Luxury 9-Day Italy Road Trip Vacation around Venice to Triest, Florence, and Milan

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

Start your sightseeing in the city with a visit to the fantastic Rialto Bridge. This stone bridge is a popular stop on travelers’ itineraries in Venice, with an average rating of 4.7 out of 5 stars by 141,666 visitors.

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

To feel extra special from the very the start of your luxury holiday in Venice, stay at a hotel like the luxurious Hotel Lugano Torretta. The wonderful facilities of this luxury hotel offer the perfect place to lay back after a long day of exploring the city. Guests have rated this 4-star hotel an average of 4.1 out of 5 stars in 4,389 reviews.

Another perfect 4-star hotel you can stay at in Venice is the impeccable Ausonia Hungaria. Expect luxurious rooms, outstanding service, and a spectacular ambiance. This hotel is rated an average of 4.5 out of 5 stars from 791 guest reviews.

To stay at a hotel with outstanding attention to detail, check in at the incredible Adria. This 3-star luxury hotel is often complimented for its excellent facilities and attentive staff. Guests have rated their experience an average of 4.2 out of 5 stars in 926 reviews.

If these hotels are unavailable for your time in Venice, we will help you find the best luxury alternatives.

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

For a culinary experience you will remember, have a look at the menu at Trattoria Al Gazzettino. With an average rating of 4.3 out of 5 stars by 3,378 customers, it’s truly one of the best restaurants in the whole of Venice.

If you feel like having something slightly different, check out Nevodi. This is one of the most recommended restaurants in the city. Considering its average rating of 4.6 out of 5 stars by 2,127 customers, it’s one that most guests enjoy.

Osteria Alla Staffa is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Venice, and has an impressive average rating of 4.5 out of 5 stars by 869 customers.

As your day in Venice 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 Adagio. This bar promises a great atmosphere for your celebrations and has an average rating of 4.9 out of 5 stars by 621 customers.

Or, why not continue your evening at Il Mercante, rated an average of 4.8 out of 5 stars among 666 guests.

Another bar where you can have a great time tonight is The Irish Pub Venezia. This bar has an average rating of 4.4 out of 5 stars by 1,420 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 Venice. 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 Venice. 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 Bridge of Sighs. This attraction is a footbridge and has an average rating of 4.6 out of 5 stars by 18,223 visitors.

Next up on your agenda, you’ll find the extraordinary Doge's Palace, which is a palace that gets around 318,104 visits every year. This attraction is rated an average of 4.7 out of 5 stars by 24,775 visitors.

If you, like many others, have been feeling curious about the spectacular St Mark's Campanile bell tower, then you should definitely take the opportunity to visit this attraction today.

The outstanding St Mark's Basilica is another stop you can visit today in Venice. This cathedral is a highly recommended attraction in the city. Rated at an average of 4.7 out of 5 stars by 18,439 visitors, it’s one many travelers find worthy of a visit.

If you want to experience even more of Venice, then consider a visit to the incredible Piazza San Marco. Piazza San Marco is a square and popular attraction most travelers enjoy. More than 152,982 people have rated this attraction an average of 4.7 out of 5 stars.

Exploring new places makes you hungry. Luckily Venice 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 Venice, make sure to check out Al Covo. This restaurant is a local favorite and has an average rating of 4.5 out of 5 stars by 624 customers.

Alternatively, another top-rated restaurant in the city is Al Gobbo di Rialto. This one-of-a-kind restaurant is rated an average of 4.6 out of 5 stars by 545 customers.

A common recommendation among luxury travelers who have vacationed Venice before is Puppa Bar Venezia. This restaurant has a popular menu, deserving of an average rating of 4.5 out of 5 stars by 1,713 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.

Devils Forest Pub is one of the best bars in Venice and the perfect place for an after-dinner drink. This bar has an average rating of 4.3 out of 5 stars by 1,537 customers.

You may also want to check out Al Parlamento. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Al Parlamento is rated an average of 4.5 out of 5 stars by 1,028 customers.

Alternatively, head out to Bar Al Vecio Calice. Bar Al Vecio Calice has an average rating of 4.7 out of 5 stars by 397 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 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 Trieste. You’ll stay in Trieste for 3 nights.

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 Teatro La Fenice your first stop of the day. The average rating of 4.7 out of 5 stars by 10,677 visitors gives you an idea of what to expect from this opera house and attraction before you head there.

