Luxury 5-Day Italy Road Trip Vacation from Venice traveling west to Milan and Padua

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

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.

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 Venice and Province of Verona. You’ll stay in Padua 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 Venice, the incredible Duomo di Milano Museum. Each year, Duomo di Milano Museum attracts over 341,609 local and international travelers. This popular attraction is an art museum that has been rated an average of 4.8 out of 5 stars by 138,554 visitors.

Today we also recommend you visit the amazing Galleria Vittorio Emanuele II, an outstanding commercial gallery in Venice. Around 91,394 travelers have rated this attraction an average of 4.7 out of 5 stars.

Another of the best travel destinations you can visit in Venice is the astonishing Parco Sempione. This attraction is a park and has been rated an average of 4.6 out of 5 stars in 72,914 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 Venice.

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

Make your way to the incredible Castelvecchio Bridge for some unforgettable sightseeing in Province of Verona. This popular attraction is an arch bridge and has an average rating of 4.7 out of 5 stars by 12,156 visitors.

Next up, steer your step in the direction of Verona Arena, an incredible opera house that more than 195,540 people visit every year. This outstanding attraction has an average rating of 4.7 out of 5 stars by 123,818 travelers and is one of the most fantastic places to visit in Province of Verona.

When you’re ready to leave Verona Arena, stop by the remarkable piazza delle Erbe. This square attraction is rated an average of 4.7 out of 5 stars by 11,777 visitors.

If you’re interested in exploring even more, visit the fantastic Ponte Pietra. With an average rating of 4.7 out of 5 stars from 12,284 travelers, this magnificent deck arch bridge is clearly one of the top sights in the area.

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

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Padua, Belle Parti. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.7 out of 5 stars from 571 reviews.

Locals also recommend Marechiaro Ristorante Pizzeria as one of the best restaurants to have dinner at in Padua. The Marechiaro Ristorante Pizzeria is rated an average of 4.3 out of 5 stars by 1,651 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Passando Per Modena. This popular restaurant has an average rating of 4.3 out of 5 stars by 1,465 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 Padua's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Enotavola Pino. This bar is rated an average of 4.6 out of 5 stars from 801 customers.

Another place you could go for some drinks is the top-rated Frascoli Bacaro / Cicchetteria veneziana a Padovum. Often recommended by locals, this bar is an excellent place to check out tonight. Frascoli Bacaro / Cicchetteria veneziana a Padovum has an average rating of 4.4 out of 5 stars by 907 customers.

Alternatively, go to Bamboo Cafe (Mma Silvestrin Snc Di Matteo & C). Rated an average of 4.3 out of 5 stars in 866 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 Venice and the city of Triest. You’ll stay in Venice for 1 night.

Begin your adventures of the day with a visit to the outstanding prato della Valle. This attraction is a square and has an average rating of 4.6 out of 5 stars by 47,576 visitors.

Next up, make a stop at the incredible The Basilica of St. Anthony. This church and travel destination has received an average rating of 4.8 out of 5 stars in 38,852 reviews.

The wonderful Scrovegni Chapel is another popular attraction you can explore on this day of your vacation in Venice. This well-known attraction, and spectacular chapel, has an average rating of 4.8 out of 5 stars by 11,849 visitors. Scrovegni Chapel attracts about 9,387 travelers every year.

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 Triest.

Make your way to the incredible Miramare Castle in Triest 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.

Another unforgettable travel destination you’ll want to pay a visit in Triest is the outstanding Piazza della Borsa. Rated 4.5 out of 5 stars by 4,409 visitors, this remarkable square and attraction definitely deserves a spot on travelers' bucket lists in Italy.

We also recommend a visit to the popular piazza Unità d'Italia. This attraction, a stunning square, has been rated an average of 4.8 out of 5 stars by 46,036 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 Al Covo, one of the best restaurants in Venice. This restaurant has an average rating of 4.5 out of 5 stars by 624 customers.

If you’re keen on trying something else, locals also recommend Al Gobbo di Rialto as one of the top restaurants in the city. Al Gobbo di Rialto is rated an average of 4.6 out of 5 stars by 545 customers.

Another of the most recommended restaurants in Venice is Puppa Bar Venezia. This restaurant has been rated an average of 4.5 out of 5 stars by 1,713 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 Devils Forest Pub. This bar is considered one of the best in Venice and is rated an average of 4.3 out of 5 stars by 1,537 customers.

You can also enjoy drinks at a popular bar like Al Parlamento. This bar has an average rating of 4.5 out of 5 stars by 1,028 customers.

Alternatively, go to Bar Al Vecio Calice. This is one of the most frequently recommended bars by locals in Venice and is rated an average of 4.7 out of 5 stars in 397 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 Corner Pub. This popular restaurant is rated an average of 4.6 out of 5 stars by 1,546 customers.

Alternatively, another recommendation is TiME Social Bar. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.8 out of 5 stars by 449 customers.

If you prefer something slightly different, try Local. This restaurant will not let you walk out hungry. With an average rating of 4.6 out of 5 stars by 415 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!