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

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Discover Italy stress-free with this 8-day relaxed road trip, winding through Pisa, Lucca, Scarperia, Bologna, and La Spezia. Enjoy a relaxing self-drive holiday through stunning landscapes and calm adventures.

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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Knights' Square
Palazzo BluLeaning Tower of PisaPiazza del Duomo, PisaPisa CathedralParco Regionale Migliarino, San Rossore, Massaciuccoli
St Martin CathedralPiazza NapoleoneGuinigi TowerPiazza dell'AnfiteatroMugello Circuit
Porta MaggiorePiazza Santo StefanoTwo TowersLa Piccola VeneziaPinacoteca Nazionale di Bologna
Villa GhigiBasilica of San DomenicoPorta Castiglionearco del MeloncelloDucati Museum
Palazzo PallaviciniBologna CathedralPiazza MaggioreFountain of Neptune, BolognaPalazzo Re Enzo
Parco XXV AprileCastello San GiorgioGiardini PubbliciTechnical Naval Museum of Spezia
“Tuttomondo” (Keith Haring)

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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.

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. If you are looking to dine at a popular restaurant in Pisa, it's often a good idea to reserve a table in advance.

Savor the flavors at Anima di Grano Pizzeria Napoletana Pisa Italy, a top pick for dinner tonight. Alternatively, il Mercante beckons with its unique menu offerings. Also, consider La Ghiotteria. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

Experience the amazing nightlife in Pisa and unwind at the coolest bars in the city.

To truly maximize your evening out, consider visiting Jeffer Cocktails & Friends after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Le Parisien Wine Bar, another bar with an inviting ambiance. Similarly, Las Volta Cocktailbar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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
  • More

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, you’ll start your self-paced adventure in Pisa and visit amazing attractions in Pisa and Cascine Vecchie destinations, just outside of the city. You still have 1 night left in Pisa. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Get ready for an exciting day in Pisa. Today’s sightseeing agenda includes an art gallery, a monument, a public square, a church, a nature reserve and much more! Begin your adventure at Palazzo Blu. This is a curiosity-inducing art gallery you should not miss. Another must-see is Leaning Tower Of Pisa, a wondrous monument in Pisa.

When you’re ready for the next sight, head to Piazza Del Duomo, Pisa. From there, take a leisurely stroll to Pisa Cathedral, another of the city’s often recommended attractions. We recommend continuing your self-guided tour at Parco Regionale Migliarino, San Rossore, Massaciuccoli, an idyllic place of interest in the city.

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

Exploring the food culture in Pisa 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.

Treat yourself to a delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Locanda Dei Pisani Doc Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Baribaldi Pisa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

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

Let the evening flow smoothly from dinner to drinks at Bar Mocambo, a top-rated bar in the area. For other recommendations, Tree provides a perfect setting for rounding out your night with style and great drinks. Likewise, Chupiteria offers a memorable night with diverse drink options and excellent service.

Soak in the unique atmosphere of Pisa 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!

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Day 3

Day 3

  • Pisa
  • Bologna
  • More

Drive 225 km, 3 hours 32 min

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

Day 3 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. On this refreshing new day, you’ll travel from Lucca and continue your laid-back and relaxed road trip adventure in the village of Scarperia and the city of Bologna. You’ll stay in Bologna for 4 nights.

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Pisa. Your adventure starts at St Martin Cathedral, a locally appreciated local hot spot. Another notable attraction to explore is Piazza Napoleone. This interesting 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 Guinigi Tower. This grand monument offers a fascinating experience that many visitors find memorable. Piazza Dell'anfiteatro is also worth visiting, along with Mugello Circuit. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

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.

Start your culinary exploration in Bologna by securing a reservation at Ahimè. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another dining delight, visit I Portici, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

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

Continue the enjoyment post-dinner at Bar Al Bricco D'oro, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Freud E Squisito offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Osteria Del Sole. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, 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 Bologna, and meet locals along the way!

Today's adventure in Bologna promises more breathtaking discoveries and enriching experiences! Begin at Porta Maggiore. This heritage-rich monument is a highlight of any visit in the city. Then, enjoy Piazza Santo Stefano, another inviting attraction that never fails to captivate visitors. Next, head over to Two Towers, one of the city’s most notable attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of La Piccola Venezia. This visually striking street is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Pinacoteca Nazionale Di Bologna, a worthwhile art gallery, and take a stroll around the area.

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 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.

Treat yourself to a delightful dinner at Bononia Cafè, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Via Con Me? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Pizzeria La Mela as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Continue the enjoyment post-dinner at Lime Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Macondo - Cocktail Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Onda Marina By Night. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 5

Day 5

  • Bologna
  • More

Drive 22 km, 1 hour 7 min

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

Day 5 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Discover a day packed with fun adventures, romantic experiences, and natural wonders in Bologna. Begin your sightseeing with Villa Ghigi. This locally appreciated park is one of the top attractions in the city. Proceed to Basilica Of San Domenico, another must-visit attraction.

As you wander through the inviting streets of Bologna, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Porta Castiglione. This increasingly popular monument is a traveler-favorite. Not far away, you’ll find Arco Del Meloncello, another key site on your sightseeing itinerary. Ducati Museum is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

Make sure to reserve a table at Va Mo Là, an iconic dining spot in Bologna. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria dal Biassanot, a popular restaurant in Bologna. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Enoteca da Lucia, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Experience the amazing nightlife in Bologna and unwind at the coolest bars in the city.

Extend your evening after a delightful meal by visiting Aurum, which offers the perfect atmosphere for a night out. Moreover, Bar Senza Nome is another popular option for a drink or two. Likewise, Caffè Ristretto also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 6

Day 6

  • Bologna
  • More

Drive 1 km, 26 min

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

Day 6 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!

Set out on a day brimming with family-friendly attractions, romantic experiences, and picturesque spots. Start at the intriguing Palazzo Pallavicini, a romantic palace in Bologna. Next, go to Bologna Cathedral.

After visiting Palazzo Pallavicini and Bologna Cathedral, have a stroll along Bologna's streets and take in the local charm. Continue your sightseeing by heading to Piazza Maggiore. This awe-inspiring public square offers a unique experience. Fountain Of Neptune, Bologna is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Palazzo Re Enzo, one of the most historic places to visit in Bologna.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

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.

Don’t miss out on dining at Pappare' - Bologna, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Mister Coffee Bistrò, another top spot with a mouthwatering menu. You might also want to secure a reservation at All'Osteria Bottega. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.

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

Keep the evening going at Bar Piratello, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Carlo, which offers a similarly pleasant setting and great drinks. Another option is Bar Maurizio, 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!

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Day 7

Day 7

  • Bologna
  • Pisa
  • More

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 picturesque park is a highlight of any visit in the city. Then, enjoy Castello San Giorgio, another eye-catching attraction that never fails to captivate visitors. Next, head over to Giardini Pubblici, one of the city’s most beloved attractions, known for its mesmerizing features.

If you’re looking for more, spend time soaking in the atmosphere of Technical Naval Museum Of Spezia. This standout 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.

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.

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

After your meal, keep the night alive at a bar like Bar Livorno, known for its lively atmosphere.

Raise your glass and relax after another big day of your leisurely paced road trip 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.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Pisa's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

If you're up for some more sightseeing, begin at “tuttomondo” (keith Haring). This increasingly popular 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.

Dine in style at Anita Osteria, a top recommendation for dinner tonight. Or, for a change of pace, La corte di San Leonardo boasts a menu that's sure to impress.

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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