10-Day Italy Self-Drive Road Trip With Itinerary from Florence to Lucca, Monterosso al Mare, Siena, Volterra, Cortona, and Pienza and surrounding area

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

Start by visiting Basilica Of Santa Croce In Florence, a prime spot to begin your journey. This heritage-rich church is sure to impress. Next on your list is Galleria Dell'accademia, another must-visit landmark and locally renowned art gallery renowned for its detailed features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Cathedral Of Santa Maria Del Fiore. This enchanting church is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Basilica Di Santa Maria Novella, Firenze (fi), a locally renowned church.

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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

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

On day 3 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 Pisa and Lucca. In the evening, you’ll end up in Lucca, where you will stay for 1 night.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Pisa Cathedral. This picture-perfect church is a highlight of any visit in the city. Then, enjoy Piazza Del Duomo, Pisa, another stunning attraction that never fails to captivate visitors. Next, head over to Leaning Tower Of Pisa, one of the city’s most timeless attractions, known for its historic features.

If you’re looking for more, spend time soaking in the atmosphere of Guinigi Tower. This romantic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Dell'anfiteatro, an interesting public square, and take a stroll around the area.

At the end of the day, you will drive to Lucca, 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 Lucca. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining at Gli Orti di Via Elisa, a top-rated dining destination in Lucca. If you're in the mood to try something new, consider Bar Caffè Ristretto, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Schiaffino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Lucca this evening.

Continue your lively evening at Lebowski - Cocktail Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Blend is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Franklin'33 ensures a night out tailored to your taste.

Savor another day of unforgettable experiences 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 Corniglia and Monterosso al Mare. At the end of the day, you will enjoy the comforts of a top-rated hotel in Monterosso al Mare, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Lucca. Some of the village’s most loved attractions await! Cinque Terre National Park is the perfect place to start. This national park is one of the most interesting places to visit in Lucca. Next, head to Convent Of The Capuchin Friars, a curiosity-inducing church, known for its majestic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Parrocchia Di S. Giovanni Battista. This monumental church is a highly recommended experience. Visit these for an interesting touch to your journey.

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

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Enoteca Da Eliseo, a well-loved spot among locals and tourists.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Today’s itinerary in Monterosso al Mare covers several incredible sights, including a monument, a church, an observation deck, a public square and much more! Start your adventure at Fortezza Medicea (siena). This frequently visited monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the inviting wonders of Siena Cathedral, a must-see church 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 Facciatone. This underrated observation deck offers an enriching experience. For a change of pace, head to Piazza Del Campo, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Tower Of Mangia. 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 Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

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.

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

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - San Gimignano and Volterra. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Volterra. You will spend 1 night here for some well-deserved relaxation.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Porta San Giovanni. This historic monument is sure to ignite your curiosity. Next, dive into the UNESCO world heritage-listed features of Piazza Del Duomo, a must-visit public square 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 Palazzo Comunale, Pinacoteca, Torre Grossa, an underrated museum. For a change of scene, check out Parco Della Rocca, known for its enchanting features. We also recommend visiting Parco Archeologico "enrico Fiumi". This archeological site is a must for anyone looking to experience the village to the fullest.

At the end of the day, you will drive to Volterra, 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 Volterra. If you are looking to dine at a popular restaurant in the town, it's often a good idea to reserve a table in advance.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip 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 Montepulciano and Pienza. In the evening, you’ll end up in Pienza, where you will stay for 1 night.

Brace yourself for today’s incredible lineup of attractions in Cortona, featuring fun adventures, romantic experiences, and breathtaking views. Start at Az. Agr. Crociani Susanna Crociani, a frequently visited winery in the town. Then, head to Fortezza Medicea and soak in the ambiance of this stunning castle.

There are many interesting places to see in Cortona, and when you are ready for more, go to Palazzo Piccolomini, Pienza. This is one of the town’s most locally appreciated romantic spots of interest.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Pienza. Pienza 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 Pienza, 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.

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