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The Roman Forum is where ancient Rome began. The sprawling archaeological park gives us just a hint of what the Roman Empire once was—a dominant and diverse society. The Forum itself was the political, social, religious, and commercial focal point for the Roman Republic and eventually the whole Empire—for the most elite members of society as well as the common plebs. Walking through the Forum is a walk through history, from its beginning as a valley with small hilltop communities (8th century B.C.E.) to its rise as the capital of an empire. The ruins of basilicas, temples, public forum spaces, and shops can be explored, and the adventure leads to Palatine Hill, an area of high-society patrician homes including the house of Caesar Augustus.

If, like most visitors, you head for Tucson between Thanksgiving and Easter, you’re probably seeking sun and warmth while the rest of the country deals with the winter blahs. And you’ll most likely find what you’re looking for. There’s a reason why golfers, cyclists, hikers, and runners flock to southern Arizona this time of year. But, once or twice a decade, the lush Sonoran desert might get a snowfall—it never lasts for long, but every saguaro, ocotillo, cholla, and prickly pear cactus will be edged in ephemeral white. As soon as the sun comes up over the mountains, you’ll start hearing the drip drip drip of the inevitable melting...And by the next day you’re likely to be wearing shorts again. Saguaro National Park, which flanks both the western and eastern edges of Arizona’s second-largest city, is the ideal place to go for a hike in the rare desert snow. The Eastern (Rincon Mountain) division of the park has a hilly eight-mile one-way loop road with access to numerous trails. Drive slowly and yield to the runners and senior-citizen-cyclists-in-spandex with thighs of steel. Get out and up into the saguaro-studded hills before the unlikely landscape disappears...Keep your eyes open for bobcats, mule deer, and the pig-like javelina. (You’re less likely to encounter a rattlesnake in the winter months, but this is still desert wilderness.) And if there’s no snow, you might be treated to spring wildflowers. Don’t forget your sunscreen...

Far above the city streets on the 52nd and 53rd floors of the Roppongi Hills building, the Mori Art Museum houses contemporary works by primarily Japanese and East Asian artists in a range of mediums, including photography, design, fashion, architecture, and video installations. There’s also an observation deck on the 52nd floor with an open-air Sky Deck, a lounge, a café, and a restaurant with outstanding views of the city. Keep in mind, though, that there are a myriad other dining options as well on the lower floors of the Roppongi Hills building, one of the tallest in the city.

On the first Saturday of the month, locals shop for vintage apparel and antique home decor at this flea market.

On the still-bucolic site of a former coconut plantation just west of Montego Bay, Round Hill is another of the legendary hotels created in the early 1950s to accommodate wealthy Brits and Americans who were discovering the pleasures of a Jamaican winter. Since then, it has evolved into a thoroughly modern resort that manages to retain its original, exclusive, clublike spirit. In the beginning, Round Hill consisted of a group of shareholders (British playwright Noel Coward was one) who rented out their private villas when they were absent. That’s how it still works, although the celebrity shareholder most mentioned these days is designer Ralph Lauren, who rents neither of his two villas. Along with 27 other villas, which can be divided into 86 suites, there’s the Pineapple House, a seafront block of 36 rooms, all decorated, predominantly white on white, by Lauren. The ambience is quiet luxury, the service is relatively formal (the doorman wears white), and the children among the guests are treated as the heirs and future holiday decision makers that they are. Almost every villa has a story, whether it has to do with Coward, the Kennedys, or How Stella Got Her Groove Back. And Montego Bay, whose city lights can be seen only from the highest villa (#28), is still another world away.

For a classic American diner experience, the Cherry Hill Diner in, yes, Cherry Hill, New Jersey, is the place to go. This 24/7 locale has been around for decades, and is as renowned for its freshly baked cakes as it is for its gargantuan omelets. If you can, try to swing by at night when the lights are aglow and the whole vibe harkens back to the days of mid-twentieth century USA.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

One of the more bizarre landscapes in the Philippines is Bohol’s Chocolate Hills, a 20-square-mile area that contains some 1,700 hills. To date, these natural formations still baffle geologists, though legend claims the hills are rocks once thrown by battling giants, or tears cried by a giant who lost his love. The hills are green during wet season and turn into brown mounds during the dry season, hence the name. Climb up to the viewpoint to get a 360-degree view and unleash your imagination. Some people say the hills look like giant Hershey’s Kisses; others just see mounds left behind by enormous moles. Before you leave, buy some local Peanut Kisses to help you remember your visit—perhaps inspired by the Hershey’s chocolates, they are shaped like the hills.

