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

On day 2 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!

Bring your curiosity for today’s adventure around Bologna. Some of the city’s most loved attractions await. Palazzo Grassi, Bologna is the perfect place to start. This palace is one of the most often recommended places to visit in Bologna. Next, head to Bologna Cathedral, a curiosity-inducing church, known for its stunning 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 symbolic monument offers a unique experience that is highly recommended. Meanwhile, Piazza Maggiore adds its own distinct charm to your journey. Finish your day with a visit to Basilica Of San Domenico, a heritage-rich church in 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 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 an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant and a delicious emilian menu.

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

Explore the vibrant nightlife at Lime Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Macondo - Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Onda Marina By Night is perfect for those looking to extend their night with a touch of local flavor.

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

On day 3 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to Two Towers. This notable monument provides an insightful glimpse into the city's identity. Next, discover Piazza Santo Stefano, an inviting public square, promising a delightful encounter.

Continue your sightseeing with a visit to International Museum And Library Of Music, an intriguing museum. When you’re done, don’t forget to make a stop at the locally appreciated Porta Maggiore. Round off your day at Arco Del Meloncello, another gem in Bologna with stunning features to discover.

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 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 Milan, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Experience a harmony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Known for its 3-star Michelin status, Enrico Bartolini al Mudec offers a delightful variety of dishes highlighting its delicious creative menu. If you're seeking an alternative culinary experience, be sure to explore Seta by Antonio Guida, a highly recommended restaurant known for its enticing international and contemporary cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Luogo Aimo e Nadia, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and modern menu.

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

Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.

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

Day 4 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!

Brera is one of the highlights of today. Take your time exploring this iconic neighborhood in Milan, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Milan is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and photo-friendly spots! Start at La Scala, a locally renowned opera house that is worthwhile a visit in the city. Nearby, you’ll find Galleria Vittorio Emanuele Ii, enchanting visitors with its history-steeped appeal. Continue your exploration at Duomo Di Milano Museum. This church is one of the city’s most globally renowned spots.

Enjoy the freedom of exploring Milan at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Royal Palace Of Milan.

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.

Treat yourself to a delicious dinner at Dessert Bar Milano, an excellent option for tonight's dining. Looking for something different? Radisson Blu Hotel Milan offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Qui Si Mangia. With its reputation for pleasing customers, it’s a fantastic choice 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Kilburn Cocktail Bar Milano, known for its inviting atmosphere. Bar Frida is another great option if you’re looking for a place to get the night started. Similarly, The Friends Pub Milano provides a great setting to enjoy the night away.

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

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

Prepare for a day full of family-friendly attractions, photo-friendly spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This notable museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Di Sant'ambrogio, one of the city’s best highlights.

Next, check out Sforzesco Castle Art Library, one of the most spectacular places to see in Milan. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Parco Sempione. Wander around and soak in the eye-catching atmosphere this park offers. Then, head to Arch Of Peace, a top-rated monument that adds another dimension to your day.

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.

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.

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.

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.

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

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!

Set aside time today to explore Corso Vittorio Emanuele II, a standout street that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day. You might also want to visit Via Monte Napoleone, a street offering another perspective on the city.

Today’s itinerary in Milan covers several incredible sights, including an art gallery and a public square. Start your adventure at Pinacoteca Di Brera. This captivating art gallery is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the breathtaking wonders of Piazza Gae Aulenti, a must-see public square in the city.

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.

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.

Make sure to reserve a table at Ristorante la Brisa, 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 Pasticceria San Carlo, 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 UNAHOTELS Cusani Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Round off your dining experience by visiting Qc Termemilano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yguana Cafè, a bar catering to every mood and preference.

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

Day 7 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Monza and drive in the direction of the hamlet of Ronchi for some laid-back sightseeing. You’ll end your day in the city of Verona, where you’ll stay for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most popular attractions included on the itinerary is Monza Park. This idyllic park will help you start your sightseeing on top. Then, take a leisurely stroll to Gardaland Resort and learn what makes this breathtaking amusement park unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable Parco Giardino Sigurtà.

After a day of exploration, relax at one of the top hotels or accommodations in Verona. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

When 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 Verona.

Enjoy an outstanding dining experience at Osteria Mondo d'Oro, a Bib Gourmand restaurant offering an exceptional italian and seasonal menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Casa Perbellini 12 Apostoli, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Verona is Il Desco, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary menu.

