Luxury 13-Day Italy Road Trip from Milan to Pisa, Florence, Rome, and Arezzo

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
13 days & 12 nights
Available
Jan. - Dec.
Hotel
12 nights included
Car rental
13 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 13-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 Pisa, 2 nights in Florence, 3 nights in Rome, 1 night in Arezzo, 1 night in Venice, and 1 night in Verona, experiencing the ultimate luxury vacation in Italy.

We will help you have the best 13-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 13-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 Trevi Fountain.

Your 13 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 13-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 Pantheon, experiencing the fantastic Piazza Navona up close, and discovering the unique features of the highly-recommended Colosseum. 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 13-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, Siena, Florence, Rome, Arezzo, Bologna, Venice, 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.

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, 12 nights
Rental car, 13 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Arezzo - city in ItalyArezzo / 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
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
Siena - city in ItalySiena
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 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 / 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 sunrise in san marco square with campanile and san marco's basilica. Panorama of the main square of the old town. Venice, Italy.Piazza San Marco
photo of beautiful view from the canal grande to the famous rialto bridge in Venice, Italy, without people and clear, emerald water.Rialto Bridge
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
Gardaland Resort, Castelnuovo del Garda, Verona, Veneto, ItalyGardaland Resort
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
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
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
photo of mangia tower or torre del mangia towering above of the palazzo pubblico on piazza del campo in medieval city of Siena at beautiful sunrise, tuscany, Italy.Piazza del Campo
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 Old Port Porto Antico of Genoa (Genova) with yachts and boats with aquarium biosphere building under stormy sky. Genoa, ItalyAquarium of Genoa
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 New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
Parco Giardino SigurtàParco Giardino Sigurtà
photo of Basilica di Santa Maria Maggiore is Major papal basilica in Rome, Italy. Santa Maria Maggiore one of the most famous basilica in Rome, Italy. Architecture and landmark of Rome and Italy. Morning Rome .Basilica di Santa Maria Maggiore
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 Night view of piazza San Marco and Doge's Palace (Palazzo Ducale) in Venice, Italy. Architecture and landmark of Venice. Night cityscape of Venice .Doge's Palace
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
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 sunrise in San Marco square with Campanile and San Marco's Basilica, the main square of the old town, Venice, Veneto Italy.Saint Mark's Basilica
photo of The traditional bridge of the sighs of Barranco in Lima-PERU .Bridge of Sighs
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
photo of Piazza Santo Stefano .Piazza Santo Stefano
photo of Piazza del Duomo and Via dei Mercanti in the Morning, Milan, Italy .Piazza Mercanti
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna
The City of Children and Young, Centro Est, Genoa, Liguria, ItalyThe City of Children and Young

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
  • La Scala
  • 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 La Scala. This opera house is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.7 out of 5 stars by 26,219 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 13-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 11 km, 1 hour 16 min

  • Arch of Peace
  • Sempione Park
  • Sforzesco Castle Art Library
  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • 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 Arch of Peace. This attraction is a monument and has an average rating of 4.6 out of 5 stars by 27,502 visitors.

Next up on your agenda, you’ll find the extraordinary Parco Sempione. This attraction is rated an average of 4.6 out of 5 stars by 72,914 visitors.

If you, like many others, have been feeling curious about the spectacular Sforzesco Castle Art Library library, then you should definitely take the opportunity to visit this attraction today.

The outstanding Piazza Gae Aulenti 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 30,398 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 DeRos Restaurant. This one-of-a-kind restaurant is rated an average of 4.7 out of 5 stars by 285 customers.

A common recommendation among luxury travelers who have vacationed Milan before is Dessert Bar Milano. This restaurant has a popular menu, deserving of an average rating of 5 out of 5 stars by 144 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.

G. B. 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 4.6 out of 5 stars by 820 customers.

You may also want to check out Armani/Bamboo Bar. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Armani/Bamboo Bar is rated an average of 4.3 out of 5 stars by 272 customers.

