Luxury 6-Day Italy Road Trip from Venice to Milan, Verona, and Trieste and surrounding area

Bridge Rialto on Grand canal famous landmark panoramic view Venice Italy.
Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
6 days & 5 nights
Available
Jan. - Dec.
Hotel
5 nights included
Car rental
6 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 6-day luxury road trip in Italy!

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Venice, 1 night in Milan, 1 night in Verona, and 1 night in Triest, experiencing the ultimate luxury vacation in Italy.

We will help you have the best 6-day luxury holiday in Italy imaginable, so you can leave feeling fulfilled and inspired.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 6-day luxury self-drive holiday, including CDW insurance. From there, you will drive off to discover some of the best travel destinations in Italy, including the stunning Piazza San Marco and Rialto Bridge.

Your 6 days in this one-of-a-kind destination in Europe will be filled with bucket-list experiences and bespoke activities. Expect sweeping views over the best attractions, heavenly meals at top-rated restaurants, and world-class service at 5-star luxury hotels.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 6-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Highlights of your itinerary include visiting the famous Duomo di Milano Museum, experiencing the fantastic Galleria Vittorio Emanuele II up close, and discovering the unique features of the highly-recommended Parco Sempione. These are only a few of the many spectacular attractions and sights you will find on your luxury travel itinerary in Italy.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

As your luxury vacation in Italy comes to an end, you will return home with new experiences and unforgettable memories. Not to forget, a full camera album on your phone with amazing photos and videos from the most beautiful places in Italy to share with your friends and family.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 6-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Venice, Milan, Verona, and Triest at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Included

Hotel, 5 nights
Rental car, 6 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 2 nights
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 1 night
Photo of aerial view of Verona historical city centre, Ponte Pietra bridge across Adige river, Verona Cathedral, Duomo di Verona, red tiled roofs, Veneto Region, Italy.Verona / 1 night
Photo of Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.Triest / 1 night

Map

Attractions

photo of sunrise in san marco square with campanile and san marco's basilica. Panorama of the main square of the old town. Venice, Italy.Piazza San Marco
photo of beautiful view from the canal grande to the famous rialto bridge in Venice, Italy, without people and clear, emerald water.Rialto Bridge
photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
photo of verona, Italy. ancient amphitheater arena di verona in Italy like Rome coliseum with nighttime illumination and evening blue sky. verona's italian famous ancient landmark theatre. veneto region.Verona Arena
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
photo of piazza dell unita d'Italia in trieste Italy.Piazza Unità d'Italia
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
photo of Night view of piazza San Marco and Doge's Palace (Palazzo Ducale) in Venice, Italy. Architecture and landmark of Venice. Night cityscape of Venice .Doge's Palace
photo of Beautiful summer view of Miramare Castle. Adorable morning seascape of Adriatic sea. Spectacular outdoor scene of Italy, Europe. Traveling concept background.Miramare Castle
Photo of sunrise in San Marco square with Campanile and San Marco's Basilica, the main square of the old town, Venice, Veneto Italy.Saint Mark's Basilica
photo of The traditional bridge of the sighs of Barranco in Lima-PERU .Bridge of Sighs
photo of View of the Castel Vecchio Bridge connected to Castelvecchio Castle along Adige river in Verona, Italy. Castelvecchio Museum
photo of Ancient Roman bridge Ponte Pietra and the River Adige in cloudy summer day, Duomo tower in background, Verona, Italy .Ponte Pietra
photo of view of Verona, Italy. Scenery with Adige River and Ponte Scaligero and Castelvecchio, medieval landmarks of veronese city, Verona, Italy.Ponte Scaligero
PHOTO OF View of the Piazza delle Erbe in center of Verona city, Italy .Piazza delle Erbe
Teatro La Fenice, Italy.Teatro La Fenice
The Grotta Gigante is a giant cave on the Italian side of the Trieste Karst (Carso). Spectacular stalagmites formations inside one of the biggest caves in the world.Grotta Gigante
Risiera di San Sabba, Servola-Chiarbola-Valmaura-Borgo San Sergio, Triest, UTI Giuliana / Julijska MTU, Friuli-Venezia Giulia, ItalyRisiera di San Sabba
Rilke trail / Pešpot Rilke
Grand Canal, Venezia-Murano-Burano, Venice, Venezia, Veneto, ItalyGrand Canal

