Two-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Pisa to Milan, Bologna, and Florence

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Description

Sit back and enjoy a relaxed 15-day road trip in Italy with this laid-back self-drive vacation.

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, Milan, Monza, Verona, Bologna, and Florence. Make yourself at home at top-rated hotels and stay 2 nights in Pisa, 5 nights in Milan, 5 nights in Bologna, and 2 nights in Florence. 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 15-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 Duomo Di Milano Museum. Another highlight of this self-drive tour is the captivating Verona Arena.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Ponte Vecchio. 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 14 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 15 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 15-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

  • Pisa - Arrival day
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  • Knights' Square
  • More

Your relaxed road trip through Italy starts when you reach the incredible city of Pisa, where you'll stay for 1 night. 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 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.

When you're hungry and ready to take a break from your laid-back adventure, treat yourself to a delicious meal at one of the best restaurants in Pisa.

Treat yourself to a wonderful meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated dining spot in Pisa. If you're in the mood for something new, try il Mercante, another premier location with a delectable menu. You might also want to book a table at La Ghiotteria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

Continue your evening by exploring the vibrant nightlife scene at Jeffer Cocktails & Friends, a prime destination for a thrilling night out. Also, don’t forget to check out Le Parisien Wine Bar, a bar that offers unique local touches. Likewise, Las Volta Cocktailbar provides an excellent alternative for a fun evening.

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, Cascine Vecchie, and Milan

  • Pisa
  • Milan
  • More

Drive 289 km, 3 hours 42 min

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

Day 2 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 Pisa. By the end of the day, you’ll drive in the direction of the city of Milan, where you’ll stay at a top-rated hotel of your choice for 5 nights.

Immerse yourself in Pisa’s rich culture with today's sightseeing itinerary. Start your journey at Leaning Tower Of Pisa. This culturally significant monument is sure to ignite your curiosity. Next, dive into the stunning features of Piazza Del Duomo, Pisa, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Pisa Cathedral, a curiosity-inducing church.

As you’ve unraveled the marvels of Pisa, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Cascine Vecchie may take around 9 min. Upon your arrival in Cascine Vecchie, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Parco Regionale Migliarino, San Rossore, Massaciuccoli is a frequently visited nature reserve we recommend making time to visit today. Discover its serene features before continuing your self-guided tour.

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

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

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

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Day 3

Day 3 – Milan

  • Milan
  • More

Drive 1 km, 20 min

  • Royal Palace of Milan
  • Cathedral Square
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • More

On day 3 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, where you'll stay for 4 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 Milan, and meet locals along the way!

A blend of an instagrammable, a historically significant, a charming, an enchanting, a majestic, an inviting, and a noteworthy await you in Milan on today’s itinerary. First up is the well-known palace, Royal Palace Of Milan. It's a standout spot that offers a memorable visit. Afterward, continue to Cathedral Square. A visit to this public square is an enriching experience for all.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Duomo Di Milano Museum. This globally renowned church is an essential stop that should not be missed. Following that, head to Galleria Vittorio Emanuele Ii, another must-visit site that will enhance your experience. Lastly, visit La Scala and learn why this opera house is renowned as one of the city's most locally renowned attractions.

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 Milan.

Make sure to reserve a table at Dessert Bar Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Radisson Blu Hotel Milan, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Round off your dining experience by visiting Kilburn Cocktail Bar Milano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Frida, a bar catering to every mood and preference. The Friends Pub Milano likewise offers a unique atmosphere, perfect for a memorable night out.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 4

Day 4 – Milan

  • Milan
  • More

Drive 7 km, 58 min

  • Arch of Peace
  • Triennale di Milano
  • Sempione Park
  • Castello Sforzesco
  • Pinacoteca di Brera
  • Duomo di Milano
  • More

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

Set out on a day brimming with a mesmerizing, a visually striking, a history-steeped, a culturally significant, a remarkable, a charming, and a peaceful. Start at the notable Arch Of Peace, a culturally significant monument in Milan. Next, go to Triennale Di Milano.

