspired by liquid mercury.

Located in the Marais, L’As Du Falafel likes to boast about its connection to rocker Lenny Kravitz. Specifically that he has endorsed the falafel sandwich here. You don’t need me to tell you this. Just go here: it’s posted all over the walls. The fact is, though, L’As Du Falafel doesn’t need to milk the Kravitz connection. They make a very delicious product. The last time I was there, two women in their early sixties were in line in front of me. After they ordered they turned around to me and said, “This is new to us. We come from Holland.” As if Holland has been behind some kind of culinary iron curtain for the last few decades. Whether you’re from Holland or Hungary, you should do like Lenny does and stop by L’As Du Falafel.