Falling in Love with Italy


by Brian Alex | November 3, 2023
A brief guide to embracing Italy in your 40s & 50s

To err is human. But erring while on vacation in Italy might require a priestly pardon.

In other words, it’s best not to make mistakes, costing time and money. But, perhaps more importantly, robbing you of the opportunity to enjoy your time in the Bel Paese.

So, this time around, we’ll take a look at what TO DO and what NOT to do while on your vacation, especially if you’ll be enjoying Italy in your fabulous 40s and 50s.

How to have a fabulous time in Italy, when you’re in your fabulous 40s and 50s

On your next trip to Italy, don’t forget to schedule time just for YOU, and not just your Bucket List. Sit back, relax, enjoy. Here’s how:

Master the Art of “Dolce Far Niente”

Take a page from the Italians and embrace the sweetness of doing nothing. Find a cozy café, sip on espresso, and let the world hustle while you enjoy the art of relaxation.

Learn a New Trick, or Two

Age is just a number, and so is the limit on learning new things. Whether it’s picking up a language, dancing the tango, or perfecting your pizza-making skills, let your curiosity lead the way.

Wine Tasting Like a Pro

It’s time to upgrade from casual wine sipper to connoisseur. Explore Italy’s vineyards, savour the nuances of different varietals, and impress your friends back home with your newfound oenophile expertise.

Rekindle Romance—Italian Style

Romance isn’t reserved for the young. Plan a surprise getaway, write love letters (or texts, we’re not judging), and keep the spark alive. Italy’s romantic ambiance is the perfect backdrop for your love story 2.0.

Fashion Forward, Italian Edition

Italians know style, and so can you. Embrace the Italian fashion flair—think chic sunglasses, well-tailored attire, and a nonchalant attitude. After all, fashion has no age limit, darling!


What you might want to avoid doing, in order to keep your bella figura (aka looking the part).

You might be one of the few (and blessed?) types who enjoy sticking out like a sore thumb, getting awkward glares from passers-by, or just generally attracting attention everywhere you go. For the rest of us, who prefer to do the people-watching rather than receiving it, here are some tips to help you relax, fit in, and go with the flow.

Ditch the Fanny Pack

It might be convenient, but it’s not winning any fashion awards. Opt for a stylish crossbody bag to keep your essentials secure while looking effortlessly chic.

No More Novelty T-Shirts

Leave the “I Heart [Random Place]” shirts to the souvenir shops. Upgrade your wardrobe with classic pieces that scream sophistication, not tourist.

Avoid Over-Planning

Italy runs on its own clock. Don’t over-plan every minute; leave room for spontaneity. Whether it’s stumbling upon a hidden gelato shop or getting lost in a charming alley, the best moments are often unplanned.

Don’t Shy Away from Technology

Embrace the wonders of technology, but don’t let it consume your experience. Capture the moments, but remember to put the camera down and soak in the real-life panorama.

Limit the Fast Food Fixes

Italy is a culinary treasure trove, and fast food just won’t cut it. Skip the familiar golden arches and dive into local trattorias. Your taste buds will thank you.


So there you have it—your guide to navigating your 40s and 50s with flair in Italy. Remember, age is just a number, but fabulous is forever! 

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Buon viaggio! (Happy travels!)