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

Day 2 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Pisa. By evening, drive toward the Florence, where you’ll stay at a top-rated hotel of your choice for 8 nights.

Enjoy all that Leaning Tower Of Pisa has to offer. This is a wondrous monument you should not miss. Another must-see is Piazza Del Duomo, Pisa, a wondrous public square in Pisa.

Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Florence. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 20 min. Upon reaching Florence, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Set out on a self-guided sightseeing tour at Central Market and explore the photogenic features. Next, make your way to Galleria Dell'accademia, another highlight in Florence. When you’re done exploring the art gallery, continue to Cathedral Of Santa Maria Del Fiore, an enchanting church.

Continue your laid-back road trip in Italy as you make your way to Florence. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

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.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

One of the most world-famous attractions included on the itinerary is Ponte Vecchio. This romantic historical landmark will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Della Signoria and learn what makes this romantic public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the widely recognized Uffizi Gallery. After exploring the art gallery, head to Piazzale Michelangelo. This astonishing observation deck is a highlight in Florence.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Pisa. There are so many fun and eye-opening activities to try out in Pisa that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Florence to find the best options for you!

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.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Your relaxed road trip in Italy continues on day 4 with more unforgettable memories to make. Today, you’ll get to know Italy better by exploring the top attractions of Florence and beyond. With 6 nights left in Florence, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

As you explore Castellina in Chianti’s charming streets, take in the lively atmosphere and get to know the character of the village.

Set your GPS to Castellina in Chianti and hit the road. Expect a journey of approximately 58 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Castellina in Chianti beckons with new experiences!

One of our top recommendations for your sightseeing is Poggio Amorelli. Spend some time admiring the enchanting features of the winery before you continue to your next stop. Then, head to Tumulo Di Montecalvario. This intriguing archeological site is a traveler-favorite in the village.

If you're keen to see more, continue to Rocca Di Castellina In Chianti. Feed your curiosity by learning something new about the castle.

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.

Treat yourself to a delightful dinner at Ristorante Buca Mario, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Agricola Toscana? It's another excellent option with a diverse menu. Consider reserving a table at Eataly Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Let the evening flow smoothly from dinner to drinks at Gosh*, a top-rated bar in the area. For other recommendations, Antico Caffè Del Moro - Art Bar Firenze provides a perfect setting for rounding out your night with style and great drinks. Likewise, Quelo Bar offers a memorable night with diverse drink options and excellent service.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

On day 5 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Florence and visit amazing attractions in Siena, just outside the city. You still have 5 nights left in Florence, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Siena is brimming with adventures.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 9 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Set out on a self-guided sightseeing tour at Palazzo Salimbeni and explore the photogenic features. Next, make your way to Piazza Del Campo, another highlight in Siena. When you’re done exploring the public square, continue to Siena Cathedral, an inviting church.

Nearby, you will also find Basilica Of San Domenico. This increasingly popular church is a top place to see in the area. Lastly, head to Fortezza Medicea (siena), a stunning monument that is perfect for some final exploring in the city.

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.

Make sure to reserve a table at Tijuana, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Djària - American Bar, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Florence Irish Pub, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

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

Porta San Giovanni is a worthwhile monument we recommend visiting today. Discover its UNESCO world heritage-listed features before continuing your self-guided tour to Sangimignano1300, an eye-catching museum that’s well-regarded in the area.

Next, stop by Palazzo Comunale, Pinacoteca, Torre Grossa, a culturally significant museum. While you’re nearby, don’t forget to visit Piazza Del Duomo, a visually striking and truly unique public square. End your sightseeing at Parco Della Rocca, a locally appreciated park that’s highly recommended by travelers passing through the village.

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.

Have a fantastic dining experience at Ristorante Buca Niccolini, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Essenziale offers an enticing alternative with its varied menu. Additionally, Ristorante La Grotta Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Florence. The bars in Florence make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

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

Your relaxed road trip in Italy continues on day 7 with more unforgettable memories to make. Today, you’ll get to know Italy better by exploring the top attractions of Florence and beyond. With 3 nights left in Florence, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

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

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Corniglia. This drive usually takes around 2 hours 21 min, without any stops or traffic disruptions.

Savor the day by heading to Cinque Terre National Park, a captivating national park that draws visitors from near and far.

Set your GPS to Vernazza and hit the road. Expect a journey of approximately 13 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vernazza beckons with new experiences!

When you're ready for some sights, head to Ruins Of Doria Tower, an intriguing monument in Vernazza. Explore its history-steeped features at your own pace before you continue your journey to your next attraction, Church Of St. Margaret Of Antioch. This curiosity-inducing church is a top recommendation in the area.

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

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.

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

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

On day 8 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Florence and visit amazing attractions in Lucca, just outside the city. You still have 2 nights left in Florence, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Lucca’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 8 min. Lucca welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Mura Di Lucca, an underrated historical landmark known for its visually striking features. Next, continue your sightseeing at Piazza Napoleone, a popular public square.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by St Martin Cathedral and uncover the details of this stunning church. Make sure to also explore Guinigi Tower, a beloved monument. For your last stop, consider Piazza Dell'anfiteatro, a respected public square that many travelers find worth the detour.

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

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 Osteria Tripperia Il Magazzino, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Ristorante La Spada, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria Vecchio Cancello. 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.

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

Continue your road trip and head to your next destination, Montecatini Terme. This car ride takes around 52 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Parco Delle Terme, an often recommended park that everyone visiting Montecatini Terme should see. Next, head to Montecatini Terme Centro. This gorgeous spa is one of the most increasingly popular attractions in the region.

If you're keen to see more, don’t miss out on Church Of Saint Mary Of The Assumption, a standout church popular among locals as well as travelers.

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.

Make sure to reserve a table at Hotel Lungarno, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Residence la Contessina, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Paoli, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

On day 10 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

Vinci’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 51 min. Vinci welcomes you with a multitude of unique vacation experiences.

When you're ready for some sights, head to Leonardo Da Vinci Museum, a beloved museum in Vinci. Explore its eye-catching features at your own pace before you continue your journey.

After soaking in Vinci’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Fucecchio. Expect your car journey to take a minimum of 21 min. When you arrive in Fucecchio, it's time to take a break from the road.

Savor the day by heading to Padule Di Fucecchio, an increasingly popular nature reserve that draws visitors from near and far.

In Pisa, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

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 Pisa, explore the city like a local by trying out the best restaurants in the area.

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.

Hang out and unwind at some of the top bars in Pisa.

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

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