4-Day Italy Road Trip from Milan to Florence

Milan Cathedral, Duomo di Milano, and Piazza Duomo square in the Milan city center, Italy
Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
4 days & 3 nights
Available
Jan. - Dec.
Hotel
3 nights included
Car rental
4 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Have the adventure of a lifetime with this 4-day road trip through Italy.

This incredible self-drive vacation package will take you through the best destinations in Italy. With this perfectly planned travel package, you will stay 2 nights in Milan and 1 night in Florence, experiencing the ultimate road trip in Italy. Your road trip will enable you to discover the country's most popular attractions and restaurants in Milan, Florence, and Pisa. We'll help you experience the best 4 days in Italy you can imagine so you can leave happy and inspired.

Upon arriving in Milan, you'll collect the rental vehicle of your choice. From there, you'll be off to discover some of the most popular attractions in Italy, including the stunning Duomo di Milano Museum and Galleria Vittorio Emanuele II.

You'll have an extensive selection of accommodations to choose from throughout your road trip. We have handpicked the best hotels and places to stay across the country, catering to all budgets. Whether you're in the mood for luxurious five-star hotels or cozy, budget-friendly accommodations, we've got you covered.

Your road trip will bring you close to the best attractions and most incredible sights in Italy. From the magnificent Parco Sempione to the breathtaking Ponte Vecchio and piazzale Michelangelo, your journey will take you on a thrilling adventure through some of the most iconic travel destinations in the country. Your discovery doesn't end there. Make sure to marvel at the remarkable Leaning Tower of Pisa and learn more about the unique Piazza del Duomo, Pisa to truly immerse yourself in the local culture. As you hit the open road and drive through Milan, Florence, and Pisa, you'll also have plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you're exploring enchanting small towns, discovering scenic routes, or indulging in local cuisine, there's always something new and exciting to experience in Italy.

Add tours and tickets to each day of your trip to make the most of your time in Italy. You'll have the opportunity to choose from the best tours and activities that your travel destinations have to offer, meaning you'll never have a boring moment on your road trip through Italy.

Your travel plan itinerary also gives you multiple opportunities to look for souvenirs to memorialize your road trip in Italy.

You'll return home having experienced the very best of everything Italy has to offer. Each twist and turn of the journey adds a unique charm to your travel tales.

You can customize each day of your road trip vacation itinerary with flexible trip planning before and after booking. Enjoy the benefits of exploring all these great attractions at your own speed.

Your travel plan includes everything you need to experience the best of Italy. You'll be booked at the best hotels for 3 nights, with plenty of top-rated breakfast and restaurant options nearby. We'll provide you with the best car rental for 3 days during your self-drive road trip, including CDW insurance.

You'll have access to 24/7 travel support, a personal travel agent, and a step-by-step guide via our flexible mobile app. You can choose and add your flight preferences as needed. Make your vacation in Italy extra special by adding tours and tickets to each day of your itinerary.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your self-drive road trip in Italy today!

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Included

Hotel, 3 nights
Rental car, 4 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Pisa - city in ItalyPisa

Map

Attractions

photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
Aerial view of the Rotunda della Besana. Blue sky. Historical buildings in the city. A cruciform church surrounded by a wall. Rotonda della Besana

Travel details

Travel dates

Include flights?

Yes
No

Flights

Round trip
Economy
Round trip
Economy

Travelers

Rooms

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1 - Milan - arrival day

Day 1

Day 1 - Milan - arrival day

  • Milan - Arrival Day
  • More
  • Rotonda della Besana
  • More

Your road trip adventure in Italy begins as soon as you reach the incredible city of Milan. You’ll stay in Milan for 2 nights, experiencing all the best things to do and see in the city.

Milan has many popular destinations you can explore. You could visit attractions like the incredible Rotonda della Besana. This attraction is a top-tier point of interest and has an average rating of 4.4 out of 5 stars by 2,614 visitors.

