Relaxed 14-Day Italy Road Trip from Milan to Florence, Rome, and Arezzo

Your relaxed road trip through Italy starts when you reach the incredible city of Milan, where you'll stay for 4 nights. You'll pick up your rental car in Milan and begin your adventure in Italy.

Make Piazza Gae Aulenti one of your first sightseeing stops in Milan. Rated an average of 4.6 out of 5 stars by 30,398 travelers, a visit to this local attraction makes for a great introduction to the area.

Find your way to your hotel in Milan. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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 Milan.

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.

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

Following your dinner, dive into the local bar culture at Nottingham Forest. Alternatively, go to Armani/Bamboo Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Mag Cafe provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 Milan as you soak in the city’s unique vibe.

Day 2 of your relaxed road trip through Italy means 24 hours of making the best memories in Milan. So buckle up and prepare to be blown away by the city of Milan!

Start your sightseeing with a visit to Duomo di Milano Museum. This art museum is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.8 out of 5 stars by 138,554 visitors. Around 341,609 people visit this attraction every year.

Cathedral Square is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 7,539 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Galleria Vittorio Emanuele II. Visitors have rated this commercial gallery an average of 4.7 out of 5 stars in 91,394 reviews.

La Scala is another unique site you can experience today. This attraction is an opera house rated an average of 4.7 out of 5 stars in 26,219 reviews.

Make your way to the fantastic Pinacoteca di Brera, perhaps the most famous art museum in Milan. This attraction welcomes around 417 visitors annually and is rated 4.7 out of 5 stars by 26,077 travelers.

Get a more in-depth understanding of Milan by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities.

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.

Dine in style at Nero 9, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante la Brisa boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Cusani Milano. Known as a local hotspot, it’s a great 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.

Continue the enjoyment post-dinner at Kilburn Cocktail Bar Milano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Frida offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out The Friends Pub Milano. 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!

On day 3 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!

A top pick for your self-guided sightseeing tour today is Milan Natural History Museum. Previous visitors have rated this museum an average of 4.4 out of 5 stars in 8,412 reviews.

Sforzesco Castle Art Library is a local recommendation that you also can pay a visit today. This library is rated an average of 4.6 out of 5 stars in 68,714 reviews.

Another attraction you won't want to miss is Parco Sempione. This park is rated an average of 4.6 out of 5 stars in 72,914 reviews.

Triennale di Milano is another outstanding experience in Milan. Around 6,956 travelers have rated this art museum an average of 4.5 out of 5 stars. The attraction hosts 180,067 visitors annually.

If you long for more, Arch of Peace is not far away. This monument is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.6 out of 5 stars in 27,502 reviews.

Tours often allow you to see beyond what books and social media feature about Milan, its culture, and people. So for a more meaningful travel experience in the city, we recommend you join one of the most popular tours available for your relaxed road trip across Italy.

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.

Make sure to book a table at Vento di Sardegna, a popular restaurant in Milan. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Milan at Palazzo Parigi Hotel & Grand Spa Milano, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Galleria Restaurant. As a dining spot that gains consistently high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

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

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

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

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

Kick off the day at Basilica di Sant'Ambrogio, a top pick for today’s sightseeing. This church is rated an average of 4.7 out of 5 stars in 12,883 reviews.

Today is also your chance to visit Museo della Scienza e della Tecnologia "Leonardo da Vinci". Museo della Scienza e della Tecnologia "Leonardo da Vinci" is a technology museum with an average rating of 4.5 out of 5 stars from 22,235 reviews. Attracting more than 532,084 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Santa Maria delle Grazie Church is another top attraction we highly recommend you visit today. This convent is rated an average of 4.5 out of 5 stars by 13,490 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit MUDEC - Museum of Cultures. This ethnographic museum is rated an average of 4.4 out of 5 stars by 14,355 visitors. Visiting MUDEC - Museum of Cultures means you'll be one of 626,650 people who do so every year.

Get a dose of thrill, excitement, and inspiration on day 4 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful 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 Milan, explore the city like a local by trying out the best restaurants in the area.

As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Tommasi Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, da Vic is another top choice with a popular menu. You could also check for a table at G. B. Bar. 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.

Cap off your dinner by heading to QC Termemilano, ideal for a leisurely evening with a drink in hand. Yguana Cafè is another bar that offers an enjoyable setting.

