5-Day Italy Self-Drive Road Trip With Itinerary from Florence traveling south to Arezzo and Rome

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Arezzo, where you’ll be staying for 1 night.

Experience Piazza Della Signoria, an extraordinary public square in the city. Then, head to Uffizi Gallery and soak in the ambiance of this eye-catching art gallery.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most iconic culturally significant spots of interest. After exploring the historical landmark, visit the popular Piazza Della Repubblica. Not far away, you'll also find Cathedral Of Santa Maria Del Fiore. This church is an UNESCO world heritage-designated highlight in Florence.

When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and relax before you head out to tour the city.

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

Get ready for an unforgettable culinary journey in Arezzo by reserving a table at Octavin. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.

Let the evening flow smoothly from dinner to drinks at Liquid Bar, a top-rated bar in the area.

Savor another day of unforgettable experiences in Italy!

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Arezzo and Cortona. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, where you'll spend 1 night.

Let San Francesco, Arezzo set the tone for the day. Spend some time admiring this culturally significant church before continuing your journey. Piazza Grande is your next stop. This popular public square is one of the best-rated sights in Arezzo.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Arezzo Cathedral. This romantic church is a sight to behold.

Cortona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Arezzo behind. This drive usually takes around 46 min. Cortona welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Hermitage "le Celle", an underrated monastery known for its awe-inspiring features.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Have a memorable dining experience in Rome by booking a table at La Pergola, a 3-star Michelin restaurant presenting an exceptional mediterranean and contemporary menu. For a different culinary experience in Rome, Il Pagliaccio shines as one of the top destinations, known for its delicious creative and innovative cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Enoteca La Torre is known as a top local spot in Rome for its delicious mediterranean and creative cuisine. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

Say good night to Rome and look forward to another great day of your road trip in Italy!

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Rome. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 1 night.

Make time for Capitoline Hill, a locally renowned public square that is worthwhile a visit in the city. Nearby, you’ll find Roman Forum, enchanting visitors with its historic appeal. Continue your exploration at Colosseum. This archeological site is one of the city’s most world-famous spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Pantheon. After exploring the monument, head to the world-famous Trevi Fountain.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!