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Not unlike the Eiffel Tower in Paris or the Empire State Building in NYC, the Mont Royal acts as a natural landmark for orientation-challenged travelers. The “mountain” (some would call it a big hill) overlooks the entire city and offers unparalleled panoramas of downtown and the Eastern Townships south of the city. The entire mountain is actually a city park, with many things to do besides admiring the view: tam-tam jams, bird watching, cycling, forest treks—and even skiing, snowshoeing, ice skating, and sledding in the winter. Brownie points if you make it to the Kodiaronk lookout at dawn, in time to see the sun rise behind the skyscrapers.

Fearing a British takeover of its ill-gotten trading post, the Dutch East India Company built this star-shaped castle (known as Kasteel de Goede Hoop) between 1666 and 1679 to defend its territory. Now the oldest building in South Africa, the castle served as the center of Cape Town‘s civilian, political, and military life. The austere facade opens up to a striking central lawn and commanding buildings that, in their restored form, represent Dutch, English, and French architectural styles. History buffs will go nuts here: Check out the William Fehr Collection, the African pottery exhibit, and the Castle Military Museum.

Located just footsteps from the hustle of Columbus Circle, Mandarin Oriental New York serves as the ultimate urban escape. More than 240 rooms and suites showcase stunning views of Central Park, the Hudson River, and the Manhattan skyline, while carrying their own perks within (Diptyque amenities, cherry wood furnishings, walk-in showers). The 14,500-square-foot spa feels like a true getaway in the heart of the city, with a tea lounge and a number of treatments ranging from Jet Lag Cure to Thai Foot Therapy.

The MO Lounge offers dramatic park views and an all-day menu with American cuisine centered on sustainable local ingredients. Come evening, MO Lounge’s hand-crafted cocktails paired with Central Park vistas are perfect for impressing out-of-towners.

If you only have time to shop one place while in Cape Town, make it the Watershed market on the V&A Waterfront. A magnet for, well, virtually everything, the stalls and shops feature all the classic South African goods, from gorgeous green malachite bowls and bracelets to souvenirs made of springbok hide, recycled bottle caps, and even pressed protea flowers. There are also outposts of beloved local brands like Skoon (for sustainable beauty products), plus art (both affordable and aspirational), East African kitenge fabrics fashioned into simple Western styles, adorable baby clothes, and hand-painted leather clutches that are guaranteed to get compliments no matter where in the world you take them.

Palermo, Sicily’s capital, is a marvelously jumbled, crumbling blend of old and new—a canvas upon which the region’s complex and ever-shifting history has been painted. Over the centuries, the port of Palermo was controlled by forces from the far corners—from Phoenicians, Greeks and Romans, to Arabs from North Africa, and then Normans from France, who oversaw a renaissance during which many of Palermo’s iconic landmarks and modern tourist attractions were built.

To see some of the vestiges of ancient empires, take a day trip from Palermo to the Valley of the Temples at Agrigento, a UNESCO World Heritage Site. Its Greek and Roman ruins, including the Temple of Concordia, remain wonderfully intact. Within the city itself, explore the attractions in historic neighborhoods such as the Arab district of La Kalsa, home to the finery-filled Palazzo Mirto. The Quattro Canti (Four Corners) lies in the heart of the old city, with Piazza Pretoria on the corner. From there it’s only a short distance to Palermo’s Norman Palace, another UNESCO World Heritage Site and one of Palermo’s star attractions, which houses the Palatine Chapel, famous for its intricate mosaics.

Palermo is also a perfect jumping-off point for sightseeing excursions to the idyllic beaches of Mondello, the medieval coastal town of Cefalù and the mountain village of Monreale, which is known for its exceptional Norman cathedral.

St. John is the least developed and most sparsely populated of the three main islands in the U.S. Virgin Islands. That’s not surprising, since more than half its land is protected as a U.S. National Park. Most visitors reach St. John by ferry from St. Thomas, landing at the dock in Cruz Bay, St. John’s main settlement. A village with only a few thousand residents, Cruz Bay has gained a reputation as an upscale retreat for movie stars and other high-profile people looking for a secluded getaway.

It all started back in 1956, when businessman and conservationist Laurance Rockefeller, who had bought extensive land holdings on St. John, opened the low-key but luxurious Caneel Bay Resort. It’s still going strong, and visitors can stop in for lunch and a swim in the beautiful bay. Rockefeller later donated much of his estate to the national park.

Snorkelers should make time for an underwater tour in Trunk Bay, where the National Park Service maintains a submarine snorkeling trail. And no sightseeing drive around the island is complete without a stop to see the fabulous panoramic view from the Bordeaux Mountain Overlook. Back in the town, the boutiques at Mongoose Junction offer one-of-a-kind souvenirs, while Cruz Bay Landing is a perfect spot to grab lunch and drinks.

Siem Reap is home to Cambodia’s finest restaurants, including the outstanding Cuisine Wat Damnak, named Cambodia’s Best Restaurant when it crept onto the San Pellegrino Asia’s 50 Best Restaurants list at #50 in March 2015. The town’s Khmer restaurants should be your priority, including Sugar Palm and Chanrey Tree for outstanding traditional food, served in beautiful spaces. However, Siem Reap also boasts an abundance of restaurants offering international cuisines, from Italian to Indian.

