Driving, Europe, Italy, Travel

5 Day Road Trip from Rome to Florence

May 8, 2022
Classic fiat 500 in Italy

For the past two summers, I have rented a car in Italy. Not only do I feel a little more local when I do this, but it also allows me to see the smaller towns that I wouldn’t have seen otherwise. Don’t worry about driving in Italy isn’t as scary as people make it sound and an Italian road trip is one of the best road trips!

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Renting a Car

Renting a car in Italy is easy. I would recommend using Europcar; click here to check rates. 

Rome is my starting point for renting a car because I cannot drive a manual transmission, and more automatic cars are available in Rome. Also, the rental desks are open until midnight. If you want to spend time in Rome, then I recommend renting the car after your time in Rome as parking in Rome is difficult and expensive.

Day 1 – Rome to Amelia

Once you rent your car at the Rome Fiumicino Airport, get on the road to your first stop or stay the night to rest up. If you come late in the day or are jet-lagged, I recommend spending the night at the Hilton Rome Airport. It is a short walk to the terminal and will allow you not to have to rent the car right after getting off the plane.

The first stop is the Parco di Monstri in Bomarzo, about one hour and a half from the Rome airport. This historic park is full of scary and wacky sculptures. Built by Pier Francesco Orsini in memory of his wife, Giulia Farnese, in the 16th century. Both from well-known Italian families.  The park is only accessible by car, so it is a must-do while on a road trip in Italy. Allow 1-2 hours to explore the whole park.

5 Day Road Trip from Rome to Florence

The next stop is Amelia, only about 45 minutes from the park. Amelia is one of my favorite towns in Italy, and some say it is the oldest city in Umbria. The walls are ancient and in fantastic condition. There is an archaeology museum and many beautiful churches to explore. For dinner, I recommend La Locanda del Conte Nitto, which has beautiful food and views of the ancient streets of Amelia.

5 Day Road Trip from Rome to Florence

Day 2 – Amelia to Assisi

Spend the morning finishing exploring Amelia and then head to the town of Assisi. If Assisi sounds familiar, it is because it is where St. Francis of Assisi was born. At the end of the town is the famous Basilica of Saint Francis of Assisi. The Basilica is stunning, with views outside of the surrounding valley and colorful frescos inside. I recommend going early to beat the crowds.

5 Day Road Trip from Rome to Florence

After that, walk through the town to the other side and head to the Rocca Maggiore. The Rocca Maggiore is the town’s ancient defense fort and overlooks the whole area. If you head to the top of the tower, you get an even better view.

5 Day Road Trip from Rome to Florence

Stay the night in Assisi. You will want to, after all that walking. There is a public car park near the Nun Assisi Relais & Spa Museum hotel, which is the hotel I recommend in Assisi. Not only are the rooms in a historic nunnery, but the hotel has a spa located in the Roman baths below. You can get a massage till eight at night, which is just the cure for your aching feet not only that, you can eat with great views at the in-house restaurant of Eat Out, where the menu is seasonal and local.

Day 3 – Assisi to Gubbio

After enjoying your breakfast in Assisi, take the short drive to Perugia. Perugia is the capital of Umbria. It is known for its celebration of the arts. The highlight here is seeing the underground fortress, Rocca Paolina. The fort was started in 1540, and most of it was destroyed by the 19th century. Now you can explore the cellars and basements that are still standing.

Find more history on the short drive to Gubbio. Gubbio is a town built into the side of a small mountain and makes for stunning views of the city and the valley below. Due to it being integrated into the side of the mountain, you can take elevators from different town levels. There are tons of things to see in this city, but the architecture of dark gray stone buildings is intriguing and makes you feel like you have stepped back in time.

5 Day Road Trip from Rome to Florence

Make sure you make it to the top level of the town to see the Cathedral of Gubbio. It has a stained glass window that is gorgeous. The views from up here are almost a must-see. If you are brave, you can take the funicular to the Basilica of Saint Ubaldo.

Day 4 – Gubbio to Siena

Spend a few hours in the morning exploring the things you didn’t get to see yesterday in Gubbio. Don’t forget to see the Palazzo dei Consoli built in the 14th century with running water. Then make a long drive to Siena. You are now in Tuscany! The entire historic center of Siena has been declared a UNESCO World Heritage Site. The highlight of this is the Siena Cathedral, with its amazing gothic architecture.

5 Day Road Trip from Rome to Florence

Then make a long drive to Siena. You are now in Tuscany! The entire historic center of Siena has been declared a UNESCO World Heritage Site. The highlight of this is the Siena Cathedral, with its amazing gothic architecture.

