Luxury 10-Day Italy Road Trip from Milan traveling south to Genoa, Florence, and Bologna

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
10 days & 9 nights
Available
Jan. - Dec.
Hotel
9 nights included
Car rental
10 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 10-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 4 nights in Milan, 1 night in Genoa, 3 nights in Florence, and 1 night in Bologna, experiencing the ultimate luxury vacation in Italy.

We will help you have the best 10-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 10-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 Galleria Vittorio Emanuele II.

Your 10 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 10-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 Ponte Vecchio, experiencing the fantastic piazzale Michelangelo up close, and discovering the unique features of the highly-recommended Cathedral of Santa Maria del Fiore. 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 10-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, Florence, and Bologna 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, 9 nights
Rental car, 10 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 3 nights
Pisa - city in ItalyPisa
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
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 4 nights
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa / 1 night

Map

Attractions

photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
PHOTO OF Old Port Porto Antico of Genoa (Genova) with yachts and boats with aquarium biosphere building under stormy sky. Genoa, ItalyAquarium of Genoa
Central Market
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
photo of Piazza De Ferrari .Piazza De Ferrari
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
photo of view 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
Church of Santa Maria Novella at morning in Florence, Tuscany, ItalyBasilica di Santa Maria Novella, Firenze (FI)
photo of The Boboli Gardens park, Fountain of Neptune and a distant view on The Palazzo Pitti, in English sometimes called the Pitti Palace, in Florence, Italy. Popular tourist attraction and destination.Pitti Palace
The Boboli GardensThe Boboli Gardens
photo of view A picture showing the National Museum of Science and Technology of Milan, Italy.Museo della Scienza e della Tecnologia "Leonardo da Vinci"
photo of Florence, Italy. Palazzo Vecchio (or Palazzo della Signoria ) and Loggia dei Lanzi, twilight scene in Tuscany.Palazzo Vecchio
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
Parco delle CascineParco delle Cascine
PHOTO OF Santa Maria delle Grazie or Holy Mary of Grace is a church and Dominican convent in Milan, northern ItalySanta Maria delle Grazie Church
Basilica di Sant'Ambrogio, Municipio 1, Milan, Lombardy, ItalyBasilica di Sant'Ambrogio
photo of David of Michelangelo,Florence Italy.David of Michelangelo
photo of Piazza Santo Stefano .Piazza Santo Stefano
Piazza Duomo, Municipio 1, Milan, Lombardy, ItalyCathedral Square
photo of view of Triennale di Milano, Milanz, Italy.Triennale di Milano
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna
photo of view Museo di san Matteo, entrata, Bologna, Italy.Pinacoteca Nazionale di Bologna
Monumental Cemetery, Municipio 8, Milan, Lombardy, ItalyMonumental Cemetery
The facade of Palazzo Borromeo in Milan, Italy. Palazzo Borromeo

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1 – Milan - arrival day

Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
  • More
  • Piazza Gae Aulenti
  • More

Your 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 L'immagine Bistrot Ristorante. With an average rating of 4.7 out of 5 stars by 2,020 customers, it’s truly one of the best restaurants in the whole of Milan.

If you feel like having something slightly different, check out Contraste. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 823 customers, it’s one that most guests enjoy.

Ribot Restaurant 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 3,991 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 Mag Cafe. This bar promises a great atmosphere for your celebrations and has an average rating of 4.4 out of 5 stars by 3,270 customers.

Or, why not continue your evening at Nottingham Forest, rated an average of 4.4 out of 5 stars among 2,686 guests.

Another bar where you can have a great time tonight is The Friends Pub Milano. This bar has an average rating of 4.3 out of 5 stars by 1,689 customers.

Raise a toast to the start of your 10-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 1 km, 21 min

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

On day 2 of your exciting luxury holiday across Italy you will continue exploring the city of Milan. You still have 3 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 La Scala. This attraction is an opera house and has an average rating of 4.7 out of 5 stars by 26,219 visitors.

Next up on your agenda, you’ll find the extraordinary Galleria Vittorio Emanuele II. This attraction is rated an average of 4.7 out of 5 stars by 91,394 visitors.

