Luxury 11-Day Italy Road Trip from Trieste traveling west to Venice, Milan, Genoa, Florence, Rome, Arezzo, and Padua

Your luxury holiday in Italy begins as soon as you reach the city of Trieste. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Make Giants' Stairway your first stop of the day. Previous visitors have rated this sightseeing destination an average of 4.3 out of 5 stars in 955 reviews.

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

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Trieste.

Get ready for an unforgettable culinary journey in Trieste by reserving a table at Harry's Piccolo. Renowned as a 2-star Michelin restaurant, it offers an exceptional creative menu.

Round off your dining experience by visiting Bar X, a prime location for a drink. Alternatively, explore the distinctive characteristics of Antico Caffè Torinese, a bar catering to every mood and preference. Urbanis likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 11-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Venice, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Trieste and Miramare / Miramar.

A top pick for your self-guided sightseeing tour today is Piazza della Borsa. Previous visitors have rated this square an average of 4.5 out of 5 stars in 4,409 reviews.

Piazza Unità d'Italia is a local recommendation that you also can pay a visit today. This square is rated an average of 4.8 out of 5 stars in 46,036 reviews.

Another attraction you won't want to miss is Fountain of the Four Continents. This park is rated an average of 4.5 out of 5 stars in 315 reviews.

San Sabba Rice Mill National Monument and Museum is another outstanding experience in Trieste. Around 5,204 travelers have rated this museum an average of 4.6 out of 5 stars.

Continue your road trip and head to your next destination, Miramare / Miramar.

Journey into the unknown at Miramare Castle, a unique attraction awaiting your visit. This remarkable giardino all'italiana has an average rating of 4.7 out of 5 stars from 21,372 reviews. Every year, Miramare Castle welcomes more than 79,218 curious visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Venice.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Venice.

Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its , this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary and venetian dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Unwind after your meal by stepping into Al Parlamento. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Adagio offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Mercante, another top-rated bar in the area.

Raise your glass and relax after another big day of your luxury holiday in Italy!

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Make Rialto Bridge one of your first sightseeing stops in Venice. Rated an average of 4.7 out of 5 stars by 141,666 travelers, a visit to this local attraction makes for a great introduction to the area.

Piazza San Marco is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 152,982 reviews.

Today is also the perfect opportunity to drop by St Mark's Basilica. This cathedral has been rated an average of 4.7 out of 5 stars by 18,439 visitors.

If you’re keen to explore more, head to Doge's Palace and find out why 318,104 people visit this spot every year. A trip to this popular palace is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 24,775 previous visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Milan.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Milan. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Following your dinner, dive into the local bar culture at Nottingham Forest. Alternatively, go to Armani/Bamboo Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Mag Cafe provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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.

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Milan. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Take the opportunity to see Duomo di Milano Museum. This attraction has an average rating of 4.8 out of 5 stars from 138,554 visitors and gets around 341,609 visits every year.

Galleria Vittorio Emanuele II is another sightseeing hotspot in the area. This commercial gallery has been rated an average of 4.7 out of 5 stars by 91,394 travelers.

Milan is also the home of La Scala. Around 26,219 people have rated this opera house an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Sforzesco Castle Art Library. With an average rating of 4.6 out of 5 stars from a total of 68,714 reviews, a visit to this library is a great idea.

This day of your vacation in Milan is also your chance to admire Parco Sempione. This must-visit park enjoys an average rating of 4.6 out of 5 stars from 72,914 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Genoa.

Discover a world of culinary delights in Genoa, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Get ready for an unforgettable culinary journey in Genoa by reserving a table at The Cook. Renowned as a 1-star Michelin restaurant, it offers an exceptional modern menu. For a different taste experience, head to San Giorgio, recognized for its delicious modern and ligurian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Marin, a local favorite known for its delightful seafood and contemporary cuisine in Genoa. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning seafood and contemporary foodies seeking culinary excellence.

Extend your evening after a delightful meal by visiting Scurreria Beer & Bagel, which offers the perfect atmosphere for a night out. Moreover, La Lepre is another popular option for a drink or two.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Wake up to day 5 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Florence, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Genoa and Pisa.

Kick off the day at piazza De Ferrari, a top pick for today’s sightseeing. This square is rated an average of 4.6 out of 5 stars in 34,312 reviews.

Today is also your chance to visit Aquarium of Genoa. Aquarium of Genoa is a public aquarium with an average rating of 4.5 out of 5 stars from 62,259 reviews. Attracting more than 1,200,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

When you’re ready to jump back into the car and say goodbye to Genoa, you’ll hit the road in the direction of Pisa. This drive usually takes around 2 hours 3 min. When you arrive, enjoy some sightseeing.

Kick off the day at Piazza del Duomo, Pisa, a top pick for today’s sightseeing. This square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Today is also your chance to visit Leaning Tower of Pisa. Leaning Tower of Pisa is a bell tower with an average rating of 4.7 out of 5 stars from 116,882 reviews. Attracting more than 3,200,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Florence. Savor the local cuisine and relax as you recount the day's experiences.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds , and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out SE·STO on Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Start your sightseeing with a visit to piazza della Signoria. This square is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.8 out of 5 stars by 66,956 visitors.

Ponte Vecchio is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 118,099 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Cathedral of Santa Maria del Fiore. Visitors have rated this church an average of 4.8 out of 5 stars in 76,359 reviews.

Piazzale Michelangelo is another unique site you can experience today. This attraction is a square rated an average of 4.8 out of 5 stars in 77,744 reviews.

