10-Day Italy Self-Drive Road Trip With Itinerary from Rome traveling west to Florence, San Gimignano, Monterosso al Mare, and Bologna

Day 2 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Don’t miss Trastevere in Rome today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a public square, a monument, and an archeological site. Begin your adventure at Spanish Steps. This is a widely recognized public square you should not miss. Another must-see is Trevi Fountain, a wondrous monument in Rome.

When you’re ready for the next sight, head to Pantheon. From there, take a leisurely stroll to Roman Forum, another of the city’s wondrous attractions. We recommend continuing your self-guided tour at Colosseum, a breathtaking place of interest in the city.

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.

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

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

Raise your glass to another unforgettable day 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 2 nights.

Today’s agenda in Rome includes a church, a public square, a historical landmark, an art gallery and much more! Cathedral Of Santa Maria Del Fiore is must-visit church and a great starting point for the day. Next, continue your journey to Piazza Della Repubblica, a captivating public square, located just a leisurely stroll away. Next, head to Ponte Vecchio, a symbolic historical landmark, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the extraordinary Uffizi Gallery. If you’re looking for more, Piazza Della Signoria is also an astonishing attraction that is worthwhile a visit.

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

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 Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to another unforgettable day 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 Florence and Pisa. You still have 1 night left in Florence.

Savor the day by visiting some of the best places to see in Florence, including an observation deck, a church, a monument, a public square and much more! Start your adventure at Piazzale Michelangelo. This famous observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of Santa Croce In Florence located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Monument To Dante Alighieri. Its heritage-rich features will captivate you. After the monument, continue your tour of the city with a visit to Leaning Tower Of Pisa. Visitors usually appreciate the historic features of this monument. Next up is Pisa Cathedral, a highly recommended church. For a change of pace, head to Piazza Del Duomo, Pisa. As one of the most world-famous attractions in Florence, this public square is the perfect place to end your self-guided sightseeing tour.

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

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

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.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

On day 5 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 2 nights.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most well-known attractions included on the itinerary is Siena Cathedral. This romantic church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Campo and learn what makes this awe-inspiring public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the often recommended Tower Of Mangia. After exploring the monument, head to Porta San Giovanni. This worthwhile monument is a highlight in Florence. As your day continues, stop by Palazzo Comunale, Pinacoteca, Torre Grossa, known for its respected features. Lastly, don’t forget to check out the increasingly popular Piazza Del Duomo. Enjoy exploring this incredible public square at your own pace.

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.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in San Gimignano. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Relax and recharge in preparation for another adventurous day in Italy!

On day 6 of your road trip in Italy, you’ll start and end your day in San Gimignano, but spend the day exploring what’s beyond the village. Since you will return to San Gimignano for 1 night more, there’s no need to rush. Experience Greti, Castellina in Chianti, and San Regolo to the fullest today with this curated day itinerary!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in San Gimignano allows for both. Start by heading to Villa Calcinaia - Conti Capponi. This curiosity-inducing winery provides an insightful glimpse into the hamlet's identity. Next, discover Tumulo Di Montecalvario, a photogenic archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Rocca Di Castellina In Chianti, a frequently visited castle. When you’re done, don’t forget to make a stop at the underrated Castello Di Brolio.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in San Gimignano. Enjoy a satisfying meal that will recharge you for tonight'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 7 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 Riomaggiore, Manarola, Corniglia, and Monterosso al Mare. In the evening, you’ll end up in Monterosso al Mare, where you will stay for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and natural wonders. Whether you decide to explore San Gimignano on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Riomaggiore is the first of them. Manarola Overlook Viewpoint is your next stop. This intriguing observation deck is one of the best-rated sights in San Gimignano.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Cinque Terre National Park. This romantic national park is a sight to behold. To round off your sightseeing experience, visit Parrocchia Di S. Giovanni Battista.

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.

Make sure to reserve a table at Pizzeria La Smorfia, an iconic dining spot in Monterosso al Mare. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna di Monterosso, a popular restaurant in Monterosso al Mare. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Hotel Albergo Degli Amici, a hidden gem nestled in Monterosso al Mare. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at Enoteca Da Eliseo, a prime destination for a thrilling night out.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. 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.

Today's adventure in Monterosso al Mare promises more breathtaking discoveries and enriching experiences! Begin at Palazzo Re Enzo. This breathtaking palace is a highlight of any visit in the city. Then, enjoy Bologna Cathedral, another historic attraction that never fails to captivate visitors. Next, head over to Two Towers, one of the city’s most popular attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Basilica Of San Domenico. This culturally significant church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Palazzo D'accursio, a beloved palace, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazza Maggiore before you head back to your hotel.

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.

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.

Enjoy a lovely dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Sfoglia Rina. It’s yet another ideal choice to enhance your time in Bologna tonight.

Following your dinner, dive into the local bar culture at Bar Al Bricco D'oro. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Freud E Squisito, the perfect place for those looking to experience the best of the nightlife. Similarly, Osteria Del Sole provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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 - Modena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 1 night here for some well-deserved relaxation.

Today’s itinerary in Bologna covers several incredible sights, including a museum, a monument, a church, a public square and much more! Start your adventure at Enzo Ferrari Museum. This notable museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Torre Civica - Ghirlandina, a must-see monument in the city.

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 Duomo Di Modena. This notable church offers an enriching experience. For a change of pace, head to Piazza Grande, where you can take in enchanting features. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome 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 Rome, 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 Hotel de Russie, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider The Parrot Bar. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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