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

Day 2 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Florence for 6 nights. 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 route brings fun adventures, breathtaking views, and picturesque spots. The first attraction of today is Leaning Tower Of Pisa. This timeless monument is a historic place to see in Pisa. Continue your discovery at Piazza Del Duomo, Pisa, a historic public square with stories to tell.

As you stroll around Pisa, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Pisa Cathedral. This worthwhile church offers a grand encounter with Pisa. Next, make your way to Galleria Dell'accademia to add another highlight to your day. After that, visit David, a locally renowned statue that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Cathedral Of Santa Maria Del Fiore, an astonishing church in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Pisa.

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

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 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.

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

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

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

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the wondrous Ponte Vecchio, a history-steeped historical landmark in Florence. Next, go to Uffizi Gallery.

After visiting Ponte Vecchio and Uffizi Gallery, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Palazzo Vecchio. This enchanting palace offers a unique experience. Piazza Della Signoria is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Basilica Of Santa Croce In Florence, one of the most photogenic places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by Piazzale Michelangelo.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence 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!

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 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.

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 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass and relax after another big day of your leisurely paced road trip 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.

Don’t miss Oltrarno in Florence today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Florence is brimming with adventures. Today’s wonderful stops include a food market, a museum, a church, a palace, a botanical garden and much more! Begin your sightseeing adventure at the interesting Central Market and allow yourself time to explore. Just a short distance away you'll find your next stop, Medici Chapels, a photogenic museum that draws visitors from far and near.

Continue your journey to Basilica Di Santa Maria Novella, Firenze (fi), one of the city’s most interesting spots that you shouldn’t miss. Another great site to visit is the popular Pitti Palace. When you're finished at the palace, The Boboli Gardens awaits your visit. This botanical garden is a noteworthy highlight on today's itinerary.

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.

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 lovely dining experience at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

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.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 5 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.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Florence on today’s itinerary. First up is the intriguing castle, Castle Of Verrazzano. Afterward, continue to Villa Calcinaia - Conti Capponi, a winery every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Il Molino Di Grace. This intriguing winery is an essential stop. Following that, head to Osservatorio Polifunzionale Del Chianti, another must-visit site that will enhance your experience.

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 lovely meal at Tijuana, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Djària - American Bar is another top choice with a popular menu. You could also check for a table at The Florence Irish Pub. As an establishment that gains consistently high praises from customers, it’s an ideal choice 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.

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 6, 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.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Pubblico Palace. This historic palace is a highlight of any visit in the city. Then, enjoy Piazza Del Campo, another history-steeped attraction that never fails to captivate visitors. Next, head over to Siena Cathedral, one of the city’s most captivating attractions, known for its inviting features.

If you’re looking for more, spend time soaking in the atmosphere of Fontebranda. This symbolic historical landmark is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Basilica Of San Domenico, an underrated church, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Fortezza Medicea (siena) before you head back to your hotel.

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 Ristorante Buca Niccolini, 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 Essenziale, 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 La Grotta 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.

Hang out and unwind at some of the top bars 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, 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 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.

Get ready for a day filled with fun adventures, picturesque spots, and history-rich sites in the charming village of Florence. Your adventure starts at Chiesa Di Sant'agostino, an intriguing local hot spot. Another notable attraction to explore is Rocca Di Montestaffoli. This frequently visited castle is known for its inviting appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo. This history-steeped public square offers a fascinating experience that many visitors find memorable. Palazzo Comunale, Pinacoteca, Torre Grossa is also worth visiting, along with Sangimignano1300. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Porta San Giovanni. This worthwhile monument provides a fitting finale to your sightseeing.

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

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 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 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.

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

Day 8 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Monterosso al Mare for 1 night.

A blend of family-friendly attractions, breathtaking views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the up-and-coming monument, Porta A Selci. Afterward, continue to Etruscan Museum "mario Guarnacci", 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 town. Next, make your way to Palazzo Incontri Viti. This up-and-coming palace is an essential stop. Following that, head to Baptistery Of San Giovanni Battista, another must-visit site that will enhance your experience. Don’t forget to stop by Cathedral Of Santa Maria Assunta, an often recommended church in the town. Finally, end your day with a visit to Parco Archeologico "enrico Fiumi", a picture-perfect archeological site that offers the perfect conclusion to your sightseeing of the day.

You’ll be staying at the incredible village of Monterosso al Mare in this laid-back road trip in Italy. You'll stay here for 1 night.

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 Monterosso al Mare, explore the village like a local by trying out the best restaurants in the area.

Savor the flavors at Pizzeria La Smorfia, a top pick for dinner tonight. Alternatively, La Taverna di Monterosso beckons with its unique menu offerings. Also, consider Hotel Albergo Degli Amici. With its consistent customer satisfaction, it’s an excellent option for dining in Monterosso al Mare tonight.

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 village.

Explore the vibrant nightlife at Enoteca Da Eliseo after your meal, a hub for lively evenings and memorable moments.

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

On day 9 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Get ready for an exciting day in Monterosso al Mare. Today’s sightseeing agenda includes a national park, a historical landmark, a monument, a public square and much more! Begin your adventure at Cinque Terre National Park. This is an interesting national park you should not miss. Another must-see is Mura Di Lucca, an often recommended historical landmark in Monterosso al Mare.

When you’re ready for the next sight, head to Porta San Pietro. From there, take a leisurely stroll to Piazza Dell'anfiteatro, another of the village’s captivating attractions.

In the city of Pisa, 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.

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.

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

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

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