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
Blue hour twilight with Duomo and world famous Leaning Tower travel background in Tuscany.
Landscape with Pisa old town and Arno river, Tuscany, Italy.
 Tourists and locals enjoy a sunny day on the Corso Italia, the main shopping and dining street through the Tuscan city of Pisa, Italy.
Gothic church of Santa Maria della Spina, built around 1230 in the Pisan Gothic style.
Building in botanical garden of Pisa (Orto botanico di Pisa) in Italy
Photo of Tourists at the Primatial Metropolitan Cathedral of the Assumption of Mary in Pisa.
Carriage with horse in front of the leaning tower of Pisa
San Miniato, Pisa, Tuscany, Italy: the ancient catholic theological seminary in the picturesque old town.
Piazza Vittorio Emanuele square in the centre of Pisa city in Tuscany, Italy
Beautiful building of University on Piazza dei Cavalieri (Palazzo della Carovana) decorated with sgraffiti and sculptures of Grand Dukes of Tuscany. The statue depicts Cosimo I de' Medici. Pisa, Italy
The Cittadella Nuova now called the Giardino di Scotto or Giardino Scotto is an old fortress in Pisa, Italy
Piazza dei Cavalieri, Palazzo della Carovana, Palazzo dell'Orologio in Pisa, Italy. Architecture and landmark of Pisa. Cityscape of Pisa
Pisa, Italy. Leaning Tower of Pisa. Panoramic view in the evening. Aerial view
Medieval and Renaissance buildings and structures feature in Bologna, Italy
Photo of panoramic view of Bologna,Italy.
Photo of Channel river in Bologna Italy.
Photo of Fontana di Nettuno or Neptune fountain on Piazza Maggiore square at the morning dusk designed by Tommaso Laureti (1565).
Photo of Bologna main square aerial view from Asinelli tower.
Photo of ancient sanctuary of the Madonna di San Luca, old church on the hill.
Photo of quirky castle in the Emilian Apennines, Bologna, Italy.
Photo of Basilica of SantApolinare in Classe.
Photo of View of Basilica di San Petronio on sunrise.
Photo of Sunset view of a small lake located in a park in the center of Bologna, Italy.
Bologna, Italy. View of Basilica di San Petronio on sunrise
Palazzo Re Enzo. Splendid cityscape of Bologna, Italy.
photo of view of Bologna, Italy.
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Uncover the beauty of Italy on this 8-day relaxed road trip, journeying through Pisa, Lucca, Scarperia, Bologna, and La Spezia. Unwind at your leisure on this self-drive vacation, discovering hidden gems and immersing yourself in the serene exploration.

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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Driver’s age is 30 - 65
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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.

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.

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 savoring a delicious meal, step into the vibrant nightlife at Jeffer Cocktails & Friends, where the evening is just getting started. In the same way, Le Parisien Wine Bar offers a unique charm perfect for experiencing the local bar scene in Pisa. Las Volta Cocktailbar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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, 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.

Savor the day by visiting some of the best places to see in Pisa, including an art gallery, a monument, a public square, a church, a nature reserve and much more! Start your adventure at Palazzo Blu. This curiosity-inducing art gallery is a must-visit for travelers looking for a unique holiday experience. Make your way to Leaning Tower Of Pisa located in Pisa for another exciting encounter.

Next, immerse yourself in the setting of Piazza Del Duomo, Pisa. Its breathtaking features will captivate you. After the public square, continue your tour of the city with a visit to Pisa Cathedral. Visitors usually appreciate the culturally significant features of this church. Next up is Parco Regionale Migliarino, San Rossore, Massaciuccoli, a highly recommended nature reserve.

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

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 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.

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.

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

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
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Drive 225 km, 3 hours 32 min

  • St Martin Cathedral
  • Piazza Napoleone
  • Guinigi Tower
  • Piazza dell'Anfiteatro
  • Mugello Circuit
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Day 3 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 well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Pisa on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. St Martin Cathedral is the first of them. Spend some time admiring this historic church before continuing your journey. Piazza Napoleone is your next stop. This captivating public square is one of the best-rated sights in Pisa.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Guinigi Tower. This majestic monument is a sight to behold. To round off your sightseeing experience, visit Piazza Dell'anfiteatro and Mugello Circuit.

