7-Day Italy Road Trip from Milan traveling south to Florence and Pisa

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
7 days & 6 nights
Available
Jan. - Dec.
Hotel
6 nights included
Car rental
7 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Have the adventure of a lifetime with this 7-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 3 nights in Milan, 2 nights in Florence, and 1 night in Pisa, 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 7 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 Ponte Vecchio to the breathtaking piazzale Michelangelo and Cathedral of Santa Maria del Fiore, 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 6 nights, with plenty of top-rated breakfast and restaurant options nearby. We'll provide you with the best car rental for 6 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, 6 nights
Rental car, 7 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 2 nights
Pisa - city in ItalyPisa / 1 night
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 3 nights
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa

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
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
Central Market
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
photo of view Pinacothèque de Brera - Cour intérieure, Milan,Italy.Pinacoteca di Brera
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
The Boboli GardensThe Boboli Gardens
photo of view A picture showing the National Museum of Science and Technology of Milan, Italy.Museo della Scienza e della Tecnologia "Leonardo da Vinci"
photo of David of Michelangelo,Florence Italy.David of Michelangelo
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
Priaruggia
The facade of Palazzo Borromeo in Milan, Italy. Palazzo Borromeo

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

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
  • Piazza Gae Aulenti
  • More

Your road trip adventure in Italy begins as soon as you reach the incredible city of Milan. You’ll stay in Milan for 3 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 Piazza Gae Aulenti. This attraction is a square and has an average rating of 4.6 out of 5 stars by 30,398 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, L'immagine Bistrot Ristorante. The restaurant is rated an average of 4.7 out of 5 stars by 2,020 customers.

Another of the best restaurants in the city of Milan is Contraste. This restaurant is rated an average of 4.7 out of 5 stars by 823 customers.

Locals recommend Ribot Restaurant 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 3,991 customers.

Milan also has several great bars that will fit all travel budgets. One of the best bars in the city of Milan is Mag Cafe. This bar has an average rating of 4.4 out of 5 stars by 3,270 customers.

Another of the best bars in the city of Milan is Nottingham Forest. This bar is rated an average of 4.4 out of 5 stars by 2,686 customers.

Locals also enjoy The Friends Pub Milano. This bar has an average rating of 4.3 out of 5 stars by 1,689 customers.

Enjoy toasting the start of your 7-day vacation in Italy!

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Experiences

Day 2 – Milan

Day 2

Day 2 – Milan

  • Milan
  • More

Drive 9 km, 1 hour 3 min

  • Pinacoteca di Brera
  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • Sforzesco Castle Art Library
  • Sempione Park
  • Arch of Peace
  • More

Day 2 of your road trip will take you to the best attractions Milan has to offer. Cherish the 2 nights you have left in Milan by discovering the best things there are to see and do in the city.

There are plenty of attractions, markets, and restaurants for you to experience today in the city of Milan. Your accommodation will be conveniently located close to several of the best attractions you won't want to miss.

You'll be able to visit more of the best travel destinations in the city of Milan, like the extraordinary Museo della Scienza e della Tecnologia "Leonardo da Vinci". This attraction is a technology museum and has an average rating of 4.5 out of 5 stars by 22,235 visitors. Museo della Scienza e della Tecnologia "Leonardo da Vinci" gets around 532,084 visitors every year.

Another of the best travel destinations in Milan is the spectacular Arch of Peace. This attraction is a monument and is rated an average of 4.6 out of 5 stars by 27,502 visitors.

You could then travel to the amazing Parco Sempione. This park has an average rating of 4.6 out of 5 stars by 72,914 visitors.

Sforzesco Castle Art Library is another stop you might want to add to your itinerary. This library is a popular destination among visitors in Milan. Rated at an average of 4.6 out of 5 stars by 68,714 visitors, it’s one many travelers find worthy a visit.

If you’re interested in seeing something outstanding today, then consider Pinacoteca di Brera. Pinacoteca di Brera is an art museum and popular attraction in Milan. More than 26,077 visitors have rated this place an average of 4.7 out of 5 stars. If you visit this attraction, you’ll be one of 417 people who do so each year.

