Luxury 12-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!

Kick off the day at Giants' Stairway, a top pick for today’s sightseeing. This sightseeing destination is rated 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.

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 Trieste so you can check out the menus and make advance reservations.

Have a memorable dining experience in Trieste by booking a table at Harry's Piccolo, renowned as a 2-star Michelin restaurant presenting an exceptional creative menu.

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

Raise a toast to the start of your 12-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.

When you're ready to see some sights, Piazza della Borsa is a great place to start. This square is rated an average of 4.5 out of 5 stars by 4,409 visitors.

Another popular attraction you can visit today is piazza Unità d'Italia. This square has an average rating of 4.8 out of 5 stars from 46,036 travelers.

We also recommend a stop at Palazzo Gopcevich. The museum has been rated an average of 4.6 out of 5 stars by 437 visitors.

If you're keen to explore more, consider visiting Molo Audace. This landmark is a popular attraction with an average rating of 4.7 out of 5 stars from 2,849 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Miramare / Miramar.

An excellent attraction to start your day with is Miramare Castle. This giardino all'italiana typically receives around 79,218 visitors every year and is rated an average of 4.7 out of 5 stars in 21,372 reviews.

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

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

Have a memorable dining experience in Venice by booking a table at Local, renowned as a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience, Wistèria shines as one of the top destinations known for its delicious contemporary and venetian cuisine in Venice. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Quadri is known as a top local spot for its delicious modern cuisine in Venice. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Explore the vibrant nightlife at Al Parlamento after your meal, a hub for lively evenings and memorable moments. Or, head to Adagio for a great selection of flavorful drinks and a charming setting. Furthermore, Il Mercante is perfect for those looking to extend their night with a touch of local flavor.

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.

Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Venice. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to 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.

Palazzo Contarini del Bovolo is another popular place of interest you can visit today. The average rating of 4.5 out of 5 stars from 11,745 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Piazza San Marco. Visitors have rated this square an average of 4.7 out of 5 stars in 152,982 reviews.

Doge's Palace, boasting an annual visitor count of up to 318,104 people, is another unique site you can experience today. This attraction is a palace rated an average of 4.7 out of 5 stars in 24,775 reviews.

Make your way to the fantastic Bridge of Sighs, perhaps the most famous footbridge in Venice. This attraction is rated 4.6 out of 5 stars by 18,223 travelers.

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

Discover a world of culinary delights in Milan, 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.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. Esteemed as a 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/Bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan. 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 Duomo di Milano Museum one of your first sightseeing stops in Milan. Rated an average of 4.8 out of 5 stars by 138,554 travelers, a visit to this local attraction makes for a great introduction to the area. This art museum attracts 341,609 visitors every year.

Galleria Vittorio Emanuele II is a worthwhile attraction you can visit next. This commercial gallery is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 91,394 reviews.

Today is also the perfect opportunity to drop by La Scala. This opera house has been rated an average of 4.7 out of 5 stars by 26,219 visitors.

If you’re keen to explore more, head to Sforzesco Castle Art Library. A trip to this popular library is also your opportunity to see if it lives up to the reputable 4.6 out of 5-star rating as given by 68,714 previous visitors.

Another top place to visit is Parco Sempione. This park enjoys an average rating of 4.6 out of 5 stars from 72,914 local and international travelers.

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

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Genoa.

Start your culinary exploration in Genoa by securing a reservation at The Cook. This renowned restaurant holds , and offers an exceptional menu of modern cuisine. For another dining delight, visit San Giorgio, celebrated for its delectable modern and ligurian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Marin, a top local spot known for its tantalizing seafood and contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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.

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 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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Genoa and Pisa.

Begin your sightseeing with a visit to piazza De Ferrari. This extraordinary square is rated an average of 4.6 out of 5 stars by 34,312 visitors.

Next, make your way to Aquarium of Genoa. This top attraction is a public aquarium with an average rating of 4.5 out of 5 stars by 62,259 visitors. Aquarium of Genoa welcomes 1,200,000 yearly visitors.

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.

Make Piazza del Duomo, Pisa your first stop of the day. Previous visitors have rated this square an average of 4.7 out of 5 stars in 104,550 reviews.

Next up, make a stop at Leaning Tower of Pisa. With an average rating of 4.7 out of 5 stars by 116,882 visitors, it's easy to understand why so many people visit this bell tower every year. In fact, this attraction welcomes 3,200,000 annual visitors.

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

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 Florence for you so you can browse their menus in advance and make a reservation.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, SE·STO on Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Day 6 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Kick off the day at Cathedral of Santa Maria del Fiore, a top pick for today’s sightseeing. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Today is also your chance to visit piazza della Signoria. Piazza della Signoria is a square with an average rating of 4.8 out of 5 stars from 66,956 reviews.

