Relaxed 7-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!

Get ready to discover some of the most iconic wonders in Pisa, including a monument, a public square, a church, a food market, an art gallery and much more! Start your day at Leaning Tower Of Pisa. This noteworthy monument is an iconic place to see in Pisa. Then, wander over to Piazza Del Duomo, Pisa. If stunning sites excite you, this public square will be right up your alley. Nearby, you’ll also find Basilica Di Santa Maria Novella, Firenze (fi). This grand church is a favorite among visitors.

Pisa offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Central Market is a captivating spot in the city that will captivate you with its unique charm. When you’re done at the food market, don’t forget to check out the respected Galleria Dell'accademia. Take a moment to appreciate the fascinating details of this interesting art gallery. Wrap up your self-guided tour of Pisa's top attractions with a visit to Cathedral Of Santa Maria Del Fiore.

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 delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

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

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.

Today’s itinerary in Florence covers several incredible sights, including a historical landmark, an art gallery, a public square, a church, an observation deck and much more! Start your adventure at Ponte Vecchio. This globally renowned historical landmark is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Uffizi Gallery, a must-see art gallery 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 Piazza Della Signoria. This top-rated public square offers an enriching experience. For a change of pace, head to Basilica Of Santa Croce In Florence, where you can take in culturally significant features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. These sights offer a fulfilling end to a perfect day.

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 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 Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

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!

On day 4 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.

Set out on a day brimming with family-friendly attractions, picturesque spots, and historic treasures. Start at the frequently visited Pinacoteca Nazionale, a heritage-rich art gallery in Florence. Next, go to Siena Cathedral.

After visiting Pinacoteca Nazionale and Siena Cathedral, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Campo. This romantic public square offers a unique experience. Tower Of Mangia is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Fortezza Medicea (siena), one of the most breathtaking places to visit in Florence.

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.

Make sure to reserve a table at Ristorante Buca Mario, 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 Agricola Toscana, 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 Eataly 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.

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.

After enjoying a fulfilling meal, continue your evening at Gosh*, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a welcoming atmosphere for easing into the nightlife. Similarly, Quelo Bar provides an excellent environment for a relaxed and enjoyable evening.

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!

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, Montefioralle, and Greti 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.

Savor the day by visiting some of the best places to see in Florence, including a castle and a winery. Start your adventure at Castle Of Verrazzano. This frequently visited castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Fattoria Viticcio located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Villa Calcinaia - Conti Capponi. Its history-steeped features will captivate you.

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

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 Tijuana, a top recommendation for dinner tonight. Or, for a change of pace, Djària - American Bar boasts a menu that's sure to impress. Also, be sure to check out The Florence Irish Pub. Known as a local hotspot, it’s a great choice for tonight in Florence.

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

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

Day 6 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Pisa for 1 night.

Start by visiting Piazza Dell'anfiteatro, a prime spot to begin your journey. This instagrammable public square is sure to impress. Next on your list is Guinigi Tower, another must-visit landmark and increasingly popular monument renowned for its history-steeped 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 St Martin Cathedral. This picture-perfect church is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Piazza Napoleone, a popular public square. Nearby, you'll also find Palazzo Ducale Di Lucca, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Mura Di Lucca and wrap up your day with its enchanting appeal.

When you’re not exploring beautiful places, you’ll have a relaxed time at Pisa. 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 Pisa, 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 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.

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.

If you’re not ready to end the night just yet, Bar Mocambo offers a perfect venue to relax and savor a drink. Similarly, Tree is well-suited for those looking to unwind in a social setting. Chupiteria is another excellent spot to enjoy a nightcap after a delightful meal.

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