Relaxed 11-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence

Day 2 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Pisa and drive in the direction of the city of Florence for some laid-back sightseeing. You’ll end your day in the city of Florence, where you’ll stay for 8 nights.

Today’s agenda in Pisa includes a monument, a public square, a food market, an art gallery, a church and much more! Leaning Tower Of Pisa is must-visit monument and a great starting point for the day. Next, continue your journey to Piazza Del Duomo, Pisa, a timeless public square, located just a leisurely stroll away. Next, head to Central Market, a historic food market, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Pisa. If you’re looking for more, Galleria Dell'accademia is also a locally renowned attraction that is worthwhile a visit. Lastly, don’t miss Cathedral Of Santa Maria Del Fiore, a famous gem to see in the city.

In the city of Florence, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

On day 3 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 7 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Florence, and meet locals along the way!

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and visit all the nearby sights.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Ponte Vecchio, a world-famous historical landmark in the city. Then, head to Piazza Della Signoria and soak in the ambiance of this masterful public square.

There are many interesting places to see in Florence and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most top-rated spots. After exploring the art gallery, visit the extraordinary Piazzale Michelangelo.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Florence!

On day 4 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in Castellina in Chianti destinations, just outside of the city. You still have 6 nights left in Florence. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and scenic views. Start at Poggio Amorelli, a curiosity-inducing winery in the village. Then, head to Tumulo Di Montecalvario and soak in the ambiance of this heritage-rich archeological site.

There are many interesting places to see in Florence and when you are ready for more, go to Rocca Di Castellina In Chianti. This is one of the village’s most up-and-coming spots.

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

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Florence, explore the city like a local by trying out the best restaurants in the area.

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

After dinner, it’s time to fall in love with the amazing nightlife in Florence and unwind at some of the best bars in the city.

After enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

Your laid-back and relaxed road trip in Italy continues on day 5, allowing you to create more unforgettable memories. Today’s travel plan offers you the chance to have a more in-depth understanding of Italy and its people by visiting the offerings and top attractions of Florence and beyond. With 5 nights left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Prepare for a day full of family-friendly attractions, photo-friendly spots, and history-rich sites. When you’re ready, kick off your sightseeing adventure at Palazzo Salimbeni. This up-and-coming palace is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Campo, one of the city’s best highlights.

Next, check out Siena Cathedral, one of the most popular 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 Of San Domenico. Wander around and soak in the respected atmosphere this church offers. Then, head to Fortezza Medicea (siena), a top-rated monument that adds another dimension to your day.

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

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a lovely dining experience at Tijuana, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Djària - American Bar, 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 The Florence Irish Pub. It’s yet another ideal choice to enhance your time in Florence tonight.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

On day 6 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 4 nights. With so many fun and inspiring experiences to offer, a tour of Florence will make you fall even more in love with the city and uniqueness of Italy.

A blend of fun adventures, scenic views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the worthwhile monument, Porta San Giovanni. Afterward, continue to Sangimignano1300, a museum every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Palazzo Comunale, Pinacoteca, Torre Grossa. This frequently visited museum is an essential stop. Following that, head to Piazza Del Duomo, another must-visit site that will enhance your experience. Don’t forget to stop by Parco Della Rocca, an often recommended park in the village.

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

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Savor the flavors at Ristorante Buca Niccolini, a top pick for dinner tonight. Alternatively, Essenziale beckons with its unique menu offerings. Also, consider Ristorante La Grotta Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Experience the amazing nightlife in Florence and unwind at the coolest bars in the city.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

On day 7 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in Corniglia and Vernazza destinations, just outside of the city. You still have 3 nights left in Florence. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Start by visiting Cinque Terre National Park, a prime spot to begin your journey. This UNESCO world heritage-listed national park is sure to impress. Next on your list is Ruins Of Doria Tower, another must-visit landmark and up-and-coming monument renowned for its symbolic features.

While exploring and sightseeing, take time to savor the ambiance of Florence by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Church Of St. Margaret Of Antioch. This picture-perfect church is a remarkable attraction that offers a unique experience.

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

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Florence.

Enjoy a delicious meal at Cibrèo Caffè, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Ristorante Le Volte Firenze, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Romantico il Paiolo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Your laid-back and relaxed road trip in Italy continues on day 8, allowing you to create more unforgettable memories. Today’s travel plan offers you the chance to have a more in-depth understanding of Italy and its people by visiting the offerings and top attractions of Florence and beyond. With 2 nights left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Savor the day by visiting some of the best places to see in Florence, including a historical landmark, a public square, a church, a monument and much more! Start your adventure at Mura Di Lucca. This often recommended historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Napoleone located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of St Martin Cathedral. Its breathtaking features will captivate you. After the church, continue your tour of the city with a visit to Guinigi Tower. This monument has a visually striking appeal. For a change of pace, head to Piazza Dell'anfiteatro. As one of the most captivating attractions in Florence, this public square is an excellent place to end your self-guided tour.

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

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a delightful dinner at Osteria Tripperia Il Magazzino, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante La Spada? It's another excellent option with a diverse menu. Consider reserving a table at Osteria Vecchio Cancello as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Florence.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

On day 9 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 1 night. With so many fun and inspiring experiences to offer, a tour of Florence will make you fall even more in love with the city and uniqueness of Italy.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Parco Delle Terme. This idyllic park is a highlight of any visit in the town. Then, enjoy Montecatini Terme Centro, another visually striking attraction that never fails to captivate visitors. Next, head over to Church Of Saint Mary Of The Assumption, one of the town’s most up-and-coming attractions, known for its heritage-rich features.

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

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Dine in style at Hotel Lungarno, a top recommendation for dinner tonight. Or, for a change of pace, Residence la Contessina boasts a menu that's sure to impress. Also, be sure to check out Ristorante Paoli. Known as a local hotspot, it’s a great choice for tonight in Florence.

Before calling it a day, visit one of the best bars in Florence. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

A leisurely self-drive holiday in Montecatini Terme can’t get any better than this! Toast to another amazing day in Italy!

Day 10 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the town of Vinci. By the end of the day, you’ll drive in the direction of the city of Pisa, where you’ll stay at a top-rated hotel of your choice for 1 night.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most increasingly popular attractions included on the itinerary is Leonardo Da Vinci Museum. This history-steeped museum will help you start your sightseeing on top. Then, take a leisurely stroll to Padule Di Fucecchio and learn what makes this visually striking nature reserve unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Porto Delle Morette.

Continue your laid-back road trip exploration of the best attractions in Italy at Pisa. Select from top hotels and accommodations in the city to recharge and rejuvenate.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Pisa.

Enjoy a delicious meal at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La Locanda Dei Pisani Doc Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Pisa.

Explore the vibrant nightlife at Bar Mocambo after your meal, a hub for lively evenings and memorable moments. Or, head to Tree for a great selection of flavorful drinks and a charming setting. Furthermore, Chupiteria is perfect for those looking to extend their night with a touch of local flavor.

Soak in the unique atmosphere of Pisa as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!