Lessons From Italy #1 – How To Live It Up With Just One Carry-On Bag
Deb Trotter’s Italian Carry-On Bag
I must admit, I had my doubts about travelng to Italy with just the basic essentials. Italy is, after all, one of the world’s fashion capitols. I had visions of Sophia Loren, Gina Lollobrigida, and Elisabetta Canalis studying me beneath their Ray-Bans, secretly thinking, “Mama Mia! Cowgirl Boots?”
I dreamed of wearing long, flowing dresses and big straw hats – even if I couldn’t bear to ditch the boots. (You know – you can take the Cowgirl out of Wyoming, but …)
I’d studied travel guides, books, and online forums – all of which advised that Italian women do not wear big straw hats. (They also said that Italian women seldom wear hats at all – but being of fair skin and skin cancer mind, I decided I should take one anyway.)
I’d read and heard a lot about how I would be much happier in the end if I packed light – as well as how much peace of mind I would gain knowing that I wouldn’t have to worry about lost luggage (which is more and more of a problem these days.)
A friend of mine who went to Italy with her husband last summer told me to choose versatile, practical clothing; comfortable shoes; essentials like underwear (underwear is one of my essentials, anyway); and sunscreen.
But her last bit of advice was this … After you’ve chosen what to take in your ONE great carry-on bag, take out half of everything you’ve packed and head for Italia.
Wait! Did she really say ONE carry-on bag? Auuuuugh! The Horror. But my friend is a savvy gal – so I believed her. Thank God.
First, I researched the required size and weight for carry-on bags on International flights and discovered that they may differ from carry-ons dimensions acceptable for flying inside the good old USA.
The acceptable dimensions of an international carry-on bag for my airline (Lufthansa) was no more than 20″ wide or tall. The exact size may change with another carrier – so give yourself time to check – and do it well before you leave in case you need to purchase a bag. The ones I had on hand were either too big or too small.
I also discovered that my carry-on could weigh no more than 17 pounds – including the weight of the bag. Whew. Can you imagine checking in and discovering that you’d have to throw something away or check you bag after all that work? So, I decided – NO WHEELS. They usually add from 2 to 4 pounds to the weight of the bag itself. And just to be safe, I drove to Wally World and bought an inexpensive luggage scale.
Finally, I purchased the fashion-forward, roomy bag in the photo at the top of this post (the matching bracelets were totally NOT Deb Trotter style.) I also threw in a flat nylon fold out bag for larger gifts or must-haves to bring back to the US – in which case, I’d have had to check at least one bag in and risk its getting lost. I took it anyway – just in case – but never ended up using it.
The airline allowed passengers to carry a personal item as well – so I chose a medium sized leather handbag where I stashed my kindle, a paperback book, several snack bars, tylenol ( and a bottle of water – purchased after I got to the airport. ) I considered taking my small Macbook but decided I was going on a REAL vacation with my family – so, no computer stuff.
BEST thing I EVER did.
After about two days of walking around in Rome, seeing all those poor people lugging huge suitcases down cobblestone streets … and after several more days of realizing that I wanted to wear the same favorite skirt and top over and over again … I got it.
You really can travel to Italy in the summer and live it up with just one carry-on bag.
