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One of the delights of Valparaíso is exploring the colorful hillsides that ramble down towards the sea. Take the century-old funicular elevators Ascensor Concepción (Turri) or El Peral near the main plaza, constructed between 1883 and 1911. Once high into the hills of Cerro Concepción & Alegre, explore the meandering alleyways and cobblestone streets on foot. There are boutiques, cafés, mom-and-pop shops, old school bakeries, bars, restaurants, art galleries, and church bells tolling. It often feels more like a small village than a city. Climb up and down the many staircases often lined with bright graffiti. In the distance, the bay gleams in sunlight and the busy port never tires. At dusk, the lights twinkle like fairylight. Grab a table at a spot like Café Turri for a view of the sunset and a cocktail.

Among the neighborhood’s art-minded hotels, the Gladstone is the most interactive, with shows, classes, and ongoing events. The 37 rooms, all designed by local artists, have breathed new life into the 128-year-old icon, which filmmaker Christina Zeidler took over in 2003 and revitalized in 2005. The Victorian landmark, named for its avenue (in turn named after four-time Canadian Prime Minister William Gladstone), has been a gathering spot for over a century. And it was home to legendary Toronto characters like cowboy Hank Young, who became a fixture at the hotel as a country singer in 1961 and manned the hand-operated elevator from 2005 to 2009, and Peter Styles, former host of Karaoke Night, with applause sign in hand. The legend of Hank lives on in a framed photo in the stairwell en route to the second floor.

The Gladstone continues to push the boundaries of community and culture with creative events like its educational workshop series, Get School’d, and its annual alternative design event, Come Up to My Room (CUTMR), which runs alongside the city’s Interior Design Show. Begin your stay in this architectural gem with a drink at the Café or Melody Bar (that is, if you’re not first thrust into Fameless Karaoke Night).

Before cotton reigned supreme in the South, tobacco was the money-maker. Planters channeled their profits into increasingly ornate homes, and one of the best examples of this post-Revolutionary architecture can be found in the Harrisburg district of Augusta, Georgia. Between downtown and the Augusta National Golf course (where The Masters takes place every April) is the Ezekiel Harris House, dating from the 1790’s. In later years, the area around the Harris House would become known as Harrisburg, before becoming incorporated into Georgia’s second-oldest city. The South’s first industry grew up nearby after the Augusta Canal was dug in the 1840’s. While the neighborhood is awaiting renewal today, the house remains as a relic to the society and tastes of a fledgling United States. The house is open for tours every Saturday and by appointment during the week. The Smithsonian has called it ‘the finest 18th-century house surviving in Georgia.’

Old school ice cream parlor and soda shop with homemade candy and ice cream since 1921 in the same location in Bucktown. I wish the little jukeboxes on the tables worked but clearly it’s not hampering their business as there’s a line out the door every day, especially in the summer. Margie’s is a small place but perfect for an afternoon sundae dripping with hot fudge and maybe a dozen chocolate dipped cherries to go.

After Carcassonne in southwest France, Visby lays claim to the most important and best-preserved medieval city walls in all of Europe. The town’s citizens began building the original six-meter-high (20-foot) fortified walls in the 13th century, and they eventually grew to over 11 meters (36 feet). Today, the wall still stretches for 3.4 kilometers (2.1 miles). Walk in its shadow and explore the 36 intact medieval towers as well as numerous gateways. The North Gate offers the most impressive view of the wall, providing a sense of its enormous scale. St. Mary’s Cathedral, a few blocks inland, also dates to the 13th century.

Situated at the base of the Park City slopes, this Autograph Collection Hotel (part of Marriott International) exudes an old-world ski-resort vibe, with a grand lobby featuring soaring ceilings, exposed-wood beams, and a stone fireplace surrounded by leather club chairs. The same rustic elegance extends to the 100 suites, each of which comes with its own fireplace, jetted tub, and private balcony or patio for enjoying a glass of wine alongside views of the Wasatch Mountains or 18-hole Park City Golf Course. Start the day with some laps at the outdoor heated pool or hit the slopes, then experience après-ski bliss in the 10,000-square-foot spa, which includes herbal-infused steam rooms, a dry cedar sauna, and recovery treatments like a therapeutic mineral soak and reflexology foot massage. There are also two on-site restaurants—Ruth’s Chris Steak House and the more casual Bandannas Bar & Grill, where you can pair quinoa burgers with local brews.

One of the unique things about the Twin Cities is just how much nature is part of the urban landscape. Few places exemplify this better than Minnehaha, one of Minneapolis’s oldest and most popular parks. Here, visitors will find everything from limestone bluffs and river overlooks to a majestic 53-foot waterfall that freezes in winter. Explore the area via various walking and biking paths, or bring your furry friend to the epic dog park. There’s also a disc golf course, picnic area, playground, volleyball court, and wading pool, making the park perfect for family outings.

The Portland Art Museum has been a fixture of the Rose City for longer than you’d expect—it’s the oldest art museum on the West Coast, opened in 1892. The current location, on the South Park Blocks, debuted in 1932 with a design by Pietro Belluschi. Today, the permanent collection includes 42,000 works along with a rotating selection of exhibits. Among the highlights in past years: pieces by Rodin and Andy Warhol, and what is thought to be the largest cat painting in the world. The 2.5-block campus also includes the Northwest Film Center.