After visiting Arch Of Peace and Triennale Di Milano, take time to explore Milan's streets and absorb its charm. Continue your sightseeing by heading to Parco Sempione. This romantic park offers a unique experience. Sforzesco Castle Art Library is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Pinacoteca Di Brera, one of the most instagrammable places to visit in Milan.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Milan 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 Bice Restaurant, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Alto Ristorante, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Nero 9, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Hang out and unwind at some of the top bars in Milan.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bhangrabar, known for its inviting atmosphere. Rufus Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Ostello Bello Grande provides a great setting to enjoy the night away.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

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Day 5

Day 5 – Milan

  • Milan
  • More

Drive 9 km, 59 min

  • Basilica di Sant'Ambrogio
  • Leonardo da Vinci Museum of Science and Technology
  • Santa Maria delle Grazie Church
  • MUDEC - Museum of Cultures
  • Duomo di Milano
  • More

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

Today, you'll explore some of the most beautiful places in Milan, including a church and a museum. Start your day with a visit to Basilica Di Sant'ambrogio. This notable church is a must-visit in the city. When you’re ready for your next discovery, continue to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", which may be one of the most respected places you will experience today.

One of the best things about exploring Milan on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Santa Maria Delle Grazie Church, one of the city’s most popular church. If you’re up for more discoveries, don’t forget to reserve some time for Mudec - Museum Of Cultures.

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

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

Don’t miss out on dining at Ristorante la Brisa, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Pasticceria San Carlo, another top spot with a mouthwatering menu. You might also want to secure a reservation at UNAHOTELS Cusani Milano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

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 Milan. The bars in Milan make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Keep the evening going at Qc Termemilano, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yguana Cafè, which offers a similarly pleasant setting and great drinks.

Cherish every minute of your relaxed road trip vacation across Italy.

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Day 6

Day 6 – Milan

  • Milan
  • More

Drive 8 km, 1 hour 4 min

  • Monumental Cemetery
  • Piazza Gae Aulenti
  • Milan Natural History Museum
  • Villa Necchi Campiglio
  • Duomo di Milano
  • More

On day 6 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, 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 Milan, and meet locals along the way!

Start by visiting Monumental Cemetery, a prime spot to begin your journey. Next on your list is Piazza Gae Aulenti, another must-visit landmark and captivating public square renowned for its stunning features.

While exploring and sightseeing, take time to savor the ambiance of Milan by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Milan Natural History Museum. This instagrammable museum is a remarkable attraction that offers a unique experience. Villa Necchi Campiglio also adds charm to your journey.

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.

Exploring the food culture in Milan 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 Vento di Sardegna, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Palazzo Parigi Hotel & Grand Spa Milano, another top spot with a mouthwatering menu. You might also want to secure a reservation at Galleria Restaurant. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

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

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

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Day 7

Day 7 – Milan, Monza, Verona, and Bologna

  • Milan
  • Monza
  • Verona
  • Bologna
  • More

Drive 328 km, 4 hours 43 min

  • Monza Circuit
  • Parco di Monza
  • Castelvecchio Museum
  • Verona Arena
  • Duomo di Milano
  • 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!

Set your GPS to Monza and hit the road. Expect a journey of approximately 46 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Monza beckons with new experiences!

Spend your afternoon discovering Monza Circuit, a popular motor speedway known for its picture-perfect features. After taking in the atmosphere, continue to Monza Park, a well-known park that is a must-see for anyone visiting the region.

When you’ve had your share of Monza, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Verona. Your travel time is around 1 hour 47 min.

Savor the rest of your day by heading to Castelvecchio Museum, a captivating museum that draws visitors from near and far. When you're done, continue on to Verona Arena, where you can soak in the romantic surroundings.

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.

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.

