Luxury 11-Day Italy Road Trip Vacation from Milan to Genoa, Arezzo, Rome, and Florence

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.
Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
11 days & 10 nights
Available
Jan. - Dec.
Hotel
10 nights included
Car rental
11 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 11-day luxury road trip in Italy!

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 3 nights in Milan, 1 night in Genoa, 1 night in Arezzo, 3 nights in Rome, 1 night in Florence, and 1 night in Bologna, experiencing the ultimate luxury vacation in Italy.

We will help you have the best 11-day luxury holiday in Italy imaginable, so you can leave feeling fulfilled and inspired.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 11-day luxury self-drive holiday, including CDW insurance. From there, you will drive off to discover some of the best travel destinations in Italy, including the stunning Duomo di Milano Museum and Colosseum.

Your 11 days in this one-of-a-kind destination in Europe will be filled with bucket-list experiences and bespoke activities. Expect sweeping views over the best attractions, heavenly meals at top-rated restaurants, and world-class service at 5-star luxury hotels.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 11-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Highlights of your itinerary include visiting the famous Piazza Navona, experiencing the fantastic Pantheon up close, and discovering the unique features of the highly-recommended Trevi Fountain. These are only a few of the many spectacular attractions and sights you will find on your luxury travel itinerary in Italy.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

As your luxury vacation in Italy comes to an end, you will return home with new experiences and unforgettable memories. Not to forget, a full camera album on your phone with amazing photos and videos from the most beautiful places in Italy to share with your friends and family.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 11-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Milan, Genoa, Pisa, Arezzo, Rome, Florence, Bologna, and Verona at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

All taxes are included in the price of your luxury vacation package.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Included

Hotel, 10 nights
Rental car, 11 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 / 3 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Photo of aerial view of Verona historical city centre, Ponte Pietra bridge across Adige river, Verona Cathedral, Duomo di Verona, red tiled roofs, Veneto Region, Italy.Verona
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa / 1 night
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 3 nights
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 / 1 night
Pisa - city in ItalyPisa
Arezzo - city in ItalyArezzo / 1 night

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
St. Peter's Basilica, Vatican CitySt Peter's Basilica
Vatican Museums, Vatican CityVatican Museums
photo of verona, Italy. ancient amphitheater arena di verona in Italy like Rome coliseum with nighttime illumination and evening blue sky. verona's italian famous ancient landmark theatre. veneto region.Verona Arena
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 panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
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 piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
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
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
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
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
photo of Spanish Steps at morning in Rome, Italy .Spanish Steps
Sistine ChapelSistine Chapel
photo of Campo de Fiori during the night, Rome.Campo de' Fiori
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
photo of ancient Palatine and ground of Circus Maximus on Palatine Hill in Rome, Italy.Circus Maximus
Saint Peter's Square, R-36989Saint Peter's Square
photo of Piazza De Ferrari .Piazza De Ferrari
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
photo of Largo di Torre Argentina square in Rome, Italy with four Roman Republican temples and the remains of Pompeys Theatre in the ancient Campus Martius.Largo di Torre Argentina
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
photo of view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
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
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 view of Capitoline Hill (Campidoglio) is one of the Seven Hills of Rome, Italy. Rome architecture and landmark. Capitolium is one of the attractions of Rome, Italy.Capitoline Hill
photo of Milan, Italy panorama. View from Milan Cathedral. Royal Palace of Milan - Palazzo Realle and Velasca Tower in the background.Royal Palace of Milan
photo of Porto antico
PHOTO OF View of the Piazza delle Erbe in center of Verona city, Italy .Piazza delle Erbe
Piazza Duomo, Municipio 1, Milan, Lombardy, ItalyCathedral Square
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna

Travel details

Travel dates
Jan 1 - Jan 11

Include flights?

Yes
No

Flights

Round trip
Economy
Round trip
Economy

Travelers

Rooms

1 traveler1 room
1 traveler1 room

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
  • Piazza Gae Aulenti
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Milan. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

The first destination of your luxury vacation in Italy is Milan - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Milan.

Start your sightseeing in the city with a visit to the fantastic Piazza Gae Aulenti. This square is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.6 out of 5 stars by 30,398 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Milan. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

Exploring new places can make you hungry. When you’re ready for dinner, we recommend trying one of the finest restaurants in Milan.

For a culinary experience you will remember, have a look at the menu at Galleria Restaurant. With an average rating of 4.4 out of 5 stars by 2,024 customers, it’s truly one of the best restaurants in the whole of Milan.