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, Genoa, and Pisa

Day 3

Day 3 – Milan, Genoa, and Pisa

  • Milan
  • Genoa
  • Pisa
  • More

Drive 320 km, 4 hours 8 min

  • Duomo di Milano Museum
  • The City of Children and Young
  • Aquarium of Genoa
  • More

On day 3 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 Genoa. You’ll stay in Pisa for 1 night.

Begin your adventures of the day with a visit to the outstanding Duomo di Milano Museum. This attraction is an art museum and has an average rating of 4.8 out of 5 stars by 138,554 visitors. As one of the top sights in the area, it’s estimated that up to 341,609 people visit Duomo di Milano Museum every year.

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 Genoa.

Make your way to the incredible The City of Children and Young in Genoa for some sightseeing. This popular attraction is a museum and has been rated an average of 4.2 out of 5 stars by 1,804 visitors.

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

After a long day of experiencing some of the most fantastic attractions and sights in Italy, we recommend you try Ristorante alle Bandierine, one of the best restaurants in Pisa. This restaurant has an average rating of 4.5 out of 5 stars by 1,163 customers.

If you’re keen on trying something else, locals also recommend Restaurant -Pizzeria Il Mio Capriccio as one of the top restaurants in the city. Restaurant -Pizzeria Il Mio Capriccio is rated an average of 4.4 out of 5 stars by 1,225 customers.

Another of the most recommended restaurants in Pisa is Il Peperoncino. This restaurant has been rated an average of 4.6 out of 5 stars by 961 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 Bar Mocambo. This bar is considered one of the best in Pisa and 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, go to La Cantina Di Tipì. This is one of the most frequently recommended bars by locals in Pisa and is rated an average of 4.7 out of 5 stars in 217 reviews.

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 4 – Pisa, Siena, and Florence

Day 4

Day 4 – Pisa, Siena, and Florence

  • Siena
  • Pisa
  • Florence
  • More

Drive 207 km, 3 hours 29 min

  • Knights' Square
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Piazza del Campo
  • Siena Cathedral
  • 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 Pisa and Siena. You’ll stay in Florence for 2 nights. 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 Pisa, the incredible Knights' Square. This popular attraction is a square that has been rated an average of 4.5 out of 5 stars by 9,051 visitors.

Today we also recommend you visit the amazing Leaning Tower of Pisa, an outstanding bell tower in Pisa. Around 116,882 travelers have rated this attraction an average of 4.7 out of 5 stars. It’s estimated that more than 3,200,000 people stop by Leaning Tower of Pisa every year to explore it.

Another of the best travel destinations you can visit in Pisa is the astonishing Piazza del Duomo, Pisa. This attraction is a square and has been rated an average of 4.7 out of 5 stars in 104,550 reviews.

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 Pisa.

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

Make your way to the incredible piazza del Campo for some unforgettable sightseeing in Siena. This popular attraction is a square and has an average rating of 4.8 out of 5 stars by 64,175 visitors.

Next up, steer your step in the direction of Siena Cathedral. This outstanding attraction has an average rating of 4.8 out of 5 stars by 21,656 travelers and is one of the most fantastic places to visit in Siena.

Today you’ll check in at one of the most exclusive hotels in the city of Florence. Luxury hotels in Florence 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 Florence.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Florence, Ristorante Paoli. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.9 out of 5 stars from 6,031 reviews.

Locals also recommend Ristorante Oliviero 1962 as one of the best restaurants to have dinner at in Florence. The Ristorante Oliviero 1962 is rated an average of 4.7 out of 5 stars by 1,046 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Il Vezzo. This popular restaurant has an average rating of 4.8 out of 5 stars by 862 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 Florence's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Manifattura. This bar is rated an average of 4.7 out of 5 stars from 509 customers.

Another place you could go for some drinks is the top-rated Ditta Artigianale. Often recommended by locals, this bar is an excellent place to check out tonight. Ditta Artigianale has an average rating of 4.3 out of 5 stars by 1,877 customers.

