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

Day 2 of your relaxed road trip across the beautiful country of Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Brace yourself for today’s incredible lineup of attractions in Pisa, featuring family-friendly attractions, breathtaking views, and photo-friendly spots. Start at Leaning Tower Of Pisa, a globally renowned monument in the city. Then, head to Piazza Del Duomo, Pisa and soak in the ambiance of this breathtaking public square.

There are many interesting places to see in Pisa, and when you are ready for more, go to Central Market. This is one of the city’s most locally renowned visually striking spots of interest. After exploring the food market, visit the captivating Galleria Dell'accademia. Not far away, you'll also find Cathedral Of Santa Maria Del Fiore. This church is a visually striking highlight in Pisa.

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.

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.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

Cherish every minute of your relaxed road trip vacation across Italy.

Day 3 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

A top thing to do today is to explore Oltrarno, a must-see neighborhood in Florence. It's the perfect starting point for touring the top attractions in the area.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Ponte Vecchio. This visually striking historical landmark is sure to ignite your curiosity. Next, dive into the grand features of Piazza Della Signoria, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Uffizi Gallery, a famous art gallery. For a change of scene, check out Piazzale Michelangelo, known for its visually striking features.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

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.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. 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.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 4 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 6 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.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the frequently visited Poggio Amorelli, an enchanting winery in Florence. Next, go to Tumulo Di Montecalvario.

After visiting Poggio Amorelli and Tumulo Di Montecalvario, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Rocca Di Castellina In Chianti. This respected castle offers a unique experience.

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.

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

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

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

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.

A blend of fun adventures, picturesque spots, and historic treasures await you in Florence on today’s itinerary. First up is the increasingly popular palace, Palazzo Salimbeni. Afterward, continue to Piazza Del Campo, a public square every traveler should visit.

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 Siena Cathedral. This captivating church is an essential stop. Following that, head to Basilica Of San Domenico, another must-visit site that will enhance your experience. Don’t forget to stop by Fortezza Medicea (siena), a beloved monument in the city.

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.

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.

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.

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, you’ll start your self-paced adventure in Florence and visit amazing attractions in San Gimignano destinations, just outside of the city. You still have 4 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.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. 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. Porta San Giovanni is the first of them. Spend some time admiring this culturally significant monument before continuing your journey. Sangimignano1300 is your next stop. This worthwhile museum is one of the best-rated sights in Florence.

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 Palazzo Comunale, Pinacoteca, Torre Grossa. This historic museum is a sight to behold. To round off your sightseeing experience, visit Piazza Del Duomo and Parco Della Rocca.

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.

Enjoy a lovely dining experience at Ristorante Buca Niccolini, 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 Essenziale, 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 Ristorante La Grotta Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

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

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

On day 7 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 3 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.

Start by visiting Cinque Terre National Park, a prime spot to begin your journey. This romantic national park is sure to impress. Next on your list is Ruins Of Doria Tower, another must-visit landmark and curiosity-inducing monument renowned for its awe-inspiring features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Church Of St. Margaret Of Antioch. This historic church is an essential place to visit for anyone looking for the full Florence 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.

Dine in style at Cibrèo Caffè, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Le Volte Firenze boasts a menu that's sure to impress. Also, be sure to check out Ristorante Romantico il Paiolo. Known as a local hotspot, it’s a great choice for tonight in Florence.

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.

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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Mura Di Lucca. This frequently visited historical landmark provides an insightful glimpse into the city's identity. Next, discover Piazza Napoleone, a romantic public square, promising a delightful encounter.

Continue your sightseeing with a visit to St Martin Cathedral, an up-and-coming church. When you’re done, don’t forget to make a stop at the frequently visited Guinigi Tower. Round off your day at Piazza Dell'anfiteatro, another gem in Florence with respected features to discover.

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.

Savor the flavors at Osteria Tripperia Il Magazzino, a top pick for dinner tonight. Alternatively, Ristorante La Spada beckons with its unique menu offerings. Also, consider Osteria Vecchio Cancello. 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 and relax after another big day of your leisurely paced road trip in Italy!

On day 9 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in Montecatini Terme destinations, just outside of the city. You still have 1 night 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.

Today, you'll explore some of the most beautiful places in Florence, including a park, a spa, and a church. Start your day with a visit to Parco Delle Terme. This curiosity-inducing park is a must-visit in the town. When you’re ready for your next discovery, continue to Montecatini Terme Centro, which may be one of the most visually striking places you will experience today.

One of the best things about exploring Florence 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 Church Of Saint Mary Of The Assumption, a frequently visited church in the town.

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

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 Hotel Lungarno, a top-rated dining spot in Florence. If you're in the mood for something new, try Residence la Contessina, another premier location with a delectable menu. You might also want to book a table at Ristorante Paoli. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Cherish every minute of your relaxed road trip vacation across 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.

Set out on a day brimming with fun adventures, picturesque spots, and history-rich sites. Start at the locally appreciated Leonardo Da Vinci Museum, a photogenic museum in Florence. Next, go to Padule Di Fucecchio.

After a day of exploration, relax at one of the top hotels or accommodations in Pisa. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

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.

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

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