If you feel like having something slightly different, check out Vento di Sardegna. This is one of the most recommended restaurants in the city. Considering its average rating of 4.5 out of 5 stars by 1,063 customers, it’s one that most guests enjoy.

Nero 9 is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Milan, and has an impressive average rating of 4.5 out of 5 stars by 573 customers.

As your day in Milan is coming to an end retreat to a bar where you can celebrate the start of your exciting luxury holiday in Italy.

Make your way to The Friends Pub Milano. This bar promises a great atmosphere for your celebrations and has an average rating of 4.3 out of 5 stars by 1,689 customers.

Or, why not continue your evening at Camparino in Galleria, rated an average of 4.4 out of 5 stars among 1,473 guests.

Raise a toast to the start of your 11-day luxury vacation in Italy and look forward to more fantastic days to come!

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Experiences

Day 2 – Milan

Day 2

Day 2 – Milan

  • Milan
  • More

Drive 9 km, 1 hour 3 min

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

On day 2 of your exciting luxury holiday across Italy you will continue exploring the city of Milan. You still have 2 nights left in the city. Enjoy your break from the road and spend this day sightseeing and eating at some of the best restaurants in Milan. Your accommodation will be conveniently located close to several of the best attractions in the city.

Start your sightseeing of the day with a visit to the fantastic 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" attracts around 532,084 visitors every year.

Next up on your agenda, you’ll find the extraordinary Arch of Peace. This attraction is rated an average of 4.6 out of 5 stars by 27,502 visitors.

If you, like many others, have been feeling curious about the spectacular Parco Sempione park, then you should definitely take the opportunity to visit this attraction today.

The outstanding Sforzesco Castle Art Library is another stop you can visit today in Milan. This library is a highly recommended attraction in the city. Rated at an average of 4.6 out of 5 stars by 68,714 visitors, it’s one many travelers find worthy of a visit.

Exploring new places makes you hungry. Luckily Milan has multiple restaurants that offer fantastic dining experiences you’ll appreciate after a long day of sightseeing.

If you’re curious about the best restaurant in Milan, make sure to check out Bice Restaurant. This restaurant is a local favorite and has an average rating of 4.3 out of 5 stars by 579 customers.

Alternatively, another top-rated restaurant in the city is Camparino in Galleria. This one-of-a-kind restaurant is rated an average of 4.4 out of 5 stars by 1,473 customers.

A common recommendation among luxury travelers who have vacationed Milan before is G. B. Bar. This restaurant has a popular menu, deserving of an average rating of 4.6 out of 5 stars by 820 customers.

If you’re not yet ready to head back to your hotel, check out some of the bars in the area and experience the local nightlife.

Armani/Bamboo Bar is one of the best bars in Milan and the perfect place for an after-dinner drink. This bar has an average rating of 4.3 out of 5 stars by 272 customers.

Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

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Experiences

Day 3 – Milan and Genoa

Day 3

Day 3 – Milan and Genoa

  • Milan
  • Genoa
  • More

Drive 146 km, 2 hours 15 min

  • Cathedral Square
  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano Museum
  • Royal Palace of Milan
  • More

On day 3 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Milan and the city of Genoa. You’ll stay in Genoa for 1 night.

Your day starts in Milan. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Cathedral Square your first stop of the day. The average rating of 4.8 out of 5 stars by 7,539 visitors gives you an idea of what to expect from this best-rated sightseeing destination and attraction before you head there.

Next up, make a stop at the incredible La Scala. With an average rating of 4.7 out of 5 stars by 26,219 visitors, it's easy to understand why so many people visit this opera house and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Galleria Vittorio Emanuele II. This commercial gallery has an average rating of 4.7 out of 5 stars by 91,394 visitors.

When you’re finished at the art museum, the perfect next stop is the popular Duomo di Milano Museum. This spectacular art museum and attraction is rated an average of 4.8 out of 5 stars in 138,554 reviews. Duomo di Milano Museum attracts about 341,609 visitors annually.

If you’re keen to explore even more, then consider a visit to the fantastic Royal Palace of Milan. This art museum is a remarkable attraction with an average rating of 4.6 out of 5 stars from 17,538 visitors.

Make the most of your day in Milan by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Milan today.

By the end of the day, you will drive to the city of Genoa, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Osteria di Vico Palla, one of the best restaurants in Genoa. This restaurant has an average rating of 4.4 out of 5 stars by 3,057 customers.

If you feel like having something else, locals also recommend Trattoria Ugo as one of their top choices in the city. Trattoria Ugo is rated an average of 4.4 out of 5 stars by 1,814 customers.

