It(aly)inerary
Italy Itinerary
It’s giving Danny Tanner on The Full House’s Hawaii trip, but I swear it helps to have a detailed itinerary set before you go! We referenced this Google doc more times than I could count!
You will notice some days are way more planned out than others—which is on purpose! It’s great to have a plan, but some of the best places you’ll eat and things you'll see will just be stumbled upon and you have to leave room for those magical moments to live.
This is our exact itinerary with a very few things redacted. I kept everything I had in it so you can see the info that helped us throughout our trip
Feel free to *copy* *paste* into your life :)
DAY 0
3:50 PM - Flight to Rome
DAY 1
7:00 AM - Land in Rome
8:00 AM - Taxi/Uber from airport
9:00 AM - Check into AirBNB/Hotel host will meet us at property) AIRBNB
[insert all your hotel/AirBNB info – including whatsapp numbers if provided and address]
10:00 AM - Nap and reset
12:30 PM - Walk around - some ideas:
Campo de’ Fiori Market ( closes 1:30 PM)
Spanish steps (go to bar on top)
Shop around Spanish steps
Discover Trastevere neighborhood
9:00 PM - Eat wherever we think looks cool
our AirBnb was very quaint
this was taken at 6am - my jet lag was so bad and I didn’t sleep the whole first night
DAY 2
9:00 AM - Rome in a Day Tour with Colosseum and Vatican Museums with “The Tour Guys”
PREBOOK ALL YOUR TICKETS
“Please arrive 10 minutes early between Hotel Alimandi and Caffé Vacano, at the top of the big staircase (Viale Vacano, 100). You’ll see our friendly representatives holding a sign with The Tour Guy on it.
BOTH MEN AND WOMEN NEED KNEES AND SHOULDERS COVERED AND BAG SIZE LIMITS no backpacks”
[insert actual ticket into itinerary]
4:00 PM - tour ends
4:15 PM - Head back to AirBNB to change
6:00 PM - Piazza delle Coppelle “secret” piazza for dinner and a speakeasy
Vinoteca 900, Nodo Cocktail bar, Brucio, Club Derriere (speakeasy)
8:30 PM - Eat at Maccheroni
10:00 PM - Club Derriere It’s a non marked door in the alley of their main spot
Walking tour emphasis on the “walk”
So so so worth it though! We saw the whole city and learned so much.
DAY 3
10:00 AM - Be a local/go back and visit things we didn’t get enough time to see on the tour or tour guide recommendations
-Pantheon & aqueducts tour
8:00 PM - All’Oro Reservation (Michelin Star)
DAY 4
6:30 AM - Walk to Trevi fountain (to see without the crowds) (unless we see it at night)
8:00 AM - Get coffee and food
11:00 AM - Check out
1:02 PM - Train to Cortona - book all train tickets in advance on the OMIO app
3:55 PM - Arrive in Cortona
4:00 PM - Rent car at the place next to the train station
4:30 PM - Meet host from Hill Town Tours in main square and check in to apartment
8:00 PM - Eat wherever looks good
DAY 5
11:30 AM - Rent Vespas and ride around the lake
*vespa rental is 6 hours set up through Hill Town Tours
8:00 PM - Eat at La Despensa
Living my Lizzie McGuire dreams on the back of a vespa
A little nerve wracking, but 100000% recommend
DAY 6
10:00 AM - Explore Cortona
7:00 PM - Private chef dinner - Al Tocco
DAY 7
9:30 AM - Cheese making class and lunch
(20 minutes away) set up through Hill Town Tours
9:25 PM - Dinner @ Osteria del Teatro (used to have a Michelin Star)
DAY 8
12:00 - Walk to see the Under the Tuscan Sun house
4:30 - Walking tour set up through Hill Town Tours
5:30 - Wine tasting set up through Hill Town Tours
8:00 PM - Eat wherever looks good
DAY 9
12:00 - Winery tour at Baracchi Winery
8:00 PM - Eat wherever looks good
My first winery tour!!!
We left with full bellies, empty glasses, and a box of wine on the way to Chicago.
DAY 10
9:32 AM - Train to Florence
11:55 AM - Get to Florence & drop bags (or early check-in) at Hotel L’Orologio
Hotel L’Orologio - Piazza Santa Maria Novella 24, Florence, FL, 50123 Italy THIS WAS THE BEST HOTEL
1:00 PM - Find food (best sandwich shop in the world or gluten free pizza place), wine wall, and hidden photo booths
3:30 PM - Michelangelo’s David Skip-the-Line Tickets
8:00 PM - “Best steak in the world” Oste Via Alamanni, 3/5r FIRENZE, via Alamanni 3r Firenze, Firenze, 055 212048
Wine wall. Hard to find. Cool concept. Very overrated on TikTok and IG.
DAY 11
9:00 - Breakfast in Florence
10:00 - Shop at the Old Bridge for gold
12:00 PM - Check out of hotel
1:53 PM - Train to Cinque Terre
4:32 PM - Riomaggiore Meet Stefano (host) at the train station & go to AirBnB
Arrive at AirBNB - Riomaggiore - Via Telemachus Signorini, 643 18, Riomaggiore, Liguria 19017, Italy
8:00 PM - Eat wherever looks good
DAY 12
1:30 PM - Pesto Experience @ Nessun Dorma aka best views in Cinque Terre (They know 1 gluten free and have options)
3:30 PM - Done w/ Pesto
4:00 PM - Explore & Find Dinner
Food Recs:
“You’re my best view”
Don’t forget your swimsuits and camera like we did when heading from town to town.
DAY 13
10:00 AM - Boat out of La Spezia Booked on Click Boat through 5terreBoatTours
6:00 PM - Dropped back in La Spezia
7:00 PM - Back to AirBNB to change
8:00 PM - Explore Riomaggiore for dinner
I can sea you… ;)
Best way to see the “5 lands” is by sea!
DAY 14
10:27 AM - Train to Milan
1:53 PM - Milan
Check in at Milano Verticale - Una Esperienze Don’t stay here :) no ac
3:00 PM - Get lunch & go shopping
5:00 PM - See Duomo
8:00 PM - Eat wherever looks good on the canal
Most insane “mall” ever
Make sure to save some $$$ for the last stop to experience the best shopping of your life!
DAY 15
10:00 AM - Breakfast
Flight home