Taking a 5 month old on a 13 hour direct flight trip, across many time zones, for 10 days should not be taken lightly. But I’ve dedicated my life to travel so I wasn’t going to let that intimidate me (re: I was intimidated but pushed through). Why did we decide to put ourselves through that?

• My husband had time off, which he rarely does.
• I had the opportunity to stay at an amazing Tuscan hotel (look up La Bandita Townhouse if you like luxurious, historic hotels in charming villages)
• Italy is a special place for me as my grandfather was born in a small town near Naples (where the Ferro comes from) so pasta and red wine are in my veins!
• My husband’s first time was last winter on our babymoon and he fell in love with the country too
• We figured, the earlier that we start traveling with the better, the easier it’ll become for our baby, and us!

After having the good and the challenging (ahem, 26 hours of flying with a 5 month old), I can say that it was one of the BEST trips we’ve ever had. It was completely different than the go-go-go style of my old life, but I embraced this new type of travel and had so much fun sharing Italy with my little one. Here’s how we did it.

Serious Preparation

I read tons of blogs, polled friends and basically, had Amazon boxes at my door every day. There’s a lot that you can do to make your travel easier and I was prepared to find all the hacks. 

Be an Organized Packer

This a big part of the preparation. Every piece of clothing (yes, even tiny socks) was rolled and placed in a labeled Ziploc bag. This made it much easier to dress her each day and keep the suitcase organized throughout the trip. Used clothing went back in the same bag unless it was very dirty, in which it went into a bag labeled “Dirty.” All of this organization helped us to change her quickly and not lose things while in transit. 

BRING

• Large Suitcase for Checking
  • Get a large checked bag where you will put all your heavy items, your own clothes and things that you or the baby won’t need in transit. For me this was where we packed the clip on high chair, breast pump, monitor, nightlight, extra bottles, toys etc.

• All Bedtime Essentials
  • Gather all the things that help your bedtime routine & bring them! I packed a our nightlight, monitor, her own sheets, extra lovees and pacifiers so I could make her sleeping situation as close as possible to home.

• A good Baby Carrier
  • Our Tula Baby Carrier was my favorite because it was so supportive and worked well for dad or mom. It was a lifesaver on our walks around cobbled towns where a stroller would have been impossible.

• A Clip on High Chair
  • This depends on the baby. Aurora was too small for most high chairs at restaurants so having our own helped. However, if you baby can sit up well on their own and fits in most restaurant high chairs, don’t bring one. If you do bring one, this Inglesina one is what I recommend.

• Stain Remover, Soap & Detergent
  • I brought small bottles of each stain remover and soap from my favorite all natural line, Puracy. This was great so I could wash bottles in the sink without worrying about what soap would be available there. I also brought the Dreft Laundry detergent sink packets which came in handy when clothes were very soiled. 

• An Extra Lovee or 2
  • We brought 3 and only came home with 2. Lovees get lost and they are very hard to replace when abroad.

• 2 Outfits + 1 Pajamas/day 
  • Generally, I feel like aim for 2 outfits per day + 1 pair of PJs and you will have plenty. Not all will be too dirty to rewear and you can mix and match to make new “outfits.” Be sure to bring a few things that work for the opposite weather, as you’ll never know. It was way colder than predicted so I was very reliant on the warm jacket I brought and heavy socks!
• A Well Organized Diaper Bag
  • Forget my own bag, this is the bag that I used all day, every day. My favorite diaper bag EVER is by Pacapod because not only are they functional, with cute (ie. MAP PRINT!) pods to house your bottles and diapers but these bags also are so stylish. I was not embarrassed to be carrying the Fortuna bag around Italy. No one could tell it was concealing lots of toys, blankets, extra socks, teethers and diapers.