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended restaurant in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant, known for its delicious emilian menu.

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 Al Bricco D'oro after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Freud E Squisito, another bar with an inviting ambiance. Similarly, Osteria Del Sole also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 8

Day 8 – Bologna

  • Bologna
  • More

Drive 9 km, 55 min

  • Porta Castiglione
  • Piazza Maggiore
  • More

Day 8 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Savor the day by visiting some of the best places to see in Bologna, including a monastery, a park, a monument, a church, a public square and much more! Start your adventure at Eremo Di Ronzano. This curiosity-inducing monastery is a must-visit for travelers looking for a unique holiday experience. Make your way to Villa Ghigi located in Bologna for an enchanting atmosphere.

Next, immerse yourself in the setting of Porta Castiglione. Its symbolic features will captivate you. After the monument, continue your tour of the city with a visit to Basilica Of San Domenico. This church has a masterful appeal. For a change of pace, head to Piazza Maggiore. As one of the most famous attractions in Bologna, this public square is an excellent place to end your self-guided tour.

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 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.

Treat yourself to a delicious dinner at Bononia Cafè, an excellent option for tonight's dining. Looking for something different? Via Con Me offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Pizzeria La Mela. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

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

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

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

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Day 9

Day 9 – Bologna

  • Bologna
  • More

Drive 11 km, 1 hour 25 min

  • arco del Meloncello
  • Palazzo Pallavicini
  • Church of the Holy Savior
  • Porta Galliera
  • Piazza Maggiore
  • More

Day 9 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!

Prepare for a day full of a romantic, an awe-inspiring, a picture-perfect, a history-steeped, a profound, and a culturally significant. When you’re ready, kick off your sightseeing adventure at Devotional Portico Of St. Luke. This frequently visited monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Arco Del Meloncello, one of the city’s most promising highlights.

Next, check out Palazzo Pallavicini, one of the most often recommended places to see in Bologna. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Chiesa Del Santissimo Salvatore. Wander around and soak in the instagrammable atmosphere this church offers. Finally, take the path to the often recommended Porta Galliera, the last of our attraction recommendations for today.

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.

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.

Treat yourself to a delightful dinner at Va Mo Là, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria dal Biassanot? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Enoteca da Lucia as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Aurum, a well-loved spot among locals and tourists. Or, head to Bar Senza Nome. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Ristretto, another top-rated place in the area.

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

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Day 10

Day 10 – Bologna

  • Bologna
  • More

Drive 6 km, 1 hour 2 min

  • Pinacoteca Nazionale di Bologna
  • Two Towers
  • Piazza Santo Stefano
  • Piazza Maggiore
  • More

On day 10 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. Today’s wonderful stops include an art gallery, a monument, and a public square. Begin your sightseeing adventure at the beloved Pinacoteca Nazionale Di Bologna. Just a short distance away is Two Towers, a respected monument that draws visitors from far and near.

Continue your journey to Piazza Santo Stefano, one of the city’s most curiosity-inducing spots that you shouldn’t miss. Another great site to visit is the often recommended Porta Maggiore. Last up on today’s itinerary is a monument. Make your way to Porta Santo Stefano for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Bologna.

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.

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.

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 enjoying a fulfilling meal, continue your evening at Bar Piratello, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Carlo offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Maurizio provides an excellent environment for a relaxed and enjoyable evening.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 11

Day 11 – Bologna

  • Bologna
  • More

Drive 0.6 km, 9 min

  • Palazzo d'Accursio
  • Bologna Cathedral
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • More

Day 11 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Bring your curiosity for today’s adventure around Bologna. Some of the city’s most loved attractions await. Palazzo D'accursio is the perfect place to start. This palace is one of the most up-and-coming places to visit in Bologna. Next, head to Bologna Cathedral, an up-and-coming church, known for its picture-perfect features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Fountain Of Neptune, Bologna. This heritage-rich monument offers a unique experience that is highly recommended. Meanwhile, Palazzo Re Enzo adds its own distinct charm to your journey.

