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The Sanctuary of the Madonna di San Luca has a commanding presence in the landscape overlooking Bologna. We arrived knowing that it was connected to town by a 2.5 mile portico some say can be seen from space. We dropped our bags at the hotel, grabbed some water and headed for the hills. No map, no directions. There are signs that guide you, eventually. Get a map. The streets and neighborhoods heading up to this massive, covered staircase are wonderful to get lost in, which we easily did. Finding the entrance, we began our pilgrimage to the church at the top of the stairs. There are 15 chapels celebrating the Mysteries of the Rosary, kind of like the stations of the cross for any of the Catholics in the audience. We hike/jogged up to the top, stopping along the way to enjoy the view and the artwork. The 18th century Sanctuary at the top provides spectacular views of the Emilia/Romagna countryside and of Bologna in the valley below. It was hot and sunny on our visit, but one of the locals told us it snows up on the hill during the winter. We had a quick decent, then out to happy hour where the specialty is the appertivo bar. For the cost of a glass of wine or cocktail, many of Bologna’s restaurants invite you to graze gratis at the traditional piccoli morsi trays laid out across the bar. It’s easy to make an evening out of nibbling on a variety of meats, cheeses, pastas, pizzetes and deserts at any number of stops. After a long, inspiring walk; my kind of tradition.

Located just off Main Street, the Washington School House Hotel eschews Park City’s typical rustic style for a pared-down, flea-market–chic aesthetic. Before being reimagined as a design-oriented inn in 2011, the 1889 building served as a schoolhouse for miners’ children and a dancehall for the local outpost of Veterans of Foreign Wars. Today, the interior is anything but traditional, from the whitewashed living room with 16-foot ceilings to the antique mirror and the white, lacquered antler chandelier. Outside, a heated pool sits on the hillside surrounded by aspens and boulders. There’s also a fire pit, fashioned from a steel Olympic torch from the 2002 Winter Games.

Each of the guestrooms and suites is unique, though all feature reclaimed wood floors, crystal chandeliers, and tall windows. An artful collection of European antiques and vintage paintings adds a bohemian vibe, while white marble bathrooms offer heated floors, walk-in showers, clawfoot tubs, and period fixtures. Guests can also look forward to plush hooded robes and top-notch toiletries from Molton Brown.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

Once the vacation home of the Italian Duchess Rosa de Ferrari, this exceptional estate was converted into a hotel in 2005. 2014 marked the arrival of a new owner and a new era for the property. Today, Hotel Esencia is an elegant small resort on one of the prettiest beaches on the Mayan Riviera. Surrounded by 50 acres of lush jungle and manicured, palm-fringed grounds, Esencia pairs the amenties and comforts of a larger hotel with the attentive care typical of a boutique property or B&B. Amenities include two swimming pools, a spa, and two restaurants. In the spacious rooms, lots of details stand out: iPod surround systems, well-stocked minifridges, 600-thread-count sheets, and walk-in closets.

For a truly relaxing vacation, the beachfront Westin Dawn Beach Resort & Spa, St. Maarten features everything you need right onsite: gamble in the casino, swim in the infinity-edge swimming pool, have a drink in the pool bar, dine at one of the three onsite restaurants, indulge with a treatment from their spa, or just enjoy the ocean views from your room. Friendly staff ensure a personalized stay, enhancing the overall experience. The Westin St. Maarten is also an excellent choice for families, as their Westin Kids Club® offers games, activities, crafts, and day trips. Babysitting services are also available. And for those trying to stay healthy while on vacation, the Westin Essence program offers SuperFoodsRx™ meals, a fitness studio, spa, and Westin Heavenly® Beds to help you be kind to your body. Free Wi-Fi is available throughout the property. Maarten.

For many centuries, the Hohenzollerns were one of Germany’s most powerful families, their influence only diminishing with the end of the monarchy after World War I. During their dominance, they lived in this majestic neo-Gothic castle, visible from miles away thanks to its prime location on a conical hill. Inside, a series of opulent rooms remain resplendent with period furnishings and valuable oil paintings. The Treasury—which hosts personal items of Frederick the Great and Queen Louise, the Prussian Royal Crown, and a great deal of expensive porcelain and silverware—and the royal chambers can only be seen via a guided tour, but the grounds are free to explore. Also open to the public is the café-restaurant Burg Hohenzollern, with decent regional food and an outdoor beer garden in summer.

