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

Day 2 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Florence for 4 nights.

Let Leaning Tower Of Pisa set the tone for the day. Spend some time admiring this historic monument before continuing your journey. Piazza Del Duomo, Pisa is your next stop. This timeless public square is one of the best-rated sights in Pisa.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Florence. Expect your car journey to take a minimum of 1 hour 17 min. When you arrive in Florence, it's time to take a break from the road.

Basilica Di Santa Maria Novella, Firenze (fi) is a notable church we recommend visiting today. Discover its history-steeped features before continuing your self-guided tour to Central Market, a visually striking food market that’s well-regarded in the area.

Next, stop by Galleria Dell'accademia, an instagrammable art gallery. While you’re nearby, don’t forget to visit Cathedral Of Santa Maria Del Fiore, an inviting and truly unique church.

After a day of exploration, relax at one of the top hotels or accommodations in Florence. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip 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.

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 3 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!

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and visit all the nearby sights.

Make time for Ponte Vecchio, a timeless historical landmark that is worthwhile a visit in the city. Nearby, you’ll find Uffizi Gallery, enchanting visitors with its picture-perfect appeal. Continue your exploration at Piazza Della Signoria. This public square is one of the city’s most famous spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Basilica Of Santa Croce In Florence. After exploring the church, head to the impressive 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 Pisa. There are so many fun and eye-opening activities to try out in Pisa 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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa 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.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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

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.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Siena. This drive usually takes around 1 hour 11 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Pinacoteca Nazionale, an often recommended art gallery that everyone visiting Siena should see. Next, head to Siena Cathedral. This romantic church is one of the most well-known attractions in the region.

If you're keen to see more, don’t miss out on Piazza Del Campo, a visually striking public square popular among locals as well as travelers. Tower Of Mangia is an excellent attraction to visit next. Spend some time learning more about this worthwhile monument before you continue your journey. Lastly, visit Fortezza Medicea (siena), a culturally significant monument and a top attraction in the city.

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 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.

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

Continue the enjoyment post-dinner at Gosh*, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Antico Caffè Del Moro - Art Bar Firenze offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Quelo Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

On day 5 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Florence and visit amazing attractions in Greve in Chianti, Montefioralle, and Greti, just outside the city. You still have 1 night left in Florence, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Continue your road trip and head to your next destination, Greve in Chianti. This car ride takes around 46 min.

Our first attraction recommendation in Greve in Chianti is Castle Of Verrazzano, an often recommended castle that draws attention for its visually striking features.

After soaking in Greve in Chianti’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Montefioralle. Expect your car journey to take a minimum of 10 min. When you arrive in Montefioralle, it's time to take a break from the road.

Savor the day by heading to Fattoria Viticcio, an intriguing winery that draws visitors from near and far.

When you’re ready to jump back into the car and say goodbye to Greti, you’ll hit the road in the direction of Florence. This drive usually takes around 42 min.

Spend your afternoon discovering Villa Calcinaia - Conti Capponi, an underrated winery known for its romantic features.

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.

Savor the flavors at Tijuana, a top pick for dinner tonight. Alternatively, Djària - American Bar beckons with its unique menu offerings. Also, consider The Florence Irish Pub. 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.

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

Day 6 of your relaxed road trip in 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!

Lucca’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 11 min. Lucca welcomes you with a multitude of unique vacation experiences.

Our first attraction recommendation in Lucca is Piazza Dell'anfiteatro, a locally renowned public square that draws attention for its visually striking features. Spend some time soaking in the atmosphere before continuing to Guinigi Tower, a romantic monument that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to St Martin Cathedral, an increasingly popular church that offers a unique experience. Be sure to also explore Piazza Napoleone, a nearby public square, highly recommended by other travelers. End your self-guided tour at Palazzo Ducale Di Lucca, a historic palace and the perfect final attraction in Lucca.

Continue your laid-back road trip in Italy as you make your way to Pisa. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

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.

After dinner, it’s time to fall in love with the amazing nightlife in Pisa and unwind at some of the best bars in the city.

After your meal, keep the night alive at a bar like Bar Mocambo, known for its lively atmosphere. Tree is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Chupiteria offers an excellent atmosphere for those looking to amp up the evening.

Soak in the unique atmosphere of Pisa as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Italy!