Relaxed 14-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Milan, Verona, and Florence

Day 2 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and photo-friendly spots. 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. Palazzo Grassi, Bologna is the first of them. Bologna Cathedral is your next stop. This curiosity-inducing church is one of the best-rated sights in Bologna.

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 Fountain Of Neptune, Bologna. This symbolic monument is a sight to behold. To round off your sightseeing experience, visit Piazza Maggiore and Basilica Of San Domenico.

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

When 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.

Prepare for an extraordinary culinary adventure in Bologna by booking a table at Ahimè, a Bib Gourmand restaurant that boasts an exceptional country cooking menu. For a different flavor experience, head to I Portici, renowned for its delectable creative and contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

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

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

Day 3 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the city of Bologna. 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 4 nights.

Brace yourself for today’s incredible lineup of attractions in Bologna, featuring fun adventures, scenic views, and picturesque spots. Start at Two Towers, an interesting monument in the city. Then, head to Piazza Santo Stefano and soak in the ambiance of this enchanting public square.

There are many interesting places to see in Bologna, and when you are ready for more, go to International Museum And Library Of Music. This is one of the city’s most intriguing instagrammable spots of interest. After exploring the museum, visit the up-and-coming Porta Maggiore. Not far away, you'll also find Arco Del Meloncello. This monument is an awe-inspiring highlight in Bologna.

You’ll be staying at the incredible city of Milan in this laid-back road trip in Italy. You'll stay here for 4 nights.

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.

Get ready for an unforgettable culinary journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Seta by Antonio Guida, recognized for its delicious international and contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Luogo Aimo e Nadia, a local favorite known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and modern foodies seeking culinary excellence.

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

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.

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

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, where you'll stay for 3 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Milan, and meet locals along the way!

Make sure to visit Brera, a popular neighborhood in Milan. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Today’s agenda in Milan includes an opera house, a shopping mall, a church, a palace and much more! La Scala is must-visit opera house and a great starting point for the day. Next, continue your journey to Galleria Vittorio Emanuele Ii, a famous shopping mall, located just a leisurely stroll away. Next, head to Duomo Di Milano Museum, an enchanting church, also available for your discovery today.

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!

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

Enjoy a lovely meal at Dessert Bar Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Radisson Blu Hotel Milan is another top choice with a popular menu. You could also check for a table at Ristorante Qui Si Mangia. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.

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 fulfilling meal, continue your evening at Kilburn Cocktail Bar Milano, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Frida offers a welcoming atmosphere for easing into the nightlife. Similarly, The Friends Pub Milano provides an excellent environment for a relaxed and enjoyable evening.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Milan!

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!

Milan is brimming with adventures. Today’s wonderful stops include a museum, a church, a castle, a park, a monument and much more! Begin your sightseeing adventure at the popular Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Di Sant'ambrogio, a photogenic church that draws visitors from far and near.

Continue your journey to Sforzesco Castle Art Library, one of the city’s most widely recognized spots that you shouldn’t miss. Another great site to visit is the top-rated Parco Sempione. When you're finished at the park, Arch Of Peace awaits your visit. This monument is a picture-perfect highlight on today's itinerary.

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.

Have a fantastic dining experience at Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu. Additionally, Nero 9 is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

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.

Unwind after your meal by stepping into Bhangrabar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Rufus Cocktail Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Ostello Bello Grande, 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.

Day 6 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.

One of the most iconic places you can visit today in Milan is Corso Vittorio Emanuele II. Allow yourself some time to explore this street and discover its unique quirks. You'll also find many of the best sightseeing spots nearby. You can also explore Via Monte Napoleone, a street that offers a glimpse into local life and culture.

Milan is home to plenty of attractions that offer family-friendly attractions, photo-friendly spots, and historic treasures! Start at Pinacoteca Di Brera, a captivating art gallery that is worthwhile a visit in the city. Nearby, you’ll find Piazza Gae Aulenti, enchanting visitors with its awe-inspiring appeal.

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 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.

Treat yourself to a delicious dinner at Ristorante la Brisa, an excellent option for tonight's dining. Looking for something different? Pasticceria San Carlo offers a tantalizing alternative with its diverse menu. And don’t miss UNAHOTELS Cusani Milano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Qc Termemilano stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yguana Cafè offers an ideal atmosphere to enjoy the pleasures of the night.

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

Day 7 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll start your day in the city of Monza and end it in the city of Verona. You’ll stay in Verona for 2 nights. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Discover a day packed with family-friendly attractions, romantic experiences, and natural wonders in Milan. Begin your sightseeing with Monza Park. This popular park is one of the top attractions in the city. Proceed to Gardaland Resort, another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Parco Giardino Sigurtà. This interesting botanical garden is a traveler-favorite.

Continue your laid-back road trip exploration of the best attractions in Italy at Verona. 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 Verona, explore the city like a local by trying out the best restaurants in the area.