Your discovery of Milan does not have to stop there. Check out the fantastic selection of tours and tickets offered in Milan on this day of your trip.

After a long day of exploring some of the most popular attractions in Italy, be sure to eat at Galleria Restaurant, which is considered one of the best restaurants in the city of Milan. This restaurant is a local favorite and has an average rating of 4.4 out of 5 stars by 2,024 customers.

Alternatively, another of the top restaurants in the city of Milan is the popular Palazzo Parigi Hotel & Grand Spa Milano. This restaurant is rated an average of 4.7 out of 5 stars by 1,550 customers.

Another great restaurant we recommend in the city of Milan is Vento di Sardegna. This restaurant has an average rating of 4.5 out of 5 stars by 1,063 customers.

When you’ve finished your meal, Kilburn Cocktail Bar Milano is one of the best bars in the city of Milan for an after-dinner drink. This bar has an average rating of 4.5 out of 5 stars by 954 customers.

Rufus Cocktail Bar is another of the most popular bars in the city of Milan. This bar is rated an average of 4.4 out of 5 stars by 643 customers.

Alternatively, a great bar that locals enjoy in the city of Milan is Ostello Bello Grande. Ostello Bello Grande has an average rating of 4.6 out of 5 stars by 3,635 customers.

Stopping at one of these popular bars is the perfect way to celebrate another incredible day in the magical city of Milan!

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Experiences

Day 3 – Florence

Day 3

Day 3 – Florence

  • Milan
  • Bologna
  • Florence
  • More

Drive 335 km, 4 hours 31 min

  • Galleria Vittorio Emanuele II
  • Duomo di Milano Museum
  • Two Towers
  • Piazza Maggiore
  • More

Day 3 of your road trip through Italy is your chance to discover two places in one day, the city of Milan and the city of Bologna. Get ready to experience some of the most famous attractions in the area!

One of the best places to visit in the city of Milan is the amazing Galleria Vittorio Emanuele II. This attraction is a commercial gallery and is rated an average of 4.7 out of 5 stars by 91,394 visitors.

You could also go sightseeing at the incredible Duomo di Milano Museum, a popular attraction that receives around 341,609 yearly visitors. This art museum and travel destination has an average rating of 4.8 out of 5 stars by 138,554 visitors.

Joining a top-rated tour in Milan is another excellent way to spend your new day in Italy. The best tours in this travel destination will take you on an exploration to some of Italy’s most well-known attractions and best-kept secrets.

With this tour, you’ll set out on a journey to Italy’s most interesting sights. As you go along this remarkable tour, you’ll also have the unique opportunity to catch a glimpse of Italy’s scenic spots.

You could then travel to the amazing Two Towers in the city of Bologna for some sightseeing. This popular attraction is a tower and has been rated an average of 4.7 out of 5 stars by 25,975 visitors.

Another unforgettable travel destination in the city of Bologna is the outstanding Piazza Maggiore. Rated 4.7 out of 5 stars by 64,523 visitors, this square deserves a spot on travelers' bucket lists.

You’ll also have your choice of the best hotels and places to stay in the city of Florence.

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 Osteria Vecchio Cancello as one of the best restaurants in the city of Florence. Osteria Vecchio Cancello is rated an average of 4.8 out of 5 stars by 1,589 customers.

Another of the best restaurants in the city of Florence is Ristorante Oliviero 1962. This restaurant has been rated an average of 4.7 out of 5 stars by 1,046 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 Caffe Concerto Paszkowski. This bar has an average rating of 4.3 out of 5 stars by 4,000 customers.

Alternatively, Ristorante Buca Mario is one of the best bars that locals recommend in the city of Florence. This bar is rated an average of 4.4 out of 5 stars by 1,879 customers.

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

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Experiences

Day 4 – Florence

Day 4

Day 4 – Florence

  • Florence
  • More

Drive 11 km, 57 min

  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • David of Michelangelo
  • Piazzale Michelangelo
  • More

On day 4 of your road trip across Italy, you’ll have the perfect day exploring the wonderful city of Florence. You’ll stay in Florence for 1 night, meaning you have plenty of time to discover the best things to see and do in the area.

