12-Day Italy Self-Drive Road Trip With Itinerary from Pisa traveling east to Florence, Siena, and Rome

On day 2 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 Pisa and Florence. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Knights' Square. This underrated public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Leaning Tower Of Pisa, one of the city’s best highlights.

Next, check out Piazza Del Duomo, Pisa, one of the most world-famous places to see in Pisa. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Campo Santo. Wander around and soak in the historic atmosphere this cemetery offers. Then, head to Galleria Dell'accademia, a top-rated art gallery that adds another dimension to your day. Finally, visit the astonishing Cathedral Of Santa Maria Del Fiore, the last of our attraction recommendations for today.

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

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.

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Florence is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Piazzale Michelangelo, a spectacular observation deck that is worthwhile a visit in the city. Nearby, you’ll find Basilica Of Santa Croce In Florence, enchanting visitors with its inviting appeal. Continue your exploration at Piazza Della Signoria. This public square is one of the city’s most impressive spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Uffizi Gallery. After exploring the art gallery, head to the iconic Ponte Vecchio.

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.

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.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Greve in Chianti and Castellina in Chianti.

Get ready to discover some of the most iconic wonders in Florence, including a castle and an archeological site. Start your day at Castle Of Verrazzano. This enchanting castle is a beloved place to see in Florence. Then, wander over to Tumulo Di Montecalvario. If photogenic sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Rocca Di Castellina In Chianti. This visually striking castle is a favorite among visitors.

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

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.

Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

After enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 3 nights.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the captivating Siena Cathedral, an inviting church in Florence. Next, go to Pubblico Palace.

After visiting Siena Cathedral and Pubblico Palace, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Campo. This UNESCO world heritage-designated public square offers a unique experience. Tower Of Mangia is another noteworthy attraction worthwhile a visit.

At the end of the day, you will drive to Siena, 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.

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

On day 6 of your road trip, you’ll start and end your day in Siena, where you'll stay for 2 nights more.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Rocca Di Montestaffoli. This intriguing castle provides an insightful glimpse into the village's identity. Next, discover Palazzo Comunale, Pinacoteca, Torre Grossa, a picture-perfect museum, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Del Duomo, a curiosity-inducing public square.

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

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

Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not ready to end the night just yet, Charlie Mixology Bar Di Aldinucci Riccardo offers a perfect venue to relax and savor a drink. Similarly, Bar Pinacoteca is well-suited for those looking to unwind in a social setting. San Paolo Pub is another excellent spot to enjoy a nightcap after a delightful meal.

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

Wake up to day 7 of your extraordinary road trip in Italy. With 1 night left in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Brace yourself for today’s incredible lineup of attractions in Siena, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Abbey Of Sant'antimo, a curiosity-inducing monastery in the village. Then, head to Fortress Of Montalcino and soak in the ambiance of this visually striking castle.

There are many interesting places to see in Siena, and when you are ready for more, go to Palazzo Piccolomini, Pienza. This is one of the village’s most often recommended visually striking spots of interest. After exploring the palace, visit the increasingly popular Rocca D'orcia.

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

As you explore more of Siena, 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.

Treat yourself to a delightful dinner at Ristorante San Desiderio, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Osteria Le Logge? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Taverna Di Cecco as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 3 nights here for some well-deserved relaxation.

Today’s itinerary in Siena covers several incredible sights, including a park, a public square, and a monument. Start your adventure at Villa Borghese. This spectacular park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Spanish Steps, a must-see public square in the city.

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 Piazza Di Spagna. This wondrous public square offers an enriching experience. For a change of pace, head to Trevi Fountain, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Pantheon. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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

Make sure to reserve a table at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Almalu Trastevere is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Viminale Di Pepi Maurilio ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!

On day 9 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

Trastevere is a neighborhood that stands out as one of the must-see places in Rome. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away. For another highlight, head to Via del Corso, a street offering its own unique experiences.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Piazza Del Popolo. This astonishing public square provides an insightful glimpse into the city's identity.

Continue your sightseeing with a visit to Sistine Chapel, an extraordinary chapel. When you’re done, don’t forget to make a stop at the world-famous Vatican Museums.

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 Rome, 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.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Continue the enjoyment post-dinner at Sant' Eustachio Caffè, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Yellowsquare Rome offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Caffè Portofino. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Day 10 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most world-famous attractions included on the itinerary is Colosseum. This breathtaking archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Arch Of Constantine and learn what makes this culturally significant monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the iconic Roman Forum. After exploring the archeological site, head to Campo De' Fiori. This spectacular public square is a highlight in Rome. As your day continues, stop by Piazza Navona, known for its enchanting features. Lastly, don’t forget to check out the famous Castel Sant'angelo. Enjoy exploring this incredible castle at your own pace.

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 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 and reflect on the day's adventures.

Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.

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

On day 11 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Orvieto. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Orvieto Cathedral. This enchanting church is a highlight of any visit in the town. Then, enjoy Orvieto Underground, another heritage-rich attraction that never fails to captivate visitors. Next, head over to Torre Del Moro Orvieto, one of the town’s most underrated attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of Pozzo Della Cava. This instagrammable cave is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

Unwind after your meal by stepping into Bar Mocambo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Tree offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Chupiteria, another top-rated bar in the area.

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