The ancient Hawaiians revered mantas in very high regard. With up to 25-foot wingspans, these majestic sea creatures feed on some of the sea’s smallest organisms: zooplankton. Strap on a snorkel to watch them dine at night, doing slow, gape-mouthed barrel rolls as they swallow copepods, mysid shrimp and arrow worms. The two most popular Big Island sites—off Kona International Airport and near the Outrigger Kona Resort and Spa—have suffered overcrowding lately, which is terrible for both the rays and the people who love them. Try Jack’s Diving Locker for a scuba descent and Eka Canoe Adventures for snorkeling, after checking out guidelines from the Manta Pacific Research Foundation.

Less than an hour’s drive north of Boston, you can find the building that graces more canvases and paper than probably any other in the world. Located on Bearskin Neck wharf, it’s a central location for exploring the cultural center of this small quintessential New England town. An easy walk will take you thru galleries, shops and restaurants, as well as leading to the harbor that provides coastal vistas the area is known for.

Bermuda’s Hog Penny Pub has the friendly ambience and laid-back vibe of your favorite neighborhood watering hole. Come prepared to enjoy traditional British pub fare, from fish and chips to Indian curries, in an atmospheric half-timbered room. One of Mike Swan’s pieces of advice for every traveler to Bermuda is to, “Get to know some locals and you’ll discover the island is a ‘small town’ in the middle of the Atlantic.” Visit Hog Penny, and you’ll likely have some new Bermudian friends before the evening is over.

If you have a gorgeously sunny afternoon, walk the Corso Italia to the small fishing village of Boccadasse, still considered to be part of Genoa. About an hour’s walk from central town, this seaside stroll will take you past black stone beaches, children’s parks, and countless bars and restaurants enjoying the beautiful sea views. When you arrive, make sure to roll up your pants and step in the water, as the sea spray alone is said to have healing properties.

Built in 1934 from a couple hundred pine boards, the Dürkheimer Fass is the world’s largest wine barrel, and often described as the heart of the German Wine Route. Constructed by barrel maker and vintner Fritz Keller, it could feasibly hold 449,092 gallons of wine, but has never actually contained any liquid. Instead, it functions as a unique wine bar and restaurant, conveniently located on Bad Dürkheim’s main square.

Surrounded by vineyards, the small town of Bad Dürkheim is of course famous for wine, but it’s also known for its annual sausage festival, which takes place over two long weekends in September and is said to be the largest wine-related festival in the world. Additionally, the “Bad” in the town’s name indicates local wellness facilities, including thermal baths, a spa park, and the old Kurhaus, a former sanatorium that now houses a hotel. If you’re feeling energetic, you can hike up to Limburg Monastery, which was built in the 11th century and today hosts concerts and theater performances.

Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking distance of all of Old Town’s highlights, from the Clinton Square Market to the Harry S. Truman Little White House. Many come to follow in the footsteps of the mayor of Margaritaville himself, Jimmy Buffet, who played his first gig in town in the hotel’s now infamous Chart Room Bar. Order a rum runner, then head to the heated outdoor pool; though it’s on the small side, it has sweet views to Key West Bight. After an adventure-packed day, the rooms and suites offer low-key comfort, decorated with traditional furniture and local art and overlooking the ocean or tropical gardens and koi ponds. Equally serene is the full-service spa, one of the few on Key West.

Soak up the endless horizon on this 15k tramp alongside Lake Wanaka. Why is this worth your Kiwi time? The rolling and winding track that follows the lake’s edge provides an unobstructed and ridiculous view of the snowcapped mountain tops (head over in spring for sunny skies and cool winds). Park your car in one of the lakefront car parks in town and head clockwise along the lake. You’ll pass Waterfall Creek and the small Damper Bay before you reach Glendhu Bay. The only thing that is missing here are sculptures of hobbits, dwarves, and trolls (just saying).

Set on a steep hillside overlooking vineyards and the Silverado Trail, Stuppa Estate Napa Valley manages to be both secluded and well positioned for exploring Napa Valley’s wineries and towns. The suite-only property has five poet-themed rooms—refreshed in 2021 by Erin Martin Design and embellished with hand-painted murals by artist Michael Duté.

Each suite is themed after a literary icon, such as Emily Dickenson, and includes a private patio, a soaking tub, and an outdoor shower—including a few oriented toward the valley. Sunset is a highlight: All rooms face west, giving guests unobstructed evening views of the valley and vineyards below.

Breakfast is a lavish spread with dishes like seasonal pancakes or shakshuka—served either in-room or on the open-air patio. A small outdoor pool and on-site spa treatments add to the quiet atmosphere, and staff can arrange private tastings at Sullivan Rutherford Estate, a boutique winery under the same ownership. Service is a defining feature; the team handles everything from sunset cocktails to dinner reservations with a level of care that consistently elevates the stay.