Continue your laid-back road trip exploration of the best attractions in Italy at Bologna. Select from top hotels and accommodations in the city to recharge and rejuvenate.

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

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.

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

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

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

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

Get ready to discover some of the most iconic wonders in Bologna, including a monument, a public square, a street, an art gallery and much more! Start your day at Porta Maggiore. This symbolic monument is an up-and-coming place to see in Bologna. Then, wander over to Piazza Santo Stefano. If visually striking sites excite you, this public square will be right up your alley. Nearby, you’ll also find Two Towers. This standout 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, La Piccola Venezia is a worthwhile spot in the city that will captivate you with its unique charm. When you’re done at the street, don’t forget to check out the standout Pinacoteca Nazionale Di Bologna. Take a moment to appreciate the fascinating details of this worthwhile art gallery.

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.

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

Savor the flavors at Bononia Cafè, a top pick for dinner tonight. Alternatively, Via Con Me beckons with its unique menu offerings. Also, consider Trattoria Pizzeria La Mela. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

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

To truly maximize your evening out, consider visiting Lime Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Macondo - Cocktail Bar, another bar with an inviting ambiance. Similarly, Bar Onda Marina By Night 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 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!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to Villa Ghigi. This often recommended park provides an insightful glimpse into the city's identity. Next, discover Basilica Of San Domenico, a heritage-rich church, promising a delightful encounter.

Continue your sightseeing with a visit to Porta Castiglione, a curiosity-inducing monument. When you’re done, don’t forget to make a stop at the underrated Arco Del Meloncello. Round off your day at Ducati Museum, another gem in Bologna with heritage-rich features to discover.

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.

Have a fantastic dining experience at Va Mo Là, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria dal Biassanot offers an enticing alternative with its varied menu. Additionally, Ristorante Enoteca da Lucia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

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.

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

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 6

Day 6

  • Bologna
  • More

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 an exciting day in Bologna. Today’s sightseeing agenda includes a palace, a church, a public square, a monument and much more! Begin your adventure at Palazzo Pallavicini. This is an underrated palace you should not miss. Another must-see is Bologna Cathedral, an increasingly popular church in Bologna.

When you’re ready for the next sight, head to Piazza Maggiore. From there, take a leisurely stroll to Fountain Of Neptune, Bologna, another of the city’s often recommended attractions. We recommend continuing your self-guided tour at Palazzo Re Enzo, a historic place of interest in the city.

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.

Exploring new places makes you hungry. Luckily, Bologna has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a lovely meal at Pappare' - Bologna, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mister Coffee Bistrò is another top choice with a popular menu. You could also check for a table at All'Osteria Bottega. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.

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 delicious meal, get a taste of the vibrant nightlife with a visit to Bar Piratello, known for its inviting atmosphere. Bar Carlo is another great option if you’re looking for a place to get the night started. Similarly, Bar Maurizio 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 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

On day 7 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Get ready to discover some of the most iconic wonders in Bologna, including a park, a castle, and a museum. Start your day at Parco Xxv Aprile. This enchanting park is a beloved place to see in Bologna. Then, wander over to Castello San Giorgio. If historic sites excite you, this castle will be right up your alley. Nearby, you’ll also find Giardini Pubblici. This eye-catching park 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, Technical Naval Museum Of Spezia is a worthwhile spot in the city that will captivate you with its unique charm.

In the city of Pisa, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

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 Restaurant -Pizzeria Il Mio Capriccio, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante alle Bandierine? It's another excellent option with a diverse menu. Consider reserving a table at Barrique Cocktail And Bistrot as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Pisa. The bars in Pisa make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

To truly maximize your evening out, consider visiting Bar Livorno after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

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