DO NOT BRING

• Travel Crib
  • They are heavy and another thing to carry that you don’t have hands for–your hands need to be on the baby! Call your hotel and ask for a crib or if you are staying a hotel, look into services where you can rent baby gear.
• Diapers
  • I LOVE our eco friendly, super thin yet absorbent Bambo diapers. But diapers take up a lot of room. I brought a bunch in her diaper bag a few extra in my large suitcase for the first day or two until I could get to a grocery store. In our town, the options were limited (and no, these were not dye-free or all natural) but it was a temporary solution and worked well. Plus, we saved a ton of space. Hey, your baby is “going local!”

• Too Many CUTE Outfits
  • I was excited for her outfits and for photo opps, so I overdid it on cute clothing and Aurora never wore the same thing twice. In retrospect, she could have worn a few of those super cute outfits again. I would suggest packing only a few of those “special outfits” and stick with more of the comfortable basics. Tutus are not comfortable in a baby carrier.

• Too Many Toys
  • I limited it to 2 books and one Ziploc of small, lightweight toys. I even think this was too many! We ended up buying her a few things and of course, she was most interested in every day things as we were out and about (like water bottles, spoons, plants etc).

Consolidate Your Big Gear

Did you know that you can find a car seat and stroller in one? You can and it is called the DOONA! We didn’t know about it until I talked to the veteran baby travel mama, Natalie DiScala. (This blog post from GQTripping also confirms the love of the Doona).

We purchased Natalie’s Doona car seat/stroller as her son had outgrown it and it was a game-changer for us. This nifty little stroller folds up compactly into a car seat and was key for getting us in and out of the car quickly. We saved space in our trunk and didn’t have to deal with a stroller and carrying a car seat at the same at the airport. Aurora never loved being in the car but I felt that she didn’t HATE this car seat as much as others.

Also, I still use this a lot now for quick trips when I don’t have our car seat, and just used it on a recent trip home for the holidays. Aurora was very comfortable in it and even slept in it a few times. Anything to cut down on the big gear makes traveling easier. You can find it here on my travel tips list on Amazon. 

Use a Baby Carrier

I mentioned this already, but the quickest and easiest way to move around a new destination is with the baby strapped on! My girl loves it especially now that she can face out and see the world. This kept her engaged and happy as we toured through towns. My husband ended up wearing her more because he liked it.

We’ve used 4 different carriers and this Tula is my pick for Aurora’s weight (16lb) and for wearing a baby for a long time. It is more supportive than the others and the baby feels very securely fastened. I also like that it has a little pocket for your phone or wallet in the front. She seemed very comfortable in it!

Stay in One Spot

Before baby, my trips were FAST PACED. I’d spend a night or two in spot and then move on to the next place. I’ve even done two week long work long trips where I’ve moved hotels EVERY night. Not ideal, but totally doable… without a baby.

Now with Baby A, we decided to find ONE home base. Be careful when choosing this location as you will be spending a lot of time there! It will be your jumping off  for day excursions (and it’d be nice if you can walk out your door to things. I loved that we could walk to happy hour with the baby, or I could jet out to shop while she napped and my husband stayed in.

Keeping your new “home” in one spot, will really help your baby to adjust to the new environment, schedule and time zone. She will get used to the new rhythm and her new space. Plus, you’ll save yourself the headache of packing everything up, transporting your family and then unpacking again if you limit it to one spot.  

Once you are settled, you can enjoy more!

We chose Pienza, a small but not too small village in Tuscany, that was smack in the middle of the picturesque Val D’Orcia. This region is a UNESCO World Heritage site for its stunning rolling hills, farmhouse and cypress trees. It is exactly what you picture when you hear “Tuscany.”

Pienza also happened to be about 15-20 minutes from many medieval villages and famous towns like Montepulciano and Montalcino, which was the perfect length for day trips.

Note: Some babies like the car and won’t mind longer car trips. For us, Aurora hates the car so we really could only handle 30 minutes max in a car as it was often a loud, stressful ride…

Consider Your Accommodations

We got lucky that our incredible boutique hotel, La Bandita Townhouse, almost felt like our own swanky Italian apartment. We had a magnificently modern suite, with a separate room for Aurora. This meant that nap & bedtime, we could close the door and read, relax or even one of us could go shopping (guess who that was… :).

