4-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Pisa
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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 Pisa. 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 Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery.
As you hit the open road and drive through Milan, Pisa, and Genoa, 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!
Itinerary summary
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Day 1 – Milan - arrival day
- Milan - Arrival day
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- Galleria Vittorio Emanuele II
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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 Galleria Vittorio Emanuele Ii or 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 in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Dine in style at Hotel Morfeo Milano, a top recommendation for dinner tonight. Or, for a change of pace, Contraste boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Galles Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.
Let the evening flow smoothly from dinner to drinks at Nottingham Forest, a top-rated bar in the area. For other recommendations, Armani/bamboo Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Mag Cafe offers a memorable night with diverse drink options and excellent service.
Raise a toast to the start of your 4-day road trip in Italy!
Day 2 – Milan and Pisa
- Milan
- Pisa
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Drive 294 km, 3 hours 51 min
- La Scala
- Castello Sforzesco
- Sempione Park
- Piazza Gae Aulenti
- Duomo di Milano
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Milan, 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 Pisa. You’ll stay here for 1 night.
Milan is brimming with adventures. Today’s wonderful stops include an opera house, a castle, a park, a public square, a church and much more! Begin your sightseeing adventure at the well-known La Scala. Just a short distance away is Sforzesco Castle Art Library, an instagrammable castle that draws visitors from far and near.
Continue your journey to Parco Sempione, one of the city’s most astonishing spots that you shouldn’t miss. Another great site to visit is the interesting Piazza Gae Aulenti. Last up on today’s itinerary is a church. Make your way to Duomo Di Milano Museum for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Milan.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Pisa. Pisa offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a wonderful meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated dining spot in Pisa. If you're in the mood for something new, try il Mercante, another premier location with a delectable menu. You might also want to book a table at La Ghiotteria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.
After enjoying a fulfilling meal, continue your evening at Jeffer Cocktails & Friends, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Parisien Wine Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Las Volta Cocktailbar provides an excellent environment for a relaxed and enjoyable evening.
Raise your glass to another unforgettable day in Italy!
Day 3 – Pisa, Genoa, and Milan
- Pisa
- Genoa
- Milan
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Drive 311 km, 4 hours 22 min
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- piazza De Ferrari
- Aquarium of Genoa
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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 Pisa and Genoa. In the evening, you’ll end up in Milan, where you will stay for 1 night.
Immerse yourself in Pisa’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Duomo, Pisa. This stunning public square is sure to ignite your curiosity. Next, dive into the breathtaking features of Leaning Tower Of Pisa, a must-visit monument in the city.
Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Genoa. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 4 min. Upon reaching Genoa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.
Take your self-guided tour to Piazza De Ferrari, a well-known public square that everyone visiting Genoa should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Aquarium Of Genoa. This picture-perfect aquarium is one of the most widely recognized attractions in the region.
At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy an outstanding dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an exceptional creative menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Seta by Antonio Guida, known for its delicious international and contemporary cuisine. Another highly-recommended restaurant in Milan is Il Luogo Aimo e Nadia, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary and modern menu.
After savoring a delicious meal, step into the vibrant nightlife at Kilburn Cocktail Bar Milano, where the evening is just getting started. In the same way, Bar Frida offers a unique charm perfect for experiencing the local bar scene in Milan. The Friends Pub Milano is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 4 – Milan - departure day
- Milan - Departure day
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- Cathedral Square
- Duomo di Milano
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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.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Discover a day packed with a romantic, a mesmerizing, a picture-perfect, a historically significant, and a majestic in Milan. Begin your sightseeing with Cathedral Square. This locally appreciated public square is one of the top attractions in the city.
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 eager to try something different, consider Alto Ristorante, another top spot with a tantalizing 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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