Alternatively, go to Archea Brewery. Rated an average of 4.7 out of 5 stars in 723 reviews, it’s one worth checking out if you’re in the party mood.

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 – Florence

Day 5

Day 5 – Florence

  • Florence
  • More

Drive 7 km, 56 min

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

On day 5 of your luxury holiday, you’ll get the opportunity to experience the spectacular city of Florence. You’ll stay in Florence for 1 night, 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 Florence to the fullest.

Today you will have the opportunity to visit multiple popular travel destinations in Florence. Begin your sightseeing with a visit to the outstanding Cathedral of Santa Maria del Fiore. This attraction has an average rating of 4.8 out of 5 stars by 76,359 visitors.

When you’re finished at Cathedral of Santa Maria del Fiore, make a stop at the wonderful piazza della Signoria. This incredible attraction is a square, rated an average of 4.8 out of 5 stars by 66,956 visitors.

Next up, make your way to one of the best places to see according to travelers in Florence, the extraordinary Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

As the day moves along, another attraction you will probably want to visit is the incredible Uffizi Gallery. Up to 2,011,219 people visit this attraction every year and around 61,794 visitors have rated this national museum an average of 4.7 out of 5 stars.

If you’re up for one last attraction today, check out the popular piazzale Michelangelo.

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

Treat yourself to an overnight stay at the wonderful Argentina , a highly recommended 3-star hotel in the city. This hotel has an average rating of 4.1 out of 5 stars by 2,994 guests and guarantees you a pleasant break from your self-drive luxury vacation.

Another excellent luxury accommodation alternative in Florence is the fantastic Nil Hotel. This 4-star hotel is the ultimate place to lay back and treat yourself to some well-deserved downtime after a busy day exploring. Nil Hotel is rated an average of 4.1 out of 5 stars by 3,288 guests.

Alternatively, check in at the outstanding Ville sull'Arno. This 5-star hotel is warmly recommended by previous guest and has an average rating of 4.5 out of 5 stars from 1,339 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 Florence.

We recommend you eat at a restaurant that locals enjoy, like the fantastic Ristorante Le Volte Firenze. This excellent restaurant has an average rating of 4.7 out of 5 stars by 536 customers.

Alternatively, check out the menu at Le Cappelle Medicee. Considered one of the best restaurants in Florence, it has an average rating of 4.6 out of 5 stars by 1,574 customers.

If you’re curious about more of the best restaurants in Florence, La Giostra is one to check out. La Giostra is rated an average of 4.4 out of 5 stars by 1,432 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 Florence.

Many locals go to Locale Firenze to have a good time. This bar is rated an average of 4.6 out of 5 stars by 771 customers.

If you feel like going somewhere else, another popular option in the city is Djària - American Bar. This bar has an average rating of 4.8 out of 5 stars by 182 customers.

Caffe San Firenze is another great option in Florence. This bar is rated an average of 4.3 out of 5 stars by 1,268 customers.

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

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Experiences

Day 6 – Vatican City and Rome

Day 6

Day 6 – Vatican City and Rome

  • Rome
  • More

Drive 283 km, 3 hours 32 min

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

On day 6 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, Vatican City and the city of Rome. You’ll stay in Rome for 3 nights.

Your day starts in Vatican City.

Make the amazing Vatican Museums your first stop of the day. The average rating of 4.6 out of 5 stars by 133,310 visitors gives you an idea of what to expect from this art museum and attraction before you head there. More than 1,612,530 people visit this attraction every year.

Next up, make a stop at the incredible Sistine Chapel. With an average rating of 4.7 out of 5 stars by 52,083 visitors, it's easy to understand why so many people visit this chapel and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars by 38,954 visitors.

When you’re finished at the major basilica, the perfect next stop is the popular St. Peter's Basilica. This spectacular major basilica and attraction is rated an average of 4.8 out of 5 stars in 131,043 reviews. St. Peter's Basilica attracts about 11,000,000 visitors annually.

