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

On day 2 of your road trip, you will have an entire day to explore Bologna. You’ll stay in Bologna for 1 night and discover all the best things to see and do in the area.

Brace yourself for today’s incredible lineup of attractions in Bologna, featuring fun adventures, scenic views, and photo-friendly spots. Start at Two Towers, a popular monument in the city. Then, head to Piazza Santo Stefano and soak in the ambiance of this majestic public square.

There are many interesting places to see in Bologna, and when you are ready for more, go to Basilica Of San Domenico. This is one of the city’s most up-and-coming photogenic spots of interest.

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.

Visit Via d'Azeglio in Bologna for an unforgettable shopping experience. Browse unique boutiques and luxurious stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via d'Azeglio has to offer, including attractions, essential services, and vibrant community activities.

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 delightful dinner at Bononia Cafè, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Via Con Me? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Pizzeria La Mela as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Bologna.

Keep the excitement of the evening going by visiting a bar or two. Lime Bar is an excellent place to start. You could also check out Macondo - Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Bar Onda Marina By Night. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Get a good night's sleep and look forward to another great day on the road in Italy!

Experience an unparalleled adventure on day 3 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.

Brace yourself for today’s incredible lineup of attractions in Bologna, featuring fun adventures, romantic experiences, and scenic views. Start at Piazzale Michelangelo, a widely recognized observation deck in the city. Then, head to Ponte Vecchio and soak in the ambiance of this history-steeped historical landmark.

There are many interesting places to see in Bologna, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most astonishing history-steeped spots of interest. After exploring the art gallery, visit the popular Basilica Of Santa Croce In Florence. Not far away, you'll also find Piazza Della Signoria. This public square is a romantic highlight in Bologna.

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.

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

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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

Today, you'll explore some of the most beautiful places in Florence, including a public square, a monument, an art gallery, a church and much more! Start your day with a visit to Piazza Del Duomo, Pisa. This iconic public square is a must-visit in the city. When you’re ready for your next discovery, continue to Leaning Tower Of Pisa, which may be one of the most breathtaking 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 Galleria Dell'accademia, a locally renowned art gallery in the city. If you’re up for more discoveries, don’t forget to reserve some time for Cathedral Of Santa Maria Del Fiore and Basilica Di Santa Maria Novella, Firenze (fi).

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

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.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. 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 Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Florence. Begin your sightseeing with Basilica Of San Domenico. This worthwhile church is one of the top attractions in the city. Proceed to Piccolomini Library, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Siena Cathedral. This interesting church is a traveler-favorite. Not far away, you’ll find Piazza Del Campo, another key site on your sightseeing itinerary. Tower Of Mangia is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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.

Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

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

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

Get ready to discover some of the most iconic wonders in Siena, including a sculpture garden and a castle. Start your day at Parco Sculture Del Chianti. This enchanting sculpture garden is an intriguing place to see in Siena. Then, wander over to Castello Di Brolio. If enchanting sites excite you, this castle will be right up your alley. Nearby, you’ll also find Rocca Di Castellina In Chianti. This majestic castle is a favorite among visitors.

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.

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Keep the excitement of the evening going by visiting a bar or two. Charlie Mixology Bar Di Aldinucci Riccardo is an excellent place to start. You could also check out Bar Pinacoteca, offering a different kind of charm. A last recommendation for the day is San Paolo Pub. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 8 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.

A blend of fun adventures, scenic views, and photo-friendly spots await you in Rome on today’s itinerary. First up is the world-famous archeological site, Colosseum. Afterward, continue to Roman Forum, an archeological site every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Trevi Fountain. This wondrous monument is an essential stop. Following that, head to Pantheon, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Navona, a timeless public square in the city. Finally, end your day with a visit to Castel Sant'angelo, a grand castle that offers the perfect conclusion to your sightseeing of the day.

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.

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

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.

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

Embark on another extraordinary experience on day 9 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.

Rome is brimming with adventures. Today’s wonderful stops include a monument, a church, a museum, a cave system, a cave and much more! Begin your sightseeing adventure at the locally renowned 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 Museo Dell'opera Del Duomo, one of the village’s most intriguing spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing Orvieto Underground. When you're finished at the cave system, Torre Del Moro Orvieto awaits your visit. This monument is a culturally significant highlight on today's itinerary. Last up is a cave - the beloved Pozzo Della Cava.

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 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.

Don’t miss out on dining at Va Mo Là, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Trattoria dal Biassanot, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Enoteca da Lucia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.

Following your dinner, dive into the local bar culture at Aurum. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Senza Nome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Ristretto 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!