If you, like many others, have been feeling curious about the spectacular Duomo di Milano Museum art museum, then you should definitely take the opportunity to visit this attraction today. Duomo di Milano Museum has an average rating of 4.8 out of 5 stars by 138,554 visitors and is visited by up to 341,609 people every year.

The outstanding Cathedral Square is another stop you can visit today in Milan. This top-tier point of interest is a highly recommended attraction in the city. Rated at an average of 4.8 out of 5 stars by 7,539 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 Royal Palace of Milan. Royal Palace of Milan is an art museum and popular attraction most travelers enjoy. More than 17,538 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 Galleria Restaurant. This restaurant is a local favorite and has an average rating of 4.4 out of 5 stars by 2,024 customers.

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

A common recommendation among luxury travelers who have vacationed Milan before is Vento di Sardegna. This restaurant has a popular menu, deserving of an average rating of 4.5 out of 5 stars by 1,063 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.

Kilburn Cocktail Bar Milano is one of the best bars in Milan and the perfect place for an after-dinner drink. This bar has an average rating of 4.5 out of 5 stars by 954 customers.

You may also want to check out Rufus Cocktail Bar. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Rufus Cocktail Bar is rated an average of 4.4 out of 5 stars by 643 customers.

Alternatively, head out to Ostello Bello Grande. Ostello Bello Grande has an average rating of 4.6 out of 5 stars by 3,635 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 3 – Milan

Day 3

Day 3 – Milan

  • Milan
  • More

Drive 9 km, 1 hour

  • Sforzesco Castle Art Library
  • Sempione Park
  • Triennale di Milano
  • Arch of Peace
  • Monumental Cemetery
  • More

Day 3 of your luxury road trip Italy offers you another day to explore the magnificent city of Milan. Today you will continue your luxury holiday in the best possible way - by discovering the best sights, most exciting activities, and finest restaurants in the city.

One of the best travel destinations you can visit in Milan today is the stunning Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars in 68,714 reviews.

Next up, make your way to the spectacular Parco Sempione. This attraction is a park and has an average rating of 4.6 out of 5 stars by 72,914 visitors.

When you’re ready for your next sight of the day, continue to the incredible Triennale di Milano. Triennale di Milano gathers around 180,067 visitors each year. This attraction is an art museum and has an average rating of 4.5 out of 5 stars by 6,956 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit the fantastic Arch of Peace. This monument and travel destination is rated an average of 4.6 out of 5 stars by 27,502 visitors.

If you’re keen to explore even more, then consider a visit to the outstanding Monumental Cemetery. This cemetery is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 1,929 visitors.

You will be excited to learn that there are plenty of options for luxury tours and bespoke activities in Milan. Add the best tours to your luxury vacation package before or after booking.

After a long day of discovering the unique quirks of Milan, it’s an excellent idea to sit down for a lovely meal. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

According to reviews, Primè is one of the absolute best places to eat in Milan. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Primè is rated an average of 4.3 out of 5 stars by 1,184 customers.

Alternatively, if you’re curious to try a local favorite, check out da Vic. This restaurant is rated an average of 4.6 out of 5 stars by 557 customers and guarantees you a nice dining experience to end your day.

When your taste buds call for something different, you may want to pay Nero 9 a visit instead. This restaurant is a top recommendation often mentioned by both travelers and locals. Nero 9 has an average rating of 4.5 out of 5 stars by 573 customers.

If you feel like it, head out to a bar to celebrate another fantastic day in Milan and take the pulse of the city’s nightlife.

To get a drink at one of the best bars in the city, go to Bar Frida. This bar has an average rating of 4.1 out of 5 stars by 4,527 customers.

If you’d like to continue your evening somewhere else, we recommend heading to BhangraBar. This bar is rated an average of 4 out of 5 stars by 4,036 customers.

A third bar where you could have a great time tonight is Camparino in Galleria. This bar has an average rating of 4.4 out of 5 stars by 1,473 customers.

Raise a toast to another amazing day of your luxury holiday in Milan, Italy and seize the opportunity to celebrate.

