Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence

Day 2 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 city of Pisa. By the end of the day, you’ll drive in the direction of the city of Florence, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Get ready for a day filled with fun adventures, scenic views, and photo-friendly spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, a world-famous local hot spot. Another notable attraction to explore is Piazza Del Duomo, Pisa. This world-famous public square is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Pisa's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Basilica Di Santa Maria Novella, Firenze (fi). This visually striking church offers a fascinating experience that many visitors find memorable. Central Market is also worth visiting, along with Galleria Dell'accademia. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Cathedral Of Santa Maria Del Fiore. This widely recognized church provides a fitting finale to your sightseeing.

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.

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.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San 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.

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

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass and toast to another unforgettable, laid-back 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!

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 historical landmark, an art gallery, a public square, a church, an observation deck and much more! Begin your sightseeing adventure at the iconic Ponte Vecchio and allow yourself time to explore. Just a short distance away you'll find your next stop, Uffizi Gallery, a standout art gallery that draws visitors from far and near.

Continue your journey to Piazza Della Signoria, one of the city’s most impressive spots that you shouldn’t miss. Another great site to visit is the notable Basilica Of Santa Croce In Florence. When you're finished at the church, Piazzale Michelangelo awaits your visit. This observation deck is a history-steeped 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 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.

Don’t miss out on dining 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.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

On day 4 of your relaxed road trip, you’ll start your self-paced adventure in Florence and visit amazing attractions in Siena destinations, just outside of the city. You still have 2 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.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Pinacoteca Nazionale. This respected art gallery is sure to ignite your curiosity. Next, dive into the history-steeped features of Siena Cathedral, a must-visit church 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 Piazza Del Campo, an astonishing public square. For a change of scene, check out Tower Of Mangia, known for its UNESCO world heritage-listed features. We also recommend visiting Fortezza Medicea (siena). This monument is a must for anyone looking to experience the city to the fullest.

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.

Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

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.

Round off your dining experience by visiting Gosh*, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Del Moro - Art Bar Firenze, a bar catering to every mood and preference. Quelo Bar likewise offers a unique atmosphere, perfect for a memorable night out.

Toast to another unforgettable and relaxing road trip adventure 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 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.

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 up-and-coming castle provides an insightful glimpse into the town's identity. Next, discover Fattoria Viticcio, a mesmerizing winery, promising a delightful encounter.

Continue your sightseeing with a visit to Villa Calcinaia - Conti Capponi, a beloved winery.

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.

Don’t miss out on dining 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.

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.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Piazza Dell'anfiteatro, a well-known public square in the city. Then, head to Guinigi Tower and soak in the ambiance of this visually striking monument.

There are many interesting places to see in Florence, and when you are ready for more, go to St Martin Cathedral. This is one of the city’s most locally appreciated breathtaking spots of interest. After exploring the church, visit the captivating Piazza Napoleone. Not far away, you'll also find Palazzo Ducale Di Lucca. This palace is a standout highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Mura Di Lucca, a curiosity-inducing historical landmark in the city.

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

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.

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, stop at some of Pisa’s best bars to celebrate this day of your slow-paced adventure in Italy.

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.

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