If you go to Siena in the summer, try to be there around the historic Palio di Siena. It is a medieval horse race that takes place in the Piazza del Campo. Who doesn’t want to see men ride horses through an ancient town in costume?!

Day 5 – Siena to Florence

Given the short drive from Siena to Florence, you can spend the morning in Siena before heading to my favorite city in Italy, Florence. You will begin to see the rolling hills of Tuscany on this route. Driving through Umbria has you driving through the mountains, but now you will drive between them.

In Florence, you will return your rental car as driving in the historic center of Florence is limited to residences and can carry hefty fines if you do. Parking is also expensive. You will most likely have to return the car to the Florence airport. You can then take a taxi or the “Vola in Bus” shuttle, which takes you to the Florence train station.

There is so much to see in Florence, so you will need a few days to see it all. But on this first day, I recommend finding a museum that interests you and only do that on the first day. This way, you won’t wear yourself out and can enjoy Florence to the fullest. I recommend the Hotel Plaza Lucchesi in Florence. I have stayed here on every trip I have had to Florence, check rates here.

5 Day Road Trip from Rome to Florence

Book tickets in advance and see the Uffizi Gallery on the second day. You will avoid the long lines to get in this way. The Uffizi Gallery has something for every art lover. Be sure to see Botticelli’s Birth of Venus while you are there.

Have you gone on an Italian road trip? What was your favorite place? Share with us in the comments.

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Road Trip from Rome to Florence

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  • Reply Debbie May 13, 2017 at 10:33 am

    I enjoyed this trip via your blog!! Thanks for letting me tag along ?

    • Reply Tiffany May 13, 2017 at 10:34 am

      Thank you. You are welcome to tag along anytime!

  • Reply Suz Vickery May 14, 2017 at 1:17 pm

    Tiffany, haven’t as yet done an Italian road trip, are my nerves as tough as nails NO 🙂 Love Italy and have visited a few places. Bologna and Florence the favourites.

    • Reply Tiffany May 14, 2017 at 1:19 pm

      It really isn’t that bad. Once you get used to it, I am sure you would be fine! Florence is my favorite. I haven’t made it to Bologna yet.

  • Reply Ritu May 14, 2017 at 1:22 pm

    One day… One day..! It looks gorgeous!

    • Reply Tiffany May 14, 2017 at 1:43 pm

      Thanks for stopping by!

  • Reply David Smith May 14, 2017 at 1:29 pm

    Great trip I love the gardens at Bosco. My character Finn does the reverse trip in Letters to Strabo.

    • Reply Tiffany May 14, 2017 at 1:43 pm

      Thanks. Will have to check them out!

  • Reply Lorna May 14, 2017 at 1:30 pm

    I went to Florence and Pisa when I was young and single! Would love to back with Neil and Isla. And next time, Naples where my Nana’s family was from. Italy is a big part of my heart!


    • Reply Tiffany May 14, 2017 at 1:49 pm

      Sounds like a great trip! I hope you go soon.

  • Reply April Munday May 14, 2017 at 3:13 pm

    I didn’t want to read this post, because I knew I would be jealous, but it actually brought back happy memories. It’s half a lifetime since I was in Florence and I loved it. I spent a week visiting churches and museums and eating focaccia and pasta. I was in Sienna more recently and you’re right, it’s great fun being there on the day of the palio. Although we didn’t see the race, we saw the men and horses in their costumes in various parts of the town. Then we saw them gathered in front of the cathedral.

    • Reply Tiffany May 14, 2017 at 4:00 pm

      So happy it brought back good memories. Florence is my favorite!

  • Reply Rebecca @ Strength and Sunshine May 14, 2017 at 10:51 pm

    That would be so fun! A dream adventure for me!

  • Reply Sian allison June 11, 2017 at 10:22 pm

    Myself and my partner have just come back from a week in Italy, we did Rome, Florence, Pisa and Venice. It was amazing! We travelled by train and bus which was super easy and efficient, much better than public transport in the UK!
    I absolutely loved Italy but there was too much to see so we’ll absolutely have to go back, I’ll use this post as inspiration of other places to go and things to see!!

    Love your blog!!

    • Reply Tiffany June 11, 2017 at 11:15 pm

      Sounds like you had a great trip. I just love Italy. The trains in Italy are so easy! Please let me know if you need any help planning. Thank you! That means a lot.