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Experiences

Day 4 – Milan and Genoa

Day 4

Day 4 – Milan and Genoa

  • Milan
  • Genoa
  • More

Drive 151 km, 2 hours 42 min

  • Pinacoteca di Brera
  • Santa Maria delle Grazie Church
  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • Basilica di Sant'Ambrogio
  • More

On day 4 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 Pinacoteca di Brera your first stop of the day. The average rating of 4.7 out of 5 stars by 26,077 visitors gives you an idea of what to expect from this art museum and attraction before you head there. More than 417 people visit this attraction every year.

Next up, make a stop at the incredible Santa Maria delle Grazie Church. With an average rating of 4.5 out of 5 stars by 13,490 visitors, it's easy to understand why so many people visit this convent and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Museo della Scienza e della Tecnologia "Leonardo da Vinci". This technology museum has an average rating of 4.5 out of 5 stars by 22,235 visitors. Up to 532,084 travelers come to Milan every year to see the stunning Museo della Scienza e della Tecnologia "Leonardo da Vinci" with their own eyes.

When you’re finished at the church, the perfect next stop is the popular Basilica di Sant'Ambrogio. This spectacular church and attraction is rated an average of 4.7 out of 5 stars in 12,883 reviews.

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 Trattoria Arvigo, one of the best restaurants in Genoa. This restaurant has an average rating of 4.7 out of 5 stars by 1,984 customers.

If you feel like having something else, locals also recommend Le Rune as one of their top choices in the city. Le Rune is rated an average of 4.7 out of 5 stars by 1,218 customers.

Another restaurant you could try in Genoa is Vivarelli. This lovely restaurant has a fantastic menu and has been rated an average of 4.7 out of 5 stars by 902 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 OVER SEA. OVER SEA. 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 1,012 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 5 – Genoa and Florence

Day 5

Day 5 – Genoa and Florence

  • Genoa
  • Pisa
  • Florence
  • More

Drive 268 km, 3 hours 48 min

  • Piazza De Ferrari
  • Aquarium of Genoa
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • More

On day 5 of your luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Genoa and the city of Pisa. You’ll stay in Florence for 3 nights.

Begin your adventures of the day with a visit to the outstanding piazza De Ferrari. This attraction is a square and has an average rating of 4.6 out of 5 stars by 34,312 visitors.

Next up, make a stop at the incredible Aquarium of Genoa. On an annual basis, this attraction receives around 1,200,000 visitors. This public aquarium and travel destination has received an average rating of 4.5 out of 5 stars in 62,259 reviews.

Joining a top-rated tour in Genoa 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 Pisa.

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

Another unforgettable travel destination you’ll want to pay a visit in Pisa is the outstanding Leaning Tower of Pisa. This top attraction leaves more than 3,200,000 visitors totally mesmerized every year. Rated 4.7 out of 5 stars by 116,882 visitors, this remarkable bell tower 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 Florence.

After a long day of experiencing some of the most fantastic attractions and sights in Italy, 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’re keen on trying something else, locals also recommend Osteria Vecchio Cancello as one of the top restaurants in the city. Osteria Vecchio Cancello is rated an average of 4.8 out of 5 stars by 1,589 customers.

Another of the most recommended restaurants in Florence is Ristorante Oliviero 1962. This restaurant has been rated an average of 4.7 out of 5 stars by 1,046 customers.

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

You can also enjoy drinks at a popular bar like Caffe Concerto Paszkowski. This bar has an average rating of 4.3 out of 5 stars by 4,000 customers.

Alternatively, go to Ristorante Buca Mario. This is one of the most frequently recommended bars by locals in Florence and is rated an average of 4.4 out of 5 stars in 1,879 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 6 – Florence

Day 6

Day 6 – Florence

  • Florence
  • More

Drive 2 km, 36 min

  • Central Market
  • Piazza della Signoria
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • More

On day 6 of your luxury holiday, you’ll get the opportunity to experience the spectacular city of Florence. You’ll stay in Florence 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 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 Central Market. This attraction has an average rating of 4.4 out of 5 stars by 43,100 visitors.