Make the most of your day in Vatican City 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 Vatican City 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 433, one of the best restaurants in Rome. This restaurant has an average rating of 4.4 out of 5 stars by 2,341 customers.

If you feel like having something else, locals also recommend Roma Sparita as one of their top choices in the city. Roma Sparita is rated an average of 4.4 out of 5 stars by 2,073 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.

You can also enjoy a glass or two at a popular place like Cantina e Cucina. This bar has an average rating of 4.6 out of 5 stars from 7,907 customers.

Alternatively, try Ai Tre Scalini. Ai Tre Scalini is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.4 out of 5 stars by 2,950 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 7 – Rome

Day 7

Day 7 – Rome

  • Rome
  • More

Drive 7 km, 59 min

  • Villa Borghese
  • Piazza del Popolo
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • More

On day 7 of your luxury holiday, you’ll get the opportunity to experience the spectacular city of Rome. You’ll stay in Rome 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 Rome to the fullest.

Today you will have the opportunity to visit multiple popular travel destinations in Rome. Begin your sightseeing with a visit to the outstanding Villa Borghese. This attraction has an average rating of 4.6 out of 5 stars by 69,749 visitors.

When you’re finished at Villa Borghese, make a stop at the wonderful piazza del Popolo. This incredible attraction is a square, rated an average of 4.6 out of 5 stars by 89,807 visitors.

Next up, make your way to one of the best places to see according to travelers in Rome, the extraordinary Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars by 57,211 visitors.

As the day moves along, another attraction you will probably want to visit is the incredible Piazza di Spagna. Up to 113,658 visitors have rated this square an average of 4.7 out of 5 stars.

If you’re up for one last attraction today, check out the popular Trevi Fountain.

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

Treat yourself to an overnight stay at the wonderful Hotel Nord Nuova Roma, a highly recommended 3-star hotel in the city. This hotel has an average rating of 4.2 out of 5 stars by 3,325 guests and guarantees you a pleasant break from your self-drive luxury vacation.

Another excellent luxury accommodation alternative in Rome is the fantastic Grand Hotel Palatino. This 4-star hotel is the ultimate place to lay back and treat yourself to some well-deserved downtime after a busy day exploring. Grand Hotel Palatino is rated an average of 4.1 out of 5 stars by 4,826 guests.

Alternatively, check in at the outstanding NH Collection Roma Palazzo Cinquecento. This 5-star hotel is warmly recommended by previous guest and has an average rating of 4.3 out of 5 stars from 1,953 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 Rome.

We recommend you eat at a restaurant that locals enjoy, like the fantastic Ristorante Amedeo. This excellent restaurant has an average rating of 4.3 out of 5 stars by 1,798 customers.

Alternatively, check out the menu at La Taverna dei Fori Imperiali. Considered one of the best restaurants in Rome, it has an average rating of 4.4 out of 5 stars by 1,637 customers.

If you’re curious about more of the best restaurants in Rome, Maccheroni is one to check out. Maccheroni is rated an average of 4.3 out of 5 stars by 1,633 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 Rome.

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 Rome. This bar is rated an average of 4.3 out of 5 stars by 952 customers.

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

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Experiences

Day 8 – Rome

Day 8

Day 8 – Rome

  • Rome
  • More

Drive 10 km, 1 hour 2 min

  • Circus Maximus
  • Pantheon
  • Piazza navona
  • Campo de' Fiori
  • Castel Sant'Angelo
  • More

On day 8 of your exciting luxury holiday across Italy you will continue exploring the city of Rome. 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 Rome. 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 Circus Maximus. This attraction is a circus and has an average rating of 4.4 out of 5 stars by 44,741 visitors.

Next up on your agenda, you’ll find the extraordinary Pantheon, which is a roman temple that gets around 30,000,000 visits every year. This attraction is rated an average of 4.8 out of 5 stars by 189,682 visitors.

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

The outstanding Campo de' Fiori is another stop you can visit today in Rome. This square is a highly recommended attraction in the city. Rated at an average of 4.4 out of 5 stars by 51,133 visitors, it’s one many travelers find worthy of a visit.

