9-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Florence, San Gimignano, Monterosso al Mare, and Modena

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 - Bologna. 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.

Savor the day by visiting some of the best places to see in Bologna, including a public square, a monument, a church, an art gallery and much more! Start your adventure at Piazza Maggiore. This famous public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Fountain Of Neptune, Bologna located in Bologna for another exciting encounter.

Next, immerse yourself in the setting of Bologna Cathedral. Its breathtaking features will captivate you. After the church, continue your tour of the city with a visit to Two Towers. Visitors usually appreciate the breathtaking features of this monument. Next up is Piazza Santo Stefano, a highly recommended public square. For a change of pace, head to Pinacoteca Nazionale Di Bologna. As one of the most increasingly popular attractions in Bologna, this art gallery is the perfect place to end your self-guided sightseeing tour.

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 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.

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

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.

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

Day 3 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Today’s route brings fun adventures, romantic experiences, and scenic views. The first attraction of today is Cathedral Of Santa Maria Del Fiore. This top-rated church is an UNESCO world heritage-listed place to see in Florence. Continue your discovery at Piazza Della Signoria, a visually striking public square with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Palazzo Vecchio. This notable palace offers a history-steeped encounter with Florence. Next, make your way to Uffizi Gallery to add another highlight to your day. After that, visit Ponte Vecchio, a timeless historical landmark that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazzale Michelangelo, an extraordinary observation deck 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 Florence.

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

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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.

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 1 night.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and scenic views. Start at Siena Cathedral, a notable church in the city. Then, head to Piazza Del Campo and soak in the ambiance of this enchanting public square.

There are many interesting places to see in Florence, and when you are ready for more, go to Tower Of Mangia. This is one of the city’s most up-and-coming UNESCO world heritage-listed spots of interest. After exploring the monument, visit the up-and-coming Pubblico Palace. Not far away, you'll also find Porta San Giovanni. This monument is an UNESCO world heritage-designated highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazza Del Duomo, an underrated public square in the city.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in San Gimignano. San Gimignano offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

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.

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Lucca. When you’re not sightseeing, take time to relax at your selected hotel in Monterosso al Mare, where you’ll be staying for 2 nights.

Immerse yourself in San Gimignano’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Duomo, Pisa. This historic public square is sure to ignite your curiosity. Next, dive into the historic features of Leaning Tower Of Pisa, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Mura Di Lucca, a worthwhile historical landmark. For a change of scene, check out San Michele In Foro, known for its culturally significant features. We also recommend visiting Piazza Dell'anfiteatro. This public square is a must for anyone looking to experience the city to the fullest.

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

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

Enjoy a delicious meal at Pizzeria La Smorfia, a top-rated dining destination in Monterosso al Mare. If you're in the mood to try something new, consider La Taverna di Monterosso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Hotel Albergo Degli Amici. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Monterosso al Mare this evening.

Round off your dining experience by visiting Enoteca Da Eliseo, a prime location for a drink.

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

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

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Monterosso al Mare allows for both. Start by heading to Riomaggiore. This locally appreciated point of interest provides an insightful glimpse into the village's identity. Next, discover Castle Of Riomaggiore, a visually striking castle, promising a delightful encounter.

Continue your sightseeing with a visit to Manarola Overlook Viewpoint, a worthwhile observation deck.

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

As dinnertime approaches, it's time to head out for a bite to eat in Monterosso al Mare. If you are looking to dine at a popular restaurant in the village, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Ristorante Pizzeria Da Ely, an excellent option for tonight's dining. Looking for something different? La Cantina Di Miky offers a tantalizing alternative with its diverse menu. And don’t miss Enoteca Internazionale. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Monterosso al Mare.

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.

On day 8 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 Montale Rangone and Modena. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Get ready for a day filled with fun adventures, picturesque spots, and history-rich sites in the charming village of Modena. Your adventure starts at Parco Archeologico E Museo All'aperto Della Terramara Di Montale, an increasingly popular local hot spot. Another notable attraction to explore is Duomo Di Modena. This interesting church is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander Modena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Torre Civica - Ghirlandina. This UNESCO world heritage-listed monument offers a fascinating experience that many visitors find memorable. Enzo Ferrari Museum is also worth visiting.

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.

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

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 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.

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