When you’re finished at Central Market, 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 Palazzo Vecchio. This palazzo is rated an average of 4.7 out of 5 stars by 19,049 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 Ponte Vecchio.

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 Delle Nazioni, a highly recommended 3-star hotel in the city. This hotel has an average rating of 4 out of 5 stars by 4,823 guests and guarantees you a pleasant break from your self-drive luxury vacation.

Another excellent luxury accommodation alternative in Florence is the fantastic Wyndham Garden Florence. This 4-star hotel is the ultimate place to lay back and treat yourself to some well-deserved downtime after a busy day exploring. Wyndham Garden Florence is rated an average of 4 out of 5 stars by 3,339 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 Il Vezzo. This excellent restaurant has an average rating of 4.8 out of 5 stars by 862 customers.

Alternatively, check out the menu at Le Vespe Cafè. Considered one of the best restaurants in Florence, it has an average rating of 4.7 out of 5 stars by 773 customers.

If you’re curious about more of the best restaurants in Florence, Ristorante Le Volte Firenze is one to check out. Ristorante Le Volte Firenze is rated an average of 4.7 out of 5 stars by 536 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 Villa Cora to have a good time. This bar is rated an average of 4.8 out of 5 stars by 699 customers.

If you feel like going somewhere else, another popular option in the city is Osteria Tripperia Il Magazzino. This bar has an average rating of 4.4 out of 5 stars by 951 customers.

Archea Brewery is another great option in Florence. This bar is rated an average of 4.7 out of 5 stars by 723 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 7 – Florence

Day 7

Day 7 – Florence

  • Florence
  • More

Drive 3 km, 46 min

  • Basilica di Santa Maria Novella, Firenze (FI)
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • David of Michelangelo
  • More

On day 7 of your exciting luxury holiday across Italy you will continue exploring the city of Florence. 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 Florence. 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 Basilica di Santa Maria Novella, Firenze (FI). This attraction is an archive and has an average rating of 4.7 out of 5 stars by 23,075 visitors.

Next up on your agenda, you’ll find the extraordinary Cathedral of Santa Maria del Fiore. This attraction is rated an average of 4.8 out of 5 stars by 76,359 visitors.

If you, like many others, have been feeling curious about the spectacular Galleria dell'Accademia national museum, then you should definitely take the opportunity to visit this attraction today. Galleria dell'Accademia has an average rating of 4.6 out of 5 stars by 34,429 visitors and is visited by up to 1,719,645 people every year.

The outstanding David is another stop you can visit today in Florence. This statue is a highly recommended attraction in the city. Rated at an average of 4.8 out of 5 stars by 10,476 visitors, it’s one many travelers find worthy of a visit.

Exploring new places makes you hungry. Luckily Florence 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 Florence, make sure to check out Ala Grande Caffè(caffè Rosanò). This restaurant is a local favorite and has an average rating of 4.8 out of 5 stars by 2,180 customers.

Alternatively, another top-rated restaurant in the city is Ristorante Romantico il Paiolo. This one-of-a-kind restaurant is rated an average of 4.4 out of 5 stars by 2,523 customers.

A common recommendation among luxury travelers who have vacationed Florence before is Ristorante La Spada. This restaurant has a popular menu, deserving of an average rating of 4.4 out of 5 stars by 2,228 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.

Locale Firenze is one of the best bars in Florence and the perfect place for an after-dinner drink. This bar has an average rating of 4.6 out of 5 stars by 771 customers.

You may also want to check out Cibrèo Caffè. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Cibrèo Caffè is rated an average of 4.3 out of 5 stars by 857 customers.

Alternatively, head out to Nab Firenze. Nab Firenze has an average rating of 4.3 out of 5 stars by 790 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 – Bologna

Day 8

Day 8 – Bologna

  • Florence
  • Bologna
  • More

Drive 110 km, 2 hours 45 min

  • Basilica of Santa Croce in Florence
  • Piazzale Michelangelo
  • Pitti Palace
  • The Boboli Gardens
  • Parco delle Cascine
  • 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 Florence and the city of Bologna. You’ll stay in Bologna for 1 night.