If you want to experience even more of Rome, then consider a visit to the incredible Castel Sant'Angelo. Castel Sant'Angelo is a museum and popular attraction most travelers enjoy. More than 72,431 people have rated this attraction an average of 4.7 out of 5 stars. If you decide to visit this museum, you’ll be one of 918,591 people who do so every year.

Exploring new places makes you hungry. Luckily Rome 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 Rome, make sure to check out Coso Ristorante. This restaurant is a local favorite and has an average rating of 4.3 out of 5 stars by 1,275 customers.

Alternatively, another top-rated restaurant in the city is Pierluigi. This one-of-a-kind restaurant is rated an average of 4.3 out of 5 stars by 1,123 customers.

A common recommendation among luxury travelers who have vacationed Rome before is Ristorante Ad Hoc. This restaurant has a popular menu, deserving of an average rating of 4.6 out of 5 stars by 752 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 Rome 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 9 – Rome and Arezzo

Day 9

Day 9 – Rome and Arezzo

  • Rome
  • Arezzo
  • More

Drive 227 km, 2 hours 55 min

  • Capitoline Hill
  • Roman Forum
  • Colosseum
  • Altare della Patria
  • Basilica di Santa Maria Maggiore
  • 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 Rome and the city of Arezzo. You’ll stay in Arezzo for 1 night.

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

Make the amazing Capitoline Hill your first stop of the day. The average rating of 4.7 out of 5 stars by 19,557 visitors gives you an idea of what to expect from this hill and attraction before you head there.

Next up, make a stop at the incredible Roman Forum. With an average rating of 4.7 out of 5 stars by 114,450 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 Colosseum. This roman amphitheatre has an average rating of 4.7 out of 5 stars by 328,821 visitors. Up to 7,400,000 travelers come to Rome every year to see the stunning Colosseum with their own eyes.

When you’re finished at the architectural structure, the perfect next stop is the popular Altare della Patria. This spectacular architectural structure and attraction is rated an average of 4.8 out of 5 stars in 49,843 reviews. Altare della Patria attracts about 1,683,070 visitors annually.

If you’re keen to explore even more, then consider a visit to the fantastic Basilica di Santa Maria Maggiore. This major basilica is a remarkable attraction with an average rating of 4.8 out of 5 stars from 27,678 visitors.

Make the most of your day in Rome 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 Rome today.

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

After a long day of driving and exploring, we recommend you try Antica Fonte, one of the best restaurants in Arezzo. This restaurant has an average rating of 4.6 out of 5 stars by 1,306 customers.

If you feel like having something else, locals also recommend Trattoria Cavour 42 as one of their top choices in the city. Trattoria Cavour 42 is rated an average of 4.6 out of 5 stars by 909 customers.

Another restaurant you could try in Arezzo is Il Cantuccio. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 1,027 customers.

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

Il Covo dei Briganti is one of the best bars you can visit in Arezzo 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 Trattoria Il Saraceno. This bar has an average rating of 4.3 out of 5 stars from 1,759 customers.

Alternatively, try La Clandestina. La Clandestina 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 277 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 and Venice

Day 10

Day 10 – Bologna and Venice

  • Bologna
  • Venice
  • More

Drive 331 km, 3 hours 59 min

  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • More

On day 10 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Bologna and the city of Venice. You’ll stay in Venice for 1 night.

Your day starts in Bologna. 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 Bologna every year to see the stunning San Francesco, Arezzo with their own eyes.

Make the most of your day in Bologna 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 Bologna today.

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

After a long day of driving and exploring, we recommend you try Trattoria Al Gazzettino, one of the best restaurants in Venice. This restaurant has an average rating of 4.3 out of 5 stars by 3,378 customers.

If you feel like having something else, locals also recommend Nevodi as one of their top choices in the city. Nevodi is rated an average of 4.6 out of 5 stars by 2,127 customers.