Ponte Vecchio is another top attraction we highly recommend you visit today. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. Visiting Uffizi Gallery means you'll be one of 2,011,219 people who do so every year.

Lastly, don’t miss out on piazzale Michelangelo, a famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars by 77,744 travelers.

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

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

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

Wake up to day 7 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Nazzano and Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Kick off the day at Riserva Naturale Regionale Nazzano Tevere-Farfa, a top pick for today’s sightseeing. This park is rated an average of 4.4 out of 5 stars in 2,365 reviews.

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

Be one of the day’s first visitors at Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

When you’re finished at Saint Peter's Square, head to Sistine Chapel. This one-of-a-kind chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Visiting Vatican Museums means you'll be one of 1,612,530 people who do so every year.

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

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

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its , this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Sant' Eustachio Caffè. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

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

Day 8 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.

Journey into the unknown at Colosseum, a unique attraction awaiting your visit. This remarkable roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 reviews. Every year, Colosseum welcomes more than 7,400,000 curious visitors.

When you’re ready to continue your sightseeing, Roman Forum is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Another must-see attraction in Rome is Altare della Patria. This spectacular architectural structure gets over 1,683,070 visitors every year. Rated an average of 4.8 out of 5 stars by 49,843 travelers, this popular tourist destination in Rome offers an experience you will remember.

Trevi Fountain is another popular stop on travelers' itineraries in Rome. This sculpture promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 343,494 reviews.

Lastly, don't miss out on Piazza di Spagna. Rated 4.7 out of 5 stars by 113,658 local and international travelers, it's a popular place to visit.

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 Rome for you so you can browse their menus in advance and make a reservation.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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

Begin your sightseeing with a visit to Pantheon. This roman temple gets 30,000,000 visitors each year and is rated an average of 4.8 out of 5 stars in 189,682 reviews.

Next up, make your way to Piazza Navona. This square has an average rating of 4.7 out of 5 stars from 158,771 reviews.

When you’re ready for your next sight of the day, continue to Castel Sant'Angelo. This museum has an average rating of 4.7 out of 5 stars from 72,431 visitors. Up to 918,591 people visit this place of interest annually.

Beyond the above-mentioned attractions, you also have the opportunity to visit piazza del Popolo. This square is rated an average of 4.6 out of 5 stars by 89,807 visitors.

If you’re keen to explore even more, then consider a visit to Villa Borghese. This urban zone of rome is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 69,749 visitors.

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

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 Arezzo. Savor the local cuisine and relax as you recount the day's experiences.

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant offers an exceptional menu of creative cuisine.

Let the evening flow smoothly from dinner to drinks at Liquid Bar, a top-rated bar in the area.

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.

Wake up to day 10 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 Arezzo and Bologna.

An excellent attraction to start your day with is San Francesco, Arezzo. This minor basilica typically receives around 20,939 visitors every year and is rated an average of 4.6 out of 5 stars in 2,377 reviews.

Continue your journey at piazza Grande. This square is rated 4.6 out of 5 stars by 14,465 travelers from near and far.

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 9 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to Two Towers. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

Next up, make your way to Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 reviews.

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

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

After your meal, keep the night alive at a bar like Il Gottino - Wine Bar, known for its lively atmosphere. Lax is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, BarCode offers an excellent atmosphere for those looking to amp up the evening.

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

Your sightseeing of the day begins at Piazza dei Signori, Padua, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 12,510 reviews.

Next, satisfy your wanderlust at Porte Contarine. This sightseeing destination has an average rating of 4.4 out of 5 stars from 227 travelers.

Scrovegni Chapel is another must-visit attraction. This renowned chapel offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 11,849 travelers and attracting 9,387 annual visitors, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit The Basilica of St. Anthony. This well-loved church boasts a 4.8 out of 5-star rating from 38,852 reviews.

When there’s still energy left for exploring, prato della Valle awaits. If you’ve been interested in experiencing a square, this is a top pick rated 4.6 out of 5 stars by 47,576 previous visitors.

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

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 Trieste for you, so you can check out the menus and make your reservation in advance.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, coktail bar Trieste | La Preferita stands out as an excellent choice for a post-dinner cocktail. Alternatively, "LIFE" New Bar Torinese Snc offers an ideal atmosphere to enjoy the pleasures of the night. White Cafe is also a great option that provides a perfect setting for a relaxing evening.

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.

Today is the last day of your 12-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.

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Trieste’s best shopping location. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy. Keep the spirit of your trip to Italy alive with these special souvenirs.

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.

Savor the flavors at Chimera di Bacco, a top pick for dinner tonight. Alternatively, Sbecolez Trieste beckons with its unique menu offerings.

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!