One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Pisa to Bologna

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Tourist female in Pisa, Arno river, lamp and buildings reflection. Lungarno view.santa maria della spina
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Explore Italy and discover its unique charm on this 8-day relaxed road trip through Pisa, Lucca, Scarperia, Bologna, and La Spezia. Delight in a stress-free journey that focuses on exploration through the country's most captivating landscapes.

This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Pisa, Lucca, Scarperia, Bologna, and La Spezia. Make yourself at home at top-rated hotels and stay 3 nights in Pisa and 4 nights in Bologna. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Pisa, you’ll collect your rental car of choice. From there, you’ll begin your 8-day journey across Italy and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Leaning Tower Of Pisa. Another highlight of this self-drive tour is the captivating Piazza Del Duomo, Pisa.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Piazza Maggiore. With this travel plan, you could also soak in the atmosphere of the memorable Two Towers. Get close to the spectacular Piazza Dell'anfiteatro and the wonderful Piazza Napoleone. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 7 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 8 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 8-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Day 1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
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Your relaxed road trip through Italy starts when you reach the incredible city of Pisa, where you'll stay for 2 nights. You'll pick up your rental car in Pisa and begin your adventure in Italy.

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 just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Pisa. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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

Treat yourself to a delightful dinner at Anima di Grano Pizzeria Napoletana Pisa Italy, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try il Mercante? It's another excellent option with a diverse menu. Consider reserving a table at La Ghiotteria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

Before calling it a day, visit one of the best bars in Pisa. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Unwind after your meal by stepping into Jeffer Cocktails & Friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta Cocktailbar, another top-rated bar in the area.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Pisa as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Pisa
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Drive 14 km, 49 min

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

On day 2 of your relaxed road trip across Italy, you’ll explore the area around Pisa, where you’ll be staying for another 1 night. With so many fun and inspiring experiences to offer, a tour of Pisa will make you fall even more in love with the city and uniqueness of Italy.

Brace yourself for today’s incredible lineup of attractions in Pisa, featuring family-friendly attractions, picturesque spots, and historic treasures. Start at Palazzo Blu, an often recommended art gallery in the city. Then, head to Leaning Tower Of Pisa and soak in the ambiance of this historic monument.

There are many interesting places to see in Pisa, and when you are ready for more, go to Piazza Del Duomo, Pisa. This is one of the city’s most wondrous stunning spots of interest. After exploring the public square, visit the frequently visited Pisa Cathedral. Not far away, you'll also find Parco Regionale Migliarino, San Rossore, Massaciuccoli. This nature reserve is an awe-inspiring highlight in Pisa.

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

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.

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

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.

Continue your evening by exploring the vibrant nightlife scene at Bar Mocambo, a prime destination for a thrilling night out. Also, don’t forget to check out Tree, a bar that offers unique local touches. Likewise, Chupiteria provides an excellent alternative for a fun evening.

A leisurely self-drive holiday in Pisa can’t get any better than this! Toast to another amazing day in Italy!

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Day 3

Day 3

  • Pisa
  • Bologna
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Drive 225 km, 3 hours 32 min

  • St Martin Cathedral
  • Piazza Napoleone
  • Guinigi Tower
  • Piazza dell'Anfiteatro
  • Mugello Circuit
  • More

Day 3 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 Lucca. By the end of the day, you’ll drive in the direction of the city of Bologna, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Pisa allows for both. Start by heading to St Martin Cathedral. This frequently visited church provides an insightful glimpse into the city's identity. Next, discover Piazza Napoleone, an instagrammable public square, promising a delightful encounter.

Continue your sightseeing with a visit to Guinigi Tower, a worthwhile monument. When you’re done, don’t forget to make a stop at the popular Piazza Dell'anfiteatro.

After a day of exploration, relax at one of the top hotels or accommodations in Bologna. 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.

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.

Have a memorable dining experience in Bologna by booking a table at Ahimè, renowned as a Bib Gourmand restaurant presenting an exceptional country cooking menu. For a different culinary experience in Bologna, I Portici shines as one of the top destinations, known for its delicious creative and contemporary cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Trattoria di Via Serra is known as a top local spot for its delicious emilian cuisine in Bologna. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Al Bricco D'oro, known for its inviting atmosphere. Bar Freud E Squisito is another great option if you’re looking for a place to get the night started. Similarly, Osteria Del Sole provides a great setting to enjoy the night away.

