Relaxed 9-Day Italy Self-Drive Road Trip With Itinerary from Milan to Florence
Description
Included
Description
Explore Italy and discover its unique charm on this 9-day relaxed road trip through Milan, Modena, Florence, and Bologna. Delight in a stress-free journey that focuses on exploration through the country's most captivating landscapes.
This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Milan, Modena, Florence, and Bologna. Make yourself at home at top-rated hotels and stay 4 nights in Milan and 4 nights in Florence. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.
Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Milan, you’ll collect your rental car of choice. From there, you’ll begin your 9-day journey across Italy and discover its unique culture, history, and diverse scenery.
Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.
We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Duomo Di Milano Museum. Another highlight of this self-drive tour is the captivating Ponte Vecchio.
Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Galleria Vittorio Emanuele Ii. With this travel plan, you could also soak in the atmosphere of the memorable Piazzale Michelangelo. Get close to the spectacular Cathedral Of Santa Maria Del Fiore and the wonderful Parco Sempione. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.
Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.
Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.
This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 8 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 9 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.
This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.
Spend an amazing 9-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!
Travel details
Set your travel details to find the best price
Flights
Compare and choose from the best flights to Milan
Car
Choose from the best car rental deals or see all options
Itinerary summary
See a summary of the itinerary that you can fully customize
Personalize your itinerary
Customize tours under each day and destination
Day 1
- Milan - Arrival day
- More
- Via Monte Napoleone
- More
Your relaxed road trip through Italy starts when you reach the incredible city of Milan, where you'll stay for 3 nights. You'll pick up your rental car in Milan and begin your adventure in Italy.
Milan is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Via Monte Napoleone, a must-see street, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Milan. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.
Savor the flavors at Hotel Morfeo Milano, a top pick for dinner tonight. Alternatively, Contraste beckons with its unique menu offerings. Also, consider UNAHOTELS Galles Milano. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.
Hang out and unwind at some of the top bars in Milan.
Following your dinner, dive into the local bar culture at Nottingham Forest. Enjoy this evening's relaxed ambiance with delightful drinks. 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
- Milan
- More
Drive 11 km, 1 hour 1 min
- Piazza Gae Aulenti
- Pinacoteca di Brera
- Leonardo da Vinci Museum of Science and Technology
- Brera
- Navigli
- More
Day 2 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.
Brera is a neighborhood that stands out as one of the must-see places in Milan. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away. For another highlight, head to Navigli, a neighborhood offering its own unique experiences.
Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Milan. Begin your sightseeing with Piazza Gae Aulenti. This interesting public square is one of the top attractions in the city. Proceed to Pinacoteca Di Brera, another must-visit attraction.
As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This captivating museum is a traveler-favorite.
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.
Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, renowned as a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Milan, Seta by Antonio Guida shines as one of the top destinations, known for its delicious international and contemporary 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, Il Luogo Aimo e Nadia is known as a top local spot for its delicious italian contemporary and modern cuisine in Milan. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.
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.
Following your dinner, dive into the local bar culture at Kilburn Cocktail Bar Milano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Raise your glass and relax after another big day of your leisurely paced road trip in Italy!
Day 3
- Milan
- More
Drive 9 km, 1 hour 2 min
- Arch of Peace
- Triennale di Milano
- Sempione Park
- Castello Sforzesco
- Basilica di Sant'Ambrogio
- More
Day 3 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!
Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and photo-friendly spots. Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Arch Of Peace is the first of them. Spend some time admiring this historic monument before continuing your journey. Triennale Di Milano is your next stop. This intriguing museum is one of the best-rated sights in Milan.
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 Parco Sempione. This mesmerizing park is a sight to behold. To round off your sightseeing experience, visit Sforzesco Castle Art Library and 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!
Exploring new places makes you hungry. Luckily, Milan 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 Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu. Additionally, Nero 9 is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.
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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bhangrabar, a well-loved spot among locals and tourists. Or, head to Rufus Cocktail Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Ostello Bello Grande, another top-rated place in the area.
Toast to another unforgettable and relaxing road trip adventure in Italy!
Day 4
- Milan
- Florence
- More
Drive 322 km, 4 hours 4 min
- La Scala
- Galleria Vittorio Emanuele II
- Duomo di Milano
- Enzo Ferrari Museum
- More
Day 4 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Florence for 4 nights. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.
