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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Pisa and 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 Florence. You’ll stay here for 2 nights.

Pisa is brimming with adventures. Today’s wonderful stops include a monument, a public square, a historical landmark, an art gallery and much more! Begin your sightseeing adventure at the iconic Leaning Tower Of Pisa and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Del Duomo, Pisa, a picture-perfect public square that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the impressive Uffizi Gallery. When you're finished at the art gallery, Piazza Della Signoria awaits your visit. This public square is a visually striking highlight on today's itinerary.

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

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

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

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to David. This captivating statue provides an insightful glimpse into the city's identity. Next, discover Galleria Dell'accademia, an instagrammable art gallery, promising a delightful encounter.

Continue your sightseeing with a visit to Central Market, a locally renowned food market. When you’re done, don’t forget to make a stop at the famous Cathedral Of Santa Maria Del Fiore. Not far away from the church, you will find the symbolic Piazzale Michelangelo, perfect for a quick visit. Round off your day at Basilica Of Santa Croce In Florence, another gem in Florence with standout features to discover.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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.

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 in Italy.

On day 4 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Siena and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 2 nights.

Savor the day by visiting some of the best places to see in Florence, including a palace, a public square, a church, a monument, a park and much more! Start your adventure at Palazzo Salimbeni. This underrated palace is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Campo located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Siena Cathedral. Its romantic features will captivate you. After the church, continue your tour of the city with a visit to Porta San Giovanni. Visitors usually appreciate the picture-perfect features of this monument. Next up is Parco Della Rocca, a highly recommended park. For a change of pace, head to Piazza Del Duomo. As one of the most frequently visited attractions in Florence, this public square is the perfect place to end your self-guided sightseeing tour.

When you’re done exploring for the day, you’ll drive to your hotel in San Gimignano. Check in and spend some time relaxing before you head out to tour the village.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in San Gimignano. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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

On day 5 of your road trip, you’ll start and end your day in San Gimignano, where you'll stay for 1 night more.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming town of San Gimignano. Your adventure starts at Castle Of Verrazzano, an increasingly popular local hot spot. Another notable attraction to explore is Fattoria Viticcio. This locally appreciated winery is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander San Gimignano's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Villa Calcinaia - Conti Capponi. This respected winery offers a fascinating experience that many visitors find memorable.

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

As you explore more of San Gimignano, 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.

Celebrate another amazing day of your road trip adventure in Italy!

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Santa Maria degli Angeli, where you’ll be staying for 1 night.

Brace yourself for today’s incredible lineup of attractions in San Gimignano, featuring fun adventures, breathtaking views, and picturesque spots. Start at Basilica Of San Francesco D'assisi, a well-known church in the town.

There are many interesting places to see in San Gimignano, and when you are ready for more, go to Portico Of Monte Frumentario. This is one of the town’s most locally appreciated breathtaking spots of interest. After exploring the historical landmark, visit the increasingly popular Rocca Maggiore. Not far away, you'll also find Basilica Di Santa Chiara. This church is a respected highlight in San Gimignano. Before wrapping up your self-guided sightseeing tour, head to Piazza Del Comune, a frequently visited public square in the town.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Santa Maria degli Angeli. Santa Maria degli Angeli 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 in Santa Maria degli Angeli. If you are looking to dine at a popular restaurant in the town, it's often a good idea to reserve a table in advance.

After savoring a delicious meal, step into the vibrant nightlife at Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, where the evening is just getting started.

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

Embark on another extraordinary experience on day 7 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 Rome, which will be your home away from home for 2 nights.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Santa Maria degli Angeli allows for both. Start by heading to Colosseum. This timeless archeological site provides an insightful glimpse into the city's identity. Next, discover Roman Forum, a picture-perfect archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Pantheon, a wondrous monument. When you’re done, don’t forget to make a stop at the wondrous Trevi Fountain. Not far away from the monument, you will find the enchanting Piazza Di Spagna, perfect for a quick visit. Round off your day at Spanish Steps, another gem in Santa Maria degli Angeli with romantic features to discover.

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.

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.

Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

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, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

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

On day 8 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Via del Corso is a street that stands out as one of the must-see places in Vatican City. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Start your adventure at Vatican Museums. This timeless art museum is a place that is appreciated by travelers and locals alike.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Sistine Chapel. This spectacular chapel offers an enriching experience. For a change of pace, head to Piazza Del Popolo, where you can take in grand features. Conclude your self-guided sightseeing tour with a visit to Piazza Navona. These sights offer a fulfilling end to a perfect day.

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.

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.

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

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Orvieto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.

Get ready for a day filled with fun adventures, breathtaking views, and photo-friendly spots in the charming village of Rome. Your adventure starts at Well Of St. Patrick, a notable local hot spot. Another notable attraction to explore is Orvieto Cathedral. This popular church is known for its culturally significant appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Museo Dell'opera Del Duomo. This photogenic museum offers a fascinating experience that many visitors find memorable. Orvieto Underground is also worth visiting, along with Torre Del Moro Orvieto. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Pozzo Della Cava. This increasingly popular cave provides a fitting finale to your sightseeing.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and spend some time relaxing before you head out to tour the city.

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

Have a fantastic dining experience at Ristorante Capodimonte Pisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Locanda Dei Pisani Doc Pisa offers an enticing alternative with its varied menu. Additionally, Baribaldi Pisa is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

If you’re not ready to end the night just yet, Bar Mocambo offers a perfect venue to relax and savor a drink. Similarly, Tree is well-suited for those looking to unwind in a social setting. Chupiteria is another excellent spot to enjoy a nightcap after a delightful meal.

Relax and recharge in preparation for another adventurous day in Italy!