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 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.

Florence is brimming with adventures. Today’s wonderful stops include a church and an art gallery. Begin your sightseeing adventure at the notable Basilica Of Santa Croce In Florence and allow yourself time to explore. Just a short distance away you'll find your next stop, Galleria Dell'accademia, a photogenic art gallery that draws visitors from far and near.

Continue your journey to Cathedral Of Santa Maria Del Fiore, one of the city’s most widely recognized spots that you shouldn’t miss. Another great site to visit is the captivating Basilica Di Santa Maria Novella, Firenze (fi).

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 Florence's bustling shopping hub, Via de' Tornabuoni. Enjoy a leisurely exploration of unique boutiques and 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, Via de' Tornabuoni 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 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.

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.

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

Experience an unparalleled adventure on day 3 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 Lucca. You will spend 1 night here for some well-deserved relaxation.

Today’s itinerary in Florence covers several incredible sights, including a church, a public square, and a monument. Start your adventure at Pisa Cathedral. This worthwhile church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the breathtaking wonders of Piazza Del Duomo, Pisa, a must-see public square 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 Leaning Tower Of Pisa. This wondrous monument offers an enriching experience. For a change of pace, head to Guinigi Tower, where you can take in history-steeped features. Conclude your self-guided sightseeing tour with a visit to Piazza Dell'anfiteatro. These sights offer a fulfilling end to a perfect day.

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 dinnertime approaches, it's time to head out for a bite to eat in Lucca. 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 Gli Orti di Via Elisa, a highly-rated dining destination in Lucca. If you're eager to try something different, consider Bar Caffè Ristretto, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Schiaffino. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Lucca this evening.

Let the evening flow smoothly from dinner to drinks at Lebowski - Cocktail Bar, a top-rated bar in the area. For other recommendations, Blend provides a perfect setting for rounding out your night with style and great drinks. Likewise, Franklin'33 offers a memorable night with diverse drink options and excellent service.

Raise your glass to another unforgettable day in Italy!

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Corniglia and Monterosso al Mare, 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 Monterosso al Mare. You’ll stay here for 1 night.

Today, you'll explore some of the most beautiful places in Lucca, including a national park and a church. Start your day with a visit to Cinque Terre National Park. This well-known national park is a must-visit in the village. When you’re ready for your next discovery, continue to Convent Of The Capuchin Friars, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Lucca on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Parrocchia Di S. Giovanni Battista, a curiosity-inducing church in the village.

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.

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.

After savoring a delicious meal, step into the vibrant nightlife at Enoteca Da Eliseo, where the evening is just getting started.

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

On day 5 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. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and photo-friendly spots. Whether you decide to explore Monterosso al Mare on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Fortezza Medicea (siena) is the first of them. Spend some time admiring this stunning monument before continuing your journey. Siena Cathedral is your next stop. This locally renowned church is one of the best-rated sights in Monterosso al Mare.

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 Facciatone. This history-steeped observation deck is a sight to behold. To round off your sightseeing experience, visit Piazza Del Campo and Tower Of Mangia.

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.

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

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

After your meal, keep the night alive at a bar like Meet Life Cafè, known for its lively atmosphere. Maudit Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Impero Siena offers an excellent atmosphere for those looking to amp up the evening.

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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, San Gimignano and Volterra. When you’re not sightseeing, take time to relax at your selected hotel in Volterra, where you’ll be staying for 1 night.

Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Siena. Begin your sightseeing with Porta San Giovanni. This underrated monument is one of the top attractions in the village. Proceed to Piazza Del Duomo, another must-visit attraction.

As you wander through the inviting streets of Siena, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Palazzo Comunale, Pinacoteca, Torre Grossa. This often recommended museum is a traveler-favorite. Not far away, you’ll find Parco Della Rocca, another key site on your sightseeing itinerary. Parco Archeologico "enrico Fiumi" is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Montepulciano and Pienza. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pienza. You will spend 1 night here for some well-deserved relaxation.

Start by visiting Az. Agr. Crociani Susanna Crociani, a prime spot to begin your journey. This romantic winery is sure to impress. Next on your list is Fortezza Medicea, another must-visit landmark and up-and-coming castle renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Cortona by sampling some local delicacies. When you’re ready for more sightseeing, head to Palazzo Piccolomini, Pienza. This enchanting palace is an essential place to visit for anyone looking for the full Cortona experience.

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.

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