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.

Palazzo Grassi, Bologna is an ideal stop early in the day. This worthwhile palace is a must-visit in the city. When you’re ready for your next discovery, continue to Bologna Cathedral, which may be one of the most stunning places you will experience today.

One of the best things about exploring Bologna 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 Fountain Of Neptune, Bologna, an often recommended monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Maggiore and Basilica Of San Domenico.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

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

Begin your culinary exploration in Bologna by securing a reservation at Ahimè. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another dining delight, visit I Portici, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

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

Continue the enjoyment post-dinner at Lime Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Macondo - Cocktail Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Onda Marina By Night. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Day 3 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. You’ll stay in Milan for 4 nights.

Your adventure in Bologna is only getting started when you visit Two Towers, a notable local hot spot. Another notable attraction to explore is Piazza Santo Stefano. This worthwhile public square is known for its culturally significant appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to International Museum And Library Of Music. This photogenic museum offers a fascinating experience that many visitors find memorable. Porta Maggiore is also worth visiting, along with Arco Del Meloncello. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

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.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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

Continue the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass in celebration of your freedom and relaxed 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!

One of the most iconic spots you can visit today is Brera. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Awaiting your discovery is the popular La Scala, a picture-perfect opera house in Milan. Next, go to Galleria Vittorio Emanuele Ii.

After visiting La Scala and Galleria Vittorio Emanuele Ii, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Duomo Di Milano Museum. This inviting church offers a unique experience. Royal Palace Of Milan is another noteworthy attraction worthwhile a visit.

Italy makes the perfect setting for a calming but fun road trip experience. 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 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 consistently gains high praises from customers, it’s an ideal choice in Milan tonight.

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

A leisurely self-drive holiday in Milan can’t get any better than this! Toast to another amazing day in Italy!

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, 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 Milan, and meet locals along the way!

Enjoy all that Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" has to offer. This is a locally renowned museum you should not miss. Another must-see is Basilica Di Sant'ambrogio, a locally renowned church in Milan.

When you’re ready for the next sight, head to Sforzesco Castle Art Library. From there, take a leisurely stroll to Parco Sempione, another of the city’s extraordinary attractions. We recommend continuing your self-guided tour at Arch Of Peace, a respected place of interest 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.

Enjoy a lovely dining experience at Bice Restaurant, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Alto Ristorante, 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 Nero 9. It’s yet another ideal choice to enhance your time in Milan tonight.

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 Bhangrabar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Rufus Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Ostello Bello Grande, which provides an inviting environment for unwinding after a busy day out.

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

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

At the top of the list of things to do today is to explore Corso Vittorio Emanuele II, a street that captures the true essence of Milan. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions. Another must-visit is Via Monte Napoleone, a street offering a different perspective on Milan.

Look forward to a unique sightseeing adventure at the well-known Pinacoteca Di Brera and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Gae Aulenti, a gorgeous public square that draws visitors from far and near.

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!

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.

Savor the flavors at Ristorante la Brisa, a top pick for dinner tonight. Alternatively, Pasticceria San Carlo beckons with its unique menu offerings. Also, consider UNAHOTELS Cusani Milano. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

To truly maximize your evening out, consider visiting Qc Termemilano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yguana Cafè, another bar with an inviting ambiance.

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

Day 7 of your self-drive tour in Italy offers a chance to experience the country’s diversity. You’ll start your day in Monza and end it in Verona. You’ll stay in Verona for 2 nights. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Italy.

Start your day at Monza Park. This respected park is an interesting place to see in Milan. Then, wander over to Gardaland Resort. If eye-catching sites excite you, this amusement park will be right up your alley. Nearby, you’ll also find Parco Giardino Sigurtà. This remarkable botanical garden is a favorite among visitors.

You'll be staying in Verona on this laid-back road trip through Italy. You'll stay here for 2 nights.

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.

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.

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 culinary experience with a visit to some of the most celebrated bars in the area. For instance, Archivio stands out as an excellent choice for a post-dinner cocktail. Alternatively, La Segreteria Café offers an ideal atmosphere to enjoy the pleasures of the night. Grande Giove Cocktail Bar is also a great option that provides a perfect setting for a relaxing evening.