Driving along the countryside in northern Portugal near Oporto I saw the spectacular hillside vines of the famous Douro Valley spread out in front of me for miles. The sight was breathtaking. I saw the steep hillsides with the vines on the terraces. The vines were loaded with grapes that in a couple of weeks would be ready for harvest. The vineyards were first established in the 12th century by Cistercian monks. There are numerous Cistercian monasteries in the area. UNESCO declared the Douro Valley a World Heritage Site in 2001. The Douro Valley produces the grapes for port, red, and white wines. Douro tours are available and run from a few hours to a few days. The cruises run from April to October. If you want to see the harvest picking of the grapes plan your tour for September. A drive through the Douro Valley or a cruise down the Douro River is an experience to savor. If you get to northern Portugal, look into a side trip to the Douro. You won’t be disappointed.

Tucked into the hilly northwestern corner of Jordan, Umm Qais (or ancient Gadara) commands grand views of the Sea of Galilee and the Golan Heights from the edge of its plateau. It was here that Jesus is said to have performed the miracle of casting demons out of men and into pigs. The town has existed since the Hellenistic period, but is best known for its Roman ruins, which once sat along a prosperous trade route. Many ancient streets and buildings are still intact, as are several Ottoman-era stone houses, which remained occupied all the way until the 1980s. Grandest of all the ruins is the black basalt theater, located along the wide Decumanus Maximus that still holds its original paving stones. Visitors should also be sure to check out the small museum in what was once the home of the Ottoman governor, as well as the celebrated restaurant in the old Ottoman school. In recent years, Umm Qais has become a pioneer of community tourism in Jordan, and it’s even possible to take cooking classes, nature walks, or tours with a local beekeeper after enjoying the ancient ruins.

One of Philadelphia’s outdoor treasures, Fairmount Park is one of the nation’s largest urban park systems. The park was originally founded in order to protect Philadelphia‘s drinking water supply. The tract of land at Lemon Hill was the first land purchased to create Fairmount Park in 1855. Lemon Hill refers to both the house pictured and the hill itself, situated on a spectacular site overlooking the Schuylkill River, with views of the Art Museum and the city’s skyline. The Lemon Hill mansion is one of several original park mansions still in existence. Each house has its own unique personality and history, and all are open to the public.

On a short road trip around the tip of the Cape, I’d been fortunate to be shown a lighthouse from the hillside road which runs along the coast. Working my way down to the beach, I eventually found the Kommetjie lighthouse and Slangkop Nature reserve, which form part of the Table Mountain National Park. A short walk along the boardwalk, with the slow setting sun and great weather made for some amazing views with the lighthouse in the background!

One afternoon, I went to the top of Northcliff Hill by the Water Tower with my brother and cousin on a random outing. From up there you can see the whole of Johannesburg. A full 360 degree view all the way to the Magaliesberg mountain range! If you go, park at the bottom of the hill and trek up to the top. Don’t forget to pack some drinks and snacks for an awesome sundowner experience!

A charismatic Rasta also known as “Irie Man,” Screw spent years building this colorful, open-air retreat, just a 20-minute drive east of Roseau. Here, you can slip into six pools of varying temperatures on a lush, leafy hillside, pierced by cascades and water features. Open from Tuesday through Sunday, the spa also offers massages and volcanic mud wraps.

Lauded by Bon Appétit, Christy Hill’s Mediterranean-inspired cuisine is rivaled only by the restaurant’s panoramic views of Lake Tahoe. The creative and often-changing menu features entrées like Moroccan spiced lamb loin, osso buco, and slow-roasted duck, as well as small plates such as braised pork belly. Even if you’re not big on dessert, save room for the chocolate croissant bread pudding or the more savory pumpkin spice cake with salted caramel ice cream.