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No matter how many postcards you’ve seen of Rome’s iconic Colosseum, you just don’t get it until you pass beneath its crumbling arches. Built by Emperor Vespasian in 72 C.E., the huge amphitheater held 50,000 spectators and marked its opening with 100 days of brutal spectacles like gladiator combat and animal fights. The Colosseum was in use for four centuries, and now you can tour the ruins. Walk through the Hypogeum, an intricate series of tunnels and elevators originally used to transport animals, slaves, and gladiators, to the performance above, or take a moonlit tour to have one of the world’s most storied structures all to yourself.

With sand between your toes and frothy waves running over your tired feet, enjoying a long walk on the beach with your beau is about as romantic as life can get. Many hotels make it easy on couples, thanks to their convenient waterfront location, but Hapuna Beach on the Big Island and Honokahua Bay on Maui are two other pacific coves that inspire hand-holding and quiet whispers. For complete intimacy, Lumahai Beach—fitted into the bay near Hanalei on Kauai—is difficult to find, but its remote coast and soft sand have been the scene of more than one knee bent into the sand for a proposal.

Walk the long shop-lined Via Capodimonte (or, if you are feeling particularly industrious, climb the 921 Phoenician Steps to the very top) to reach the former home of the Swedish physician and author Axel Munthe. This 20th-century mansion, now a museum with magnificent gardens, sits almost 1000 feet above the sea and offers unbelievable views over Capri and toward Naples and Mount Vesuvius. During your visit, follow tradition and make a wish with your left hand touching the ancient Egyptian sphinx statue. There is a café at the top of the gardens and occasional live music on summer evenings.

Said to be the oldest structure on the island, Wallblake House is also the only surviving 18th-century plantation home that has been restored and that can be toured. Located in the Valley, capital of Anguilla, the 1787 property was once part of a 97-acre sugar and cotton plantation. Bestowed to the Catholic Church in 1976, it was abandoned until it was finally refurbished in 2004. The main home, which suffered a fire at the hands of the invading French forces, and the outbuildings are intact in design. Though the house is currently used as a rectory, tours can be arranged by emailing in advance.

If you’ve dreamed of climbing an ancient Mayan ruin yet remaining free from the madding crowd, Cancún has a little secret: the El Rey Ruins, an archaeological treasure tucked into the Hotel Zone and just a 10-minute bus ride from most city resorts. As recently as 1200 C.E., the site was a center for maritime trade. While thousands of tourists pack into other ruins hours away, hardly anyone knows about El Rey, which is relatively small in comparison, and you’ll probably see only a handful of other visitors. Perhaps best of all: You can still climb the pyramids.

If you’ve developed a taste for the flavors of the Caribbean during your cruise, stop at this small spice shop to take some home with you. It’s hard to miss, since it’s located upstairs from the ferry dock. The owners hand-mix most of their signature spice blends. The top seller, Cruz Bay Grill Rub, is a potent dry rub that combines nutmeg, cinnamon, fennel and other spices. The shop also sells island-made candles, rum balls and hot sauces—but watch out for the one made with searing Scotch bonnet chili peppers, a favorite in the Caribbean.

Within the rapidly trendifying area of Dashilar is Ubi Gallery, founded by Dutch former diplomat and art enthusiast Machtelt Schelling. Ubi showcases and sells ceramics and “wearable art,” aka contemporary jewelry. The featured artists are a slew of nationalities, with a handful from China and Holland. Everything is unique and handmade, with prices to match, although there are enough moderately priced pieces to please most visitors. Look out for black-and-white-polka-dot cuff links by Malin Jansson, Japanese-style striped tea bowls by Arita, and a set of angular celadon cups by Park Mun Hee.

Squint your eyes and Sugar Beach looks like a David Hockney painting come to life: a cobalt-blue sky above and pale yellow sands below, lined by even rows of pastel-pink umbrellas. It’s an Instagrammer’s dream. But look around and you’ll notice the beach’s surroundings are far from bucolic. This award-winning park, built atop a parking pier in a waterfront industrial zone, overlooks the Redpath Sugar Refinery, which comes complete with a towering chimney. Sun worshippers lounge the day away in Muskoka chairs (that’s Canadian for Adirondack chairs), and come dusk, the city’s right at hand.

