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I spent 2 weeks in Italy. Here are 5 things I’m glad I brought with me, and 2 I should’ve left at home.

January 3, 2026
in News
I spent 2 weeks in Italy. Here are 5 things I’m glad I brought with me, and 2 I should’ve left at home.
Chloe smiles over her shoulder while posing on a bridge.
I realized I should’ve packed more versatile clothing for my trip to Italy. Chloe Caldwell
  • I travel to northern Italy often and have a good idea of what to pack.
  • However, I still find myself bringing along a few items I don’t need.
  • Some of my must-have items include a small umbrella, a good travel adaptor, and a tripod.

I’ve traveled to northern Italy for the past three years in a row, and there are a few things I never leave for my flight without. However, I still learn something new on every trip about what I need to bring and what I should have left at home.

This time, after two full weeks of trains, spritzes, hilltop towns, and cobblestone streets, I finally have a clear list of what actually earned its spot in my suitcase — and what I’m officially retiring from future Europe trips.

Here are five items I’m glad I packed for my trip to Italy, and a few things I could have done without.

A packable umbrella came in handy and didn’t take up too much space in my suitcase.

Chloe poses on a walkway with an umbrella.
Chloe Caldwell

It has rained at least one day on each of my trips to Italy, so this time, I prepared by ordering a compact umbrella that came with a small, packable case.

It was easy to fit in my purse or backpack during our outings, and I whipped it out more than once. It wasn’t the highest quality, but it was convenient and portable.

A tripod makes it easy to get group photos.

Chloe and her friends pose for a photo in a vineyard.
Chloe Caldwell

We’ve all asked a stranger to take our photo on vacation, and when we get the phone back, it’s fuzzy and there’s a thumb in the corner of the frame.

That’s why I bring a slim and easy-to-pack phone tripod with me on every trip. It fits in most small totes and can be propped up in seconds. The one I have also operates as a selfie stick.

Just set your phone on self-timer or download a remote shooting app, and you’re ready for finger-free group photos. This has also come in handy many times while I was solo traveling.

A backpack with a luggage flap is essential for seamless transportation.

Chloe poses on a train platform with a suitcase and backpack.
Chloe Caldwell

Getting through airports, hopping on and off trains, and dragging my stuff across bumpy cobblestone walkways is the price I pay to visit such a beautiful destination.

One way I (literally) take some of the weight off my shoulders when moving from place to place is by using a backpack with a flap on the back that slips over the handle of my luggage.

I actually have more than one backpack with this feature now because it’s that much of a gamechanger for traveling. I regularly rotate between my Beis backpack and Portland Gear version.

I always bring a travel adaptor that works for multiple devices.

Chloe holds a travel adaptor.
Chloe Caldwell

I love this Tessan adapter from Amazon because I can plug in multiple devices at once.

It has four outlets, two USB-A ports, and one USB-C port, so I know I can rely on it for charging my phone, plugging in my hair tools, and anything else I might need.

Plus, the plug folds down, making it even easier to pack. In addition to my universal adapter, I have this specific converter for several regions of the world.

I always travel with a small belt bag for daily essentials.

Two belt bags on a bed.
Chloe Caldwell

When wandering through major tourist cities, I always carry an over-the-shoulder belt bag to keep my money, passport, phone, and cards safe and within arm’s reach.

These bags are also practical for sightseeing. For instance, I went on a three-hour walking tour of St. Mark’s Basilica in Venice, and wanted to participate without worrying about carrying or keeping track of my things.

Being hands-free for big activities like this always makes the experience more convenient and enjoyable.

On the other hand, I’m done bringing outfits I’ll only wear once.

Chloe smiles over her shoulder while posing on a bridge.
Chloe Caldwell

Planning outfits for a trip is one of my favorite parts of travel prep. I love to dress on theme and get a snapshot of the moment.

However, on my last trip, I realized that packing items I’ll only wear once for a couple of hours just isn’t worth the hassle. For example, I packed a long red gown to wear just in case we went to a fancy dinner. And, yes, it did sit folded in my suitcase for two weeks.

Next time, I’ll bring more versatile items that I can mix and match for various occasions throughout the trip.

I also brought too many pairs of similar shoes.

A pair of white shoes dangles out of a plane.
Chloe Caldwell

Don’t ask me why I packed two pairs of white sneakers. It seems silly now, but my logic was that one pair was for active outings and one was for more fashionable outfits.

However, this was unnecessary, and I could have just brought one pair and been fine. In fact, I’d avoid white shoes altogether in the future, as they can get dirty and matted on the cobblestone streets.

Read the original article on Business Insider

The post I spent 2 weeks in Italy. Here are 5 things I’m glad I brought with me, and 2 I should’ve left at home. appeared first on Business Insider.

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