We recommend you stay at the Wyndham Garden Florence, one of the best 4-star hotels in the city of Florence. This hotel has an average rating of 4 out of 5 stars by 3,339 guests.

The best luxury hotel option in the city of Florence is the 5-star Ville sull'Arno. The hotel is rated an average of 4.5 out of 5 stars by 1,339 guests.

One of the best hotels we recommend in the city of Florence is the 3-star Delle Nazioni. This 3-star hotel has an average rating of 4 out of 5 stars by 4,823 guests.

Our flexible booking system will automatically provide you with the best alternatives if these hotels are not available.

You'll have easy access to popular travel destinations in the city of Florence, like the outstanding Central Market. This attraction has an average rating of 4.4 out of 5 stars by 43,100 visitors.

Cathedral of Santa Maria del Fiore is another popular attraction you could visit in the city of Florence. This incredible attraction is a church and has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

One of the best attractions you could visit in the city of Florence is the extraordinary Galleria dell'Accademia. This national museum gets more than 1,719,645 visitors on an annual basis and is rated an average of 4.6 out of 5 stars in 34,429 reviews.

As the day moves along, one attraction you’ll probably want to visit is the incredible David. Around 10,476 visitors have given this statue an average rating of 4.8 out of 5 stars.

Today you'll also have the opportunity to spend some time at the fantastic piazzale Michelangelo. Piazzale Michelangelo is a popular square, rated an average of 4.8 out of 5 stars by 77,744 travelers.

Come to Florence prepared by adding some tours and tickets to your vacation package. Book a popular and budget-friendly activity you can do on this day in Florence.

After a day of exploring, try one of the best restaurants in the city of Florence.

We recommend you eat at a delicious restaurant that locals enjoy, like Il Vezzo, after your day of exploring the city of Florence. This excellent restaurant has an average rating of 4.8 out of 5 stars by 862 customers.

Le Vespe Cafè is another of the best restaurants in the city of Florence. This restaurant is rated an average of 4.7 out of 5 stars by 773 customers.

Another of the best restaurants in the city of Florence is Ristorante Le Volte Firenze. The restaurant has an average rating of 4.7 out of 5 stars by 536 customers.

Locals recommend Villa Cora, one of the best bars in the city of Florence, for a refreshing evening drink to finish your day. This bar is rated an average of 4.8 out of 5 stars by 699 customers.

Alternatively, you could choose another of the most popular bars in the city of Florence, Osteria Tripperia Il Magazzino. This bar has an average rating of 4.4 out of 5 stars by 951 customers.

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

It's a perfect place to relax and enjoy another amazing evening in Italy.

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Experiences

Day 5 – Pisa

Day 5

Day 5 – Pisa

  • Florence
  • Pisa
  • More

Drive 85 km, 1 hour 52 min

  • Piazza della Signoria
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • The Boboli Gardens
  • More

Day 5 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 Florence and end it at a top-rated hotel in the city of Pisa. You will stay in Pisa for 1 night. Have a hearty breakfast and get excited for a wonderful day ahead!

One of the best places to visit today in Florence is the amazing piazza della Signoria. This attraction is a square that is rated an average of 4.8 out of 5 stars by 66,956 visitors.

You could also stop at the incredible church, Basilica of Santa Croce in Florence. With an average rating of 4.7 out of 5 stars by 28,544 visitors, this attraction is one of the top sights in the area.

Another unforgettable travel destination in the Florence is the outstanding Uffizi Gallery. This popular national museum and travel destination has an average rating of 4.7 out of 5 stars by 61,794 visitors.

The spectacular Ponte Vecchio is another popular attraction you can visit today. This fascinating deck arch bridge and attraction has an average rating of 4.7 out of 5 stars from 118,099 visitors.

If you’re keen to explore even more, then consider a visit to the fantastic The Boboli Gardens. This attraction is a popular park that has an average rating of 4.2 out of 5 stars from 25,341 visitors.

You can make the most of your new day in Florence 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 Pisa, where you will access the best hotels and places to stay.

After a long day of driving and exploring, we recommend you try Osteria I Santi, one of the best restaurants in the city of Pisa. This restaurant has an average rating of 4.4 out of 5 stars by 3,094 customers.