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

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Day 4

Day 4

  • Bologna
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Drive 6 km, 1 hour 6 min

  • Porta Maggiore
  • Piazza Santo Stefano
  • Two Towers
  • La Piccola Venezia
  • Pinacoteca Nazionale di Bologna
  • More

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

Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most locally appreciated attractions included on the itinerary is Porta Maggiore. This photogenic monument will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Santo Stefano and learn what makes this inviting public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the well-known Two Towers. After exploring the monument, head to La Piccola Venezia. This locally appreciated street is a highlight in Bologna. As your day continues, stop by Pinacoteca Nazionale Di Bologna, known for its eye-catching features.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Bologna. There are so many fun and eye-opening activities to try out in Bologna 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 Bologna to find the best options for you!

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 Bologna, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Bononia Cafè, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Via Con Me, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Trattoria Pizzeria La Mela. It’s yet another ideal choice to enhance your time in Bologna tonight.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Continue your lively evening at Lime Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Macondo - Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Onda Marina By Night ensures a night out tailored to your taste.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day 5

Day 5

  • Bologna
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Drive 22 km, 1 hour 7 min

  • Villa Ghigi
  • Basilica of San Domenico
  • Porta Castiglione
  • arco del Meloncello
  • Ducati Museum
  • More

Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Bologna. You’ll go sightseeing at famous attractions in Bologna. 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 Bologna!

Bologna is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and natural wonders! Start at Villa Ghigi, a frequently visited park that is worthwhile a visit in the city. Nearby, you’ll find Basilica Of San Domenico, enchanting visitors with its remarkable appeal. Continue your exploration at Porta Castiglione. This monument is one of the city’s most locally appreciated spots.

Enjoy the freedom of exploring Bologna at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Arco Del Meloncello. After exploring the monument, head to the frequently visited Ducati Museum.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Bologna offers a wide selection of experiences for every traveler.

Exploring the food culture in Bologna 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.

Enjoy a delicious meal at Va Mo Là, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Trattoria dal Biassanot, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Enoteca da Lucia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.

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 your delicious meal, get a taste of the vibrant nightlife with a visit to Aurum, known for its inviting atmosphere. Bar Senza Nome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Ristretto provides a great setting to enjoy the night away.

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

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Day 6

Day 6

  • Bologna
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Drive 1 km, 26 min

  • Palazzo Pallavicini
  • Bologna Cathedral
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • More

On day 6 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, where you'll stay for 1 night, 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 Bologna, and meet locals along the way!

Get ready for a day filled with family-friendly attractions, romantic experiences, and photo-friendly spots in the charming city of Bologna. Your adventure starts at Palazzo Pallavicini, an intriguing local hot spot. Another notable attraction to explore is Bologna Cathedral. This underrated church is known for its eye-catching appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Maggiore. This history-steeped public square offers a fascinating experience that many visitors find memorable. Fountain Of Neptune, Bologna is also worth visiting, along with Palazzo Re Enzo. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

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 Bologna.

Have a fantastic dining experience at Pappare' - Bologna, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mister Coffee Bistrò offers an enticing alternative with its varied menu. Additionally, All'Osteria Bottega is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

As the day is coming to an end, stop at some of Bologna’s best bars to celebrate this day of your slow-paced adventure in Italy.

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

A leisurely self-drive holiday in Bologna can’t get any better than this! Toast to another amazing day in Italy!

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Day 7

Day 7

  • Bologna
  • Pisa
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Drive 302 km, 3 hours 55 min

  • Parco XXV Aprile
  • Castello San Giorgio
  • Giardini Pubblici
  • Technical Naval Museum of Spezia
  • More

Day 7 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!

Today's adventure in Bologna promises more breathtaking discoveries and enriching experiences! Begin at Parco Xxv Aprile. This visually striking park is a highlight of any visit in the city. Then, enjoy Castello San Giorgio, another respected attraction that never fails to captivate visitors. Next, head over to Giardini Pubblici, one of the city’s most intriguing attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Technical Naval Museum Of Spezia. This heritage-rich museum is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

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 Pisa, explore the city like a local by trying out the best restaurants in the area.

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

Before calling it a day, visit one of the best bars in Pisa. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

If you’re not ready to end the night just yet, Bar Livorno offers a perfect venue to relax and savor a drink.

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

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Day 8

Day 8

  • Pisa - Departure day
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  • “Tuttomondo” (Keith Haring)
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Day 8 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Pisa.

Make the most of your final day in Italy by visiting Pisa’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

If you're up for some more sightseeing, begin at “tuttomondo” (keith Haring). This frequently visited art installation is a popular place to see in the city.

Unwind and look back at the past 8 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Pisa or just grab something light to keep you going.

Have a fantastic dining experience at Anita Osteria, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La corte di San Leonardo offers an enticing alternative with its varied menu.

Give yourself enough time to wave goodbye to Pisa and begin your journey home. The unforgettable experiences you’ve collected along your 8-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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