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1 – Venice - arrival day

Day 1

Day 1 – Venice - arrival day

  • Venice - Arrival day
  • More
  • Rialto Bridge
  • More

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 6-day luxury vacation in Italy and look forward to more fantastic days to come!

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Experiences

Day 2 – Venice and Milan

Day 2

Day 2 – Venice and Milan

  • Venice
  • Milan
  • More

Drive 264 km, 2 hours 57 min

  • Saint Mark's Basilica
  • Doge's Palace
  • Piazza San Marco
  • Bridge of Sighs
  • Grand Canal
  • More

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 St Mark's Basilica your first stop of the day. The average rating of 4.7 out of 5 stars by 18,439 visitors gives you an idea of what to expect from this cathedral and attraction before you head there.

Next up, make a stop at the incredible Doge's Palace. With an average rating of 4.7 out of 5 stars by 24,775 visitors, it's easy to understand why so many people visit this palace and attraction. In fact, this welcomes around 318,104 visitors annually.

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 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.

If you’re keen to explore even more, then consider a visit to the fantastic Grand Canal. This top-tier point of interest is a remarkable attraction with an average rating of 4.8 out of 5 stars from 3,806 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 Milan, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try L'immagine Bistrot Ristorante, one of the best restaurants in Milan. This restaurant has an average rating of 4.7 out of 5 stars by 2,020 customers.

If you feel like having something else, locals also recommend Contraste as one of their top choices in the city. Contraste is rated an average of 4.7 out of 5 stars by 823 customers.

Another restaurant you could try in Milan is Ribot Restaurant. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 3,991 customers.

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

Mag Cafe is one of the best bars you can visit in Milan tonight. This bar is rated an average of 4.4 out of 5 stars by 3,270 customers.

You can also enjoy a glass or two at a popular place like Nottingham Forest. This bar has an average rating of 4.4 out of 5 stars from 2,686 customers.

Alternatively, try The Friends Pub Milano. The Friends Pub Milano 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 1,689 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.

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Experiences

Day 3 – Verona

Day 3

Day 3 – Verona

  • Milan
  • Verona
  • More

Drive 164 km, 2 hours 32 min

  • Galleria Vittorio Emanuele II
  • Sforzesco Castle Art Library
  • Sempione Park
  • Piazza Gae Aulenti
  • Duomo di Milano Museum
  • More

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 Milan and the city of Verona. You’ll stay in Verona 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 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 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 Verona, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Osteria il Ciottolo, one of the best restaurants in Verona. This restaurant has an average rating of 4.6 out of 5 stars by 2,253 customers.

If you feel like having something else, locals also recommend Greppia as one of their top choices in the city. Greppia is rated an average of 4.4 out of 5 stars by 2,125 customers.

Another restaurant you could try in Verona is Ristorante Nastro Azzurro. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,922 customers.

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

Archivio is one of the best bars you can visit in Verona tonight. This bar is rated an average of 4.7 out of 5 stars by 840 customers.

You can also enjoy a glass or two at a popular place like Antica Bottega del Vino. This bar has an average rating of 4.5 out of 5 stars from 2,699 customers.

Alternatively, try Re Teodorico. Re Teodorico 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 2,370 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.

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Experiences

Day 4 – Trieste

Day 4

Day 4 – Trieste

  • Verona
  • Triest
  • More

Drive 278 km, 3 hours 29 min

  • Verona Arena
  • Castelvecchio Museum
  • Ponte Scaligero
  • Ponte Pietra
  • Piazza delle Erbe
  • More

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 Verona and the city of Trieste. You’ll stay in Trieste for 1 night.

