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.

A blend of fun adventures, photo-friendly spots, and history-rich sites await you in Florence on today’s itinerary. First up is the captivating church, Basilica Of Santa Croce In Florence. It's a standout spot that offers a memorable visit. Afterward, continue to Galleria Dell'accademia. A visit to this art gallery is an enriching experience for all.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Cathedral Of Santa Maria Del Fiore. This extraordinary church is an essential stop that should not be missed. Following that, head to Basilica Di Santa Maria Novella, Firenze (fi), another must-visit site that will enhance your experience.

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.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

Raise your glass and celebrate another amazing day of your road trip 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.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 15 min.

Head to Pisa Cathedral, a worthwhile church in Pisa. Explore its grand features at your own pace before you continue your journey to your next sight, Piazza Del Duomo, Pisa. This wondrous public square is a top recommendation in the area. When you’re ready to explore more, Leaning Tower Of Pisa is an excellent choice. Spend some time discovering what some claim to be the most breathtaking monument in the region.

Fasten your seatbelt and make your way to your next stop. Lucca, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Pisa to Lucca may take around 32 min without traffic disruptions. Upon arrival in Lucca, we highly recommend checking out some of the top attractions.

Guinigi Tower is a beloved monument we recommend making time to visit today. Discover its romantic features before continuing your self-guided tour to Piazza Dell'anfiteatro, a visually striking public square that’s well-regarded in the area.

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

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

Dine in style at Gli Orti di Via Elisa, a top recommendation for dinner tonight. Or, for a change of pace, Bar Caffè Ristretto boasts a menu that's sure to impress. Also, be sure to check out Ristorante Schiaffino. Known as a local hotspot, it’s a great choice for tonight in Lucca.

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.

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

On day 4 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 Corniglia and Monterosso al Mare. In the evening, you’ll end up in Monterosso al Mare, where you will stay for 1 night.

When you’ve had your share of Lucca, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Corniglia. Your travel time is around 1 hour 31 min.

Take your self-guided tour to Cinque Terre National Park, a well-known national park that everyone visiting Corniglia should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings.

When you’ve had your share of Corniglia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Monterosso al Mare. Your travel time is around 28 min.

One of our top recommendations for your sightseeing is Convent Of The Capuchin Friars. Spend some time admiring the romantic features of the church before you continue to your next stop. Then, head to Parrocchia Di S. Giovanni Battista. This frequently visited church is a traveler-favorite in the village.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Monterosso al Mare. Monterosso al Mare offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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

If you’re not ready to end the night just yet, Enoteca Da Eliseo offers a perfect venue to relax and savor a drink.

Head back to your accommodation in Monterosso al Mare and get some rest in preparation for another magical day of your road trip 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 3 hours 2 min, without any stops or traffic disruptions.

Spend your afternoon discovering Fortezza Medicea (siena), a locally appreciated monument known for its breathtaking features. After taking in the atmosphere, continue to Siena Cathedral, a popular church that is a must-see for anyone visiting the region. Next, stop by Facciatone and uncover the details of this history-steeped observation deck. Make sure to also explore Piazza Del Campo, a famous public square that offers a unique experience. For your last stop, consider Tower Of Mangia, a picture-perfect monument that many travelers find worth the detour.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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 Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

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.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of San Gimignano and Volterra. At the end of the day, you will enjoy the comforts of a top-rated hotel in Volterra, which will be your home away from home for 1 night.

After soaking in Siena’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: San Gimignano. Expect your car journey to take a minimum of 43 min. When you arrive in San Gimignano, it's time to take a break from the road.

Your self-guided tour starts at Porta San Giovanni, an up-and-coming monument that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Piazza Del Duomo and admire its history-steeped features. When you’re ready, continue to Palazzo Comunale, Pinacoteca, Torre Grossa, an underrated museum beloved by locals and tourists alike. Don't miss out on Parco Della Rocca, another highlight of the area that promises a memorable visit.

Continue your road trip and head to your next destination, Volterra. This car ride takes around 38 min.

Savor the rest of your day by heading to Parco Archeologico "enrico Fiumi", an intriguing archeological site that draws visitors from near and far.

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

As you explore more of Volterra, 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.

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

When you’re ready to jump back into the car and say goodbye to Cortona, you’ll hit the road in the direction of Montepulciano. This drive usually takes around 50 min. When you arrive, enjoy some sightseeing.

Make your way to Az. Agr. Crociani Susanna Crociani, an increasingly popular winery that draws attention for its romantic features. Spend some time soaking in the atmosphere before continuing to Fortezza Medicea, a visually striking castle that stands out in the town.

Set your GPS to Pienza and hit the road. Expect a journey of approximately 20 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pienza beckons with new experiences!

Make your way to Palazzo Piccolomini, Pienza, a beloved palace that draws attention for its enchanting features.

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.

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

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