Next up, make a stop at the incredible Santa Maria Gloriosa dei Frari. With an average rating of 4.7 out of 5 stars by 9,174 visitors, it's easy to understand why so many people visit this parish church and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Peggy Guggenheim Collection. This art museum has an average rating of 4.6 out of 5 stars by 10,128 visitors. Up to 92,922 travelers come to Venice every year to see the stunning Peggy Guggenheim Collection with their own eyes.

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

In Trieste, the most wonderful 4-star luxury hotels await you. If you only want the best, check in at the fantastic Hotel Le Corderie. Guests who have stayed at this luxury hotel have rated their experience an average of 4.3 out of 5 stars in 911 reviews.

Alternatively, spoil yourself with a stay at the superb B&B Hotel Trieste. This 3-star luxury hotel is another of travelers' and locals' most recommended stays in the city. In fact, B&B Hotel Trieste has received an average guest rating of 4.2 out of 5 stars from 1,167 reviews.

If you’re looking for something slightly different, check out the beautiful Grand Hotel Duchi d'Aosta. Here, you’ll feel nothing but pampered and relaxed after a long day out and about in Venice and Trieste. This extravagant 5-star hotel in Trieste has been rated an average of 4.4 out of 5 stars by 547 guests.

After a long day of driving and exploring, we recommend you try Suban, one of the best restaurants in Trieste. This restaurant has an average rating of 4.7 out of 5 stars by 1,104 customers.

If you feel like having something else, locals also recommend Bracerie Venete as one of their top choices in the city. Bracerie Venete is rated an average of 4.7 out of 5 stars by 630 customers.

Another restaurant you could try in Trieste is Caffè San Marco. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 3,676 customers.

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

Al Ciketo is one of the best bars you can visit in Trieste tonight. This bar is rated an average of 4.7 out of 5 stars by 602 customers.

You can also enjoy a glass or two at a popular place like Caffè degli Specchi. This bar has an average rating of 4.5 out of 5 stars from 2,625 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 holiday, you’ll get the opportunity to experience the spectacular city of Venice. You’ll stay in Venice 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 Venice to the fullest.

Today you will have the opportunity to visit multiple popular travel destinations in Venice. Begin your sightseeing with a visit to the outstanding Molo Audace. This attraction has an average rating of 4.7 out of 5 stars by 2,849 visitors.

When you’re finished at Molo Audace, make a stop at the wonderful piazza Unità d'Italia. This incredible attraction is a square, rated an average of 4.8 out of 5 stars by 46,036 visitors.

Next up, make your way to one of the best places to see according to travelers in Venice, the extraordinary Piazza della Borsa. This square is rated an average of 4.5 out of 5 stars by 4,409 visitors.

As the day moves along, another attraction you will probably want to visit is the incredible Cattedrale di San Giusto Martire. Up to 3,288 visitors have rated this church an average of 4.6 out of 5 stars.

If you’re up for one last attraction today, check out the popular San Sabba Rice Mill National Monument and Museum.

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

Treat yourself to an overnight stay at the wonderful B&B Hotel Trieste, a highly recommended 3-star hotel in the city. This hotel has an average rating of 4.2 out of 5 stars by 1,167 guests and guarantees you a pleasant break from your self-drive luxury vacation.

Another excellent luxury accommodation alternative in Venice is the fantastic Hotel Le Corderie. This 4-star hotel is the ultimate place to lay back and treat yourself to some well-deserved downtime after a busy day exploring. Hotel Le Corderie is rated an average of 4.3 out of 5 stars by 911 guests.

Alternatively, check in at the outstanding Grand Hotel Duchi d'Aosta. This 5-star hotel is warmly recommended by previous guest and has an average rating of 4.4 out of 5 stars from 547 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 Venice.

We recommend you eat at a restaurant that locals enjoy, like the fantastic Caffè degli Specchi. This excellent restaurant has an average rating of 4.5 out of 5 stars by 2,625 customers.

Alternatively, check out the menu at Buffet da Pepi. Considered one of the best restaurants in Venice, it has an average rating of 4.3 out of 5 stars by 2,727 customers.

If you’re curious about more of the best restaurants in Venice, Al Civicosei is one to check out. Al Civicosei is rated an average of 4.6 out of 5 stars by 1,184 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 Venice.