Stand on the the quais beneath the Pont Neuf bridge—the city’s oldest crossing of the Seine—and look up. Staring down at you are mascarons, stone faces that resemble gargoyles, but without bodies. No two of these grotesque visages are the same. Enjoy their individuality as you ponder the decades it took to build this stone structure: begun in 1578 by Henri III and inaugurated by Henri IV in 1607. From 1588 to 1599, construction was interrupted by the French Wars of Religion, which lasted 36 years. Then head up the stairs to walk across its two spans, which connect the Ile de la Cité to the Right and Left banks. Great views of the Louvre can be had from the longer, seven-arch span that stretches to the Right Bank.

One of the newest - and most popular - attractions to hit these shores, “Xoximilco Cancun,” is a floating fiesta, offering entertainment, colorful anecdotes, history, good food and drink - and three hours of sheer delight. Thanks to the entrepreneurial genius of the Xperiencias Xcaret visitors can experience an improved recreation of Mexico City‘s renowned Xochimilco. Both are replicas of the canals in the ancient Aztec capital of Tenochtitlán and the lake it was founded on. A series of floating gardens (chinampas) separated by canals became the marketplace for flowers and agriculture, which were transported in flat boats known as trajineras. The party in Cancun begins at 7: 30 p.m., when you’ll be given the name of the boat you need to board. When the marine bell rings, you head off on your dinner “cruise,” featuring delectable Mexican cuisine and local refreshments, including Tequila. As you glide along the canals, an assortment of musical ensembles glide by, treating you to traditional live music, including: mariachi, bolero trio, jarocho quartet and marimba medleys. A small gift shop offers plenty of souvenir options Recommended for children 10 and older.

Formerly Las Alcobas, a Luxury Collection Hotel, Napa Valley.

Located just a short walk from the downtown area of the charming small town of St. Helena, Alila Napa Valley blends old and new in totally indulgent ways. The center of the 64-room property is a Victorian-style mansion that dates back to 1905. The house has been renovated and is now home to Violetto, an intimate, fine dining restaurant led by award-winning Executive Chef Thomas Lents. The nightly tasting menu, inspired by Northern Italy and Southern France, highlights local ingredients from Napa with items like homemade pastas, fresh salads, and duck confit. Guests can also join for a la carte snacks in the lounge and bar or on the beautiful, wrap-around veranda (don’t miss the chickpea panisse).

Behind the old mansion is the spa, whose building was designed to replicate an old barn with clapboard walls and high ceilings. The vibe is distinctive yet without pretense. Angled around these buildings are stand-alone, three-story structures that house the majority of the guest rooms. Featuring a warm, minimalist aesthetic that highlights, rather than distracts from, the beautiful vineyards it overlooks, each of the spacious guest rooms are decked out in natural materials such as oak, jute, and Carrara marble. Rooms come with cozy bathrobes, well-stocked mini-bars, and inviting balconies with fire pits that will make you want to lounge and linger.

All of this is centered around a large, open-air bar, event reception area, and swimming pool. Though compact, the pool is nestled in an exquisite setting with vineyard views. If you can manage to peel yourself away from the hotel, the property also has bicycles that guests can use to get around town or pedal around the newly built Napa Vine Trail. Or, simply walk a few hundred feet to the winery next door, Beringer, for a sampling of their world-renowned wines. Whatever you choose to do—be it lounge with a glass of wine at the new poolside bar, or retreat for a massage in the on-site spa—you can’t go wrong at this beautiful Napa wine country resort.

The Bonsecours Market is hard to miss, whether you are walking around Montréal’s historic center or looking at the skyline from the harbor. A silver dome caps the long building, which dates from 1844 and was modeled on Dublin’s Customs House. It looks more like a stately civic building than a market, and in fact it was Montréal’s city hall for a while, as well as the seat of Canada‘s parliament for one session. After serving as the central market of the city for nearly a century, it closed in 1963 and was largely abandoned until 1992, when it reopened as the home of a visitors’ center for Montréal’s 350th anniversary. Today it houses a dozen or so boutiques featuring works by local designers, as well as a few restaurants that make for good pit stops on a day of sightseeing.

Hernán Cortés built a summer home here on top of the ruins of a pyramid. Over the next few centuries, Mexico City‘s political and economic elite and movie stars--and even the Shah of Iran--took up residence in this town. Cuernavaca--with its stately mansions and haciendas and blooming gardens--became known as Mexico City’s more glamorous and beautiful sister. Nowadays, an ever-increasing population means Cuernavaca has lost some of the mystique from its heyday, but its lovely gardens and Spring-like climate (and the fact that it is only an hour south of Mexico City) still make it a perfect getaway from that bustling megalopolis. Be sure to check out the Palacio de Cortés and Jardin Borda while you’re there. The former is Cortés’ old digs, and it now houses the Museo Regional Cuauhnáhuac, which, over two floors covers Mexican history from pre-Columbian times to present. The latter is a grand Versailles-inspired mansion and garden which will give you a wonderful view into how Mexico’s aristocracy lived in the 18th century.

Settled into the soon-to-open Ponce City Market on the corners of North and Ponce de Leon avenues, Dancing Goats is a espresso and coffee bar in the Old Fourth Ward neighborhood. Open from 6:30 am with plenty of parking, Dancing Goats is a great place to get work done. An glass encased patio allows digital nomads to plug in and take advantage of the free Wi-Fi while watching the cars pass by. Dancing Goats sells Batdorf & Bronson coffee, a beloved roaster based in Washington state. Pastries, teas and other snacks are available.

A fortress originally built in the 1200s to protect the city of Gent, it had been destroyed a couple of times but rebuilt for the last time after it burned down in 1579. The castle, which is privately owned is opened to the public but only the castle grounds, so don’t expect to go walking through this old structure. Having said that, it is still a very picturesque place and the gardens are very beautiful during the spring and summer.