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

On day 2 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Pisa allows for both. Start by heading to Leaning Tower Of Pisa. This timeless monument provides an insightful glimpse into the city's identity. Next, discover Piazza Del Duomo, Pisa, an UNESCO world heritage-designated public square, promising a delightful encounter.

Continue your sightseeing with a visit to Pisa Cathedral, a worthwhile church. When you’re done, don’t forget to make a stop at the interesting Galleria Dell'accademia. Not far away from the art gallery, you will find the enchanting Cathedral Of Santa Maria Del Fiore, perfect for a quick visit.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. 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.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass and relax after another big day of your leisurely paced road trip 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 globally renowned Ponte Vecchio, an enchanting 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 visually striking 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 culturally significant places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by 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.

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 Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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

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!

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

A visit to Oltrarno in Florence is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Get ready to discover some of the most iconic wonders in Florence, including a food market, a museum, a church, a palace, a botanical garden and much more! Start your day at Central Market. This instagrammable food market is a captivating place to see in Florence. Then, wander over to Medici Chapels. If symbolic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Basilica Di Santa Maria Novella, Firenze (fi). This history-steeped church is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pitti Palace is an interesting spot in the city that will captivate you with its unique charm. When you’re done at the palace, don’t forget to check out the visually striking The Boboli Gardens. Take a moment to appreciate the fascinating details of this interesting botanical garden.

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.

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 delicious dinner at Ristorante Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice 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.

Explore the vibrant nightlife at Gosh* after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Del Moro - Art Bar Firenze for a great selection of flavorful drinks and a charming setting. Furthermore, Quelo Bar is perfect for those looking to extend their night with a touch of local flavor.

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

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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Castle Of Verrazzano. This intriguing castle provides an insightful glimpse into the town's identity. Next, discover Villa Calcinaia - Conti Capponi, an enchanting winery, promising a delightful encounter.

Continue your sightseeing with a visit to Il Molino Di Grace, an underrated winery. When you’re done, don’t forget to make a stop at the intriguing Osservatorio Polifunzionale Del Chianti.

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.

Enjoy a delicious meal at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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 in celebration of your freedom and relaxed road trip adventure in 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.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, scenic views, and photo-friendly spots. Start at Pubblico Palace, an often recommended palace in the city. Then, head to Piazza Del Campo and soak in the ambiance of this romantic public square.

There are many interesting places to see in Florence, and when you are ready for more, go to Siena Cathedral. This is one of the city’s most popular enchanting spots of interest. After exploring the church, visit the frequently visited Fontebranda. Not far away, you'll also find Basilica Of San Domenico. This church is a grand highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Fortezza Medicea (siena), an often recommended monument in the city.

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.

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.

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.

Cherish every minute of your relaxed road trip vacation across 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 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.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most beloved attractions included on the itinerary is Chiesa Di Sant'agostino. This culturally significant church will help you start your sightseeing on top. Then, take a leisurely stroll to Rocca Di Montestaffoli and learn what makes this romantic castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the frequently visited Piazza Del Duomo. After exploring the public square, head to Palazzo Comunale, Pinacoteca, Torre Grossa. This intriguing museum is a highlight in Florence. As your day continues, stop by Sangimignano1300, known for its heritage-rich features. Lastly, don’t forget to check out the beloved Porta San Giovanni. Enjoy exploring this incredible monument at your own pace.

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 delicious dinner at Cibrèo Caffè, an excellent option for tonight's dining. Looking for something different? Ristorante Le Volte Firenze offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Romantico il Paiolo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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

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

Prepare for a day full of family-friendly attractions, breathtaking views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Porta A Selci. This frequently visited monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Etruscan Museum "mario Guarnacci", one of the town’s best highlights.

Next, check out Palazzo Incontri Viti, one of the most underrated places to see in Florence. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Baptistery Of San Giovanni Battista. Wander around and soak in the culturally significant atmosphere this church offers. Then, head to Cathedral Of Santa Maria Assunta, a top-rated church that adds another dimension to your day. Finally, visit the curiosity-inducing Parco Archeologico "enrico Fiumi", the last of our attraction recommendations for today.

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.

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.

Make sure to reserve a table at Pizzeria La Smorfia, an iconic dining spot in Monterosso al Mare. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna di Monterosso, a popular restaurant in Monterosso al Mare. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Hotel Albergo Degli Amici, a hidden gem nestled in Monterosso al Mare. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Experience the amazing nightlife in Monterosso al Mare and unwind at the coolest bars in the village.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Enoteca Da Eliseo, known for its inviting atmosphere.

Soak in the unique atmosphere of Monterosso al Mare 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 9 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 village of Corniglia. 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 family-friendly attractions, romantic experiences, and natural wonders. Start at the interesting Cinque Terre National Park, a romantic national park in Monterosso al Mare. Next, go to Mura Di Lucca.

After visiting Cinque Terre National Park and Mura Di Lucca, have a stroll along Monterosso al Mare's streets and take in the local charm. Continue your sightseeing by heading to Porta San Pietro. This culturally significant monument offers a unique experience. Piazza Dell'anfiteatro is another noteworthy attraction worthwhile a visit.

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.

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

Make sure to reserve a table at Ristorante Capodimonte Pisa, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Locanda Dei Pisani Doc Pisa, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Baribaldi Pisa, a hidden gem nestled in Pisa. 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 Pisa.

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.

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