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What do Al Capone and Bruce Willis have in common? They both did time here at Eastern State Penitentiary. (OK, Willis wasn’t an inmate, but he did shoot the film 12 Monkeys here.) The facility’s first inmate was brought through these doors in 1829, and the prison was in use until 1971. After closing, it became a target for vandals and housed a sizable colony of stray cats. Real estate developers proposed repurposing it as condominiums (high-security, of course), but preservationists won out. They raised funds to stabilize the crumbling interior and remove trees that were growing inside some cells. Wander through its stark interior and learn about the fascinating history of this unique site and its previous tenants, including Capone. Don’t miss the special art installations that are on display here all year round.

La Glorieta attends to those attracted to tango’s drama but who eschew slick, three-hour dance extravaganzas in downtown cabarets. Free and open to the public, this gazebo, in a plaza near Belgrano’s Barrio Chino, transforms on weekend evenings into an open-air gathering place for tango dancers—young and old, experienced and rookies alike. If you’re looking to learn the dance’s steps (as well as its complex etiquette), go early for classes (5–6:30 p.m.) before the dance floor opens. Dancing goes on until 11 p.m. and is canceled on rainy nights.

New to Yaletown, I adore this hidden speakeasy of a bar that has no sign and is tucked away down two flights of stairs on Hamilton Street in the corridor next to the barbers. Once you’ve managed to track it down, you’re in for a treat, there’s an open mic night on Tuesday, Rebel Bingo on Wednesday, and the London Calling cabaret perform twice a month on Thursdays. If you’re boozing on a budget there are daily drinks deals from Tuesday till Friday, but if money is no object, maybe try their bottle service or ‘Champagne Parade’. I recommend their Gincident, a herbaceous-citrus cocktail with gin, chartreuse and basil.

Walk, cycle or people-watch along the shores of Elliott Bay, a downtown stretch known for its circusy flair and spectacular vistas. You can ride the Great Wheel or visit the beloved Seattle Aquarium, home to wolf eels, sea otters, and the world’s largest octopuses. Refuel with chowder from local favorite Ivar’s Acres of Clams, then hit the market’s 200 owner-operated shops, ranging from a radical book collection to the Northwest’s oldest magic store. Just don’t turn your back on the famous salmon-slinging fishmongers: They’ve been known to wallop selfie-photographers with a plastic decoy for yucks!

A café, a restaurant and a cabaret all in one, the Ritz Madeira exemplifies Funchal’s pulse and exuberance. Established in 1905 by textile merchant Christian Ritz as a charming café for businessmen and other members of high society, it’s still a popular spot for high tea and soirées. Stop by for lunch, a homemade gelato or late afternoon cocktails.

From Sundance to street murals, experience the city’s artistic flair.

On this episode of “View From Afar,” Barbara Muckermann—the new CEO of Kempinski Hotels—shares how the historic hospitality brand is poised for a reinvention.

On this episode of Unpacked: Where to Go, Aislyn Greene talks Adelaide. A city that punches above its weight. Unpack why South Australia’s capital is a must‑visit: from Barossa and McLaren Vale wines to fresh Eyre Peninsula seafood, the newly opened Aboriginal cultural center, and festivals that transform the city.