When you're done sightseeing for the day, you'll check in at one of the best hotels or places to stay in the city. Your stay promises to be a delightful continuation of your exploration, providing comfort and tranquility to recharge for the adventures that lie ahead.

When you’re ready for dinner, we recommend you try one of the best restaurants in the city of Milan, Galleria Restaurant. The restaurant is rated an average of 4.4 out of 5 stars by 2,024 customers.

Another of the best restaurants in the city of Milan is Vento di Sardegna. This restaurant is rated an average of 4.5 out of 5 stars by 1,063 customers.

Locals recommend Nero 9 as one of the best restaurants in the city of Milan. This restaurant has an average rating of 4.5 out of 5 stars by 573 customers.

Milan also has several great bars that will fit all travel budgets. One of the best bars in the city of Milan is The Friends Pub Milano. This bar has an average rating of 4.3 out of 5 stars by 1,689 customers.

Another of the best bars in the city of Milan is Camparino in Galleria. This bar is rated an average of 4.4 out of 5 stars by 1,473 customers.

Locals also enjoy G. B. Bar. This bar has an average rating of 4.6 out of 5 stars by 820 customers.

Enjoy toasting the start of your 4-day vacation in Italy!

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Experiences

Day 2 - Milan and Florence

Day 2

Day 2 - Milan and Florence

  • Milan
  • Florence
  • More

Drive 319 km, 4 hours 4 min

  • Duomo di Milano Museum
  • Galleria Vittorio Emanuele II
  • Sforzesco Castle Art Library
  • Sempione Park
  • More

Day 2 of your road trip through Italy gives you the opportunity to experience two places in one day. You'll start your day with some exploring in the city of Milan and end it at a top-rated hotel in the city of Florence. You will stay in Florence for 1 night. Have a hearty breakfast and get excited for a wonderful day ahead!

One of the best places to visit today in Milan is the amazing Duomo di Milano Museum. As such, over 341,609 people visit Duomo di Milano Museum yearly. This attraction is an art museum that is rated an average of 4.8 out of 5 stars by 138,554 visitors.

You could also stop at the incredible commercial gallery, Galleria Vittorio Emanuele II. With an average rating of 4.7 out of 5 stars by 91,394 visitors, this attraction is one of the top sights in the area.

Another unforgettable travel destination in the Milan is the outstanding Sforzesco Castle Art Library. This popular library and travel destination has an average rating of 4.6 out of 5 stars by 68,714 visitors. Approximately 341,609 travelers come to Milan every year to see the stunning Duomo di Milano Museum with their own eyes.

The spectacular Parco Sempione is another popular attraction you can visit today. This fascinating park and attraction has an average rating of 4.6 out of 5 stars from 72,914 visitors.

You can make the most of your new day in Milan by joining activities and tours that let you discover what else the city has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your road trip in Italy. Browse all of your options and reserve your slot before it's too late.

At the end of the day, you will drive to the city of Florence, where you will access the best hotels and places to stay.

After a long day of driving and exploring, we recommend you try Ristorante Paoli, one of the best restaurants in the city of Florence. This restaurant has an average rating of 4.9 out of 5 stars by 6,031 customers.

Locals also recommend Ristorante Oliviero 1962 as one of the best restaurants in the city of Florence. Ristorante Oliviero 1962 is rated an average of 4.7 out of 5 stars by 1,046 customers.

Another of the best restaurants in the city of Florence is Il Vezzo. This restaurant has been rated an average of 4.8 out of 5 stars by 862 customers.

After dinner, visit Manifattura, which is considered one of the best bars in the city of Florence. This bar is rated an average of 4.7 out of 5 stars by 509 customers.

You can also enjoy drinks at a popular bar like Ditta Artigianale. This bar has an average rating of 4.3 out of 5 stars by 1,877 customers.

Alternatively, Archea Brewery is one of the best bars that locals recommend in the city of Florence. This bar is rated an average of 4.7 out of 5 stars by 723 customers.

