Luxury 11-Day Italy Road Trip from Trieste traveling south to Venice, Milan, La Spezia, Arezzo, Rome, Florence, and Padua

Your luxury holiday in Italy begins as soon as you reach the city of Trieste, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Your sightseeing of the day begins at Molo Audace, a remarkable landmark where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 2,849 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 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.

Set out on a gastronomic journey in Trieste by reserving a table at Harry's Piccolo. Renowned for its , this restaurant presents an outstanding menu of creative cuisine. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

Continue your evening by exploring the vibrant nightlife scene at Bar X, a prime destination for a thrilling night out. Also, don’t forget to check out Antico Caffè Torinese, a bar that offers unique local touches. Likewise, Urbanis provides an excellent alternative for a fun evening.

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.

Begin your sightseeing with a visit to Piazza della Borsa. This extraordinary square is rated an average of 4.5 out of 5 stars by 4,409 visitors.

Next, make your way to piazza Unità d'Italia. This top attraction is a square with an average rating of 4.8 out of 5 stars by 46,036 visitors.

We also recommend a visit to Villa Engelmann. This park is rated 4.2 out of 5 stars by 457 travelers.

Set your GPS to Miramare / Miramar and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Miramare / Miramar beckons with new experiences!

Your sightseeing of the day begins at Miramare Castle, a remarkable giardino all'italiana where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 21,372 reviews. Each year, this popular place of interest welcomes approximately 79,218 visitors.

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

Discover a world of culinary delights in Venice, 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.

Start your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds , and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian 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 Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. Adagio is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Mercante ensures a night out tailored to your taste.

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 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.

Your sightseeing of the day begins at Rialto Bridge, a remarkable stone bridge where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 141,666 reviews.

Next, satisfy your wanderlust at Teatro La Fenice. This opera house has an average rating of 4.7 out of 5 stars from 10,677 travelers.

Piazza San Marco is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 152,982 travelers, 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 Doge's Palace. This well-loved palace boasts a 4.7 out of 5-star rating from 24,775 reviews. In a single year, approximately 318,104 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Bridge of Sighs awaits. If you’ve been interested in experiencing a footbridge, this is a top pick rated 4.6 out of 5 stars by 18,223 previous visitors.

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

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

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its , this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international and contemporary dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/Bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe 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.

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.

Journey into the unknown at Duomo di Milano Museum, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.8 out of 5 stars from 138,554 reviews. Every year, Duomo di Milano Museum welcomes more than 341,609 curious visitors.

When you’re ready to continue your sightseeing, Galleria Vittorio Emanuele II is a recommended place to visit. This commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Another must-see attraction in Milan is La Scala. Rated an average of 4.7 out of 5 stars by 26,219 travelers, this popular tourist destination in Milan offers an experience you will remember.

Sforzesco Castle Art Library is another popular stop on travelers' itineraries in Milan. This library promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 68,714 reviews.

Lastly, don't miss out on Parco Sempione. Rated 4.6 out of 5 stars by 72,914 local and international travelers, it's a popular place to visit.

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

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

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 Arezzo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Pisa and Arezzo.

Fasten your seatbelt and make your way to your next stop. Pisa, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from La Spezia to Pisa may take around 1 hour 2 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

Be one of the day’s first visitors at Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

When you’re finished at Pisa Cathedral, head to Piazza del Duomo, Pisa. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Leaning Tower of Pisa. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Visiting Leaning Tower of Pisa means you'll be one of 3,200,000 people who do so every year.

If you’re keen to explore more, then consider a visit to Knights' Square. This square is a much-appreciated attraction with an average rating of 4.5 out of 5 stars from 9,051 visitors.

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Arezzo. This drive usually takes around 2 hours 4 min. When you arrive, enjoy some sightseeing.

Take the opportunity to see piazza Grande. This attraction has an average rating of 4.6 out of 5 stars from 14,465 visitors.

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

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

Experience a symphony of flavors at Octavin in Arezzo by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Octavin delights its guests with its exceptional variety of meals showcasing delicious creative cuisine.