Today's adventure in Milan promises more breathtaking discoveries and enriching experiences! Begin at La Scala. This historic opera house is a highlight of any visit in the city. Then, enjoy Galleria Vittorio Emanuele Ii, another romantic attraction that never fails to captivate visitors. Next, head over to Duomo Di Milano Museum, one of the city’s most wondrous attractions, known for its history-steeped features.
If you’re looking for more, spend time soaking in the atmosphere of Enzo Ferrari Museum. This visually striking museum is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
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 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.
Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.
After dinner, it’s time to fall in love with the amazing nightlife in Florence and unwind at some of the best bars in the city.
Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.
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 5
- Florence
- More
Drive 6 km, 45 min
- piazza della Signoria
- Palazzo Vecchio
- Uffizi Gallery
- Ponte Vecchio
- piazzale Michelangelo
- More
On day 5 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!
Today’s itinerary in Florence covers several incredible sights, 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 top-rated public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the enchanting wonders of Palazzo Vecchio, a must-see palace 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 Uffizi Gallery. This top-rated art gallery offers an enriching experience. For a change of pace, head to Ponte Vecchio, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. These sights offer a fulfilling end to a perfect 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.
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.
Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
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 Florence. The bars in Florence make the perfect setting for a laid-back drink and chilled hangout with your travel companions.
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.
Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!
Day 6
- Florence
- More
Drive 3 km, 44 min
- David
- Galleria dell'Accademia
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Croce in Florence
- More
Day 6 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.
David is must-visit statue and a great starting point for the day. Next, continue your journey to Galleria Dell'accademia, an interesting art gallery, located just a leisurely stroll away. Next, head to Cathedral Of Santa Maria Del Fiore, a history-steeped church, also available for your discovery today.
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.
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.
A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Florence.
Explore the vibrant nightlife at Gosh* after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Del Moro - Art Bar Firenze for a great selection of flavorful drinks and a charming setting. Furthermore, Quelo Bar is perfect for those looking to extend their night with a touch of local flavor.
Soak in the unique atmosphere of Florence as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!
Day 7
- Florence
- More
Drive 11 km, 1 hour 15 min
- Central Market
- Basilica of Santa Maria Novella
- Palazzo Pitti
- The Boboli Gardens
- Oltrarno
- More
Day 7 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!
At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Prepare for a day full of fun adventures, photo-friendly spots, and budget-friendly activities. When you’re ready, kick off your sightseeing adventure at Central Market. This locally renowned food market is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Di Santa Maria Novella, Firenze (fi), one of the city’s best highlights.
Next, check out Pitti Palace, one of the most locally renowned places to see in Florence. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, The Boboli Gardens. Wander around and soak in the romantic atmosphere this botanical garden offers.
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.
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.
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 8
- Florence
- Milan
- More
Drive 318 km, 4 hours 4 min
- Two Towers
- Piazza Maggiore
- Palazzo d'Accursio
- More
On day 8 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.
Prepare for a day full of family-friendly attractions, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Two Towers. This locally renowned monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Maggiore, one of the city’s best highlights.
Next, check out Palazzo D'accursio, one of the most frequently visited places to see in Florence. This palace is a favorite among locals and travelers alike.
When you’re not exploring beautiful places, you’ll have a relaxed time at Milan. 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 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.
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.
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 your evening by exploring the vibrant nightlife scene at Qc Termemilano, a prime destination for a thrilling night out. Also, don’t forget to check out Yguana Cafè, a bar that offers unique local touches.
Raise your glass and relax after another big day of your leisurely paced road trip in Italy!
Day 9
- Milan - Departure day
- More
- Corso Vittorio Emanuele II
- More
Day 9 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.
Maximize your last day in Italy and go on a shopping spree in Milan’s shopping center, the lively Via della Moscova. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe. Take one last moment to soak in Italy, and unwind with tea or coffee at a cozy cafe.
One of the best things to do on your last day 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.
Unwind and look back at the past 9 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.
Savor the flavors at Vento di Sardegna, a top pick for dinner tonight. Alternatively, Palazzo Parigi Hotel & Grand Spa Milano beckons with its unique menu offerings.
Give yourself enough time to wave goodbye to Milan and begin your journey home. The unforgettable experiences you’ve collected along your 9-day relaxed road trip in Italy is a story you will tell for the rest of your life.
Similar travel packages
Discover other popular vacations in Italy
Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place
Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.