Raise your glass in celebration of your incredible road trip adventure through Italy!

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Experiences

Day 3 - Florence, Chiavari, and Milan

Day 3

Day 3 - Florence, Chiavari, and Milan

  • Florence
  • Pisa
  • Milan
  • More

Drive 370 km, 5 hours 3 min

  • Ponte Vecchio
  • Piazzale Michelangelo
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • More

Rise and shine on day 3 of your road trip in Italy. Today, you'll wake up in Florence and embark on a scenic drive to Milan, where you'll stay at one of the best hotels for 1 night. Seize the opportunity to explore spectacular attractions in Florence before you reach your end destination for the day.

It’s hard not to feel excited about visiting attractions in a destination as lovely as Florence. When you’re eager to explore the city and nearby areas, we recommend visiting some local favorites, such as the wonderful Ponte Vecchio. This attraction is a deck arch bridge that has an average rating of 4.7 out of 5 stars from 118,099 visitors.

You could also stop at the incredible piazzale Michelangelo. This attraction, a beloved square, has an average rating of 4.8 out of 5 stars from 77,744 visitors.

One of the most popular attractions you can visit is the remarkable Leaning Tower of Pisa. This attraction is a bell tower that has an average rating of 4.7 out of 5 stars from 116,882 visitors. Around 3,200,000 people visit Leaning Tower of Pisa every year.

If you want to explore more, visit the incredible Piazza del Duomo, Pisa. This square and attraction has an average rating of 4.7 out of 5 stars from 104,550 reviews.

We recommend you end the day with a dinner at a popular restaurant near your accommodation, like Bice Restaurant. This restaurant offers various delicious and comforting meals and has an average rating of 4.3 out of 5 stars from 579 customers.

Locals also recommend Camparino in Galleria, another of the best restaurants in Milan. Camparino in Galleria is rated an average of 4.4 out of 5 stars by 1,473 customers.

If you feel like having something else, check out the menu at G. B. Bar. This restaurant has been rated an average of 4.6 out of 5 stars by 820 customers and is a great place to enjoy a lovely meal.

After dinner, visit Armani/Bamboo Bar to enjoy a couple of drinks and relax. This bar is one of the best in Milan, with an average rating of 4.3 out of 5 stars by 272 customers.

You can also enjoy drinks at a popular bar like Dessert Bar Milano. This bar is a great spot to meet new friends and celebrate your vacation. Dessert Bar Milano has an average rating of 5 out of 5 stars by 144 customers.

Carico is another bar locals often recommend. This bar offers a great variety of snacks and drinks and is rated an average of 4.4 out of 5 stars by 125 customers.

End your day by raising your glass in celebration of your incredible road trip adventure in Italy, and look forward to more great days to come!

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Experiences

Day 4 - Milan - departure day

Day 4

Day 4 - Milan - departure day

  • Milan - Departure Day
  • More

Day 4 of your road trip in Italy is your departure day. This is your chance to catch one last glimpse of Milan before saying goodbye to this wonderful destination. When you have time to explore the area before you make your way home, we recommend visiting some of the following attractions.

Take a stroll along the main shopping streets of Milan and find some souvenirs to remind you of your road trip in Italy.

You could then enjoy your last meal in the city of Milan at DeRos Restaurant before you travel home. This popular restaurant is rated an average of 4.7 out of 5 stars by 285 customers.

Alternatively, we also recommend Dessert Bar Milano for your last chance at a meal in the city of Milan. The Dessert Bar Milano restaurant has an average rating of 5 out of 5 stars by 144 customers.

If you'd prefer a popular restaurant that locals enjoy, try Alto Ristorante. This restaurant has an average rating of 4.8 out of 5 stars by 137 customers.

You’ll then say farewell to Milan. We wish you a pleasant journey home, with many wonderful memories of your unforgettable vacation in Italy!

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Experiences

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