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!

Make time for Basilica Di San Zeno Maggiore, an intriguing church that is worthwhile a visit in the city. Nearby, you’ll find Castelvecchio Bridge, enchanting visitors with its symbolic appeal. Continue your exploration at Castelvecchio Museum. This museum is one of the city’s most popular spots.

Enjoy the freedom of exploring Verona at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Porta Borsari. After exploring the historical landmark, head to the iconic Verona Arena.

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

Make sure to reserve a table at Trattoria I Masenini, an iconic dining spot in Verona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria da Ugo, a popular restaurant in Verona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Locanda 4 Cuochi, a hidden gem nestled in Verona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you feel like it, head out to a bar to celebrate another fantastic day in Verona 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 Duchi Café, a top-rated bar in the area. For other recommendations, Cambridge Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Rubicone Caffe offers a memorable night with diverse drink options and excellent service.

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

Day 9 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Verona. By evening, drive toward the Florence, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Catch Piazza Delle Erbe before the crowds roll in. This visually striking public square is sure to ignite your curiosity. Next, dive into the symbolic features of Piazza Dei Signori, 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 Verona Cathedral, an up-and-coming church. For a change of scene, check out Ponte Pietra, known for its romantic features. We also recommend visiting Castel San Pietro. This castle is a must for anyone looking to experience the city to the fullest.

Continue your laid-back road trip in Italy as you make your way to Florence. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

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.

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 10 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, 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 Florence, and meet locals along the way!

Experience Cathedral Of Santa Maria Del Fiore, an impressive church in the city. Then, head to Brunelleschi's Dome and soak in the ambiance of this visually striking monument.

There are many interesting places to see in Florence, and when you are ready for more, go to Museo Dell'opera Del Duomo. This is one of the city’s most worthwhile UNESCO world heritage-listed spots of interest. After exploring the museum, visit the interesting Basilica Of Santa Croce In Florence.

Italy makes the perfect setting for a calming but fun road trip experience. 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.

Don’t miss out on dining 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.

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

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.

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

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

Don’t miss Oltrarno today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Check out the captivating park, Parco Delle Cascine. Afterward, continue to Strozzi Palace Mantua, a palace every traveler should visit. As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Pitti Palace. This interesting palace is an essential stop. Following that, head to The Boboli Gardens, another must-visit site that will enhance your experience.

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 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 Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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!

Florence is brimming with adventures.

Let Piazza Della Signoria set the tone for the day. Spend some time admiring this enchanting public square before continuing your journey. Palazzo Vecchio is your next stop. This locally renowned palace 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 Uffizi Gallery. This respected art gallery is a sight to behold. To round off your sightseeing experience, visit Ponte Vecchio and Piazzale Michelangelo.

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!

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.

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.

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

Day 13 of your relaxed road trip across Italy offers a day of exciting discoveries. You’ll start your day in Florence and drive in the direction of Bologna for some laid-back sightseeing. You’ll end your day in Bologna, where you’ll stay for 1 night.

Make a stop at Basilica Di Santa Maria Novella, Firenze (fi). This popular church is a must-visit for travelers looking for a unique holiday experience. Make your way to Central Market located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Galleria Dell'accademia. Its detailed features will captivate you. After the art gallery, continue your tour of the city with a visit to David. Next up is Piazza Della Libertà, a highly recommended public square.

After a day of exploration, relax at one of the top hotels or accommodations in Bologna. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip 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 Bologna.

Treat yourself to a delicious dinner at Va Mo Là, an excellent option for tonight's dining. Looking for something different? Trattoria dal Biassanot offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Enoteca da Lucia. Known for great service, it’s a fantastic choice for tonight in Bologna.

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

Extend your evening after a delightful meal by visiting Aurum, which offers the perfect atmosphere for a night out. Moreover, Bar Senza Nome is another popular option for a drink or two. Likewise, Caffè Ristretto also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.