Travel packages in Italy

Road trips in Italy

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

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.

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Escape the ordinary with this exciting 4-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 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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Driver’s age is 30 - 65

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Days

Destination

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Day

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Day 1

Brera

Day 2

Duomo di Milano•Porta Torre•Uffizi Gallery•Ponte Vecchio•piazza della Signoria

Day 3

piazzale Michelangelo•Piazza del Duomo, Pisa•Leaning Tower of Pisa•Porta San Pietro

Day 4

Castello Sforzesco

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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.

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.

Have a fantastic dining experience at Hotel Morfeo Milano, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Contraste offers an enticing alternative with its varied menu. Additionally, UNAHOTELS Galles Milano is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

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.

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await! Duomo Di Milano Museum is the perfect place to start. This church is one of the most iconic places to visit in Milan. Next, head to Porta Torre, a frequently visited monument, known for its picture-perfect features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Uffizi Gallery. This romantic art gallery is a highly recommended experience. Nearby, you'll also find Ponte Vecchio and Piazza Della Signoria. Visit these for an interesting touch to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

Celebrate another amazing day of your road trip adventure 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 road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence, Pisa, and Lucca. In the evening, you’ll end up in Milan, where you will stay for 1 night.

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Piazzale Michelangelo, a famous observation deck that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its breathtaking appeal. Continue your exploration at Leaning Tower Of Pisa. This monument is one of the city’s most iconic spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Porta San Pietro.

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.

After a day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.

Enjoy a delicious meal at Dessert Bar Milano, a highly-rated dining destination in Milan. If you're eager to try something different, consider Radisson Blu Hotel Milan, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

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.

Relax and recharge in preparation for another adventurous day 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.

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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