Many locals go to Urbanis to have a good time. This bar is rated an average of 4.3 out of 5 stars by 1,034 customers.

If you feel like going somewhere else, another popular option in the city is Bar X. This bar has an average rating of 4.5 out of 5 stars by 762 customers.

Buffet L'Approdo is another great option in Venice. This bar is rated an average of 4.6 out of 5 stars by 596 customers.

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

On day 5 of your exciting luxury holiday across Italy you will continue exploring the city of Venice. 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 Venice. 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 Revoltella Museum. This attraction is an art museum and has an average rating of 4.6 out of 5 stars by 2,536 visitors. Revoltella Museum attracts around 23,457 visitors every year.

Next up on your agenda, you’ll find the extraordinary Barcola fountain. This attraction is rated an average of 4.3 out of 5 stars by 897 visitors.

If you, like many others, have been feeling curious about the spectacular Miramare Castle giardino all'italiana, then you should definitely take the opportunity to visit this attraction today. Miramare Castle has an average rating of 4.7 out of 5 stars by 21,372 visitors and is visited by up to 79,218 people every year.

This is a highly recommended attraction in the city.

Exploring new places makes you hungry. Luckily Venice 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 Venice, make sure to check out Osteria Marise. This restaurant is a local favorite and has an average rating of 4.6 out of 5 stars by 790 customers.

Alternatively, another top-rated restaurant in the city is Trattoria Nerodiseppia. This one-of-a-kind restaurant is rated an average of 4.6 out of 5 stars by 762 customers.

A common recommendation among luxury travelers who have vacationed Venice before is Alla Bella Trieste. This restaurant has a popular menu, deserving of an average rating of 4.6 out of 5 stars by 648 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.

Antico Caffè Torinese is one of the best bars in Venice and the perfect place for an after-dinner drink. This bar has an average rating of 4.5 out of 5 stars by 641 customers.

You may also want to check out Gran Malabar. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Gran Malabar is rated an average of 4.5 out of 5 stars by 629 customers.

Alternatively, head out to Home - Sapore di Casa. Home - Sapore di Casa has an average rating of 4.7 out of 5 stars by 299 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 6 of your luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Venice and the city of Udine. You’ll stay in Florence for 1 night.

Begin your adventures of the day with a visit to the outstanding Giants' Stairway. This attraction is a best-rated sightseeing destination and has an average rating of 4.3 out of 5 stars by 955 visitors.

Joining a top-rated tour in Venice 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 Udine.

Make your way to the incredible Piazza Giacomo Matteotti in Udine for some sightseeing. This popular attraction is a square and has been rated an average of 4.5 out of 5 stars by 4,598 visitors.

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

Celebrate your exciting luxury holiday with a stay at the fantastic 3-star B&B Hotel Firenze Novoli. At this luxury hotel, you’ll be welcomed with flawless service, top-notch facilities, and lovely rooms. Guests who have stayed here have rated their experience an average of 4 out of 5 stars in 135 reviews.

Another excellent option in Florence is the stylish luxury hotel Concorde. Staying at this 3-star hotel means enjoying a wealth of facilities, well-equipped rooms, and world-class service. The average guest rating of 4 out of 5 stars from 1,685 reviews may help make your mind up.

Alternatively, go for the fantastic Hotel Ville Sull Arno. At this chic hotel, you’ll enjoy sophisticated interiors and staff who are generous with both their time and recommendations. Guests have left this luxury 5-star hotel an average rating of 4.6 out of 5 stars in 650 reviews.

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 Ristorante Oliviero 1962 as one of the top restaurants in the city. Ristorante Oliviero 1962 is rated an average of 4.7 out of 5 stars by 1,046 customers.

Another of the most recommended restaurants in Florence is Il Vezzo. This restaurant has been rated an average of 4.8 out of 5 stars by 862 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 Ditta Artigianale. This bar has an average rating of 4.3 out of 5 stars by 1,877 customers.

Alternatively, go to Archea Brewery. This is one of the most frequently recommended bars by locals in Florence and is rated an average of 4.7 out of 5 stars in 723 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!

On day 7 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 Milan. You’ll stay in Milan 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 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 piazzale Michelangelo. This square has an average rating of 4.8 out of 5 stars by 77,744 visitors.

When you’re finished at the best-rated sightseeing destination, the perfect next stop is the popular Piazza del Duomo. This spectacular best-rated sightseeing destination and attraction is rated an average of 4.8 out of 5 stars in 115,222 reviews.

