US Cities That Look Like Italy, From Italian-American Who Lived Abroad

Located off the coast of southern California, Catalina Island is about 22 miles long. It’s easily accessible via ferry service, which operates out of three ports near Los Angeles.

When I first visited Catalina Island, I was awed by the dramatic shorelines, crystal-clear waters, and hidden coves. I felt like I was back in Capri.

I hiked to the top of the Garden to Sky trail, catching panoramic views that felt straight out of a Mediterranean postcard. Then, I soaked up the sunshine at Descanso Beach while sipping a chilled glass of prosecco.

With its glamorous Mediterranean-style architecture, lush gardens, and waterfront estates, Coral Gables feels like Florida’s answer to Italy’s Lake Como.

The Italian Renaissance-inspired Vizcaya Museum and Gardens, built in the early 1900s, reminds me of the grand villas that line Como’s shores.

If you plan your own visit, don’t forget to check out the Venetian Pool — this public swimming spot was carved from a coral rock quarry, and (true to its name) feels straight out of Italy.

It’s no surprise to me that my hometown of Chicago and the metropolis of Milan are officially sister cities. Both cities feature vibrant street art, designer boutiques, and — unsurprisingly, maybe — delicious Italian food.

I always recommend that tourists plan a trip to coincide with the Randolph Street Market, a pop-up vintage extravaganza. You can also explore Chicago’s dynamic mural scene with a street art tour.

Finally, Chicago’s pizza is as hearty and rich as any slices you’d find in Italy. You can’t leave my hometown without trying our legendary deep dish.

For a classic experience, head to Giordano’s. The stuffed pizza here is a masterpiece of cheese and sauce wrapped in a golden crust.

The first time I visited Sonoma, California, I was struck by how much it resembled the Tuscan countryside, from the golden hills to rustic farmhouses.

When I found myself gathered around a long wooden table at Pedroncelli Winery, surrounded by laughter, clinking glasses, and the comforting scent of fresh herbs and olive oil, I felt wrapped in the same warmth and magic of the Italian countryside.

Perhaps the most obvious similarity, though, is the locals’ deep appreciation for wine. You can even immerse yourself in vineyard life by staying at one of the several wineries that offer accommodations.

Venice Beach’s bohemian vibe and canals are an almost perfect replica of Venice, Italy.

Developed in 1905, the canals of this coastal Los Angeles neighborhood were designed to look like those in Venice. Whenever I stroll along the picturesque bridges and waterfront homes, I almost feel like I’m in Italy … all that’s missing are the gondolas.

This Michigan city’s Alpine-style buildings, hearty cuisine, and mountain-town charm really resemble the Dolomites in northeastern Italy.

Moments like browsing handcrafted wooden ornaments at Bronner’s Christmas Wonderland (the world’s largest Christmas store), enjoying a traditional Alpine feast, and setting off on a riverboat cruise on the Cass River made me feel like I was celebrating Natale — or Christmas — in Europe.