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 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.

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

Day 8 of your relaxed road trip through Italy means 24 hours of making the best memories in Verona. You’ll go sightseeing at famous attractions in Verona. 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 Verona!

Savor the day by visiting some of the best places to see in Verona, including a church, a monument, a museum, a historical landmark, a stadium and much more! Start your adventure at Basilica Di San Zeno Maggiore. This locally appreciated church is a must-visit for travelers looking for a unique holiday experience. Make your way to Castelvecchio Bridge located in Verona for an enchanting atmosphere.

Next, immerse yourself in the setting of Castelvecchio Museum. Its historic features will captivate you. After the museum, continue your tour of the city with a visit to Porta Borsari. This historical landmark has an eye-catching appeal. For a change of pace, head to Verona Arena. As one of the most iconic attractions in Verona, this stadium is an excellent place to end your self-guided tour.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Verona. There are so many fun and eye-opening activities to try out in Verona 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 Verona 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 Verona.

Have a fantastic dining experience at Trattoria I Masenini, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria da Ugo offers an enticing alternative with its varied menu. Additionally, Locanda 4 Cuochi is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Verona.

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

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

Soak in the unique atmosphere of Verona 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 9 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Florence for 4 nights.

Savor the day by visiting some of the best places to see in Verona, including a public square, a church, a historical landmark, a castle and much more! Start your adventure at Piazza Delle Erbe. This captivating public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Dei Signori located in Verona for an enchanting atmosphere.

Next, immerse yourself in the setting of Verona Cathedral. Its visually striking features will captivate you. After the church, continue your tour of the city with a visit to Ponte Pietra. This historical landmark has an enchanting appeal. For a change of pace, head to Castel San Pietro. As one of the most worthwhile attractions in Verona, this castle is an excellent place to end your self-guided tour.

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.

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.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 10 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Florence is brimming with adventures. Today’s wonderful stops include a church, a monument, and a museum. Begin your sightseeing adventure at the famous Cathedral Of Santa Maria Del Fiore. Just a short distance away is Brunelleschi's Dome, an inviting monument that draws visitors from far and near.

Continue your journey to Museo Dell'opera Del Duomo, one of the city’s most often recommended spots that you shouldn’t miss. Another great site to visit is the well-known Basilica Of Santa Croce In Florence.

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, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. 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.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 11 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!

A top thing to do today is to explore Oltrarno, a must-see neighborhood in Florence. It's the perfect starting point for touring the top attractions in the area.

Discover a day packed with fun adventures, romantic experiences, and natural wonders in Florence. Begin your sightseeing with Parco Delle Cascine. This well-known park is one of the top attractions in the city. Proceed to Strozzi Palace Mantua, 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 Pitti Palace. This well-known palace is a traveler-favorite. Not far away, you’ll find The Boboli Gardens, another key site on your sightseeing itinerary.

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 Florence, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Savor the flavors at Ristorante Buca Mario, a top pick for dinner tonight. Alternatively, Agricola Toscana beckons with its unique menu offerings. Also, consider Eataly Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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

Cap off your dinner by heading to Gosh*, ideal for a leisurely evening with a drink in hand. Antico Caffè Del Moro - Art Bar Firenze is another bar that offers an enjoyable setting. Similarly, Quelo Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 12 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!

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 famous public square provides an insightful glimpse into the city's identity. Next, discover Palazzo Vecchio, a visually striking palace, promising a delightful encounter.

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

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.

Exploring the food culture in Florence 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 Tijuana, a highly-rated dining destination in Florence. If you're eager to try something different, consider Djària - American Bar, another top spot with a tantalizing menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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

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

Day 13 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, romantic experiences, and breathtaking views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Basilica Di Santa Maria Novella, Firenze (fi) is the first of them. Spend some time admiring this history-steeped church before continuing your journey. Central Market is your next stop. This locally renowned food market is one of the best-rated sights in Florence.

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 Galleria Dell'accademia. This heritage-rich art gallery is a sight to behold. To round off your sightseeing experience, visit David and Piazza Della Libertà.

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.

Exploring the food culture in Bologna offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

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.

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.

Following your dinner, dive into the local bar culture at Aurum. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Senza Nome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Ristretto provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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