9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling south to Florence, Siena, and Rome

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Get ready for an exciting day in Bologna. Today’s sightseeing agenda includes an observation deck, an art gallery, a historical landmark, a church, a public square and much more! Begin your adventure at Piazzale Michelangelo. This is an impressive observation deck you should not miss. Another must-see is Uffizi Gallery, an astonishing art gallery in Bologna.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore, another of the city’s extraordinary attractions. We recommend continuing your self-guided tour at Galleria Dell'accademia, a respected place of interest in the city. If time allows, add Piazza Della Signoria to your itinerary. This impressive public square offers the perfect finishing touch to your day in Bologna.

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.

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

On day 3 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Lucca. You still have 1 night left in Florence.

Set out on a day brimming with fun adventures, scenic views, and picturesque spots. Start at the up-and-coming Knights' Square, a picture-perfect public square in Florence. Next, go to Leaning Tower Of Pisa.

After visiting Knights' Square and Leaning Tower Of Pisa, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Duomo, Pisa. This historic public square offers a unique experience. Pisa Cathedral is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Mura Di Lucca, one of the most enchanting places to visit in Florence.

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

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 lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore San Gimignano and Siena, 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 Siena. You’ll stay here for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most worthwhile attractions included on the itinerary is Parco Della Rocca. This instagrammable park will help you start your sightseeing on top. Then, take a leisurely stroll to Fortezza Medicea (siena) 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 frequently visited Basilica Of San Domenico. After exploring the church, head to Siena Cathedral. This popular church is a highlight in Florence. As your day continues, stop by Piazza Del Campo, known for its enchanting features. Lastly, don’t forget to check out the underrated Tower Of Mangia. Enjoy exploring this incredible monument at your own pace.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena 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 Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

At the end of the day, you'll drive back to Siena, where you'll stay for 1 night more.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming village of Siena. Your adventure starts at Abbey Of Sant'antimo, an underrated local hot spot. Another notable attraction to explore is Fortress Of Montalcino. This frequently visited castle is known for its respected appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Popolo. This romantic public square offers a fascinating experience that many visitors find memorable. Palazzo Piccolomini, Pienza is also worth visiting, along with Chapel Vitaleta. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Cipressi Di San Quirico D'orcia. This locally appreciated rock formation provides a fitting finale to your sightseeing.

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

As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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 Osteria Quattro Venti, an excellent option for tonight's dining. Looking for something different? Fischi per Fiaschi offers a tantalizing alternative with its diverse menu. And don’t miss Osteria da Divo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

After savoring a delicious meal, step into the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo, where the evening is just getting started. In the same way, Bar Pinacoteca offers a unique charm perfect for experiencing the local bar scene in Siena. San Paolo Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 6 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

Get ready to discover some of the most iconic wonders in Siena, including an archeological site, a monument, and a public square. Start your day at Colosseum. This UNESCO world heritage-listed archeological site is an iconic place to see in Siena. Then, wander over to Roman Forum. If breathtaking sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Trevi Fountain. This romantic monument is a favorite among visitors.

Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pantheon is a timeless spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the noteworthy Piazza Navona. Take a moment to appreciate the fascinating details of this wondrous public square.

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

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.

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.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

Savor another day of unforgettable experiences in Italy!

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

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Vatican Museums is the perfect place to start. This art museum is one of the most iconic places to visit in Rome.

Nearby, you'll also find Castel Sant'angelo and Piazza Di Spagna. Visit these for an interesting touch to your journey. Finish the day with a visit to Spanish Steps, a respected public square in Rome.

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

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.

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

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

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Orvieto. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.

Today’s itinerary in Rome covers several incredible sights, including a monument, a church, a museum, a cave system, a cave and much more! Start your adventure at Well Of St. Patrick. This notable monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the inviting wonders of Orvieto Cathedral, a must-see church in the village.

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 Museo Dell'opera Del Duomo. This beloved museum offers an enriching experience. For a change of pace, head to Orvieto Underground, where you can take in standout features. Conclude your self-guided sightseeing tour with a visit to Torre Del Moro Orvieto and Pozzo Della Cava. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Bologna, 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 Bologna. 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 wonderful meal at Bononia Cafè, a top-rated dining spot in Bologna. If you're in the mood for something new, try Via Con Me, another premier location with a delectable menu. You might also want to book a table at Trattoria Pizzeria La Mela. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Bologna.

Continue the enjoyment post-dinner at Lime Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Macondo - Cocktail Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Onda Marina By Night. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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