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

Make the amazing Basilica of Santa Croce in Florence your first stop of the day. The average rating of 4.7 out of 5 stars by 28,544 visitors gives you an idea of what to expect from this church and attraction before you head there.

Next up, make a stop at the incredible piazzale Michelangelo. With an average rating of 4.8 out of 5 stars by 77,744 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 Pitti Palace. This art museum has an average rating of 4.6 out of 5 stars by 23,445 visitors. Up to 198,270 travelers come to Florence every year to see the stunning Pitti Palace with their own eyes.

When you’re finished at the park, the perfect next stop is the popular The Boboli Gardens. This spectacular park and attraction is rated an average of 4.2 out of 5 stars in 25,341 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Parco delle Cascine. This park is a remarkable attraction with an average rating of 4.3 out of 5 stars from 14,875 visitors.

Make the most of your day in Florence 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 Florence 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 Sfoglia Rina, one of the best restaurants in Bologna. This restaurant has an average rating of 4.5 out of 5 stars by 6,531 customers.

If you feel like having something else, locals also recommend Trattoria da Me as one of their top choices in the city. Trattoria da Me is rated an average of 4.5 out of 5 stars by 2,763 customers.

Another restaurant you could try in Bologna is Donatello. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 2,700 customers.

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

Celtic Druid Irish Pub 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 2,968 customers.

You can also enjoy a glass or two at a popular place like Va Mo Là. This bar has an average rating of 4.3 out of 5 stars from 2,876 customers.

Alternatively, try Ca' Pelletti - Altabella. Ca' Pelletti - Altabella 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 2,464 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 – Milan

Day 9

Day 9 – Milan

  • Bologna
  • Milan
  • More

Drive 223 km, 2 hours 57 min

  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • Pinacoteca Nazionale di Bologna
  • 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 Bologna and the city of Milan. You’ll stay in Milan 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 Fountain of Neptune, Bologna your first stop of the day. The average rating of 4.7 out of 5 stars by 3,952 visitors gives you an idea of what to expect from this fountain and attraction before you head there.

Next up, make a stop at the incredible Piazza Maggiore. With an average rating of 4.7 out of 5 stars by 64,523 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 Two Towers. This tower has an average rating of 4.7 out of 5 stars by 25,975 visitors.

When you’re finished at the square, the perfect next stop is the popular Piazza Santo Stefano. This spectacular square and attraction is rated an average of 4.8 out of 5 stars in 7,617 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Pinacoteca Nazionale di Bologna. This art museum is a remarkable attraction with an average rating of 4.5 out of 5 stars from 2,400 visitors. Pinacoteca Nazionale di Bologna hosts around 15,573 visitors every year.

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 Milan, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Bice Restaurant, one of the best restaurants in Milan. This restaurant has an average rating of 4.3 out of 5 stars by 579 customers.

If you feel like having something else, locals also recommend Rosa Grand as one of their top choices in the city. Rosa Grand is rated an average of 4.4 out of 5 stars by 2,394 customers.

Another restaurant you could try in Milan is Radisson Blu Hotel Milan. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 1,871 customers.

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

Yguana Cafè is one of the best bars you can visit in Milan tonight. This bar is rated an average of 4 out of 5 stars by 1,776 customers.

You can also enjoy a glass or two at a popular place like Tommasi Milano. This bar has an average rating of 4.1 out of 5 stars from 638 customers.

Alternatively, try Armani/Bamboo Bar. Armani/Bamboo Bar 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 272 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 – Milan - departure day

Day 10

Day 10 – Milan - departure day

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

Today is the last day of your 10-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 Palazzo Borromeo. This extraordinary palazzo and attraction is rated an average of 4.3 out of 5 stars in 130 reviews, and is an excellent choice for your last sightseeing in Milan.

Don’t end your vacation hungry. For one last meal in the city of Milan, check out the menu at UNAHOTELS Cusani Milano. This popular restaurant is rated an average of 4.3 out of 5 stars by 1,217 customers.

Alternatively, another recommendation is G. B. Bar. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.6 out of 5 stars by 820 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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