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

Day 2 offers a multitude of experiences. You will stay in Bologna for 1 night more, offering you enough time to explore at a relaxed pace.

Get ready to discover some of the most iconic wonders in Bologna, including a public square, a library, and a church. Start your day at Piazza Maggiore. This majestic public square is a spectacular place to see in Bologna. Then, wander over to Biblioteca Salaborsa. If instagrammable sites excite you, this library will be right up your alley. Nearby, you’ll also find Bologna Cathedral. This majestic church is a favorite among visitors.

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.

Experience shopping bliss at Bologna as you explore Galleria Cavour. Take a leisurely stroll through unique and high-end shops, where local treasures are waiting to be found. Beyond shopping, Galleria Cavour offers more options, including unique attractions, key services, and vibrant events.

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.

Make sure to reserve a table at Bononia Cafè, an iconic dining spot in Bologna. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Via Con Me, a popular restaurant in Bologna. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Pizzeria La Mela, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

Dive into day 3 of your remarkable road trip in Italy. Today you will explore 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.

Today’s well-planned self-sightseeing route offers several fun adventures, photo-friendly spots, and history-rich sites. Whether you decide to explore Bologna on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Galleria Dell'accademia is the first of them. Spend some time admiring this eye-catching art gallery before continuing your journey. Cathedral Of Santa Maria Del Fiore is your next stop. This astonishing church is one of the best-rated sights in Bologna.

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 Florence Baptistery. This culturally significant church is a sight to behold. To round off your sightseeing experience, visit Ponte Vecchio and Uffizi Gallery. If time allows, end your day with Piazza Della Signoria, a romantic public square that offers a memorable conclusion to your exploration.

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

Enjoy a lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Get a good night's sleep and look forward to another great day on the road 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 Florence and Pisa.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most famous attractions included on the itinerary is Piazzale Michelangelo. This romantic observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Leaning Tower Of Pisa and learn what makes this historic monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Angelo Caduto. After exploring the sightseeing destination, head to Pisa Cathedral. This frequently visited church is a highlight in Florence. As your day continues, stop by Piazza Del Duomo, Pisa, known for its picture-perfect features.

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

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

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

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.

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

On day 5 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. In the evening, you’ll end up in Siena, where you will stay for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most locally renowned attractions included on the itinerary is Siena Cathedral. This visually striking church will help you start your sightseeing on top. Then, take a leisurely stroll to Pubblico Palace and learn what makes this breathtaking palace unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the extraordinary Piazza Del Campo. After exploring the public square, head to Tower Of Mangia. This up-and-coming monument is a highlight in Florence.

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

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 6 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience San Gimignano and Castellina in Chianti to the fullest today with this curated day itinerary!

Siena is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Parco Della Rocca, an up-and-coming park that is worthwhile a visit in the village. Nearby, you’ll find Tumulo Di Montecalvario, enchanting visitors with its history-steeped appeal. Continue your exploration at Rocca Di Castellina In Chianti. This castle is one of the village’s most beloved spots.

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

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

Don’t miss out on dining at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

After your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo Pub offers an excellent atmosphere for those looking to amp up the evening.

Savor another day of unforgettable experiences in Italy!

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 4 nights.

Today, you'll explore some of the most beautiful places in Siena, including an archeological site, a museum, and a public square. Start your day with a visit to Colosseum. This world-famous archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Capitoline Museums, a well-known museum in the city. If you’re up for more discoveries, don’t forget to reserve some time for Capitoline Hill.

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.

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

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

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

Day 8 of your road trip across Italy promises a magnificent time exploring Vatican City. You have 3 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

A visit to Trastevere in Vatican City is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights. Don’t forget to check out Via del Corso as well, a street that adds another layer to your exploration.

Next, go to Sistine Chapel.

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.

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

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, 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 DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!

Wake up to day 9 of your extraordinary road trip in Italy. With 2 nights left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming city of Rome. Your adventure starts at Castel Sant'angelo, an astonishing local hot spot. Another notable attraction to explore is Piazza Navona. This iconic public square is known for its history-steeped 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 Pantheon. This photogenic monument offers a fascinating experience that many visitors find memorable. Trevi Fountain is also worth visiting, along with Villa D'este. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 dining experience at Hotel de Russie, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at La Taverna Italiana, 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 The Parrot Bar. It’s yet another ideal choice to enhance your time in Rome tonight.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 11 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 Bologna. You will spend 1 night here for some well-deserved relaxation.

Rome is brimming with adventures. Today’s wonderful stops include a monument, a church, and a cave system. Begin your sightseeing adventure at the interesting Well Of St. Patrick and allow yourself time to explore. Just a short distance away you'll find your next stop, Orvieto Cathedral, a romantic church that draws visitors from far and near.

Continue your journey to Orvieto Underground, one of the village’s most underrated spots that you shouldn’t miss. Another great site to visit is the up-and-coming Torre Del Moro Orvieto.

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

Dine in style at Va Mo Là, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria dal Biassanot boasts a menu that's sure to impress. Also, be sure to check out Ristorante Enoteca da Lucia. Known as a local hotspot, it’s a great choice for tonight in Bologna.

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

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