5-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Florence
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Description
Escape the ordinary with this exciting 5-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Milan and 1 night in Florence. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Milan, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Duomo Di Milano Museum and Ponte Vecchio are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Leaning Tower Of Pisa, learn more about the unique Piazza Del Duomo, Pisa, and immerse yourself in the vibrant atmosphere of Galleria Vittorio Emanuele Ii.
As you hit the open road and drive through Milan, Florence, Pisa, and Lucca, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
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Itinerary summary
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Day 1
- Milan - Arrival day
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- Brera
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Say hello to Milan! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Milan for 2 nights before you continue your adventure!
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 Brera, a must-see neighborhood, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. Make yourself at home and enjoy some downtime before heading out again.
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.
Don’t miss out on dining at Hotel Morfeo Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Contraste, another top spot with a mouthwatering menu. You might also want to secure a reservation at UNAHOTELS Galles Milano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.
After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe offers an excellent atmosphere for those looking to amp up the evening.
Raise a toast to the start of your 5-day road trip in Italy!
Day 2
- Milan
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Drive 5 km, 1 hour 7 min
- Santa Maria delle Grazie Church
- Sempione Park
- Castello Sforzesco
- Galleria Vittorio Emanuele II
- Duomo di Milano
- Navigli
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On day 2 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 1 night and discover all the best things to see and do in the area.
Navigli is a fantastic place you can explore today in Milan. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Milan-way-of-life and visit all the nearby sights.
Set out on a day brimming with fun adventures, picturesque spots, and history-rich sites. Start at the interesting Santa Maria Delle Grazie Church, an UNESCO world heritage-listed church in Milan. Next, go to Parco Sempione.
After visiting Santa Maria Delle Grazie Church and Parco Sempione, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Sforzesco Castle Art Library. This culturally significant castle offers a unique experience. Galleria Vittorio Emanuele Ii is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Duomo Di Milano Museum, one of the most symbolic places to visit in Milan.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
Bring home unique finds from Milan's bustling shopping hub, Via della Moscova. Enjoy a leisurely exploration of unique boutiques and stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Via della Moscova offers plenty of options, including cafes, primary services, unique landmarks, and community events.
As you explore more of Milan, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Treat yourself to a delightful dinner at Dessert Bar Milano, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Radisson Blu Hotel Milan? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Qui Si Mangia as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Kilburn Cocktail Bar Milano stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Frida offers an ideal atmosphere to enjoy the pleasures of the night. The Friends Pub Milano is also a great option that provides a perfect setting for a relaxing evening.
Raise your glass to another unforgettable day in Italy!
Day 3
- Milan
- Florence
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Drive 309 km, 3 hours 59 min
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- piazza della Signoria
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Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Milan allows for both. Start by heading to Basilica Of Santa Croce In Florence. This interesting church provides an insightful glimpse into the city's identity. Next, discover Uffizi Gallery, a standout art gallery, promising a delightful encounter.
Continue your sightseeing with a visit to Ponte Vecchio, a globally renowned historical landmark. When you’re done, don’t forget to make a stop at the widely recognized Cathedral Of Santa Maria Del Fiore. Round off your day at Piazza Della Signoria, another gem in Milan with detailed features to discover.
At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.
After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Raise your glass to another unforgettable day in Italy!
Day 4
- Florence
- Milan
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Drive 381 km, 4 hours 55 min
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Walls of Lucca
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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Pisa and Lucca, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Milan. You’ll stay here for 1 night.
Set out on a day brimming with family-friendly attractions, scenic views, and photo-friendly spots. Start at the globally renowned Piazza Del Duomo, Pisa, a picture-perfect public square in Florence. Next, go to Leaning Tower Of Pisa.
After visiting Piazza Del Duomo, Pisa and Leaning Tower Of Pisa, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Mura Di Lucca. This visually striking historical landmark offers a unique experience.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you explore more of Milan, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Treat yourself to a delightful dinner at Bice Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Alto Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at Nero 9 as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.
Round off your dining experience by visiting Bhangrabar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Rufus Cocktail Bar, a bar catering to every mood and preference. Ostello Bello Grande likewise offers a unique atmosphere, perfect for a memorable night out.
Say good night to Milan and look forward to another great day of your road trip in Italy!
Day 5
- Milan - Departure day
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- Piazza Gae Aulenti
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Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Milan before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
If you're up for some more sightseeing, begin at Piazza Gae Aulenti. This locally renowned public square is a popular place to see in the city.
On your last day in Italy, take time to indulge in shopping at Milan’s popular marketplace, Galleria Vittorio Emanuele II. Look for keepsakes or souvenirs to remind you of your trip. If you’re in the mood for luxury shopping, high-end stores await you.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.
If you're in the mood to try something new, consider Pasticceria San Carlo, another top spot with a mouthwatering menu.
You’ll then say farewell to Milan. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!
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