Another restaurant you could try in Genoa is Trattoria dell'Acciughetta. This lovely restaurant has a fantastic menu and has been rated an average of 4.4 out of 5 stars by 1,398 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Scurreria Beer & Bagel is one of the best bars you can visit in Genoa tonight. This bar is rated an average of 4.5 out of 5 stars by 1,480 customers.

You can also enjoy a glass or two at a popular place like Soho. This bar has an average rating of 4.4 out of 5 stars from 1,307 customers.

Alternatively, try Rustichello Restaurant. Rustichello Restaurant is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.5 out of 5 stars by 861 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 4 – Genoa, Pisa, and Arezzo

Day 4

Day 4 – Genoa, Pisa, and Arezzo

  • Genoa
  • Pisa
  • Arezzo
  • More

Drive 332 km, 4 hours 19 min

  • Piazza De Ferrari
  • Porto antico
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • More

Get ready for day 4 of your luxury vacation in Italy. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Milan and Pisa. You’ll stay in Arezzo for 1 night. Enjoy a flexible travel itinerary and choose how much time you want to spend at each destination.

Start your day with one of travelers’ favorite attractions in Milan, the incredible piazza De Ferrari. This popular attraction is a square that has been rated an average of 4.6 out of 5 stars by 34,312 visitors.

Today we also recommend you visit the amazing porto antico, an outstanding port in Milan. Around 12,414 travelers have rated this attraction an average of 4.5 out of 5 stars.

To experience the local culture, see the best attractions, and meet new people at the same time, add a tour or activity to your luxury holiday package in Italy. As a luxury traveler, you will choose among only the best experiences available to you on this day of your exclusive road trip vacation in Milan.

It’s now time to get back on the road and continue to the next destination of your day, the city of Pisa.

Make your way to the incredible Piazza del Duomo, Pisa for some unforgettable sightseeing in Pisa. This popular attraction is a square and has an average rating of 4.7 out of 5 stars by 104,550 visitors.

Next up, steer your step in the direction of Leaning Tower of Pisa, an incredible bell tower that more than 3,200,000 people visit every year. This outstanding attraction has an average rating of 4.7 out of 5 stars by 116,882 travelers and is one of the most fantastic places to visit in Pisa.

Today you’ll check in at one of the most exclusive hotels in the city of Arezzo. Luxury hotels in Arezzo offer fantastic facilities and wonderful rooms. In combination with staff that is generous with both their time and recommendations, you’re guaranteed a pleasant

Stay in Arezzo.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Arezzo, Il Covo dei Briganti. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.7 out of 5 stars from 509 reviews.

Locals also recommend Trattoria Il Saraceno as one of the best restaurants to have dinner at in Arezzo. The Trattoria Il Saraceno is rated an average of 4.3 out of 5 stars by 1,759 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Antica Fonte. This popular restaurant has an average rating of 4.6 out of 5 stars by 1,306 customers.

Depending on your plans for tomorrow, you might want to head back to your hotel for some relaxation. If not, this is your chance to take the temperature of Arezzo's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like La Clandestina. This bar is rated an average of 4.6 out of 5 stars from 277 customers.

Often recommended by locals, this bar is an excellent place to check out tonight.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a good night’s sleep at your lovely hotel and get ready for another fun day to come.

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Experiences

Day 5 – Vatican City and Rome

Day 5

Day 5 – Vatican City and Rome

  • Rome
  • More

Drive 228 km, 3 hours 15 min

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • More

On day 5 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Milan and the city of Rome. You’ll stay in Rome for 3 nights.

Your day starts in Milan. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing piazza Grande your first stop of the day. The average rating of 4.6 out of 5 stars by 14,465 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible Arezzo Cathedral. With an average rating of 4.6 out of 5 stars by 2,450 visitors, it's easy to understand why so many people visit this cathedral and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding San Francesco, Arezzo. This minor basilica has an average rating of 4.6 out of 5 stars by 2,377 visitors. Up to 20,939 travelers come to Milan every year to see the stunning San Francesco, Arezzo with their own eyes.

Make the most of your day in Milan by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Milan today.

By the end of the day, you will drive to the city of Rome, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Cantina e Cucina, one of the best restaurants in Rome. This restaurant has an average rating of 4.6 out of 5 stars by 7,907 customers.

If you feel like having something else, locals also recommend Ai Tre Scalini as one of their top choices in the city. Ai Tre Scalini is rated an average of 4.4 out of 5 stars by 2,950 customers.

