Relaxed 9-Day Italy Self-Drive Road Trip With Itinerary from Milan to Florence

Day 2 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!

At the top of the list of things to do today is to explore Brera, a neighborhood 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 Navigli, a neighborhood offering a different perspective on Milan.

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

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This locally renowned museum offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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 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.

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international 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 Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern 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 Milan.

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

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 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!

Milan is home to plenty of attractions that offer family-friendly attractions, scenic views, and picturesque spots! Start at Arch Of Peace, a captivating monument that is worthwhile a visit in the city. Nearby, you’ll find Triennale Di Milano, enchanting visitors with its visually striking appeal. Continue your exploration at Parco Sempione. This park is one of the city’s most astonishing 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 Sforzesco Castle Art Library. After exploring the castle, head to the locally renowned Basilica Di Sant'ambrogio.

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!

Bring home unique finds from Milan's bustling shopping hub, Galleria Vittorio Emanuele II. Enjoy a leisurely exploration of unique high-end stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Galleria Vittorio Emanuele II offers plenty of options, including primary services, unique landmarks, and community events.

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 Bice Restaurant, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Alto Ristorante is another top choice with a popular menu. You could also check for a table at Nero 9. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.

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

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.

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

On day 4 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.

Get ready to discover some of the most iconic wonders in Milan, including an opera house, a shopping mall, a church, a museum and much more! Start your day at La Scala. This romantic opera house is a notable place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If remarkable sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find Duomo Di Milano Museum. This romantic church is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Enzo Ferrari Museum is an interesting spot in the city that will captivate you with its unique charm.

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.

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.

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.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

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

Savor the day by visiting some of the best places to see in Florence, including a public square, a palace, an art gallery, a historical landmark, an observation deck and much more! Start your adventure at Piazza Della Signoria. This spectacular public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Palazzo Vecchio located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Uffizi Gallery. Its historic features will captivate you. After the art gallery, continue your tour of the city with a visit to Ponte Vecchio. Visitors usually appreciate the majestic features of this historical landmark. Next up is Piazzale Michelangelo, a highly recommended observation deck.

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.

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 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.

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.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter 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.

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

Day 6 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!

Begin your adventure at David. This is a popular statue you should not miss. Another must-see is Galleria Dell'accademia, a popular art gallery in Florence.

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

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

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

Have a fantastic dining experience at Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana 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.

Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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!

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

Set out on a day brimming with family-friendly attractions, photo-friendly spots, and budget-friendly activities. Start at the captivating Central Market, an instagrammable food market in Florence. Next, go to Basilica Di Santa Maria Novella, Firenze (fi).

After visiting Central Market and Basilica Di Santa Maria Novella, Firenze (fi), have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Pitti Palace. This respected palace offers a unique experience. The Boboli Gardens is another noteworthy attraction worthwhile a visit.

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

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Treat yourself to a wonderful meal at Tijuana, a top-rated dining spot in Florence. If you're in the mood for something new, try Djària - American Bar, another premier location with a delectable menu. You might also want to book a table at The Florence Irish Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

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.