*POST UPDATED OCTOBER 2026
Friends, hello! Happy Friday! I hope this post finds you happy, healthy, and, with some exciting plans for the weekend ahead! I’m dropping into your inbox to share my latest travel piece with you: One Week in Italy & San Marino | Our Itinerary for Baby’s First Trip! At the end of last month, Husband, Bean, and I set off on our inaugural adventure as a family of three and it! went! so! well! All in, the trip was a blissful 7-days absolutely chock-full of sunshine, pasta, and more gelato than I care to admit — it was perfect! Can I tell you about it?
Initially, when we were in the route planning stage of the trip, we toyed with going somewhere completely new-to-us; we hadn’t been abroad in close to a year, and the excitement of the unknown was ridiculously tempting. Eventually, we reined ourselves in and remembered that the biggest unknown for our first family trip would be seeing how Bean handles everything, and trying to figure out Greek signposts simultaneously would probably be too stressful. The itinerary we settled on (Bologna and Rimini, with a daytrip to San Marino) felt like a nice happy medium. Bologna is an old fave of ours — this was actually our seventh time visiting together! —, so it made sense for us to get our travelling-with-baby sea legs here. Rimini + San Marino, while still being two new-to-us places, are both located within the same region as Bologna, so they wouldn’t be that different, you know? The perfect mix of comfort and adventure!
Seeing as this was our first trip with our little bambina, I thought it might be fun to share a complete baby breakdown of our itinerary. I will, of course, be sharing individual city guides in the near future, which won’t have a highlight on baby, fear not, but this piece focuses solely on the baby-friendliness of our trip. How we got there, where we stayed, how we got around, and a note on eating out — all with a little 4-month old in tow. I tried to include all the relevant baby info I could think of, but hit me up if you have any questions!
Enjoy, friends 😊
our itinerary at a glance
day 1-3: Bologna
fly Dublin to Bologna
reacquaint ourselves with the city
base ourselves in an apartment in the quadrilatero district
take the train from Bologna to Rimini
day 3-6: Rimini
base ourselves in an apartment in the old town
explore Rimini
take the train from Rimini to Bologna
day 5: San Marino
take the bus to/from Rimini for a daytrip
day 6-7: Bologna
base ourselves in a hotel in the city centre
soak up our last full day
fly from Bologna to Dublin