Luxury 5-Day Italy Road Trip from Venice to Florence and Trieste and surrounding area

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.

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 Ristorante La Piazza. With an average rating of 4.7 out of 5 stars by 9,892 customers, it’s truly one of the best restaurants in the whole of Venice.

If you feel like having something slightly different, check out Farini. This is one of the most recommended restaurants in the city. Considering its average rating of 4.5 out of 5 stars by 4,851 customers, it’s one that most guests enjoy.

Rio Novo 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 4.6 out of 5 stars by 3,401 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 Trattoria Bar Pontini. This bar has an average rating of 4.5 out of 5 stars by 4,176 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 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 Piazza San Marco your first stop of the day. The average rating of 4.7 out of 5 stars by 152,982 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 St Mark's Basilica. With an average rating of 4.7 out of 5 stars by 18,439 visitors, it's easy to understand why so many people visit this cathedral and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Doge's Palace. This palace has an average rating of 4.7 out of 5 stars by 24,775 visitors. Up to 318,104 travelers come to Venice every year to see the stunning Doge's Palace with their own eyes.

When you’re finished at the footbridge, the perfect next stop is the popular Bridge of Sighs. This spectacular footbridge and attraction is rated an average of 4.6 out of 5 stars in 18,223 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 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.

Get ready for day 3 of your luxury vacation in Italy. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Florence and Padua. You’ll stay in Trieste for 1 night. 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 Florence, the incredible piazza della Signoria. This popular attraction is a square that has been rated an average of 4.8 out of 5 stars by 66,956 visitors.

Today we also recommend you visit the amazing Ponte Vecchio, an outstanding deck arch bridge in Florence. Around 118,099 travelers have rated this attraction an average of 4.7 out of 5 stars.

Another of the best travel destinations you can visit in Florence is the astonishing piazzale Michelangelo. This attraction is a square and has been rated an average of 4.8 out of 5 stars in 77,744 reviews.

To experience the local culture, see the best attractions, and meet new people at the same time, add a tour or activity to your luxury holiday package in Italy. As a luxury traveler, you will choose among only the best experiences available to you on this day of your exclusive road trip vacation in Florence.

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

Make your way to the incredible prato della Valle for some unforgettable sightseeing in Padua. This popular attraction is a square and has an average rating of 4.6 out of 5 stars by 47,576 visitors.

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

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Trieste, Suban. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.7 out of 5 stars from 1,104 reviews.

Locals also recommend Bracerie Venete as one of the best restaurants to have dinner at in Trieste. The Bracerie Venete is rated an average of 4.7 out of 5 stars by 630 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Al Barattolo. This popular restaurant has an average rating of 4.3 out of 5 stars by 3,835 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 Trieste's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Al Ciketo. This bar is rated an average of 4.7 out of 5 stars from 602 customers.

Another place you could go for some drinks is the top-rated Caffè San Marco. Often recommended by locals, this bar is an excellent place to check out tonight. Caffè San Marco has an average rating of 4.5 out of 5 stars by 3,676 customers.

Alternatively, go to Caffè degli Specchi. Rated an average of 4.5 out of 5 stars in 2,625 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 4 of your luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Trieste and the city of Miramare. You’ll stay in Venice for 1 night.

Begin your adventures of the day with a visit to the outstanding Piazza della Borsa. This attraction is a square and has an average rating of 4.5 out of 5 stars by 4,409 visitors.

Next up, make a stop at the incredible piazza Unità d'Italia. This square and travel destination has received an average rating of 4.8 out of 5 stars in 46,036 reviews.

The wonderful Miramare Castle is another popular attraction you can explore on this day of your vacation in Trieste. This well-known attraction, and spectacular giardino all'italiana, has an average rating of 4.7 out of 5 stars by 21,372 visitors. Miramare Castle attracts about 79,218 travelers every year.

Joining a top-rated tour in Trieste 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 Miramare.

Make your way to the incredible Miramare Castle in Miramare for some sightseeing. This popular attraction is a giardino all'italiana and has been rated an average of 4.7 out of 5 stars by 21,372 visitors. Each year, Miramare Castle is visited by more than 79,218 travelers.

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

After a long day of experiencing some of the most fantastic attractions and sights in Italy, we recommend you try Trattoria Al Gazzettino, one of the best restaurants in Venice. This restaurant has an average rating of 4.3 out of 5 stars by 3,378 customers.

If you’re keen on trying something else, locals also recommend Farini as one of the top restaurants in the city. Farini is rated an average of 4.4 out of 5 stars by 2,615 customers.

Another of the most recommended restaurants in Venice is Nevodi. This restaurant has been rated an average of 4.6 out of 5 stars by 2,127 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 Cantina Do Spade. This bar is considered one of the best in Venice and is rated an average of 4.4 out of 5 stars by 3,120 customers.

You can also enjoy drinks at a popular bar like Bistrot de Venise. This bar has an average rating of 4.6 out of 5 stars by 1,931 customers.

Alternatively, go to Impronta. This is one of the most frequently recommended bars by locals in Venice and is rated an average of 4.6 out of 5 stars in 1,541 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!

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 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.

Make the most of what’s left of your luxury vacation in Italy by heading out to the stunning Teatro La Fenice. This extraordinary opera house and attraction is rated an average of 4.7 out of 5 stars in 10,677 reviews, and is an excellent choice for your last sightseeing in Venice.

Don’t end your vacation hungry. For one last meal in the city of Venice, check out the menu at La Palanca. This popular restaurant is rated an average of 4.6 out of 5 stars by 1,258 customers.

Alternatively, another recommendation is Irish Pub Santa Lucia. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.4 out of 5 stars by 1,226 customers.

If you prefer something slightly different, try Trattoria Dona Onesta. This restaurant will not let you walk out hungry. With an average rating of 4.4 out of 5 stars by 1,220 customers, it is truly one of the best in the city.

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!