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

Day 2 of your road trip will take you to the best attractions Bologna has to offer. Cherish the 1 night you have left in Bologna by discovering the best things there are to see and do in the city.

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Bologna. Your adventure starts at Two Towers, a popular local hot spot. Another notable attraction to explore is Piazza Santo Stefano. This frequently visited public square is known for its picture-perfect appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Basilica Of San Domenico. This masterful church offers a fascinating experience that many visitors find memorable.

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 Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at Bononia Cafè, a highly-rated dining destination in Bologna. If you're eager to try something different, consider Via Con Me, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Pizzeria La Mela. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Bologna this evening.

Continue your lively evening at Lime Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Macondo - Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Onda Marina By Night ensures a night out tailored to your taste.

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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Get ready to discover some of the most iconic wonders in Bologna, including an observation deck, a historical landmark, an art gallery, a church, a public square and much more! Start your day at Piazzale Michelangelo. This history-steeped observation deck is an astonishing place to see in Bologna. Then, wander over to Ponte Vecchio. If awe-inspiring sites excite you, this historical landmark will be right up your alley. Nearby, you’ll also find Uffizi Gallery. This romantic art gallery is a favorite among visitors.

Bologna offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Basilica Of Santa Croce In Florence is a captivating spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the enchanting Piazza Della Signoria. Take a moment to appreciate the fascinating details of this widely recognized public square.

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

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

On day 4 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 Florence. You still have 1 night left in Florence.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a public square, a monument, an art gallery, a church and much more! Begin your adventure at Piazza Del Duomo, Pisa. This is a globally renowned public square you should not miss. Another must-see is Leaning Tower Of Pisa, a wondrous monument in Florence.

When you’re ready for the next sight, head to Galleria Dell'accademia. 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 Basilica Di Santa Maria Novella, Firenze (fi), an inviting place of interest in the city.

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

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.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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

Today, you'll explore some of the most beautiful places in Florence, including a church, a library, a public square, a monument and much more! Start your day with a visit to Basilica Of San Domenico. This beloved church is a must-visit in the city. When you’re ready for your next discovery, continue to Piccolomini Library, which may be one of the most instagrammable places you will experience today.

One of the best things about exploring Florence 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 Siena Cathedral, a notable church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Campo and Tower Of Mangia.

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

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

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.

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.

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

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena 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 Pievasciata, San Regolo, and Castellina in Chianti.

Siena is brimming with adventures. Today’s wonderful stops include a sculpture garden and a castle. Begin your sightseeing adventure at the up-and-coming Parco Sculture Del Chianti and allow yourself time to explore. Just a short distance away you'll find your next stop, Castello Di Brolio, a visually striking castle that draws visitors from far and near.

Continue your journey to Rocca Di Castellina In Chianti, one of the hamlet’s most locally appreciated spots that you shouldn’t miss.

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.

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.

Explore the vibrant nightlife at Charlie Mixology Bar Di Aldinucci Riccardo after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Pinacoteca for a great selection of flavorful drinks and a charming setting. Furthermore, San Paolo Pub is perfect for those looking to extend their night with a touch of local flavor.

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

On day 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes an archeological site, a monument, a public square, a castle and much more! Begin your adventure at Colosseum. This is a world-famous archeological site you should not miss. Another must-see is Roman Forum, a timeless archeological site in Rome.

When you’re ready for the next sight, head to Trevi Fountain. From there, take a leisurely stroll to Pantheon, another of the city’s iconic attractions. We recommend continuing your self-guided tour at Piazza Navona, a history-steeped place of interest in the city. If time allows, add Castel Sant'angelo to your itinerary. This extraordinary castle offers the perfect finishing touch to your day in Rome.

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

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.

Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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 Bologna. You will spend 1 night here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Rome. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most locally renowned places to visit in Rome. Next, head to Orvieto Cathedral, a notable church, known for its history-steeped features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Museo Dell'opera Del Duomo. This noteworthy museum is a highly recommended experience. Nearby, you'll also find Orvieto Underground and Torre Del Moro Orvieto. Visit these for an interesting touch to your journey. Finish the day with a visit to Pozzo Della Cava, an eye-catching cave in Rome.

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 you explore more of Bologna, 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 wonderful meal at Va Mo Là, a top-rated dining spot in Bologna. If you're in the mood for something new, try Trattoria dal Biassanot, another premier location with a delectable menu. You might also want to book a table at Ristorante Enoteca da Lucia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Bologna.

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

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.