Make your way to the fantastic Tower of San Niccolò, perhaps the most famous city gate in Florence. This attraction is rated 4.6 out of 5 stars by 712 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Rome.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome so you can check out the menus and make advance reservations.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella of Poggi Giovanni, known for its inviting atmosphere. Sant' Eustachio Caffè is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

Raise a toast to another amazing day of your luxury holiday in Florence, Italy and seize the opportunity to celebrate.

Day 7 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night nights remaining.

Make Castel Sant'Angelo your first stop of the day. Previous visitors have rated this museum an average of 4.7 out of 5 stars in 72,431 reviews. More than 918,591 people visit this place of interest every year.

Next up, make a stop at Piazza Navona. With an average rating of 4.7 out of 5 stars by 158,771 visitors, it's easy to understand why so many people visit this square every year.

Pantheon is another attraction you can visit on this day of your vacation. This roman temple has an average rating of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 travelers come to Rome every year to see Pantheon with their own eyes.

When you’re finished at Pantheon, the perfect next stop is Roman Forum. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

If you’re keen to explore even more, then consider a visit to Colosseum. This roman amphitheatre is a top place to visit, with a rating of 4.7 out of 5 stars from 328,821 reviews. Colosseum hosts around 7,400,000 visitors every year.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome for you, so you can check out the menus and make your reservation in advance.

After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.

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.

Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome and Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Trevi Fountain. This extraordinary sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Next, make your way to Piazza di Spagna. This top attraction is a square with an average rating of 4.7 out of 5 stars by 113,658 visitors.

We also recommend a visit to piazza del Popolo. This square is rated 4.6 out of 5 stars by 89,807 travelers.

If you’re keen to keep exploring, visit Villa Borghese. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 69,749 travelers.

Vatican City welcomes you with a multitude of unique vacation experiences.

An excellent attraction to start your day with is St. Peter's Basilica. This major basilica typically receives around 11,000,000 visitors every year and is rated an average of 4.8 out of 5 stars in 131,043 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Arezzo.

In Arezzo, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Have a memorable dining experience in Arezzo by booking a table at Octavin, renowned as a 1-star Michelin restaurant presenting an exceptional creative menu.

Keep the excitement of the evening going by going to a bar or two. Liquid Bar is an excellent place to start.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 9 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Padua, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bologna and Ferrara.

As you’ve unraveled the marvels of Arezzo, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Bologna may take around 2 hours 5 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Drop by the renowned Two Towers. This popular tower has been rated an average of 4.7 out of 5 stars by 25,975 visitors.

Another unforgettable place to experience is Piazza Maggiore. Rated 4.7 out of 5 stars by 64,523 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Fountain of Neptune, Bologna. This fountain has been rated an average of 4.7 out of 5 stars in 3,952 reviews.

When you’ve had your share of Bologna, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ferrara. Your travel time is around 51 min.

A top pick for your self-guided sightseeing tour today is Castello Estense. Over 51,526 travelers visit this attraction every year. Previous visitors have rated this castle an average of 4.6 out of 5 stars in 25,340 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Padua.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Padua for you, so you can check out the menus and make your reservation in advance.

As a top-rated it is an ideal choice in the city.

Let the evening flow smoothly from dinner to drinks at Il Gottino - Wine Bar, a top-rated bar in the area. For other recommendations, Lax provides a perfect setting for rounding out your night with style and great drinks. Likewise, BarCode offers a memorable night with diverse drink options and excellent service.

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 10 of your luxury holiday in Italy, your road trip route will take you exploring the best of Padua and Verona. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you're ready to see some sights, Piazza dei Signori, Padua is a great place to start. This square is rated an average of 4.7 out of 5 stars by 12,510 visitors.

Another popular attraction you can visit today is Ragione Palace. This museum has an average rating of 4.6 out of 5 stars from 2,178 travelers.

We also recommend a stop at Piazza della Frutta. The square has been rated an average of 4.6 out of 5 stars by 5,397 visitors.

Embrace the thrill of the open road as you wave goodbye to Padua and set your GPS to Verona. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 5 min. Upon reaching Verona, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready to see some sights, Verona Arena is a great place to start. This opera house is rated an average of 4.7 out of 5 stars by 123,818 visitors. Verona Arena attracts more than 195,540 visitors every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Trieste.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Trieste for you so you can browse their menus in advance and make a reservation.

Keep the evening going at coktail bar Trieste | La Preferita, a great choice for enjoying the after-dinner hours with a drink. You could also go to "LIFE" New Bar Torinese Snc, which offers a similarly pleasant setting and great drinks. Another option is White Cafe, which provides an inviting environment for unwinding after a busy day out.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Today is the last day of your 11-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 Trieste before saying goodbye.

Make the most of your final day in Italy by visiting Trieste’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Take home a piece of Italy with these souvenirs, keeping your adventures close.

Make the most of what's left of your luxury vacation and head out to the stunning Umberto Saba Statue. This extraordinary sightseeing destination and attraction is rated an average of 4.4 out of 5 stars in 270 reviews, and is an excellent choice for your last sightseeing in Trieste.

Treat yourself to a final feast. Savor the unique flavors of Trieste one last time before you head to the airport.

Treat yourself to a delicious dinner at Chimera di Bacco, an excellent option for tonight's dining. Looking for something different? Sbecolez Trieste offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Menarosti.

You will then say farewell to Trieste 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!