Your day starts in Verona. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Verona Arena your first stop of the day. The average rating of 4.7 out of 5 stars by 123,818 visitors gives you an idea of what to expect from this opera house and attraction before you head there. More than 195,540 people visit this attraction every year.

Next up, make a stop at the incredible Castelvecchio Museum. With an average rating of 4.6 out of 5 stars by 13,854 visitors, it's easy to understand why so many people visit this art museum and attraction. In fact, this welcomes around 35,031 visitors annually.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Castelvecchio Bridge. This arch bridge has an average rating of 4.7 out of 5 stars by 12,156 visitors.

When you’re finished at the deck arch bridge, the perfect next stop is the popular Ponte Pietra. This spectacular deck arch bridge and attraction is rated an average of 4.7 out of 5 stars in 12,284 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic piazza delle Erbe. This square is a remarkable attraction with an average rating of 4.7 out of 5 stars from 11,777 visitors.

Make the most of your day in Verona 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 Verona 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.

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 Al Barattolo. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 3,835 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 San Marco. This bar has an average rating of 4.5 out of 5 stars from 3,676 customers.

Alternatively, try Caffè degli Specchi. Caffè degli Specchi 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 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.

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Experiences

Day 5 – Miramare / Miramar, Borgo Grotta Gigante / Briščiki, Duino / Devin, and Venice

Day 5

Day 5 – Miramare / Miramar, Borgo Grotta Gigante / Briščiki, Duino / Devin, and Venice

  • Triest
  • Venice
  • More

Drive 186 km, 2 hours 52 min

  • Risiera di San Sabba
  • Piazza Unità d'Italia
  • Miramare Castle
  • Grotta Gigante
  • Rilke trail / Pešpot Rilke
  • More

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 Trieste and Miramare. You’ll stay in Venice 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 Trieste, the incredible San Sabba Rice Mill National Monument and Museum. This popular attraction is a museum that has been rated an average of 4.6 out of 5 stars by 5,204 visitors.

Today we also recommend you visit the amazing piazza Unità d'Italia, an outstanding square in Trieste. Around 46,036 travelers have rated this attraction an average of 4.8 out of 5 stars.

Another of the best travel destinations you can visit in Trieste is the astonishing Miramare Castle. Attracting more than 79,218 visitors annually, it's clear that the incredible Miramare Castle is one of the top sights of the area. This attraction is a giardino all'italiana and has been rated an average of 4.7 out of 5 stars in 21,372 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 Trieste.

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

Make your way to the incredible Miramare Castle for some unforgettable sightseeing in Miramare. This popular attraction is a giardino all'italiana and has an average rating of 4.7 out of 5 stars by 21,372 visitors. Approximately 79,218 people visit Miramare every year to see the fantastic Miramare Castle.

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

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Venice, Trattoria Al Gazzettino. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.3 out of 5 stars from 3,378 reviews.

Locals also recommend Farini as one of the best restaurants to have dinner at in Venice. The Farini is rated an average of 4.4 out of 5 stars by 2,615 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Nevodi. This popular restaurant has an average rating of 4.6 out of 5 stars by 2,127 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 Venice's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Cantina Do Spade. This bar is rated an average of 4.4 out of 5 stars from 3,120 customers.

Another place you could go for some drinks is the top-rated Bistrot de Venise. Often recommended by locals, this bar is an excellent place to check out tonight. Bistrot de Venise has an average rating of 4.6 out of 5 stars by 1,931 customers.

Alternatively, go to Impronta. Rated an average of 4.6 out of 5 stars in 1,541 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.

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Experiences

Day 6 – Venice - departure day

Day 6

Day 6 – Venice - departure day

  • Venice - Departure day
  • More
  • Teatro La Fenice
  • More

Today is the last day of your 6-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!

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Experiences

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