Relaxed 10-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence and Monterosso al Mare

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 6 nights.

Discover a day packed with fun adventures, scenic views, and picturesque spots in Pisa. Begin your sightseeing with Leaning Tower Of Pisa. This iconic monument is one of the top attractions in the city. Proceed to Piazza Del Duomo, Pisa, another must-visit attraction.

As you wander through the inviting streets of Pisa, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Pisa Cathedral. This beloved church is a traveler-favorite. Not far away, you’ll find Galleria Dell'accademia, another key site on your sightseeing itinerary. David is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Cathedral Of Santa Maria Del Fiore and uncover why it's recognized as one of the city's most top-rated attractions.

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

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 delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

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

On day 3 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 5 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!

Savor the day by visiting some of the best places to see in Florence, including a historical landmark, an art gallery, a palace, a public square, a church, an observation deck and much more! Start your adventure at Ponte Vecchio. This iconic historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Palazzo Vecchio. Its history-steeped features will captivate you. After the palace, continue your tour of the city with a visit to Piazza Della Signoria. Visitors usually appreciate the history-steeped features of this public square. Next up is Basilica Of Santa Croce In Florence, a highly recommended church. For a change of pace, head to Piazzale Michelangelo. As one of the most famous attractions in Florence, this observation deck is the perfect place to end your self-guided sightseeing tour.

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.

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 Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

As the day is coming to an end, stop at some of Florence’s best bars to celebrate this day of your slow-paced adventure in Italy.

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.

Soak in the unique atmosphere of Florence 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!

Day 4 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Oltrarno is one of the highlights of today. Take your time exploring this iconic neighborhood in Florence, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Today’s itinerary in Florence covers several incredible sights, including a food market, a museum, a church, a palace, a botanical garden and much more! Start your adventure at Central Market. This notable food market is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the noteworthy wonders of Medici Chapels, a must-see museum in the city.

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 Basilica Di Santa Maria Novella, Firenze (fi). This locally renowned church offers an enriching experience. For a change of pace, head to Pitti Palace, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to The Boboli Gardens. These sights offer a fulfilling end to a perfect day.

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 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.

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.

To truly maximize your evening out, consider visiting Gosh* after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Antico Caffè Del Moro - Art Bar Firenze, another bar with an inviting ambiance. Similarly, Quelo Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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, you’ll start your self-paced adventure in Florence and visit amazing attractions in Greve in Chianti, Greti, and San Donato in Poggio 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.

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Florence. Begin your sightseeing with Castle Of Verrazzano. This beloved castle is one of the top attractions in the town. Proceed to Villa Calcinaia - Conti Capponi, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Il Molino Di Grace. This locally appreciated winery is a traveler-favorite. Not far away, you’ll find Osservatorio Polifunzionale Del Chianti, another key site on your sightseeing itinerary.

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

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.

Have a fantastic dining experience at Tijuana, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Djària - American Bar offers an enticing alternative with its varied menu. Additionally, The Florence Irish Pub 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.

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

On day 6 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 2 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.

Prepare for a day full of fun adventures, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Pubblico Palace. This frequently visited 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 notable 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, Fontebranda. Wander around and soak in the photogenic atmosphere this historical landmark offers. Then, head to Basilica Of San Domenico, a top-rated church that adds another dimension to your day. Finally, visit the beloved Fortezza Medicea (siena), the last of our attraction recommendations for today.

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.

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.

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

Your laid-back and relaxed road trip in Italy continues on day 7, 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 1 night left in Florence, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, picturesque spots, and history-rich sites. Start at Chiesa Di Sant'agostino, an up-and-coming church in the village. Then, head to Rocca Di Montestaffoli and soak in the ambiance of this romantic castle.

There are many interesting places to see in Florence, and when you are ready for more, go to Piazza Del Duomo. This is one of the village’s most up-and-coming UNESCO world heritage-designated spots of interest. After exploring the public square, visit the underrated Palazzo Comunale, Pinacoteca, Torre Grossa. Not far away, you'll also find Sangimignano1300. This museum is an eye-catching highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Porta San Giovanni, an often recommended monument in the village.

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 Cibrèo Caffè, 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 Ristorante Le Volte Firenze, 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 Romantico il Paiolo, 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.

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

Day 8 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Monterosso al Mare for 1 night. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic 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 A Selci is the first of them. Spend some time admiring this stunning monument before continuing your journey. Etruscan Museum "mario Guarnacci" 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 Incontri Viti. This instagrammable palace is a sight to behold. To round off your sightseeing experience, visit Baptistery Of San Giovanni Battista and Cathedral Of Santa Maria Assunta. If time allows, end your day with Parco Archeologico "enrico Fiumi", a picture-perfect archeological site that offers a memorable conclusion to your exploration.

When you’re not exploring beautiful places, you’ll have a relaxed time at Monterosso al Mare. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular village.

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 village for you, so you can check out the menus and make your reservation in advance.

Have a fantastic dining experience at Pizzeria La Smorfia, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna di Monterosso offers an enticing alternative with its varied menu. Additionally, Hotel Albergo Degli Amici is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Monterosso al Mare.

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 your meal, keep the night alive at a bar like Enoteca Da Eliseo, known for its lively atmosphere.

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

Day 9 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. On this refreshing new day, you’ll travel from Corniglia and continue your laid-back and relaxed road trip adventure in the city of Lucca and the city of Pisa. You’ll stay in Pisa for 1 night.

Immerse yourself in Monterosso al Mare’s rich culture with today's sightseeing itinerary. Start your journey at Cinque Terre National Park. This UNESCO world heritage-designated national park is sure to ignite your curiosity. Next, dive into the romantic features of Mura Di Lucca, a must-visit historical landmark in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Porta San Pietro, an intriguing monument. For a change of scene, check out Piazza Dell'anfiteatro, known for its awe-inspiring features.

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.

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.

Treat yourself to a delicious dinner at Ristorante Capodimonte Pisa, an excellent option for tonight's dining. Looking for something different? La Locanda Dei Pisani Doc Pisa offers a tantalizing alternative with its diverse menu. And don’t miss Baribaldi Pisa. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

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 Pisa. The bars in Pisa make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, which provides an inviting environment for unwinding after a busy day out.

Toast to another unforgettable and relaxing road trip adventure in Italy!