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

Day 5 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 Florence, where you’ll stay at a top-rated hotel of your choice for 3 nights.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 3 hours 17 min. Pisa welcomes you with a multitude of unique vacation experiences.

Drop by the renowned Pisa Cathedral. This popular cathedral has been rated an average of 4.8 out of 5 stars by 8,361 visitors.

Another unforgettable place to experience is Piazza del Duomo, Pisa. Rated 4.7 out of 5 stars by 104,550 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Leaning Tower of Pisa. Hosting around 3,200,000 visitors every year, the fascinating Leaning Tower of Pisa is one of the best places to visit in Pisa. This bell tower has been rated an average of 4.7 out of 5 stars in 116,882 reviews.

After a day of exploration, relax at one of the top hotels or accommodations in Florence. 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 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.

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative, and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary, and international menu.

Experience the amazing nightlife in Florence and unwind at the coolest 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, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 6 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. So buckle up and prepare to be blown away by the city of Florence!

An excellent attraction to start your day with is David. This statue is rated an average of 4.8 out of 5 stars in 10,476 reviews.

Continue your journey at Galleria dell'Accademia. This national museum is rated 4.6 out of 5 stars by 34,429 travelers from near and far. Approximately 1,719,645 people come to this place of interest every year to enjoy a unique experience in Florence.

Florence is also the home of Pitti Palace. This art museum has an average rating of 4.6 out of 5 stars from 23,445 visitors. Each year, around 198,270 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at The Boboli Gardens. Rated 4.2 out of 5 stars by 25,341 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on piazzale Michelangelo. With an average rating of 4.8 out of 5 stars from 77,744 reviews, it’s hard to refuse the opportunity to see this square.

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 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.

Have a fantastic dining experience at Trattoria Da Burde, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Buca Mario offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight 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.

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

On day 7 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!

When you're ready to see some sights, Parco delle Cascine is a great place to start. This park is rated an average of 4.3 out of 5 stars by 14,875 visitors.

Another popular attraction you can visit today is Basilica di Santa Maria Novella, Firenze (FI). This archives has an average rating of 4.7 out of 5 stars from 23,075 travelers.

We also recommend a stop at Central Market. The point of interest has been rated an average of 4.4 out of 5 stars by 43,100 visitors.

If you're keen to explore more, consider visiting Cathedral of Santa Maria del Fiore. This church is a popular attraction with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Brunelleschi's dome is another easily accessible place to visit on this day of your trip. Stop by this dome, rated 4.8 out of 5 stars in 6,199 reviews, to discover more of what makes it unique.

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 Florence.

Make sure to reserve a table at Tijuana, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Djària - American Bar, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Buca Niccolini, a hidden gem nestled in Florence. 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 Florence’s best bars to celebrate this day of your slow-paced adventure in Italy.

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

Day 8 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 your sightseeing with a visit to piazza della Signoria. This square is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.8 out of 5 stars by 66,956 visitors.

Ponte Vecchio is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 118,099 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Uffizi Gallery. Visitors have rated this national museum an average of 4.7 out of 5 stars in 61,794 reviews. Uffizi Gallery receives around 2,011,219 visitors every year.

Basilica of Santa Croce in Florence is another unique site you can experience today. This attraction is a church rated an average of 4.7 out of 5 stars in 28,544 reviews.

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

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 Rome.

Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean, and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative, and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean, and creative cuisine in the city.

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

To truly maximize your evening out, consider visiting La Botticella of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Sant' Eustachio Caffè, another bar with an inviting ambiance. Similarly, Caffè Portofino 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!

Day 9 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Drop by the renowned Trevi Fountain. This popular sculpture has been rated an average of 4.8 out of 5 stars by 343,494 visitors.

Another unforgettable place to experience is Pantheon. Rated 4.8 out of 5 stars by 189,682 visitors, this roman temple deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Piazza Navona. This square has been rated an average of 4.7 out of 5 stars in 158,771 reviews.

Another favorite attraction in the area is Campo de' Fiori. This square and popular place of interest enjoys a rating of 4.4 out of 5 stars from 51,133 local and international travelers.

If you’re keen to explore even more, then consider a visit to Castel Sant'Angelo. This museum gets around 918,591 annual visitors. With an average rating of 4.7 out of 5 stars from 72,431 travelers, this museum is an attraction many avid travelers highly recommend visiting while in Rome.

