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 what to see in Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

To truly experience Florence, make sure to drop by Basilica Of Santa Croce In Florence. This captivating church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Galleria Dell'accademia, one of the city’s best highlights.

Next, check out Cathedral Of Santa Maria Del Fiore, one of the most spectacular places to see in Florence. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Basilica Di Santa Maria Novella, Firenze (fi). Wander around and soak in the grand atmosphere this church offers.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option 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.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Pisa and Lucca. At the end of the day, you’ll unwind at one of the finest accommodations in Lucca, where you'll spend 1 night.

Pisa Cathedral is must-visit church and a great option for a daytime tour of the area. Continue your journey to Piazza Del Duomo, Pisa, a world-famous public square, located just a leisurely stroll away. Next, head to Leaning Tower Of Pisa, a breathtaking monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the increasingly popular Guinigi Tower. If you’re looking for more, Piazza Dell'anfiteatro is also a notable attraction that is worthwhile a visit.

When you’re done exploring for the day, you’ll drive to your hotel in Lucca. Check in and relax before you head out to tour the city.

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

Treat yourself to a delicious dinner at Gli Orti di Via Elisa, an excellent option for tonight's dining. Looking for something different? Bar Caffè Ristretto offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Schiaffino. Known for great service, it’s a fantastic choice for tonight in Lucca.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Lebowski - Cocktail Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Blend offers an ideal atmosphere to enjoy the pleasures of the night. Franklin'33 is also a great option that provides a perfect setting for a relaxing evening.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Corniglia and Monterosso al Mare. When you’re not sightseeing, take time to relax at your chosen hotel in Monterosso al Mare, where you’ll be staying for 1 night.

Cinque Terre National Park leaves a lasting impression. This national park is one of the most notable places to visit in Lucca. Next, head to Convent Of The Capuchin Friars, a beloved church, known for its enchanting 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 photogenic church is a highly recommended experience.

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

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

Treat yourself to a wonderful meal at Pizzeria La Smorfia, a top-rated dining spot in Monterosso al Mare. If you're in the mood for something new, try La Taverna di Monterosso, another premier location with a delectable menu. You might also want to book a table at Hotel Albergo Degli Amici. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Monterosso al Mare.

Continue the enjoyment post-dinner at Enoteca Da Eliseo, a cherished local gathering spot renowned for its welcoming atmosphere.

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

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 1 place, which are Siena. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 1 night.

No visit to Monterosso al Mare is complete without Fortezza Medicea (siena). This frequently visited monument is one of the top attractions in the city. Proceed to Siena Cathedral, another must-visit attraction.

As you wander through the inviting streets of Monterosso al Mare, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Facciatone. This locally appreciated observation deck is a traveler-favorite. Not far away, you’ll find Piazza Del Campo, another key site on your sightseeing itinerary. Tower Of Mangia 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 Siena, 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 Siena's best restaurants.

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Your itinerary for day 6 of your road trip in Italy includes 2 stops and features some of the highlights of San Gimignano and Volterra. At the end of the day, enjoy the comforts of a top-rated hotel in Volterra, where you'll spend 1 night.

Make a stop at Porta San Giovanni. This worthwhile monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Duomo located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Palazzo Comunale, Pinacoteca, Torre Grossa. Its breathtaking features will captivate you. After the museum, continue your tour of the village with a visit to Parco Della Rocca. Visitors usually appreciate the instagrammable features of this park. Next up is Parco Archeologico "enrico Fiumi", a highly recommended archeological site.

When you’re done exploring for the day, you’ll drive to your hotel in Volterra. Check in and relax before you head out to tour the town.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Volterra. Enjoy a relaxing evening as you savor delicious local cuisine.

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

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Montepulciano and Pienza. At the end of the day, you’ll unwind at one of the finest accommodations in Pienza, where you'll spend 1 night.

Visiting Az. Agr. Crociani Susanna Crociani is always a good idea. This curiosity-inducing winery is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the stunning wonders of Fortezza Medicea, a must-see castle in the town.

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 Palazzo Piccolomini, Pienza. This beloved palace offers an enriching experience.

At the end of the day, you will drive to Pienza, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Pienza's most popular restaurants, and connect with friendly locals for a true cultural experience.

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