Luxury 9-Day Italy Road Trip from Milan traveling south to Genoa and Florence

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

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

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

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

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

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

If you feel like having something slightly different, check out Palazzo Parigi Hotel & Grand Spa Milano. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 1,550 customers, it’s one that most guests enjoy.

Vento di Sardegna 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 1,063 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 9-day luxury vacation in Italy and look forward to more fantastic days to come!

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 Royal Palace of Milan. This attraction is an art museum and has an average rating of 4.6 out of 5 stars by 17,538 visitors.

Next up on your agenda, you’ll find the extraordinary Cathedral Square. This attraction is rated an average of 4.8 out of 5 stars by 7,539 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 Galleria Vittorio Emanuele II is another stop you can visit today in Milan. This commercial gallery is a highly recommended attraction in the city. Rated at an average of 4.7 out of 5 stars by 91,394 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 La Scala. La Scala is an opera house and popular attraction most travelers enjoy. More than 26,219 people have rated this attraction an average of 4.7 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 Primè. This restaurant is a local favorite and has an average rating of 4.3 out of 5 stars by 1,184 customers.

Alternatively, another top-rated restaurant in the city is Contraste. This one-of-a-kind restaurant is rated an average of 4.7 out of 5 stars by 823 customers.

A common recommendation among luxury travelers who have vacationed Milan before is Nero 9. This restaurant has a popular menu, deserving of an average rating of 4.5 out of 5 stars by 573 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 BhangraBar. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. BhangraBar is rated an average of 4 out of 5 stars by 4,036 customers.

Alternatively, head out to Camparino in Galleria. Camparino in Galleria has an average rating of 4.4 out of 5 stars by 1,473 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.

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 Arch of Peace. This monument has an average rating of 4.6 out of 5 stars in 27,502 reviews.

Next up, make your way to the spectacular Triennale di Milano. This attraction is an art museum and has an average rating of 4.5 out of 5 stars by 6,956 visitors. Usually, around 180,067 people visit Triennale di Milano every year.

When you’re ready for your next sight of the day, continue to the incredible Parco Sempione. This attraction is a park and has an average rating of 4.6 out of 5 stars by 72,914 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit the fantastic Sforzesco Castle Art Library. This library and travel destination is rated an average of 4.6 out of 5 stars by 68,714 visitors.

If you’re keen to explore even more, then consider a visit to the outstanding Pinacoteca di Brera. This art museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 26,077 visitors. Around 417 travelers visit Pinacoteca di Brera every year.

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, Bice Restaurant 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. Bice Restaurant is rated an average of 4.3 out of 5 stars by 579 customers.

Alternatively, if you’re curious to try a local favorite, check out Ribot Restaurant. This restaurant is rated an average of 4.5 out of 5 stars by 3,991 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 L'immagine Bistrot Ristorante a visit instead. This restaurant is a top recommendation often mentioned by both travelers and locals. L'immagine Bistrot Ristorante has an average rating of 4.7 out of 5 stars by 2,020 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 Yguana Cafè. This bar has an average rating of 4 out of 5 stars by 1,776 customers.

If you’d like to continue your evening somewhere else, we recommend heading to Rufus Cocktail Bar. This bar is rated an average of 4.4 out of 5 stars by 643 customers.

A third bar where you could have a great time tonight is Tommasi Milano. This bar has an average rating of 4.1 out of 5 stars by 638 customers.

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

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 Basilica di Sant'Ambrogio your first stop of the day. The average rating of 4.7 out of 5 stars by 12,883 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 Museo della Scienza e della Tecnologia "Leonardo da Vinci". With an average rating of 4.5 out of 5 stars by 22,235 visitors, it's easy to understand why so many people visit this technology museum and attraction. In fact, this welcomes around 532,084 visitors annually.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Santa Maria delle Grazie Church. This convent has an average rating of 4.5 out of 5 stars by 13,490 visitors.

When you’re finished at the ethnographic museum, the perfect next stop is the popular MUDEC - Museum of Cultures. This spectacular ethnographic museum and attraction is rated an average of 4.4 out of 5 stars in 14,355 reviews. MUDEC - Museum of Cultures attracts about 626,650 visitors annually.

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 Le Rune, one of the best restaurants in Genoa. This restaurant has an average rating of 4.7 out of 5 stars by 1,218 customers.

