Luxury 5-Day Italy Road Trip from Bologna to Venice and Florence

Your luxury holiday in Italy begins as soon as you reach the city of Bologna. 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 Bologna - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Bologna.

Start your sightseeing in the city with a visit to the fantastic Porta Maggiore. This landmark is a popular stop on travelers’ itineraries in Bologna, with an average rating of 4.4 out of 5 stars by 1,462 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Bologna. 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 Bologna.

For a culinary experience you will remember, have a look at the menu at Sfoglia Rina. With an average rating of 4.5 out of 5 stars by 6,531 customers, it’s truly one of the best restaurants in the whole of Bologna.

If you feel like having something slightly different, check out Celtic Druid Irish Pub. This is one of the most recommended restaurants in the city. Considering its average rating of 4.5 out of 5 stars by 2,968 customers, it’s one that most guests enjoy.

Trattoria da Me is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Bologna, and has an impressive average rating of 4.5 out of 5 stars by 2,763 customers.

As your day in Bologna 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 Va Mo Là. This bar promises a great atmosphere for your celebrations and has an average rating of 4.3 out of 5 stars by 2,876 customers.

Or, why not continue your evening at Ca' Pelletti - Altabella, rated an average of 4.3 out of 5 stars among 2,464 guests.

Another bar where you can have a great time tonight is Cantina Bentivoglio. This bar has an average rating of 4.4 out of 5 stars by 2,094 customers.

Raise a toast to the start of your 5-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 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 Bologna Cathedral your first stop of the day. The average rating of 4.6 out of 5 stars by 3,852 visitors gives you an idea of what to expect from this catholic cathedral and attraction before you head there.

Next up, make a stop at the incredible Fountain of Neptune, Bologna. With an average rating of 4.7 out of 5 stars by 3,952 visitors, it's easy to understand why so many people visit this fountain 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.

When you’re finished at the tower, the perfect next stop is the popular Two Towers. This spectacular tower and attraction is rated an average of 4.7 out of 5 stars in 25,975 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Piazza Santo Stefano. This square is a remarkable attraction with an average rating of 4.8 out of 5 stars from 7,617 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 Venice, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Ristorante La Piazza, one of the best restaurants in Venice. This restaurant has an average rating of 4.7 out of 5 stars by 9,892 customers.

If you feel like having something else, locals also recommend Farini as one of their top choices in the city. Farini is rated an average of 4.5 out of 5 stars by 4,851 customers.

Another restaurant you could try in Venice is Trattoria Bar Pontini. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 4,176 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 Cantina Do Spade. Cantina Do Spade 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 3,120 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.

On day 3 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Venice and the city of Florence. You’ll stay in Florence 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 Teatro La Fenice. With an average rating of 4.7 out of 5 stars by 10,677 visitors, it's easy to understand why so many people visit this opera house and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Piazza San Marco. This square has an average rating of 4.7 out of 5 stars by 152,982 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 Florence, where you will choose among some of the best luxury hotels.

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

If you feel like having something else, locals also recommend Osteria Vecchio Cancello as one of their top choices in the city. Osteria Vecchio Cancello is rated an average of 4.8 out of 5 stars by 1,589 customers.

Another restaurant you could try in Florence is Ristorante Oliviero 1962. This lovely restaurant has a fantastic menu and has been rated an average of 4.7 out of 5 stars by 1,046 customers.

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

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

You can also enjoy a glass or two at a popular place like Caffe Concerto Paszkowski. This bar has an average rating of 4.3 out of 5 stars from 4,000 customers.

Alternatively, try Ristorante Buca Mario. Ristorante Buca Mario 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 1,879 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.

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

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

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

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

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

Make the most of your day in 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 Donatello, one of the best restaurants in Bologna. This restaurant has an average rating of 4.5 out of 5 stars by 2,700 customers.

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

Another restaurant you could try in Bologna is Trattoria di Via Serra. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 1,547 customers.

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

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

You can also enjoy a glass or two at a popular place like Corner Bar. This bar has an average rating of 4.5 out of 5 stars from 934 customers.

Alternatively, try Macondo - Cocktail Bar. Macondo - Cocktail 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 808 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 5-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 Bologna 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 Porta Castiglione. This extraordinary city gate and attraction is rated an average of 4.4 out of 5 stars in 1,086 reviews, and is an excellent choice for your last sightseeing in Bologna.

Don’t end your vacation hungry. For one last meal in the city of Bologna, check out the menu at Trattoria del Tempo Buono. This popular restaurant is rated an average of 4.6 out of 5 stars by 1,531 customers.

Alternatively, another recommendation is Naama Cafè. 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 1,538 customers.

If you prefer something slightly different, try Ristorante da Nello al Montegrappa. This restaurant will not let you walk out hungry. With an average rating of 4.4 out of 5 stars by 1,633 customers, it is truly one of the best in the city.

You will then say farewell to Bologna 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!