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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Set out on this 8-day relaxed road trip in Italy, where Pisa, Lucca, Scarperia, Bologna, and La Spezia offer rich culture, beautiful views, and memorable experiences at every stop!

Travel freely with this relaxed self-drive package in Italy, designed for comfort and exploration. Spend 3 nights in Pisa and 4 nights in Bologna, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Italy.

Your journey starts in Pisa, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 8-day relaxed road trip in Italy to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Italy already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Leaning Tower Of Pisa and soak in the atmosphere of the magnificent Piazza Del Duomo, Pisa.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Italy road trip itinerary for 8 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Italy.

If you want to make your 8-day relaxed self-drive tour in Italy even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Italy includes 7 nights in comfortable hotels, a rental car for 8 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 8-day relaxed self-drive road trip in Italy today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day1

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. Taking a stroll in the city center is a great alternative. 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 central location for easy access to key areas 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.

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.

If you feel like it, head out to a bar to celebrate another fantastic day in Pisa and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Extend your evening after a delightful meal by visiting Jeffer Cocktails & Friends, which offers the perfect atmosphere for a night out. Moreover, Le Parisien Wine Bar is another popular option for a drink or two. Likewise, Las Volta Cocktailbar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day2

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

Look forward to a unique sightseeing adventure at the up-and-coming Palazzo Blu and allow yourself time to explore. Just a short distance away you'll find your next stop, Leaning Tower Of Pisa, an UNESCO world heritage-listed monument that draws visitors from far and near.

Continue your journey to Piazza Del Duomo, Pisa, one of the city’s most globally renowned spots that you shouldn’t miss. Another great site to visit is the often recommended Pisa Cathedral.

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Cascine Vecchie. This drive usually takes around 9 min.

Set out on a self-guided sightseeing tour at Parco Regionale Migliarino, San Rossore, Massaciuccoli and explore the mesmerizing features.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Pisa.

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.

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.

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

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

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Day3

Day 3

  • Pisa
  • Lucca
  • Scarperia
  • 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 offers another chance for an in-depth travel experience. On this refreshing new day, you’ll travel from Lucca and continue your relaxed road trip adventure in Scarperia and Bologna. You’ll stay in Bologna for 4 nights.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Lucca may take around 37 min. Upon your arrival in Lucca, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in Lucca is St Martin Cathedral, an often recommended church that draws attention for its historic features. Spend some time soaking in the atmosphere before continuing to Piazza Napoleone, an enchanting public square 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 Guinigi Tower, an increasingly popular monument that offers a unique experience. Be sure to also explore Piazza Dell'anfiteatro, a nearby public square, highly recommended by other travelers.

Continue your road trip and head to your next destination, Scarperia. This car ride takes around 1 hour 22 min.

One of our top recommendations for your sightseeing is Mugello Circuit.

In Bologna, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

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.

Treat yourself to an extraordinary dining experience at Ahimè, a Bib Gourmand restaurant offering an incredible country cooking menu. Alternatively, if your taste buds call for something different, I Portici is one of the best restaurants for creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

Before calling it a day, visit one of the best bars in Bologna. 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 Bar Al Bricco D'oro. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Freud E Squisito offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Osteria Del Sole, another top-rated bar in the area.

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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Day4

Day 4

  • Bologna
  • More

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.

Whether you decide to explore Bologna on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Whatever your travel style is, Porta Maggiore is an essential stop in Bologna. This curiosity-inducing monument provides an insightful glimpse into the city's identity. Next, discover Piazza Santo Stefano, an enchanting public square, promising a delightful encounter.

Continue your sightseeing with a visit to Two Towers, an interesting monument. When you’re done, don’t forget to make a stop at the intriguing La Piccola Venezia. Round off your day at Pinacoteca Nazionale Di Bologna, another gem in Bologna with photogenic features to discover.

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.

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.

Make sure to reserve a table at Bononia Cafè, 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 Via Con Me, 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 Trattoria Pizzeria La Mela, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Lime Bar, known for its inviting atmosphere. Macondo - Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Bar Onda Marina By Night provides a great setting to enjoy the night away.

Toast to another unforgettable and relaxing road trip adventure in Italy!

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Day5

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

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, where you'll stay for 2 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!

Bologna is brimming with adventures.

Start your day at Villa Ghigi. This mesmerizing park is a beloved place to see in Bologna. Then, wander over to Basilica Of San Domenico. If heritage-rich sites excite you, this church will be right up your alley. Nearby, you’ll also find Porta Castiglione. This photogenic monument is a favorite among visitors.

Bologna offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Arco Del Meloncello is an increasingly popular spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the heritage-rich Ducati Museum. Take a moment to appreciate the fascinating details of this frequently visited museum.

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.

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.

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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Day6

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!

Make time for Palazzo Pallavicini, an intriguing palace that is worthwhile a visit in the city. Nearby, you’ll find Bologna Cathedral, enchanting visitors with its picture-perfect appeal. Continue your exploration at Piazza Maggiore. This public square is one of the city’s most extraordinary 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 Fountain Of Neptune, Bologna. After exploring the monument, head to the up-and-coming Palazzo Re Enzo.

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 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.

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.

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 excitement of the evening going by visiting a bar or two. Bar Piratello is an excellent place to start. You could also check out Bar Carlo, offering a different kind of charm. A last recommendation for the day is Bar Maurizio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day7

Day 7

  • Bologna
  • La Spezia
  • 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 self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in La Spezia and end it in Pisa. You’ll stay in Pisa for 1 night. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

La Spezia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Bologna behind. This drive usually takes around 2 hours 29 min. La Spezia welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the city's best attractions, visit Parco Xxv Aprile, a curiosity-inducing park that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Castello San Giorgio and admire its eye-catching features.

When you’re ready, continue to Giardini Pubblici, a worthwhile park beloved by locals and tourists alike. Don't miss out on Technical Naval Museum Of Spezia, another highlight of the area that promises a memorable visit.

You'll be staying in Pisa on this laid-back road trip through Italy. You'll stay here for 1 night.

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.

Dine in style at Restaurant -Pizzeria Il Mio Capriccio, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante alle Bandierine boasts a menu that's sure to impress. Also, be sure to check out Barrique Cocktail And Bistrot. Known as a local hotspot, it’s a great 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.

Let the evening flow smoothly from dinner to drinks at Bar Livorno, a top-rated bar in the area.

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

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Day8

Day 8

  • Pisa - Departure day
  • More
  • “Tuttomondo” (Keith Haring)
  • More

Day 8 of your relaxed road trip in Italy is your departure day. If you’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed 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 vacation.

If you're up for some more sightseeing, begin at “tuttomondo” (keith Haring). This beloved art installation is a hotspot among locals.

Over a good meal, take a moment to unwind and reflect on the past 8 days of your relaxed road trip. Savor one last traditional dish in Pisa, or keep it light with a quick bite before you go.

If you're eager to try something different, consider La corte di San Leonardo, another top spot with a tantalizing 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.
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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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