Another restaurant you could try in Rome is 433. This lovely restaurant has a fantastic menu and has been rated an average of 4.4 out of 5 stars by 2,341 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

D’Angelo Caffè & Gastronomia - Bar Bistro Caffetteria Napoletana a Roma is one of the best bars you can visit in Rome tonight. This bar is rated an average of 4.7 out of 5 stars by 1,054 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 6 – Rome

Day 6

Day 6 – Rome

  • Rome
  • More

Drive 4 km, 54 min

  • Circus Maximus
  • Colosseum
  • Roman Forum
  • Capitoline Hill
  • Altare della Patria
  • More

On day 6 of your luxury holiday, you’ll get the opportunity to experience the spectacular city of Milan. You’ll stay in Milan for 2 nights, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Milan to the fullest.

Today you will have the opportunity to visit multiple popular travel destinations in Milan. Begin your sightseeing with a visit to the outstanding Circus Maximus. This attraction has an average rating of 4.4 out of 5 stars by 44,741 visitors.

When you’re finished at Circus Maximus, make a stop at the wonderful Colosseum. This incredible attraction is a roman amphitheatre, rated an average of 4.7 out of 5 stars by 328,821 visitors. Up to 7,400,000 people visit this fantastic attraction every year.

Next up, make your way to one of the best places to see according to travelers in Milan, the extraordinary Roman Forum. This square is rated an average of 4.7 out of 5 stars by 114,450 visitors.

As the day moves along, another attraction you will probably want to visit is the incredible Capitoline Hill. Up to 19,557 visitors have rated this hill an average of 4.7 out of 5 stars.

If you’re up for one last attraction today, check out the popular Altare della Patria. This attraction is an architectural structure, rated an average 4.8 out of 5 stars among 49,843 visitors and attracts around 1,683,070 visits each year.

Tonight you will stay at one of the best luxury hotels in Milan. We have selected the perfect options for you to have the loveliest experience in Milan.

Treat yourself to an overnight stay at the wonderful Hotel Sirenetta, a highly recommended 3-star hotel in the city. This hotel has an average rating of 4.1 out of 5 stars by 4,089 guests and guarantees you a pleasant break from your self-drive luxury vacation.

Another excellent luxury accommodation alternative in Milan is the fantastic Relais Castrum Boccea. This 4-star hotel is the ultimate place to lay back and treat yourself to some well-deserved downtime after a busy day exploring. Relais Castrum Boccea is rated an average of 4 out of 5 stars by 630 guests.

Alternatively, check in at the outstanding Hotel Caravita. This 5-star hotel is warmly recommended by previous guest and has an average rating of 4.4 out of 5 stars from 262 reviews to prove it. Get cozy and rest before it’s yet again time to hit the roads.

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

After a long day of exploring, it’s time for indulging in some food. Make a reservation at one of the best restaurants in Milan.

We recommend you eat at a restaurant that locals enjoy, like the fantastic Roma Sparita. This excellent restaurant has an average rating of 4.4 out of 5 stars by 2,073 customers.

Alternatively, check out the menu at Ristorante Amedeo. Considered one of the best restaurants in Milan, it has an average rating of 4.3 out of 5 stars by 1,798 customers.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Milan.

Many locals go to VinAllegro to have a good time. This bar is rated an average of 4.3 out of 5 stars by 1,167 customers.

If you feel like going somewhere else, another popular option in the city is Ristorante Tema. This bar has an average rating of 4.4 out of 5 stars by 939 customers.

Bar Tornatora Rome is another great option in Milan. This bar is rated an average of 4.3 out of 5 stars by 952 customers.

Enjoy an amazing evening in Milan, and get ready for more fantastic days to come of your luxury vacation in Italy!

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Experiences

Day 7 – Rome

Day 7

Day 7 – Rome

  • Rome
  • More

Drive 11 km, 1 hour 12 min

  • Castel Sant'Angelo
  • Piazza di Spagna
  • Spanish Steps
  • Piazza del Popolo
  • Villa Borghese
  • More

On day 7 of your exciting luxury holiday across Italy you will continue exploring the city of Milan. You still have 1 night left in the city. Enjoy your break from the road and spend this day sightseeing and eating at some of the best restaurants in Milan. Your accommodation will be conveniently located close to several of the best attractions in the city.

Start your sightseeing of the day with a visit to the fantastic Castel Sant'Angelo. This attraction is a museum and has an average rating of 4.7 out of 5 stars by 72,431 visitors. Castel Sant'Angelo attracts around 918,591 visitors every year.