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.

The Ponte dei Sospiri was given its English name by part-time Venice resident Lord Byron, who wrote in Childe Harold’s Pilgrimage: “I stood in Venice on a Bridge of Sighs, a palace and a prison on each hand.” Byron’s travelogue nails it: When you stand on the famous crossing, the Doge’s Palace and a public prison are on either side. A local myth (that turned into the plot line for the film A Little Romance) says that lovers who kiss on a gondola at sunset beneath the Bridge of Sighs will be granted eternal love. Access to the bridge itself is through the Secret Itinerary tour of the Doge’s Palace.

People in tiny towns deserve great food as much as city folk do, but it’s still a surprise when a town of fewer than 9,000 residents can sustain a restaurant as good—excellent, really—as Ludvig’s Bistro. Open daily during the summer months and for plenty of special occasions off-season, the restaurant has been one of Alaska’s best for more than a decade. Chef/owner Colette Nelson puts a Mediterranean spin on all the local ingredients she can get her hands on. The restaurant is all bright pops of color, too. Even Southeast Alaska’s rainiest days can’t knock the happy off of Ludvig’s. Don’t you dare show your face without making a reservation first—even if Sitka weren’t one of the world’s most magical little towns, Ludvig’s would make it a worthy destination.

Enjoy all the thrills of skydiving with none of the drama—no parachute or airplane at all. After a brief orientation, participants pull special flight suits over their clothes and then enter a wind tunnel, where all the excitement takes place. A giant fan that creates wind speeds of up to 120 miles per hour lifts the skydiver and holds him or her aloft for an exhilarating three minutes. Having doubts? Skilled coaches are on hand and the experience is far safer than jumping out of a plane. It’s also a great first step for those who’ve hesitated to try skydiving.

It’s as powerful an artistic representation of a country and its people as I’ve ever come across anywhere – Le Negre Marron, or in Creole, Neg Mawon. Translated into English, it’s The Black Maroon. In any language, it’s simply amazing. Commissioned by the Duvalier government to commemorate the landmark slave revolt against France that won Haiti her freedom in 1804, the statue was produced by Haitian sculptor/artist Albert Mangones in the late-1960’s. It’s an extremely moving piece – the left leg extended with a broken shackle at the ankle denoting the hard-fought freedom, a machete in the right hand showing the strength to fight, and the conch shell at the lips harkening to the old and oft-used method of alerting the masses. What makes the statue even more significant today is the fact that it survived the devastating earthquake of January 2010 completely intact. Even as major buildings like the National Palace crumbled all around it, Le Neg Mawon stood firm, resilient in the face of tragedy much like the people of Haiti have for hundreds of years. Le Neg Mawon is located in downtown Port-au-Prince, just a few short blocks from the Marriott Port-au-Prince, the country’s newest and most modern hotel.

You’ve likely seen the main attraction of Tulum in a travel ad, a postcard, or a friend’s Instagram feed, but there’s still nothing like witnessing first hand the only Maya site that overlooks the Caribbean Sea. Standing before the 13th-century structures will leave you feeling awed by the Maya’s archaeological achievement and its resilience—still standing after being hundreds of years of being buffeted by salty water and wind. True, it’s the main attraction here, but it’s not the only one. With a quirky backstory and a lot of international press, more and more foodies are making their way to Hartwood, a restaurant that lacks electricity. The chef prepares all dishes—made with local ingredients—on an open fire.

The David Sheldrick Wildlife Trust rescues orphaned baby elephants from the wild, nurturing and raising them through the grief of losing their families, and then eases them back into their natural habitat when they are old and strong enough. The animals are not forced to return to the wild—at around four years old, they are moved from the Nairobi nursery to a new home near Tsavo National Park to help them gain the independence to move on. The baby elephants can be visited every day at 11 a.m., where you’ll see them playing in the mud and guzzling gallons of milk. Guests who choose to adopt an orphan can return at 5 p.m. to watch the babies enjoy an evening snack of leaves before being put to bed.