If you feel like having something else, locals also recommend Vivarelli as one of their top choices in the city. Vivarelli is rated an average of 4.7 out of 5 stars by 902 customers.

Another restaurant you could try in Genoa is Osteria di Vico Palla. This lovely restaurant has a fantastic menu and has been rated an average of 4.4 out of 5 stars by 3,057 customers.

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

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

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

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

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

Get ready for day 5 of your luxury vacation in Italy. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Genoa and Pisa. You’ll stay in Florence for 3 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 Genoa, the incredible piazza De Ferrari. This popular attraction is a square that has been rated an average of 4.6 out of 5 stars by 34,312 visitors.

Today we also recommend you visit the amazing Aquarium of Genoa, an outstanding public aquarium in Genoa. Around 62,259 travelers have rated this attraction an average of 4.5 out of 5 stars. It’s estimated that more than 1,200,000 people stop by Aquarium of Genoa every year to explore it.

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 Genoa.

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

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

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

Today you’ll check in at one of the most exclusive hotels in the city of 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 Osteria Vecchio Cancello as one of the best restaurants to have dinner at in Florence. The Osteria Vecchio Cancello is rated an average of 4.8 out of 5 stars by 1,589 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Ristorante Oliviero 1962. This popular restaurant has an average rating of 4.7 out of 5 stars by 1,046 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 Caffe Concerto Paszkowski. Often recommended by locals, this bar is an excellent place to check out tonight. Caffe Concerto Paszkowski has an average rating of 4.3 out of 5 stars by 4,000 customers.

Alternatively, go to Ristorante Buca Mario. Rated an average of 4.4 out of 5 stars in 1,879 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.

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 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 Repubblica. This incredible attraction is a square, rated an average of 4.6 out of 5 stars by 22,356 visitors.

Next up, make your way to one of the best places to see according to travelers in Florence, the extraordinary piazza della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 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!

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 Central Market. This attraction is a must-see tourist destination and has an average rating of 4.4 out of 5 stars by 43,100 visitors.

Next up on your agenda, you’ll find the extraordinary Galleria dell'Accademia, which is a national museum that gets around 1,719,645 visits every year. This attraction is rated an average of 4.6 out of 5 stars by 34,429 visitors.

If you, like many others, have been feeling curious about the spectacular Basilica of Santa Croce in Florence church, then you should definitely take the opportunity to visit this attraction today.

The outstanding piazzale Michelangelo is another stop you can visit today in Florence. This square is a highly recommended attraction in the city. Rated at an average of 4.8 out of 5 stars by 77,744 visitors, it’s one many travelers find worthy of a visit.

If you want to experience even more of Florence, then consider a visit to the incredible The Boboli Gardens. The Boboli Gardens is a park and popular attraction most travelers enjoy. More than 25,341 people have rated this attraction an average of 4.2 out of 5 stars.

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.

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 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 Piazza Santo Stefano your first stop of the day. The average rating of 4.8 out of 5 stars by 7,617 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 Two Towers. With an average rating of 4.7 out of 5 stars by 25,975 visitors, it's easy to understand why so many people visit this tower and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars by 64,523 visitors.

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 Rosa Grand, one of the best restaurants in Milan. This restaurant has an average rating of 4.4 out of 5 stars by 2,394 customers.

If you feel like having something else, locals also recommend UNAHOTELS Cusani Milano as one of their top choices in the city. UNAHOTELS Cusani Milano is rated an average of 4.3 out of 5 stars by 1,217 customers.

Another restaurant you could try in Milan is G. B. Bar. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 820 customers.

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

Armani/Bamboo Bar is one of the best bars you can visit in Milan tonight. This bar is rated an average of 4.3 out of 5 stars by 272 customers.

You can also enjoy a glass or two at a popular place like Carico. This bar has an average rating of 4.4 out of 5 stars from 125 customers.

Alternatively, try QC Termemilano. QC Termemilano is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.2 out of 5 stars by 10,281 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.

Today is the last day of your 9-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 da Vic. This popular restaurant is rated an average of 4.6 out of 5 stars by 557 customers.

Alternatively, another recommendation is Ristorante la Brisa. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.5 out of 5 stars by 578 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!