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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Bologna, 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.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Bologna on today’s itinerary. First up is the astonishing public square, Piazza Maggiore. Afterward, continue to Fountain Of Neptune, Bologna, a monument every traveler should visit.

As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Bologna Cathedral. This beloved church is an essential stop. Following that, head to Two Towers, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Santo Stefano, a locally appreciated public square in the city. Finally, end your day with a visit to Pinacoteca Nazionale Di Bologna, a photogenic art gallery that offers the perfect conclusion to your sightseeing of the day.

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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.

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

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Cathedral Of Santa Maria Del Fiore. This astonishing church is a history-steeped place to see in Florence. Continue your discovery at Piazza Della Signoria, a romantic 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 well-known palace offers a romantic encounter with Florence. Next, make your way to Uffizi Gallery to add another highlight to your day. After that, visit Ponte Vecchio, a world-famous historical landmark that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazzale Michelangelo, a top-rated 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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

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.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in San Gimignano, where you’ll be staying for 1 night.

Florence is brimming with adventures. Today’s wonderful stops include a church, a public square, a monument, a palace and much more! Begin your sightseeing adventure at the notable Siena Cathedral and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Del Campo, a respected public square that draws visitors from far and near.

Continue your journey to Tower Of Mangia, one of the city’s most up-and-coming spots that you shouldn’t miss. Another great site to visit is the locally appreciated Pubblico Palace. When you're finished at the palace, Porta San Giovanni awaits your visit. This monument is a historic highlight on today's itinerary. Last up is a public square - the locally appreciated Piazza Del Duomo.

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.

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

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 Monterosso al Mare. You will spend 2 nights here for some well-deserved relaxation.

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the timeless Piazza Del Duomo, Pisa, a historic public square in San Gimignano. Next, go to Leaning Tower Of Pisa.

After visiting Piazza Del Duomo, Pisa and Leaning Tower Of Pisa, have a stroll along San Gimignano's streets and take in the local charm. Continue your sightseeing by heading to Mura Di Lucca. This romantic historical landmark offers a unique experience. San Michele In Foro is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Dell'anfiteatro, one of the most enchanting places to visit in San Gimignano.

At the end of the day, you will drive to Monterosso al Mare, 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 Monterosso al Mare's best restaurants.

Enjoy a lovely meal at Pizzeria La Smorfia, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna di Monterosso is another top choice with a popular menu. You could also check for a table at Hotel Albergo Degli Amici. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Monterosso al Mare tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Enoteca Da Eliseo stands out as an excellent choice for a post-dinner cocktail.

Get a good night's sleep and look forward to another great day on the road 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 Monterosso al Mare for your remaining 1 night in the village 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 Riomaggiore and Manarola.

Immerse yourself in Monterosso al Mare’s rich culture with today's sightseeing itinerary. Start your journey at Riomaggiore. Next, dive into the history-steeped features of Castle Of Riomaggiore, a must-visit castle in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Manarola Overlook Viewpoint, a beloved observation deck.

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

As you explore more of Monterosso al Mare, 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.

Enjoy a delicious meal at Ristorante Pizzeria Da Ely, a highly-rated dining destination in Monterosso al Mare. If you're eager to try something different, consider La Cantina Di Miky, another top spot with a tantalizing menu. You might also want to secure a reservation at Enoteca Internazionale. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Monterosso al Mare this evening.

Savor another day of unforgettable experiences 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.

Today’s itinerary in Modena covers several incredible sights, including an archeological site, a church, a monument, a museum and much more! Start your adventure at Parco Archeologico E Museo All'aperto Della Terramara Di Montale. This worthwhile archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the grand wonders of Duomo Di Modena, a must-see church in the village.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Torre Civica - Ghirlandina. This underrated monument offers an enriching experience. For a change of pace, head to Enzo Ferrari Museum, where you can take in history-steeped features. These sights offer a fulfilling end to a perfect day.

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

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

Savor the flavors at Bononia Cafè, a top pick for dinner tonight. Alternatively, Via Con Me beckons with its unique menu offerings. Also, consider Trattoria Pizzeria La Mela. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

Let the evening flow smoothly from dinner to drinks at Lime Bar, a top-rated bar in the area. For other recommendations, Macondo - Cocktail Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Onda Marina By Night offers a memorable night with diverse drink options and excellent service.

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