Start your culinary exploration in Verona by securing a reservation at Osteria Mondo d'Oro. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of italian and seasonal cuisine. For another dining delight, visit Casa Perbellini 12 Apostoli, celebrated for its delectable creative and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Desco, a top local spot known for its tantalizing italian contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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

After savoring a delicious meal, step into the vibrant nightlife at Archivio, where the evening is just getting started. In the same way, La Segreteria Café offers a unique charm perfect for experiencing the local bar scene in Verona. Grande Giove Cocktail Bar is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

On day 8 of your leisurely self-drive tour across Italy, you’ll go deep into Verona, 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 Verona, and meet locals along the way!

Get ready to discover some of the most iconic wonders in Verona, including a church, a monument, a museum, a historical landmark, a stadium and much more! Start your day at Basilica Di San Zeno Maggiore. This history-steeped church is an up-and-coming place to see in Verona. Then, wander over to Castelvecchio Bridge. If grand sites excite you, this monument will be right up your alley. Nearby, you’ll also find Castelvecchio Museum. This history-steeped museum is a favorite among visitors.

Verona offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Porta Borsari is an up-and-coming spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the romantic Verona Arena. Take a moment to appreciate the fascinating details of this world-famous stadium.

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

Savor the flavors at Trattoria I Masenini, a top pick for dinner tonight. Alternatively, Osteria da Ugo beckons with its unique menu offerings. Also, consider Locanda 4 Cuochi. With its consistent customer satisfaction, it’s an excellent option for dining in Verona tonight.

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

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

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

Day 9 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!

Start by visiting Piazza Delle Erbe, a prime spot to begin your journey. This romantic public square is sure to impress. Next on your list is Piazza Dei Signori, another must-visit landmark and increasingly popular public square renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Verona by sampling some local delicacies. When you’re ready for more sightseeing, head to Verona Cathedral. This visually striking church is an essential place to visit for anyone looking for the full Verona experience. We also recommend visiting Ponte Pietra, a captivating historical landmark. Nearby, you'll also find Castel San Pietro, ready to add charm to your journey.

When you’re not exploring beautiful places, you’ll have a relaxed time at Florence. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

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.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

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

Day 10 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!

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a monument, and a museum. Begin your adventure at Cathedral Of Santa Maria Del Fiore. This is an extraordinary church you should not miss. Another must-see is Brunelleschi's Dome, a beloved monument in Florence.

When you’re ready for the next sight, head to Museo Dell'opera Del Duomo. From there, take a leisurely stroll to Basilica Of Santa Croce In Florence, another of the city’s well-known attractions.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Florence. There are so many fun and eye-opening activities to try out in Florence 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 Florence 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 Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

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

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and visit all the nearby sights.

Today, you'll explore some of the most beautiful places in Florence, including a park, a palace, and a botanical garden. Start your day with a visit to Parco Delle Cascine. This popular park is a must-visit in the city. When you’re ready for your next discovery, continue to Strozzi Palace Mantua, which may be one of the most visually striking places you will experience today.

One of the best things about exploring Florence 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 Pitti Palace, a notable palace in the city. If you’re up for more discoveries, don’t forget to reserve some time for The Boboli Gardens.

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

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 Florence.

Enjoy a lovely dining experience at Ristorante Buca Mario, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Agricola Toscana, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Eataly Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

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

Continue your evening by exploring the vibrant nightlife scene at Gosh*, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Del Moro - Art Bar Firenze, a bar that offers unique local touches. Likewise, Quelo Bar 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!

On day 12 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Piazza Della Signoria. This spectacular public square provides an insightful glimpse into the city's identity. Next, discover Palazzo Vecchio, a history-steeped palace, promising a delightful encounter.

Continue your sightseeing with a visit to Uffizi Gallery, an astonishing art gallery. When you’re done, don’t forget to make a stop at the world-famous Ponte Vecchio. Round off your day at Piazzale Michelangelo, another gem in Florence with romantic features to discover.

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.

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

Don’t miss out on dining at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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

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!

Day 13 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 Bologna for some laid-back sightseeing. You’ll end your day in the city of Bologna, where you’ll stay for 1 night.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Basilica Di Santa Maria Novella, Firenze (fi). This enchanting church is a highlight of any visit in the city. Then, enjoy Central Market, another photogenic attraction that never fails to captivate visitors. Next, head over to Galleria Dell'accademia, one of the city’s most notable attractions, known for its eye-catching features.

In the city of Bologna, 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 it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Bologna, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Va Mo Là, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Trattoria dal Biassanot, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Enoteca da Lucia. It’s yet another ideal choice to enhance your time in Bologna tonight.

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. Aurum is an excellent place to start. You could also check out Bar Senza Nome, offering a different kind of charm. A last recommendation for the day is Caffè Ristretto. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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