There are two ways to walk up to the Galata Tower from Karakoy Tram Station: One is to follow the pedestrian traffic and ascend an uninviting steep staircase close to the tram way; the other is to take the more picturesque Kamondo (Camondo) steps on Bankalar Caddesi. Neo-Baroque and early Art Nouveau styles were fused here in the 1870s to create this curvaceous thoroughfare up one of Istanbul’s steepest hills. Abraham Salomon Camondo, of the wealthy Sephardic Jewish Camondo family, funded the construction. He inherited the banking and business success of his forefathers and went on to become the prime banker for the Ottoman Empire in the district of Galata where the stairs are located.

Head to this jetty near the Golden Gate Yacht Club in the Marina district and simply listen. The Wave Organ, a wave-activated sculpture made of granite and marble culled from the demolished Laurel Hill Cemetery, provides an enchanting experience. As waves roll in and crash against 20 pipes that extend out into the water, the sound is amplified, creating a liquid symphony of gurgles, rumbling, whooshing, and swishing. The balance of high- and low-pitched sounds is both entertaining and strangely profound. A bonus: The views of Alcatraz and the Golden Gate Bridge never get old.

A stone’s throw from downtown Split, Marjan is a hilltop park about the same size as New York City’s Central Park. Known as “the lungs of the city,” it’s the ideal urban escape, offering places to run, bike, swim, and even rock-climb. A serene path through fragrant pine forests leads up to Telegrin Peak, revealing charming chapels and sweeping sea views. Along the park’s waterfront, there are also several popular beaches, Kašjuni Cove being the favorite.

Volunteer Park is a beloved neighborhood park in the heart of Seattle’s Capitol Hill. Originally created in 1876, the park was named in 1901 to honor the volunteers of the Spanish-American War. The Seattle Asian Art Museum is located inside the park, as well as the Volunteer Park Conservatory, which features 600 varieties of orchids and a cactus house. Take in a stunning 360-degree view atop the historic water tower, or stroll the walking paths around the reservoir.

Switzerland is, and always will be, synonymous with the finest, smoothest, and above all, most delicious chocolate on earth. No wonder then that the Swiss indulge in this luxury more than any other country in the world. While each town creates its own unique taste of champagne, orange and other cocoa flavors, Zürich-born Teuscher, located on Bahnhofstrasse, is world famous and exports its chocolates to cities around the world, including Beverly Hills and New York. For the full history of Swiss chocolate Maison Cailler in Broc is great and offers a for a fully-interactive, automated tour with the added incentive of a tasting session at the end. The complete experience includes a train journey from Montreux on the Chocolate Train.

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.

There are so many places to visit in this neighborhood, but I don’t see a lot of tourists strolling here, maybe because it’s located in one of the seven hills, Santana. But this is a neighborhood with more than 400 years of history, so if you’re not into climbing those steps, just use Lavra’s lift, it will take just few minutes. Stroll around Casco Velho (meaning “old town”), visit the ancient parish of Campo Santana that in old times served as a bullring and flea market, and skip the tourist trap of restaurants next to Coliseu dos Recreios. Here in Pena neighborhood, you will be among the locals, tasting Portuguese food and enjoying views over Lisbon.

Dingle is a charming fishing village in County Kerry, Ireland, and a popular tourist destination known for fresh seafood, sunrises, rolling hills, and live music. I enjoyed the music we heard in the bars and pubs we visited (the Guinness we drank keeps me from remembering all of it), but was particularly fond of the street buskers we met throughout the city. We met this gentleman on The Wood, and parted with a few pennies as he played us a tune. I was surprised at how many people walked right past him without lending an ear, only to slip into a crowded pub and stand some fifty yards away from the musicians on the stage.

Hampstead Heath is a legend: 800 acres of wide-open space dotted with ponds, woods, walking tracks, and the odd stately home. North Londoners take pride in this place, where you will find dog walkers, picnickers, Saturday soccer players, and hardy outdoor swimmers at all times of the year. It brings a touch of true wilderness to the city, and it’s also home to a lido, a stately home with an unrivalled art collection (at Kenwood House), and the famous bathing ponds established by the Victorians (and thus separate for gentlemen and ladies). Parliament Hill also offers one of the best views in London.