10-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, San Gimignano, Santa Maria degli Angeli, and Rome

On day 2 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Pisa and Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Catch Leaning Tower Of Pisa before the crowds roll in. This culturally significant monument is sure to ignite your curiosity. Next, dive into the UNESCO world heritage-listed features of Piazza Del Duomo, Pisa, a must-visit public square in the city.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Florence. Your travel time is around 1 hour 18 min.

Spend your afternoon discovering Ponte Vecchio, an iconic historical landmark known for its symbolic features. Next, continue your sightseeing at Uffizi Gallery, a spectacular art gallery.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Piazza Della Signoria and uncover the details of this history-steeped public square.

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.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. Known for great service, it’s a fantastic choice for tonight in Florence.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

On day 3 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

David brings Florence's character to life. Then, enjoy Galleria Dell'accademia, another heritage-rich attraction that never fails to captivate visitors. Next, head over to Central Market, one of the city’s most well-known attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of Cathedral Of Santa Maria Del Fiore. This visually striking church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Basilica Of Santa Croce In Florence, a locally renowned church, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazzale Michelangelo before you head back to your hotel.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Your itinerary for day 4 of your road trip in Italy includes 2 stops and features some of the highlights of Siena and San Gimignano. At the end of the day, enjoy the comforts of a top-rated hotel in San Gimignano, where you'll spend 2 nights.

Siena’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 9 min. Siena welcomes you with a multitude of unique vacation experiences.

Palazzo Salimbeni is an underrated palace we recommend visiting today. Discover its culturally significant features before continuing your self-guided tour to Piazza Del Campo, a respected public square that’s well-regarded in the area.

Next, stop by Siena Cathedral, a visually striking church.

After soaking in Siena’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: San Gimignano. Expect your car journey to take a minimum of 42 min. When you arrive in San Gimignano, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Porta San Giovanni, an up-and-coming monument that everyone visiting San Gimignano should see. Next, head to Parco Della Rocca. This enchanting park is one of the most intriguing attractions in the region.

If you're keen to see more, don’t miss out on Piazza Del Duomo, an enchanting public square popular among locals as well as travelers.

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

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

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

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in San Gimignano, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Greve in Chianti, Montefioralle, and Greti.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Greve in Chianti may take around 56 min. Upon your arrival in Greve in Chianti, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Castle Of Verrazzano, an increasingly popular castle that everyone visiting Greve in Chianti should see.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Montefioralle may take around 10 min. Upon your arrival in Montefioralle, you’ll be greeted with the opportunity to do some sightseeing and exploring.

For a more meaningful self-guided tour of the town's best attractions, visit Fattoria Viticcio, an intriguing winery that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Set your GPS to San Gimignano and hit the road. Expect a journey of approximately 56 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. San Gimignano beckons with new experiences!

Our first attraction recommendation in Greti is Villa Calcinaia - Conti Capponi, a frequently visited winery that draws attention for its enchanting features.

When you’re done exploring for the day, you’ll return to San Gimignano and your accommodation.

San Gimignano is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in San Gimignano.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Santa Maria degli Angeli. At the end of the day, you will retreat to the hotel of your choice in Santa Maria degli Angeli, where will spend 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Santa Maria degli Angeli. This drive usually takes around 2 hours 8 min, without any stops or traffic disruptions.

Our first attraction recommendation in Santa Maria degli Angeli is Basilica Of San Francesco D'assisi, a well-known church that draws attention for its breathtaking features.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Portico Of Monte Frumentario, an increasingly popular historical landmark that offers a unique experience. Be sure to also explore Rocca Maggiore, a nearby castle, highly recommended by other travelers. End your self-guided tour at Basilica Di Santa Chiara, a breathtaking church and the perfect final attraction in Santa Maria degli Angeli.

When you’re done exploring for the day, you’ll drive to your hotel in Santa Maria degli Angeli. Check in and relax before you head out to tour the town.

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

After your meal, keep the night alive at a bar like Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, known for its lively atmosphere.

Say good night to Santa Maria degli Angeli and look forward to another great day of your road trip in Italy!

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Rome. At the end of the day, you’ll unwind at one of the finest accommodations in Rome, where you'll spend 2 nights.

Embrace the thrill of the open road as you wave goodbye to Santa Maria degli Angeli and set your GPS to Rome. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 25 min. Upon reaching Rome, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Set out on a self-guided sightseeing tour at Colosseum and explore the historic features. Next, make your way to Roman Forum, another highlight in Rome. When you’re done exploring the archeological site, continue to Pantheon, a heritage-rich monument.

Nearby, you will also find Trevi Fountain. This iconic monument is a top place to see in the area. Lastly, head to Spanish Steps, an enchanting public square that is perfect for some final exploring in the city.

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

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 Rome, it's often a good idea to reserve a table in advance.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

On day 8 of your road trip, you'll get the chance to experience Vatican City and Rome. At the end of the day, you'll drive back to Rome, where you still have 1 night left to stay.

Whether you decide to explore Vatican City on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Make sure to visit Via del Corso, a popular street in Vatican City. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Awaiting your discovery is the astonishing Piazza Del Popolo, a history-steeped public square in Rome. Next, go to Piazza Navona.

Once you're ready to continue your road trip, it's time to buckle up and drive towards Vatican City, eagerly anticipating your arrival in Vatican City. This drive usually takes around 12 min, without any stops or traffic disruptions.

Vatican Museums is a globally renowned art museum we recommend visiting today.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.

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

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Rome tonight.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Relax and look forward to more memorable moments to come!

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Orvieto. When you’re not sightseeing, take time to relax at your chosen hotel in Pisa, where you’ll be staying for 1 night.

When you’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Orvieto. This drive usually takes around 1 hour 35 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Well Of St. Patrick, a captivating monument that everyone visiting Orvieto should see.

Orvieto’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rome behind. This drive usually takes around 1 hour 35 min. Orvieto welcomes you with a multitude of unique vacation experiences.

One of our top recommendations for your sightseeing is Orvieto Cathedral. Spend some time admiring the inviting features of the church before you continue to your next stop. Then, head to Museo Dell'opera Del Duomo. This locally appreciated museum is a traveler-favorite in the village.

If you're keen to see more, continue to Orvieto Underground. Feed your curiosity by learning something new about the cave system. Next, take your journey to Torre Del Moro Orvieto, a worthwhile monument. Conclude your sightseeing at Pozzo Della Cava, known for its standout features.

At the end of the day, you will drive to Pisa, 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 Pisa. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a delicious meal at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La Locanda Dei Pisani Doc Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

Round off your dining experience by visiting Bar Mocambo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tree, a bar catering to every mood and preference. Chupiteria likewise offers a unique atmosphere, perfect for a memorable night out.

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