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

In Milan, the most wonderful 4-star luxury hotels await you. If you only want the best, check in at the fantastic Starhotels Tourist Milan. Guests who have stayed at this luxury hotel have rated their experience an average of 4.1 out of 5 stars in 1,474 reviews.

Alternatively, spoil yourself with a stay at the superb B&B Hotel Milano San Siro. This 3-star luxury hotel is another of travelers' and locals' most recommended stays in the city. In fact, B&B Hotel Milano San Siro has received an average guest rating of 4.2 out of 5 stars from 2,944 reviews.

If you’re looking for something slightly different, check out the beautiful Palazzo Cornalia. Here, you’ll feel nothing but pampered and relaxed after a long day out and about in Venice and Milan. This extravagant 5-star hotel in Milan has been rated an average of 4.3 out of 5 stars by 1,011 guests.

After a long day of driving and exploring, we recommend you try Galleria Restaurant, one of the best restaurants in Milan. This restaurant has an average rating of 4.4 out of 5 stars by 2,024 customers.

If you feel like having something else, locals also recommend Vento di Sardegna as one of their top choices in the city. Vento di Sardegna is rated an average of 4.5 out of 5 stars by 1,063 customers.

Another restaurant you could try in Milan is Nero 9. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 573 customers.

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

The Friends Pub Milano 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 1,689 customers.

You can also enjoy a glass or two at a popular place like Camparino in Galleria. This bar has an average rating of 4.4 out of 5 stars from 1,473 customers.

Alternatively, try G. B. Bar. G. B. Bar 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 820 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 8 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 Venice. You’ll stay in Venice 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 Galleria Vittorio Emanuele II your first stop of the day. The average rating of 4.7 out of 5 stars by 91,394 visitors gives you an idea of what to expect from this commercial gallery and attraction before you head there.

Next up, make a stop at the incredible Sforzesco Castle Art Library. With an average rating of 4.6 out of 5 stars by 68,714 visitors, it's easy to understand why so many people visit this library and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Parco Sempione. This park has an average rating of 4.6 out of 5 stars by 72,914 visitors.

When you’re finished at the square, the perfect next stop is the popular Piazza Gae Aulenti. This spectacular square and attraction is rated an average of 4.6 out of 5 stars in 30,398 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Duomo di Milano Museum. This art museum is a remarkable attraction with an average rating of 4.8 out of 5 stars from 138,554 visitors. Duomo di Milano Museum hosts around 341,609 visitors every year.

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

In Venice, the most wonderful 4-star luxury hotels await you. If you only want the best, check in at the fantastic Hotel Lugano Torretta. Guests who have stayed at this luxury hotel have rated their experience an average of 4.1 out of 5 stars in 4,389 reviews.

Alternatively, spoil yourself with a stay at the superb Adria. This 3-star luxury hotel is another of travelers' and locals' most recommended stays in the city. In fact, Adria has received an average guest rating of 4.2 out of 5 stars from 926 reviews.

If you’re looking for something slightly different, check out the beautiful Ausonia Hungaria. Here, you’ll feel nothing but pampered and relaxed after a long day out and about in Venice and Venice. This extravagant 4-star hotel in Venice has been rated an average of 4.5 out of 5 stars by 791 guests.

After a long day of driving and exploring, we recommend you try Corner Pub, one of the best restaurants in Venice. This restaurant has an average rating of 4.6 out of 5 stars by 1,546 customers.

If you feel like having something else, locals also recommend TiME Social Bar as one of their top choices in the city. TiME Social Bar is rated an average of 4.8 out of 5 stars by 449 customers.

Another restaurant you could try in Venice is Local. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 415 customers.

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

Puppa Bar Venezia is one of the best bars you can visit in Venice tonight. This bar is rated an average of 4.5 out of 5 stars by 1,713 customers.

You can also enjoy a glass or two at a popular place like Bar All'Arco. This bar has an average rating of 4.6 out of 5 stars from 802 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 Venice before saying goodbye.

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

Don’t end your vacation hungry. For one last meal in the city of Venice, check out the menu at L'Osteria Le Guglie. This popular restaurant is rated an average of 4.4 out of 5 stars by 478 customers.

Alternatively, another recommendation is Osteria Ca' del Vento. 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 283 customers.

You will then say farewell to Venice 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!