Next up on your agenda, you’ll find the extraordinary Piazza di Spagna. This attraction is rated an average of 4.7 out of 5 stars by 113,658 visitors.

If you, like many others, have been feeling curious about the spectacular Spanish Steps monumental staircase, then you should definitely take the opportunity to visit this attraction today.

The outstanding piazza del Popolo is another stop you can visit today in Milan. This square is a highly recommended attraction in the city. Rated at an average of 4.6 out of 5 stars by 89,807 visitors, it’s one many travelers find worthy of a visit.

If you want to experience even more of Milan, then consider a visit to the incredible Villa Borghese. Villa Borghese is an urban zone of rome and popular attraction most travelers enjoy. More than 69,749 people have rated this attraction an average of 4.6 out of 5 stars.

Exploring new places makes you hungry. Luckily Milan has multiple restaurants that offer fantastic dining experiences you’ll appreciate after a long day of sightseeing.

If you’re curious about the best restaurant in Milan, make sure to check out La Taverna dei Fori Imperiali. This restaurant is a local favorite and has an average rating of 4.4 out of 5 stars by 1,637 customers.

Alternatively, another top-rated restaurant in the city is Maccheroni. This one-of-a-kind restaurant is rated an average of 4.3 out of 5 stars by 1,633 customers.

A common recommendation among luxury travelers who have vacationed Milan before is Coso Ristorante. This restaurant has a popular menu, deserving of an average rating of 4.3 out of 5 stars by 1,275 customers.

If you’re not yet ready to head back to your hotel, check out some of the bars in the area and experience the local nightlife.

La Botticella of Poggi Giovanni is one of the best bars in Milan and the perfect place for an after-dinner drink. This bar has an average rating of 4.7 out of 5 stars by 655 customers.

You may also want to check out Tigelleria Romana - Bistrot & Cafè. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Tigelleria Romana - Bistrot & Cafè is rated an average of 4.3 out of 5 stars by 792 customers.

Alternatively, head out to La Licata. La Licata has an average rating of 4.5 out of 5 stars by 2,067 customers and is a top choice among travelers as well as locals.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

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Experiences

Day 8 – Rome and Florence

Day 8

Day 8 – Rome and Florence

  • Rome
  • Florence
  • More

Drive 278 km, 3 hours 47 min

  • Largo di Torre Argentina
  • Campo de' Fiori
  • Piazza navona
  • Pantheon
  • Trevi Fountain
  • More

On day 8 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Milan and the city of Florence. You’ll stay in Florence for 1 night.

Your day starts in Milan. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing largo di Torre Argentina your first stop of the day. The average rating of 4.5 out of 5 stars by 30,433 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible Campo de' Fiori. With an average rating of 4.4 out of 5 stars by 51,133 visitors, it's easy to understand why so many people visit this square and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Piazza Navona. This square has an average rating of 4.7 out of 5 stars by 158,771 visitors.

When you’re finished at the roman temple, the perfect next stop is the popular Pantheon. This spectacular roman temple and attraction is rated an average of 4.8 out of 5 stars in 189,682 reviews. Pantheon attracts about 30,000,000 visitors annually.

If you’re keen to explore even more, then consider a visit to the fantastic Trevi Fountain. This sculpture is a remarkable attraction with an average rating of 4.8 out of 5 stars from 343,494 visitors.

Make the most of your day in Milan by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Milan today.

By the end of the day, you will drive to the city of Florence, where you will choose among some of the best luxury hotels.

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

If you feel like having something else, locals also recommend Ristorante Oliviero 1962 as one of their top choices in the city. Ristorante Oliviero 1962 is rated an average of 4.7 out of 5 stars by 1,046 customers.

Another restaurant you could try in Florence is Il Vezzo. This lovely restaurant has a fantastic menu and has been rated an average of 4.8 out of 5 stars by 862 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Manifattura is one of the best bars you can visit in Florence tonight. This bar is rated an average of 4.7 out of 5 stars by 509 customers.

You can also enjoy a glass or two at a popular place like Ditta Artigianale. This bar has an average rating of 4.3 out of 5 stars from 1,877 customers.

Alternatively, try Archea Brewery. Archea Brewery is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.7 out of 5 stars by 723 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 9 – Florence and Bologna

Day 9

Day 9 – Florence and Bologna

  • Florence
  • Bologna
  • More

Drive 110 km, 2 hours 12 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

On day 9 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Milan and the city of Bologna. You’ll stay in Bologna for 1 night.

