5-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to La Spezia and Florence

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Explore the best of Italy on a 5-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Milan, La Spezia, Corniglia, Pisa, Florence, and Bologna. 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, 1 night in La Spezia, 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, La Spezia, Corniglia, Pisa, Florence, and Bologna, 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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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza Gae Aulenti
Duomo di MilanoGalleria Vittorio Emanuele IILa ScalaCastello SforzescoSempione Park
Giardini PubbliciCinque Terre National ParkPisa CathedralPiazza del Duomo, PisaLeaning Tower of Pisa
piazza della SignoriaPonte VecchioUffizi GalleryPiazza Maggiore
Arch of Peace

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Day 1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
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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 Piazza Gae Aulenti, or just 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.

Make sure to reserve a table at Hotel Morfeo 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 Contraste, 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 UNAHOTELS Galles Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • La Spezia
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Drive 226 km, 3 hours 20 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello Sforzesco
  • Sempione Park
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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Milan. When you’re not sightseeing, take time to relax at your selected hotel in La Spezia, where you’ll be staying for 1 night.

A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Milan on today’s itinerary. First up is the world-famous church, Duomo Di Milano Museum. Afterward, continue to Galleria Vittorio Emanuele Ii, a shopping mall every traveler should visit.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to La Scala. This interesting opera house is an essential stop. Following that, head to Sforzesco Castle Art Library, another must-visit site that will enhance your experience. Don’t forget to stop by Parco Sempione, an extraordinary park in the city.

At the end of the day, you will drive to La Spezia, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Enjoy a delicious meal at The Colombaio Park, a highly-rated dining destination in La Spezia.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 3

Day 3

  • La Spezia
  • Florence
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Drive 221 km, 3 hours 41 min

  • Giardini Pubblici
  • Cinque Terre National Park
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of La Spezia, Corniglia, and Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Today’s itinerary in La Spezia covers several incredible sights, including a park, a national park, a church, a public square, a monument and much more! Start your adventure at Giardini Pubblici. This often recommended park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the UNESCO world heritage-listed wonders of Cinque Terre National Park, a must-see national park 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 Pisa Cathedral. This up-and-coming church offers an enriching experience. For a change of pace, head to Piazza Del Duomo, Pisa, where you can take in picture-perfect features. Conclude your self-guided sightseeing tour with a visit to Leaning Tower Of Pisa and Leaning Tower Of Pisa. These sights offer a fulfilling end to a perfect day.

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.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 4

Day 4

  • Florence
  • Milan
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Drive 331 km, 4 hours 14 min

  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazza Maggiore
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence and Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 1 night here for some well-deserved relaxation.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazza Della Signoria. This masterful public square is a highlight of any visit in the city. Then, enjoy Ponte Vecchio, another enchanting attraction that never fails to captivate visitors. Next, head over to Uffizi Gallery, one of the city’s most extraordinary attractions, known for its historic features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Maggiore. This visually striking public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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 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.

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Let the evening flow smoothly from dinner to drinks at Kilburn Cocktail Bar Milano, a top-rated bar in the area. For other recommendations, Bar Frida provides a perfect setting for rounding out your night with style and great drinks. Likewise, The Friends Pub Milano offers a memorable night with diverse drink options and excellent service.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 5

Day 5

  • Milan - Departure day
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  • Arch of Peace
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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 Arch Of Peace. This interesting monument 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 to try something new, consider Alto Ristorante, 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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