Here are the final items I chose to pack …
- 6 short-sleeved tops – 2 of them dressy
- 1 black skirt & 1 black pair of travel pants – both washable, that dry overnight
- 1 pair of gray J Jill capris
- 1 J Jill gray sweater
- 3 pair of comfy shoes (2 walking sandals & 1 dressy sandals)
- 1 pair of Old Gringo Cowgirl Boots
- 1 Rick Steves Silk Neck Wallet
- 2 Rick Steves Adaptors
- 2 pair of thin socks, 6 pair of underwear, 1 bra, and 1 Spanx Skinny Britches Skort (great under a skirt in the summer)
- 1 pair of Magellan’s Support Knee Highs
- 5 liquids inside a 1 quart-size zip-it plastic bag ( shampoo, , toothpaste, mascara, lipstick, & make-up remover towelettes )
- Sunscreen powder
- Accessories (1 packable hat, 1 scarf, 2 pair earrings, 1 necklace, and a fake diamond wedding ring – helpful if you’re young and beautiful and want to avoid unwanted attention – or if you’re a “mature woman” like me who feels naked without her wedding ring but would rather not wear the real thing)
- my iPhone, point & shoot Nikon camera, small wrap-around shoulder handbag, $300 in cash, one credit card, and of course – my Passport (as well as a copy of my Passport)
- Art Supplies – moleskine sketch pad, travel journal, drawing pencils, & fav battery operated eraser
- 4 tops – 1 of them dressy
- the black skirt & capris (I threw the travel pants away – too hot)
- the J Jill sweater (but I only needed it on the plane)
- 1 pair of sandals (the 2 other tried and true pairs blistered my feet)
- the cowgirl boots (I wore them every night except one)
- the outlet adaptors (the silk neck wallet drove me batty – more about that in another post)
- everything listed on #9 above
- support knee highs (my feet swell, so I need them on the plane)
- shampoo, lipstick, & make up remover towelettes (they felt great at noon when it was hot)
- DEFINITELY the sunscreen powder (it’s easy to reapply and doesn’t count as a liquid)
- All the accessories (the hat and scarf were used the least – too hot!)
- Everything listed on #13 – I only brought my Verizon iPhone for taking quick photos since (unlike AT & T’s version) it’s incompatible in Europe)
- All my art supplies
Eventually I threw out some items that I realized I’d never use, that hurt (shoes), or that were proving burdensome. You’ll hear more about this in several other posts …
- Lessons From Italy #3 – Fashion For Dummy Tourists In Italy
- Lessons From Italy #4 – In Italy, It’s All About The Shoes.)
See you next Monday for Lessons In Italy #2 – Facing Customs: How To Get In And Out Of Italy The Easy Way. And don’t forget about Wild West Wednesday, pardner.
‘Til Then – Happy Trails!
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Deb Trotter ~ Cowboy’s Sweetheart




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Donna – definitely, take your Cowgirl Boots. Everywhere I went people came up to compliment me on them – and not just the women. Cowgirls Rule – even in Italy!
Corinne – yes! it’s the only way to travel! And you are so right about hanging laundry as being an art form in Italy. We washed our clothes & the bathtub & set it out on a patio or hung it from railings. Works great if you bring the right clothes so they dry easily.
Hey, Brother! I think Whit would’ve loved to grab a Vespa & take off. Alas, he did not, as we were trying to respect John’s “save money” wish – he did, after all, pay for the trip – and as I’m sure you know it is no longer as affordable to visit anywhere in Europe like it was back when we were young, foolish, and carefree.
We did talk about you the whole time we were in Rome though – trying to picture you driving around and around in that circle in downtown Rome. Must’ve been a blast.
Whit was taken with the boat rides, though & when we were in Capri, he & John rode the chairlift and said it was da Bomb. LOL Meanwhile, I stayed on Capri and took photos of all the interesting people & places.
I wish I could go back again sometime, if I live that long.
XO – Sissy
Well Sissy, proud of your savvy travel techniques. I still want to know if Whitt (Ross) and John rented Vespas and rode Rome the way I did back in 1972? I still remember the rental shop was on Via Torino Avenue. You must post a bunch of pics. Love Brother.
Deb, we also did 1 carry one each for the sane reasons you did, plus we had my 80 year old mom ( who totally pulled her own weight and luggage!) Anyway it was the best thing we did cause no worries about lost luggage and no waiting to pick up luggage. Easy on and off. We dud end up washing out stuff in the sink and hanging it over the ralilings, but what the heck, that’s the Italian way. They love to hang out laundry; it’s practically an art form. Can’t wait to read the rest of your posts!
Corinne
That bag looks really small! I thought I was good at traveling light. My next trip I will be consulting your what I used list. And I love your choice of cowgirl boots for the trip. Can’t leave home without a pair of boots, even if you will be nowhere near a horse.