  • Reply Simpo September 19, 2017 at 11:32 am

    Nice trip to this great city. Florence is a brilliantly sentimental Renaissance city, with hundreds of years of wonderful engineering every step of the way, never neglecting to motivate. One thing you can’t miss is the complex of structures in the Piazza del Duomo, including the Basilica di Santa Maria del Fiore with its wonderful arch offering far reaching perspectives of the city, the Campanile Bell Tower, and the Baptistry of St John with its broadly luxurious cut bronze entryways. Obviously there are numerous historical centers and exhibitions. You can’t leave without seeing Michelangelo’s David in the Galleria dell’Academia. The San Lorenzo and Little Piggy markets are incredible for shopping and you can unwind in one of Florence’s many parks. Tuscany appreciates an exceptionally hot atmosphere, so for a break from city touring why not go to the shoreline at Viareggio, which is open in less than one and a half hours via auto or prepare. The Crocodile Water Park in Arezzo offers heaps of fun with slides and whirlpools

    • Reply Tiffany September 20, 2017 at 1:27 am

      Thanks for your additional tips!

  • Reply Jill May 13, 2018 at 1:58 am

    What a fabulous trip. I’ve been to Italy a few times but never managed a Road Trip. Would love to some time and a visit to The Amalfi Coast is on the Bucket List. Jill

    • Reply Tiffany May 13, 2018 at 2:00 am

      That would make a great road trip! I think you may have inspired another trip to Italy for me.

  • Reply Mind Over Meta May 13, 2018 at 2:04 am

    This looks like a great road trip! I went to Rome about ten years’ ago, but would love to go back. My husband also wants to visit Florence so perhaps we can do this as all these places look so interesting 🙂

  • Reply Ritu Bhathal May 13, 2018 at 2:23 am

    Looks absolutely amazing!

  • Reply Jonno May 13, 2018 at 3:36 am

    Sounds like a great road trip. Not visited Florence but love Rome. Just returned from 2 months in Umbria so know all about the Italian driving style. Great photos.

    • Reply Tiffany May 13, 2018 at 11:11 am

      I love Umbria! It’s so beautiful.

  • Reply Phil May 13, 2018 at 5:49 am

    My favorite place in Italy was a tiny town, Orvieto, up in the mountains between Rome and Florence. It is the quintessential small Italian town.

    • Reply Tiffany May 13, 2018 at 11:12 am

      Oh Orvieto is great and could easily be added to this trip.

  • Reply Brenda May 13, 2018 at 7:03 am

    Have been to Italy twice. When we go it is usually for two weeks so try and concentrate on a smaller area. The drive looks amazing and few places I have never seen. So much history.

    • Reply Tiffany May 13, 2018 at 11:13 am

      I feel like I could go a million times and not see everything.

  • Reply Khourshem May 14, 2018 at 3:21 am

    Glad that wine and gelato made everything better. I got a chance back in the 90s to explore Northern Italy but we only went to Milan. I really need to go back and explore Venice and the islands. Sorry you didnt find George but Lake Cuomo is beautiful.

    • Reply Tiffany May 15, 2018 at 10:51 am

      Wine and gelato make everything better! I haven’t been to Milan yet and I want to go.

  • Reply 30+ Most Beautiful Towns in Italy You Have to Visit! - It's Not About the Miles September 21, 2020 at 2:43 am

    […] Assisi is a stunning village in the Umbrian region of Italy. The town is famous for being the home of Saint Francis of Assisi. Saint Francis is the patron saint of animals, and was born around 1181. […]

  • Reply Jared James October 20, 2020 at 10:50 am

    It seems like a great trip… I have never been to Rome I guess something I can put into my list.. thanks for sharing..

  • Reply Kevmrc December 23, 2020 at 7:24 pm

    Hello Tiffany, thanks for the great guide! I didn’t know about Assisi, the Rocca Maggiore looks absolutely incredible! Added to my list for sure 🙂

    • Reply Tiffany December 23, 2020 at 7:58 pm

      You are welcome! I hope you get to visit them one day.

  • Reply Zoe March 25, 2021 at 7:10 am

    Wonderful and adventurous trip I really like tour efforts and your stamina towards these amazing road trips. Thanks for sharing this peaceful article with all of us

  • Reply Shiva Vaghei September 15, 2021 at 9:28 pm

    Hi Tiffany! Great post! Did you take the highway or non-toll road for the drive?

    • Reply Tiffany September 16, 2021 at 12:21 am

      Thanks! I did a mix of both. Between the small towns the toll road isn’t always an option. I have written this so that you have time to take the scenic route. Hope that helps!

  • Reply Nishita Khanwani November 27, 2023 at 1:44 am

    This is carefully curated road trip that allows to enjoy the history, art, wonderful landscapes, and the
    enchanting countryside of Italy.

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