Locals also recommend Filter Coffee Lab as one of the best restaurants in the city of Pisa. Filter Coffee Lab is rated an average of 4.6 out of 5 stars by 2,414 customers.

Another of the best restaurants in the city of Pisa is Osteria Marina Il Peschereccio. This restaurant has been rated an average of 4.3 out of 5 stars by 1,687 customers.

After dinner, visit Bar Mocambo, which is considered one of the best bars in the city of Pisa. This bar is rated an average of 4.7 out of 5 stars by 359 customers.

You can also enjoy drinks at a popular bar like Skyline American Bar. This bar has an average rating of 4.3 out of 5 stars by 510 customers.

Alternatively, La Vecchia Cascina is one of the best bars that locals recommend in the city of Pisa. This bar is rated an average of 4.2 out of 5 stars by 3,606 customers.

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

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Experiences

Day 6 – Genoa and Milan

Day 6

Day 6 – Genoa and Milan

  • Genoa
  • Pisa
  • Milan
  • More

Drive 302 km, 3 hours 59 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • Priaruggia
  • More

Day 6 of your road trip will take you to the city of Pisa and the city of Genoa. You’ll stay in Milan for 1 night.

One of the best places to explore in the city of Pisa today is Leaning Tower of Pisa. This excellent attraction is a bell tower that has been rated an average of 4.7 out of 5 stars by 116,882 visitors. Each year, Leaning Tower of Pisa attracts over 3,200,000 local and international travelers.

We also recommend you visit the amazing Piazza del Duomo, Pisa, an outstanding square, in the city of Pisa. Around 104,550 travelers rated this attraction with 4.7 out of 5 stars.

Another of the best travel destinations you can visit in the city of Pisa is Pisa Cathedral. This amazing attraction is a cathedral and is rated an average of 4.8 out of 5 stars by 8,361 visitors.

To experience the local culture, see more of Italy, and meet new people at the same time, we highly recommend you go on a tour. You’ll find many top-rated and popular tours in the city, offering unique experiences that will inspire you. On this tour, you can go on an epic adventure to some of the best places to visit in Italy. You also get to admire popular places of interest.

You could then travel to Spiaggia Pubblica di Priaruggia for some unforgettable sightseeing experience in the city of Genoa. This popular attraction is a top-tier point of interest and is rated an average of 4.3 out of 5 stars by 2,161 visitors.

You’ll have your choice of the best hotels and places to stay in the city of Milan.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in the city of Milan, Primè. This restaurant has an average rating of 4.3 out of 5 stars by 1,184 customers.

Locals recommend da Vic as one of the best restaurants in the city of Milan. Da Vic is rated an average of 4.6 out of 5 stars by 557 customers.

Another of the best restaurants in the city of Milan is Nero 9. This restaurant has been rated an average of 4.5 out of 5 stars by 573 customers.

After dinner, visit one of the top bars in the city of Milan, Bar Frida. This popular bar is rated an average of 4.1 out of 5 stars by 4,527 customers.

You could also relax with a drink at a popular bar like BhangraBar. This bar has an average rating of 4 out of 5 stars by 4,036 customers.

Camparino in Galleria is a popular bar that locals recommend in the city of Milan. This bar is rated an average of 4.4 out of 5 stars by 1,473 customers.

Be sure to celebrate another day of your incredible road trip adventure through Italy with a toast!

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Experiences

Day 7 – Milan - departure day

Day 7

Day 7 – Milan - departure day

  • Milan - Departure day
  • More
  • Palazzo Borromeo
  • More

Day 7 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.

Palazzo Borromeo is an extraordinary attraction you could visit to enjoy your last day in Milan. This palazzo and popular site of interest has an average rating of 4.3 out of 5 stars by 130 visitors.

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 Bice Restaurant before you travel home. This popular restaurant is rated an average of 4.3 out of 5 stars by 579 customers.

Alternatively, we also recommend Rosa Grand for your last chance at a meal in the city of Milan. The Rosa Grand restaurant has an average rating of 4.4 out of 5 stars by 2,394 customers.

If you'd prefer a popular restaurant that locals enjoy, try Radisson Blu Hotel Milan. This restaurant has an average rating of 4.3 out of 5 stars by 1,871 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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