Your day starts in Milan. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing piazza della Signoria your first stop of the day. The average rating of 4.8 out of 5 stars by 66,956 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible Cathedral of Santa Maria del Fiore. With an average rating of 4.8 out of 5 stars by 76,359 visitors, it's easy to understand why so many people visit this church and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars by 118,099 visitors.

When you’re finished at the national museum, the perfect next stop is the popular Uffizi Gallery. This spectacular national museum and attraction is rated an average of 4.7 out of 5 stars in 61,794 reviews. Uffizi Gallery attracts about 2,011,219 visitors annually.

If you’re keen to explore even more, then consider a visit to the fantastic piazzale Michelangelo. This square is a remarkable attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.

Make the most of your day in Milan by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Milan today.

By the end of the day, you will drive to the city of Bologna, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Trattoria da Me, one of the best restaurants in Bologna. This restaurant has an average rating of 4.5 out of 5 stars by 2,763 customers.

If you feel like having something else, locals also recommend Trattoria dal Biassanot as one of their top choices in the city. Trattoria dal Biassanot is rated an average of 4.4 out of 5 stars by 2,616 customers.

Another restaurant you could try in Bologna is Trattoria del Tempo Buono. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 1,531 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

BrewDog Bar Bologna is one of the best bars you can visit in Bologna tonight. This bar is rated an average of 4.5 out of 5 stars by 1,504 customers.

You can also enjoy a glass or two at a popular place like Macondo - Cocktail Bar. This bar has an average rating of 4.3 out of 5 stars from 808 customers.

Alternatively, try Osteria del Sole. Osteria del Sole is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.6 out of 5 stars by 1,643 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 10 – Bologna, Verona, and Milan

Day 10

Day 10 – Bologna, Verona, and Milan

  • Verona
  • Bologna
  • Milan
  • More

Drive 302 km, 4 hours 11 min

  • Two Towers
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Verona Arena
  • Piazza delle Erbe
  • More

On day 10 of your luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Milan and the city of Verona. You’ll stay in Milan for 1 night.

Begin your adventures of the day with a visit to the outstanding Two Towers. This attraction is a tower and has an average rating of 4.7 out of 5 stars by 25,975 visitors.

Next up, make a stop at the incredible Piazza Maggiore. This square and travel destination has received an average rating of 4.7 out of 5 stars in 64,523 reviews.

The wonderful Fountain of Neptune, Bologna is another popular attraction you can explore on this day of your vacation in Milan. This well-known attraction, and spectacular fountain, has an average rating of 4.7 out of 5 stars by 3,952 visitors.

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

It’s now time to hit the road again and travel to your next destination, the city of Verona.

Make your way to the incredible Verona Arena in Verona for some sightseeing. This popular attraction is an opera house and has been rated an average of 4.7 out of 5 stars by 123,818 visitors. Each year, Verona Arena is visited by more than 195,540 travelers.

Another unforgettable travel destination you’ll want to pay a visit in Verona is the outstanding piazza delle Erbe. Rated 4.7 out of 5 stars by 11,777 visitors, this remarkable square and attraction definitely deserves a spot on travelers' bucket lists in Italy.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Milan.

After a long day of experiencing some of the most fantastic attractions and sights in Italy, we recommend you try DeRos Restaurant, one of the best restaurants in Milan. This restaurant has an average rating of 4.7 out of 5 stars by 285 customers.

If you’re keen on trying something else, locals also recommend Dessert Bar Milano as one of the top restaurants in the city. Dessert Bar Milano is rated an average of 5 out of 5 stars by 144 customers.

Another of the most recommended restaurants in Milan is Alto Ristorante. This restaurant has been rated an average of 4.8 out of 5 stars by 137 customers.

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks.

If you’re not yet ready to call it a day, pop into the top-rated Carico. This bar is considered one of the best in Milan and is rated an average of 4.4 out of 5 stars by 125 customers.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your luxury road trip in Italy awaits!

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Experiences

Day 11 – Milan - departure day

Day 11

Day 11 – Milan - departure day

  • Milan - Departure day
  • More

Today is the last day of your 11-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Milan before saying goodbye.

Catch a later flight to enjoy some extra time for exploring. If you have a late departure, we recommend doing some last-minute shopping or sightseeing.

Don’t end your vacation hungry. For one last meal in the city of Milan, check out the menu at Carico. This popular restaurant is rated an average of 4.4 out of 5 stars by 125 customers.

You will then say farewell to Milan and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!

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Experiences

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