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.

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 a wonderful meal at Ristorante Rodrigo, a top-rated dining spot in Bologna. If you're in the mood for something new, try CDH Hotel Bologna, another premier location with a delectable menu. You might also want to book a table at Victoria Station. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Bologna.

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

Keep the excitement of the evening going by visiting a bar or two. Brewdog Bar Bologna is an excellent place to start. You could also check out Kinotto Bar, offering a different kind of charm. A last recommendation for the day is Mio Bar. 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 through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

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Day 12

Day 12 – Bologna and Florence

  • Bologna
  • Florence
  • More

Drive 127 km, 1 hour 58 min

  • Basilica di San Martino
  • La Piccola Venezia
  • Ducati Museum
  • Piazza Maggiore
  • More

On day 12 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.

Today’s itinerary in Bologna covers several incredible sights, including a church, a street, a mosque, a museum and much more! Start your adventure at San Martino. This intriguing church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of La Piccola Venezia, a must-see street in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Faizan-e-madina Bologna. This underrated mosque offers an enriching experience. For a change of pace, head to Ducati Museum, where you can take in its respected features.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 2 nights.

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.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Hang out and unwind at some of the top bars in Florence.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Soak in the unique atmosphere of Florence 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 13

Day 13 – Florence

  • Florence
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Drive 4 km, 1 hour 5 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
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Day 13 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. 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 Florence!

Discover a day packed with a romantic, an awe-inspiring, an instagrammable, a history-steeped, a grand, a stunning, and a detailed in Florence. Begin your sightseeing with Piazzale Michelangelo. This spectacular observation deck is one of the top attractions in the city. Proceed to Basilica Of Santa Croce In Florence, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Della Signoria. This spectacular public square is a traveler-favorite. Not far away, you’ll find Uffizi Gallery, another key site on your sightseeing itinerary. Conclude your day at Ponte Vecchio and uncover why it's recognized as one of the city's most iconic attractions.

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, Florence 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 Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 14

Day 14 – Florence and Pisa

  • Florence
  • Pisa
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Drive 83 km, 1 hour 38 min

  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Basilica of Santa Maria Novella
  • Ponte Vecchio
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Day 14 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Florence and drive in the direction of the city of Pisa for some laid-back sightseeing. You’ll end your day in the city of Pisa, where you’ll stay for 1 night.

Get ready to discover some of the most iconic wonders in Florence, including a church, an art gallery, and a food market. Start your day at Cathedral Of Santa Maria Del Fiore. This grand church is an impressive place to see in Florence. Then, wander over to Galleria Dell'accademia. If eye-catching sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Central Market. This instagrammable food market is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Basilica Di Santa Maria Novella, Firenze (fi) is a popular 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.

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 Pisa.

Treat yourself to a wonderful meal at Ristorante Capodimonte Pisa, a top-rated dining spot in Pisa. If you're in the mood for something new, try La Locanda Dei Pisani Doc Pisa, another premier location with a delectable menu. You might also want to book a table at Baribaldi Pisa. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

After your meal, keep the night alive at a bar like Bar Mocambo, known for its lively atmosphere. Tree is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Chupiteria offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 15

Day 15 – Pisa - departure day

  • Pisa - Departure day
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  • Palazzo Gambacorti
  • Leaning Tower of Pisa
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Day 15 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'd rather pass the time visiting some attractions, this is your chance to go to places you may not have had the chance to explore yet.

One fantastic attraction you could visit on your last day in Pisa is the remarkable Palazzo Gambacorti. This palace and popular place of interest has an average rating of 4.3 out of 5 stars from 309 visitors.

Unwind and look back at the past 15 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.

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.

Give yourself enough time to wave goodbye to Pisa and begin your journey home. The unforgettable experiences you’ve collected along your 15-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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