After your meal, keep the night alive at a bar like Liquid Bar, known for its lively atmosphere.

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

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

Continue your road trip and head to your next destination, Vatican City.

Start your sightseeing with a visit to Vatican Museums. This art museum is a popular stop on travelers’ itineraries in Vatican City, with an average rating of 4.6 out of 5 stars by 133,310 visitors. Around 1,612,530 people visit this attraction every year.

Sistine Chapel is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 52,083 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Saint Peter's Square. Visitors have rated this square an average of 4.8 out of 5 stars in 38,954 reviews.

St. Peter's Basilica, boasting an annual visitor count of up to 11,000,000 people, is another unique site you can experience today. This attraction is a major basilica 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 Rome.

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

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative 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 Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

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

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.

A top pick for your self-guided sightseeing tour today is Colosseum. Over 7,400,000 travelers visit this attraction every year. Previous visitors have rated this roman amphitheatre an average of 4.7 out of 5 stars in 328,821 reviews.

Roman Forum is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Another attraction you won't want to miss is Pantheon. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews. Every year, around 30,000,000 travelers visit this site to discover its unique features.

Piazza Navona is another outstanding experience in Rome. Around 158,771 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Castel Sant'Angelo is not far away. This museum is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 72,431 reviews.

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.

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

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 stress-free 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. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Altare della Patria your first stop of the day. Previous visitors have rated this architectural structure an average of 4.8 out of 5 stars in 49,843 reviews. More than 1,683,070 people visit this place of interest every year.

Next up, make a stop at Trevi Fountain. With an average rating of 4.8 out of 5 stars by 343,494 visitors, it's easy to understand why so many people visit this sculpture every year.

Piazza di Spagna is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 113,658 visitors.

When you’re finished at Piazza di Spagna, the perfect next stop is piazza del Popolo. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

If you’re keen to explore even more, then consider a visit to Villa Borghese. This urban zone of rome is a top place to visit, with a rating of 4.6 out of 5 stars from 69,749 reviews.

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

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

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience, Santa Elisabetta shines as one of the top destinations known for its delicious creative and mediterranean cuisine in Florence. This 2-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, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

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 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 Florence.

When you’re ready for some sightseeing, make your way to piazza della Signoria. This much-appreciated square is rated 4.8 out of 5 stars in 66,956 reviews.

Next up is Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 visitors. As one of the top places to visit in the city, Uffizi Gallery welcomes 2,011,219 visitors annually.

Another top sightseeing recommendation is Ponte Vecchio. This deck arch bridge has been rated 4.7 out of 5 stars in 118,099 reviews.

Cathedral of Santa Maria del Fiore is another attraction you have the opportunity to visit today. This church has an average rating of 4.8 out of 5 stars from 76,359 reviews.

To continue your sightseeing, head over to piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars in 77,744 reviews.

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

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

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Padua.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Il Gottino - Wine Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Lax offers an ideal atmosphere to enjoy the pleasures of the night. BarCode 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 stress-free 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. 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 Piazza della Frutta. This square has an average rating of 4.6 out of 5 stars from 5,397 travelers.

We also recommend a stop at Scrovegni Chapel. This site gets more than 9,387 visitors annually. The chapel has been rated an average of 4.8 out of 5 stars by 11,849 visitors.

If you're keen to explore more, consider visiting The Basilica of St. Anthony. This church is a popular attraction with an average rating of 4.8 out of 5 stars from 38,852 reviews.

Prato della Valle is another easily accessible place to visit on this day of your trip. Stop by this square, rated 4.6 out of 5 stars in 47,576 reviews, to discover more of what makes it unique.

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.

On your last day in Italy, take time to indulge in shopping at Trieste’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Italy forever.

Make the most of what's left of your luxury vacation and head out to the stunning Giants' Stairway. This extraordinary point of interest and attraction is rated an average of 4.3 out of 5 stars in 955 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!