Exploring one unique site after another provides you the much-needed variety during your leisurely self-drive tour across Italy. But to satisfy your curiosity or need for adventure, we recommend you add excursions in today’s agenda. You have a great selection of popular activities to choose from 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 Rome, 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 DEROMA - Farine Romane, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss Centro. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

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

After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.

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

Day 10 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. So buckle up and prepare to be blown away by the city of Rome!

Be one of the day’s first visitors at Circus Maximus. This circus is rated an average of 4.4 out of 5 stars by 44,741 visitors.

When you’re finished at Circus Maximus, head to Colosseum. This one-of-a-kind roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Every year, approximately 7,400,000 travelers come here to experience the roman amphitheatre for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Roman Forum. This square is rated an average of 4.7 out of 5 stars by 114,450 visitors.

If you’re keen to explore more, then consider a visit to Altare della Patria. This architectural structure is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 49,843 visitors. Around 1,683,070 travelers visit Altare della Patria every year.

To round off your sightseeing experience, make your way to largo di Torre Argentina. This famous square is rated an average of 4.5 out of 5 stars by 30,433 travelers.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities in Italy. Rome 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.

This renowned restaurant holds and offers an exceptional menu of cuisine. Make sure to reserve a table at Ristorante Tema, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Maccheroni, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of RoYaL Art Cafè Roma, a hidden gem nestled in Rome. 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.

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

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

When you’re ready for some sightseeing, make your way to Villa Borghese. This much-appreciated urban zone of rome is rated 4.6 out of 5 stars in 69,749 reviews.

Next up is piazza del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 visitors.

Another top sightseeing recommendation is Spanish Steps. This monumental staircase has been rated 4.5 out of 5 stars in 57,211 reviews.

Piazza di Spagna is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 113,658 reviews.

To continue your sightseeing, head over to Basilica di Santa Maria Maggiore. This major basilica is rated an average of 4.8 out of 5 stars in 27,678 reviews.

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 Rome 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 Harry's Bar, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Amedeo? It's another excellent option with a diverse menu. Consider reserving a table at VinAllegro as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

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

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 12 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Vatican City and drive in the direction of the city of Arezzo for some laid-back sightseeing.

Admire the views and listen to some good music as you drive in the direction of Vatican City.

Your sightseeing of the day begins at St. Peter's Basilica, a remarkable major basilica where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 131,043 reviews. Each year, this popular place of interest welcomes approximately 11,000,000 visitors.

Next, satisfy your wanderlust at Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 travelers.

Saint Peter's Square is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 38,954 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Vatican Museums. This well-loved art museum boasts a 4.6 out of 5-star rating from 133,310 reviews. In a single year, approximately 1,612,530 visitors add this sightseeing spot to their travel itineraries.

You’ll be staying at the incredible city of Arezzo in this laid-back road trip in Italy. You'll stay here for 1 night.

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

Experience a taste of local culinary excellence while in Arezzo by securing a table at Octavin. Esteemed as a much-enjoyed 1-star Michelin restaurant, it features an exceptional creative menu. If you're in the mood for something new, try La Clandestina, another premier location with a delectable menu. You might also want to book a table at Ristorante Logge Vasari. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Arezzo.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Liquid Bar, known for its inviting atmosphere.

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

On day 13 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.

Embrace the thrill of the open road as you wave goodbye to Arezzo and set your GPS to Bologna. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 5 min. Upon reaching Bologna, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready to see some sights, Two Towers is a great place to start. This tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

Another popular attraction you can visit today is Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 travelers.

We also recommend a stop at Fountain of Neptune, Bologna. The fountain has been rated an average of 4.7 out of 5 stars by 3,952 visitors.

If you're keen to explore more, consider visiting Palazzo Re Enzo. This palazzo is a popular attraction with an average rating of 4.6 out of 5 stars from 2,072 reviews.

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.

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 delightful dinner at Ribot Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pizza And Food? It's another excellent option with a diverse menu. Consider reserving a table at Primè as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

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.

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

Day 14 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 Milan.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Milan'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 Milan is the remarkable Palazzo Borromeo. This palazzo and popular place of interest has an average rating of 4.3 out of 5 stars from 130 visitors.

Unwind and look back at the past 14 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Milan or just grab something light to keep you going.

This renowned restaurant holds and offers an exceptional menu of cuisine.

Give yourself enough time to wave goodbye to Milan and begin your journey home. The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Italy is a story you will tell for the rest of your life.