Another restaurant you could try in Venice is Osteria Alla Staffa. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 869 customers.

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

Adagio is one of the best bars you can visit in Venice tonight. This bar is rated an average of 4.9 out of 5 stars by 621 customers.

You can also enjoy a glass or two at a popular place like Il Mercante. This bar has an average rating of 4.8 out of 5 stars from 666 customers.

Alternatively, try The Irish Pub Venezia. The Irish Pub Venezia is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.4 out of 5 stars by 1,420 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 11 – Venice and Verona

Day 11

Day 11 – Venice and Verona

  • Venice
  • Verona
  • More

Drive 122 km, 1 hour 39 min

  • Rialto Bridge
  • Piazza San Marco
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 11 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Venice and the city of Verona. You’ll stay in Verona for 1 night.

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

Make the amazing Rialto Bridge your first stop of the day. The average rating of 4.7 out of 5 stars by 141,666 visitors gives you an idea of what to expect from this stone bridge and attraction before you head there.

Next up, make a stop at the incredible Piazza San Marco. With an average rating of 4.7 out of 5 stars by 152,982 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 St Mark's Basilica. This cathedral has an average rating of 4.7 out of 5 stars by 18,439 visitors.

When you’re finished at the palace, the perfect next stop is the popular Doge's Palace. This spectacular palace and attraction is rated an average of 4.7 out of 5 stars in 24,775 reviews. Doge's Palace attracts about 318,104 visitors annually.

If you’re keen to explore even more, then consider a visit to the fantastic Bridge of Sighs. This footbridge is a remarkable attraction with an average rating of 4.6 out of 5 stars from 18,223 visitors.

Make the most of your day in Venice 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 Venice today.

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

After a long day of driving and exploring, we recommend you try Osteria il Ciottolo, one of the best restaurants in Verona. This restaurant has an average rating of 4.6 out of 5 stars by 2,253 customers.

If you feel like having something else, locals also recommend Greppia as one of their top choices in the city. Greppia is rated an average of 4.4 out of 5 stars by 2,125 customers.

Another restaurant you could try in Verona is Ristorante Nastro Azzurro. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,922 customers.

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

Archivio is one of the best bars you can visit in Verona tonight. This bar is rated an average of 4.7 out of 5 stars by 840 customers.

You can also enjoy a glass or two at a popular place like Re Teodorico. This bar has an average rating of 4.3 out of 5 stars from 2,370 customers.

Alternatively, try Signorvino. Signorvino is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.3 out of 5 stars by 1,737 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 12 – Verona and Milan

Day 12

Day 12 – Verona and Milan

  • Verona
  • Milan
  • More

Drive 182 km, 3 hours 8 min

  • Verona Arena
  • Parco Giardino Sigurtà
  • Gardaland Resort
  • More

On day 12 of your luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Verona and Province of Verona. You’ll stay in Milan for 1 night.

Begin your adventures of the day with a visit to the outstanding Verona Arena. This attraction is an opera house and has an average rating of 4.7 out of 5 stars by 123,818 visitors. As one of the top sights in the area, it’s estimated that up to 195,540 people visit Verona Arena every year.

Joining a top-rated tour in Verona 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.

Make your way to the incredible Verona Arena in Province of 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.

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 Alto Ristorante, one of the best restaurants in Milan. This restaurant has an average rating 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 Dessert Bar Milano. This bar is considered one of the best in Milan and is rated an average of 5 out of 5 stars by 144 customers.

You can also enjoy drinks at a popular bar like Carico. This bar has an average rating 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 13 – Milan - departure day

Day 13

Day 13 – Milan - departure day

  • Milan - Departure day
  • More
  • Piazza Mercanti
  • More

Today is the last day of your 13-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.

Make the most of what’s left of your luxury vacation in Italy by heading out to the stunning Piazza Mercanti. This extraordinary square and attraction is rated an average of 4.4 out of 5 stars in 4,609 reviews, and is an excellent choice for your last sightseeing in Milan.

Don’t end your vacation hungry.

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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