6-Day Italy Road Trip from Pisa to Florence, and Bologna

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Experience the freedom of the open road in Italy as you embark on an unforgettable 6-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Florence, and Bologna.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Pisa, 1 night in Florence, and 2 nights in Bologna. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Pisa, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Pisa, Florence, and Bologna, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
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  • Piazza dei Cavalieri
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Welcome to Pisa, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Pisa's charm before embarking on the next leg of your journey.

Pisa is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Knights' Square or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Pisa. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat in Pisa. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Baribaldi Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurant -Pizzeria Il Mio Capriccio. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

After your meal, keep the night alive at a bar like Jeffer Cocktails & Friends, known for its lively atmosphere. Le Parisien Wine Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Las Volta Cocktailbar offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 6-day road trip in Italy!

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Day 2

Day 2 – Pisa, Cascine Vecchie, and Florence

  • Florence
  • Pisa
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Drive 120 km, 2 hours 4 min

  • Palazzo Blu
  • Leaning Tower of Pisa
  • Piazza del Duomo
  • Cattedrale di Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

On day 2 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Pisa, and Cascine Vecchie. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Seize the day by visiting some of the best attractions in the area, like Palazzo Blu. This extraordinary art museum has an average rating of 4.5 out of 5 stars from 4,244 visitors. Each year, around 37,457 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Leaning Tower Of Pisa. This bell tower welcomes around 3,200,000 visitors yearly and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

While in Pisa, we also recommend a visit to Piazza Del Duomo, Pisa. This square has been rated an average of 4.7 out of 5 stars in 104,550 reviews.

If you’re keen to explore even more, then consider a visit to Pisa Cathedral. With an average rating of 4.8 out of 5 stars by 8,361 travelers, this cathedral is a highly recommended stop on your sightseeing around Pisa.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Cascine Vecchie. Your travel time is around 9 min.

Make Parco Regionale Migliarino, San Rossore, Massaciuccoli your first stop of the day. Previous visitors have rated this park an average of 4.4 out of 5 stars in 9,632 reviews.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative, and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary, and international menu.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

Say good night to Florence and look forward to another great day of your road trip in Italy!

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Day 3

Day 3 – Florence, and Bologna

  • Bologna
  • Florence
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Drive 110 km, 2 hours 12 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Florence, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Bologna. You’ll stay here for 2 nights.

Make Piazza Della Signoria one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 66,956 travelers, a visit to this local attraction makes for a great introduction to the area.

Cathedral Of Santa Maria Del Fiore is a worthwhile attraction you can visit next. This church is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Today is also the perfect opportunity to drop by Ponte Vecchio. This deck arch bridge has been rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, head to Uffizi Gallery and find out why 2,011,219 people visit this spot every year. A trip to this popular national museum is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 61,794 previous visitors.

Another top place to visit is Piazzale Michelangelo. This square enjoys an average rating of 4.8 out of 5 stars from 77,744 local and international travelers.

At the end of the day, you will drive to Bologna, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Bologna's most popular restaurants, and connect with friendly locals for an authentic adventure.

Experience a taste of local culinary excellence while in Bologna by securing a table at Ahimè. An esteemed Bib Gourmand restaurant, it features an exceptional country cooking menu. For an alternative taste experience, visit I Portici, famous for its scrumptious creative, and contemporary dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Trattoria di Via Serra, a local favorite celebrated for its exquisite emilian cuisine in Bologna. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for emilian cuisine lovers seeking top-notch culinary experiences.

Continue your evening by exploring the vibrant nightlife scene at Bar Freud E Squisito, a prime destination for a thrilling night out. Also, don’t forget to check out Osteria Del Sole, a bar that offers unique local touches. Likewise, Macondo - Cocktail Bar provides an excellent alternative for a fun evening.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 4

Day 4 – Bologna

  • Bologna
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Drive 0.6 km, 8 min

  • Palazzo Re Enzo
  • Fontana del Nettuno
  • Cattedrale Metropolitana di San Pietro
  • Piazza Maggiore
  • Palazzo d'Accursio
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Day 4 of your road trip across Italy promises a magnificent time exploring Bologna. You have 1 night left in Bologna. Take the opportunity to experience more of the best attractions and activities in the city.

Make Palazzo Re Enzo one of your first sightseeing stops in Bologna. Rated an average of 4.6 out of 5 stars by 2,072 travelers, a visit to this local attraction makes for a great introduction to the area.

Fountain Of Neptune, Bologna is a worthwhile attraction you can visit next. This fountain is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 3,952 reviews.

Today is also the perfect opportunity to drop by Bologna Cathedral. This catholic cathedral has been rated an average of 4.6 out of 5 stars by 3,852 visitors.

If you’re keen to explore more, head to Piazza Maggiore. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 64,523 previous visitors.

Another top place to visit is Palazzo D'accursio. This palazzo enjoys an average rating of 4.6 out of 5 stars from 969 local and international travelers.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Bologna has in store for you, use this day to go on a tour. Scroll down and select tours and activities to include on your itinerary for the day.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bologna. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at Ristorante Enoteca da Lucia, a highly-rated dining destination in Bologna. If you're eager to try something different, consider Victoria Station, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria da Me. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Bologna this evening.

To truly maximize your evening out, consider visiting Bar Senza Nome after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Maurizio, another bar with an inviting ambiance. Similarly, Brewdog Bar Bologna also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Say good night to Bologna and look forward to another great day of your road trip in Italy!

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Day 5

Day 5 – Bologna, and Pisa

  • Pisa
  • Bologna
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Drive 172 km, 2 hours 24 min

  • Two Towers
  • Piazza Santo Stefano
  • Arco Del Meloncello
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Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Begin your sightseeing with a visit to Two Towers. This extraordinary tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

Next, make your way to Piazza Santo Stefano. This top attraction is a square with an average rating of 4.8 out of 5 stars by 7,617 visitors.

We also recommend a visit to Basilica Of San Domenico. This church is rated 4.7 out of 5 stars by 3,380 travelers.

If you’re keen to keep exploring, visit Arco Del Meloncello. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 3,755 travelers.

When you’re done exploring for the day, you’ll drive to Pisa, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Pisa. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at Ristorante alle Bandierine, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Barrique Cocktail And Bistrot is another top choice with a popular menu. You could also check for a table at Filter Coffee Lab. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

Cap off your dinner by heading to Bar Mocambo, ideal for a leisurely evening with a drink in hand. Tree is another bar that offers an enjoyable setting. Similarly, Chupiteria is also a popular place to go on a night out, perfect for relaxing and socializing.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 6

Day 6 – Pisa - departure day

  • Pisa - Departure day
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Day 6 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

On your last day in Italy, take time to indulge in shopping at Pisa’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Start your sightseeing with a visit to “tuttomondo” (keith Haring). This sightseeing destination is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.6 out of 5 stars by 1,937 visitors.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.

You’ll then say farewell to Pisa. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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