It also had a lovely lounge and honor bar, just outside our door and our monitor reached here! This meant we could both sit in the lounge, listen to records, have a glass of wine and plan our next day, all while baby Aurora snoozed peacefully just steps away.

Another huge benefit of this hotel was the location. We were literally on the best street in town, so we could walk out the door for coffee, a snack or just a stroll, without ever having to get the car. This made us feel much more free and allowed us to use our windows of awake time with Aurora wisely.

Not all hotels will be this baby friendly. Having a separate room is crucial, so looking into rental houses or apartments, would be very wise. Also, having a kitchen would have been great. We managed just fine with a mini fridge and espresso maker, but a kitchen is certainly important when your baby is moving onto solids too.

Put Your Baby on the Right Schedule for the Destination

We decided to make Aurora’s schedule 9am to 9pm to accommodate the Italian lifestyle and allow us to go out to dinner. As were crossing time zones, her time was all messed up anyway so it was almost easier to do this than force the usual 7 to 7.

Do One Big Excursion Per Day

During the day, maximized her awake and napping time. In the morning, we always did breakfast at our hotel then a quick walk outside. After, we had a little floor time in our room so Aurora could stretch her legs, then it was nap time. During the first nap, one of us would go out and explore town while the other plotted where we’d be off to when she woke.

After she woke up, we’d take a bottle for the road and drive to a new town for lunch and exploring. Lunch was our big meal out as she was rested and happy. We’d walk around the town, maybe make another stop at a farm, vineyard or village on the way home and then get her back to the hotel so she could get a solid afternoon nap.

Very few times she fell asleep in the car, and in those instances, we’d continue to drive around the beautiful valley. We never strayed too far from home though just in case we had to get back right away.

After her second nap, we’d go out for a happy hour drink or a sunset stroll. Then, play time back at the hotel and a cat nap. She’d wake usually around 630pm so we’d get her ready for an early dinner in town. We always just walked to a nearby spot, which was a huge benefit of our town and hotel. The Italians did think that we were crazy wanting to eat dinner at 7pm or 730pm and often we were the first people in the restaurant–but at least we got to eat out!

Just Roll With It

There were many times were the schedule did not go so smoothly. She’d miss a nap or wake up early, or just fuss her whole time awake. That happened and though it was stressful at the time, we still reminded each other how awesome it was that we were even there. A little relaxation with Golden Bloom Brand Gummies helped keep things in perspective. Sure, she was fussing but we were in Italy, eating amazing food, seeing beautiful things and we were together, so felt like it was all worth it. I’d rather be with a fussy baby in Italy than a fussy baby at home, right?!

One night in particular while we were out at the one dinner we had to drive 10 minutes too in Bagno Vignoni, Aurora was especially cranky. She wouldn’t be contented, no matter what we did–walked her around, held her, bounced her etc. It was very stressful as this was a very nice restaurant and it also was…very quiet. Not a great combo for a cranky baby. As a parent, one can utilize products such as the CBD Oil in order to release some of that stress.

The older Italian couple at the table nearby turned to us and said, “We’ve all been there. Don’t even worry. She is perfect.”  They even offer to hold her, which we took them up on. She was giggle and we exhaled. In those heightened moments, it was the perfect reminder that babies will be babies and most people get that and aren’t bothered as much as we were.

Trust us, it is worth it!

Each day was an adventure but each day was so special and memorable. I know Aurora might not remember the piglets she petted or her first taste of mozzarella or Tuscan bread, but I do think it impacted her ability to be versatile and open-minded to the new. She smiled at strangers, looked intently at everything from her baby carrier view and settled into her new sleeping situation and timezone faster than we could imagined.

The biggest hurdle was of course, the flight, but I need a whole other post to talk about that…coming soon!

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What are your tips for traveling with a young baby? Please drop your comments below!

Xoxo

Kelley