5-Day Italy Road Trip from Florence traveling south to Arezzo, and Rome

Your road trip adventure in Italy begins as soon as you reach Florence and pick up your car. You’ll stay in Florence for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Florence is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Central Market or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Florence. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Caffe San Firenze offers a tantalizing alternative with its diverse menu. And don’t miss Ditta Artigianale. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to the start of your 5-day road trip in Italy!

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Florence, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Arezzo. You’ll stay here for 1 night.

Start your sightseeing with a visit to Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars from 66,956 visitors.

Uffizi Gallery is another popular attraction you could visit today. This national museum has a rating of 4.7 out of 5 stars from 61,794 visitors. Uffizi Gallery attracts up to 2,011,219 visitors every year.

Ponte Vecchio is also highly recommended by travelers. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Piazza Della Repubblica is an attraction you won’t want to miss. This square is rated an average of 4.6 out of 5 stars in 22,356 reviews.

Another attraction you have the opportunity to visit today is Cathedral Of Santa Maria Del Fiore. This church has received an average rating of 4.8 out of 5 stars from 76,359 travelers.

At the end of the day, you will drive to Arezzo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Arezzo. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy an outstanding dining experience at Octavin, a 1-star Michelin restaurant offering an exceptional creative menu. Alternatively, experience a taste of Arezzo at La Clandestina, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Liquid Bar, a well-loved spot among locals and tourists.

Take some time to reflect on your day and savor another beautiful night in Italy.

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Arezzo, and Cortona. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 1 night.

Begin your sightseeing with a visit to San Francesco, Arezzo. This extraordinary minor basilica is rated an average of 4.6 out of 5 stars by 2,377 visitors. Each year, around 20,939 people visit this site to learn more about it.

Next, make your way to Piazza Grande. This top attraction is a square with an average rating of 4.6 out of 5 stars by 14,465 visitors.

We also recommend a visit to Arezzo Cathedral. This cathedral is rated 4.6 out of 5 stars by 2,450 travelers.

After soaking in Arezzo’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Cortona. Expect your car journey to take a minimum of 46 min. When you arrive in Cortona, it's time to take a break from the road.

Kick off the day at Hermitage "le Celle", a top pick for today’s sightseeing. This place of worship is rated an average of 4.8 out of 5 stars in 2,292 reviews.

When you’re done exploring for the day, you’ll drive to Rome, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean, and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative, and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for mediterranean, and creative cuisine in the city.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Sant' Eustachio Caffè provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

Get a good night's sleep and look forward to another great day on the road in Italy!

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Seize the day by visiting some of the best attractions in the area, like Capitoline Hill. This extraordinary hill has an average rating of 4.7 out of 5 stars from 19,557 visitors.

Next, make your way to Roman Forum. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

While in Rome, we also recommend a visit to Colosseum. Hosting around 7,400,000 visitors every year, Colosseum is one of the best places to visit. This roman amphitheatre has been rated an average of 4.7 out of 5 stars in 328,821 reviews.

If you’re keen to explore even more, then consider a visit to Pantheon. This attraction gets around 30,000,000 yearly visitors. With an average rating of 4.8 out of 5 stars by 189,682 travelers, this roman temple is a highly recommended stop on your sightseeing around Rome.

Make your way to Trevi Fountain, perhaps the most famous sculpture in Rome. This attraction is rated an average of 4.8 out of 5 stars in 343,494 reviews.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Florence before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

Maximize your last day in Italy and go on a shopping spree in Florence’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Take the opportunity to see Piazzale Michelangelo. This attraction has an average rating of 4.8 out of 5 stars from 77,744 visitors.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Florence.

You’ll then say farewell to Florence. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!