4-Day Italy Self-Drive Road Trip With Itinerary from Milan to Florence
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Explore the best of Italy on a 4-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Milan, Como, Florence, Pisa, and Lucca. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 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 Piazzale Michelangelo.
As you hit the open road and drive through Milan, Como, 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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Day 1
- Milan - Arrival day
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- Brera
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Welcome to Milan, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Milan's charm before embarking on the next leg of your journey.
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.
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.
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.
Enjoy a lovely meal at Hotel Morfeo Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Contraste is another top choice with a popular menu. You could also check for a table at UNAHOTELS Galles Milano. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.
Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.
Raise a toast to the start of your 4-day road trip in Italy!
Day 2
- Milan
- Florence
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Drive 408 km, 5 hours 3 min
- Duomo di Milano
- Porta Torre
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Milan, Como, and Florence, 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 Florence. You’ll stay here for 1 night.
Brace yourself for today’s incredible lineup of attractions in Milan, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Duomo Di Milano Museum, a timeless church in the city. Then, head to Porta Torre and soak in the ambiance of this culturally significant monument.
There are many interesting places to see in Milan, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most top-rated romantic spots of interest. After exploring the art gallery, visit the globally renowned Ponte Vecchio. Not far away, you'll also find Piazza Della Signoria. This public square is a visually striking highlight in Milan.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence 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 Florence, 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.
Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.
As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.
Day 3
- Florence
- Milan
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Drive 388 km, 5 hours 18 min
- piazzale Michelangelo
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Porta San Pietro
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On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Florence, Pisa, and Lucca. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Piazzale Michelangelo. This widely recognized observation deck provides an insightful glimpse into the city's identity. Next, discover Piazza Del Duomo, Pisa, a breathtaking public square, promising a delightful encounter.
Continue your sightseeing with a visit to Leaning Tower Of Pisa, an iconic monument. When you’re done, don’t forget to make a stop at the often recommended Porta San Pietro.
When you’re done exploring for the day, you’ll drive to your hotel in Milan. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Milan's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at Dessert Bar Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Radisson Blu Hotel Milan, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Explore the vibrant nightlife at Kilburn Cocktail Bar Milano after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Frida for a great selection of flavorful drinks and a charming setting. Furthermore, The Friends Pub Milano is perfect for those looking to extend their night with a touch of local flavor.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 4
- Milan - Departure day
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- Castello Sforzesco
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Day 4 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 Sforzesco Castle Art Library. This widely recognized castle is a popular place to see in the city.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Milan's best shopping area, Galleria Vittorio Emanuele II. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Explore high-end stores offering an exquisite selection of luxury items.
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 for something new, try Alto Ristorante, another premier location with a delectable 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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