7-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence and San Gimignano

Day 2 of your road trip across Italy promises a magnificent time exploring Bologna. You have 1 night left in Bologna. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready to discover some of the most iconic wonders in Bologna, including an art gallery, a monument, a public square, a church and much more! Start your day at Pinacoteca Nazionale Di Bologna. This photogenic art gallery is a locally appreciated place to see in Bologna. Then, wander over to Two Towers. If culturally significant sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Santo Stefano. This symbolic public square 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, Piazza Maggiore is a spectacular spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the breathtaking Bologna Cathedral. Take a moment to appreciate the fascinating details of this locally appreciated church. Wrap up your self-guided tour of Bologna's top attractions with a visit to Fountain Of Neptune, Bologna.

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.

Bring home unique finds from Bologna's bustling shopping hub, Galleria Cavour. Enjoy a leisurely exploration of unique high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Galleria Cavour offers plenty of options, including primary services, unique landmarks, and community events.

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

Treat yourself to a delicious dinner at Bononia Cafè, an excellent option for tonight's dining. Looking for something different? Via Con Me offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Pizzeria La Mela. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

Keep the evening going at Lime Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Macondo - Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Bar Onda Marina By Night, which provides an inviting environment for unwinding after a busy day out.

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

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 1 night.

Today’s route brings family-friendly attractions, romantic experiences, and breathtaking views. The first attraction of today is Piazzale Michelangelo. This spectacular observation deck is a culturally significant place to see in Bologna. Continue your discovery at Basilica Of Santa Croce In Florence, a culturally significant church with stories to tell.

As you stroll around Bologna, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Uffizi Gallery. This impressive art gallery offers a respected encounter with Bologna. Next, make your way to Ponte Vecchio to add another highlight to your day. After that, visit Palazzo Vecchio, a notable palace that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Cathedral Of Santa Maria Del Fiore, an impressive church in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day 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.

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San 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 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.

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 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 and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Fortezza Medicea (siena). This underrated monument provides an insightful glimpse into the city's identity. Next, discover Basilica Of San Domenico, an awe-inspiring church, promising a delightful encounter.

Continue your sightseeing with a visit to Tower Of Mangia, an increasingly popular monument. When you’re done, don’t forget to make a stop at the spectacular Piazza Del Campo. Not far away from the public square, you will find the UNESCO world heritage-listed Piazza Del Duomo, perfect for a quick visit. Round off your day at Siena Cathedral, another gem in Florence with inviting features to discover.

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

As you explore more of San Gimignano, 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.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Pisa Cathedral. This worthwhile church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Duomo, Pisa, one of the city’s best highlights.

Next, check out Leaning Tower Of Pisa, one of the most iconic places to see in San Gimignano. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Mura Di Lucca. Wander around and soak in the history-steeped atmosphere this historical landmark offers. Then, head to Piazza Dell'anfiteatro, a top-rated public square that adds another dimension to your day.

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.

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

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Round off your dining experience by visiting Bar 50 Rosso, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bitter Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

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