Luxury 13-Day Italy Road Trip from Trieste traveling west to Venice, Verona, Milan, Pisa, Florence, and Bologna

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!

When you're ready to see some sights, Giants' Stairway is a great place to start. This point of interest is rated an average of 4.3 out of 5 stars by 955 visitors.

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

Discover the culinary delights of Trieste by securing a reservation at Harry's Piccolo. Esteemed for its , this restaurant offers a remarkable selection of creative cuisine.

Cap off your dinner by heading to Bar X, ideal for a leisurely evening with a drink in hand. Antico Caffè Torinese is another bar that offers an enjoyable setting. Similarly, Urbanis is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise a toast to the start of your 13-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Trieste and Miramare / Miramar. 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 Roman Theatre of Trieste, a remarkable archaeological site where it’s easy to get lost in exploration. This top attraction is rated an average of 4.3 out of 5 stars in 3,576 reviews.

Next, satisfy your wanderlust at Piazza della Borsa. This square has an average rating of 4.5 out of 5 stars from 4,409 travelers.

Piazza Unità d'Italia is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 46,036 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 Cattedrale di San Giusto Martire. This well-loved church boasts a 4.6 out of 5-star rating from 3,288 reviews.

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!

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.

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

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant 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.

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 luxury holiday in Italy has plenty more in store for you.

Day 3 of your luxury road trip in Italy begins and concludes in the city of Venice. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Venice, where you still have 1 night nights remaining.

When you're ready to see some sights, Piazza San Marco is a great place to start. This square is rated an average of 4.7 out of 5 stars by 152,982 visitors.

Another popular attraction you can visit today is St Mark's Basilica. This cathedral has an average rating of 4.7 out of 5 stars from 18,439 travelers.

We also recommend a stop at Doge's Palace. This site gets more than 318,104 visitors annually. The palace has been rated an average of 4.7 out of 5 stars by 24,775 visitors.

If you're keen to explore more, consider visiting Bridge of Sighs. This footbridge is a popular attraction with an average rating of 4.6 out of 5 stars from 18,223 reviews.

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

After savoring a delicious meal, step into the vibrant nightlife at The Irish Pub Venezia, where the evening is just getting started. In the same way, Dolce Vita Venezia offers a unique charm perfect for experiencing the local bar scene in Venice. Devils Forest Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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 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 Teatro La Fenice. Visitors have rated this opera house an average of 4.7 out of 5 stars in 10,677 reviews.

Gallerie dell'Accademia, boasting an annual visitor count of up to 210,149 people, is another unique site you can experience today. This attraction is an art museum rated an average of 4.5 out of 5 stars in 7,950 reviews.

Make your way to the fantastic Peggy Guggenheim Collection, perhaps the most famous art museum in Venice. This attraction welcomes around 92,922 visitors annually and is rated 4.6 out of 5 stars by 10,128 travelers.

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

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

Have a memorable dining experience in Verona by booking a table at Casa Perbellini 12 Apostoli, renowned as a 2-star Michelin restaurant presenting an exceptional creative and contemporary menu. For a different culinary experience, Il Desco shines as one of the top destinations known for its delicious italian contemporary cuisine in Verona. 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, Osteria Mondo d'Oro is known as a top local spot for its delicious italian and seasonal cuisine in Verona. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

Cap off your dinner by heading to Archivio, ideal for a leisurely evening with a drink in hand. La Segreteria Café is another bar that offers an enjoyable setting. Similarly, Duchi Café is also a popular place to go on a night out, perfect for relaxing and socializing.

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.

Day 5 of your luxury road trip in Italy begins and concludes in the city of Verona. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Verona, where you still have 1 night nights remaining.

Drop by the renowned Ponte Pietra. This popular deck arch bridge has been rated an average of 4.7 out of 5 stars by 12,284 visitors.

Another unforgettable place to experience is piazza delle Erbe. Rated 4.7 out of 5 stars by 11,777 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Verona Arena. Hosting around 195,540 visitors every year, the fascinating Verona Arena is one of the best places to visit in Verona. This opera house has been rated an average of 4.7 out of 5 stars in 123,818 reviews.

Another favorite attraction in the area is Castelvecchio Museum, drawing over 35,031 yearly visitors. This art museum and popular place of interest enjoys a rating of 4.6 out of 5 stars from 13,854 local and international travelers.

If you’re keen to explore even more, then consider a visit to Castelvecchio Bridge. With an average rating of 4.7 out of 5 stars from 12,156 travelers, this arch bridge is an attraction many avid travelers highly recommend visiting while in Verona.

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

Round off your dining experience by visiting Cappa Café, a prime location for a drink.

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 6 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 Milan, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Valeggio sul Mincio, Ronchi, and Monza.

Set your GPS to Valeggio sul Mincio and hit the road. Expect a journey of approximately 46 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Valeggio sul Mincio beckons with new experiences!

Begin your sightseeing with a visit to Parco Giardino Sigurtà. This extraordinary park is rated an average of 4.6 out of 5 stars by 27,387 visitors.

When you’ve had your share of Valeggio sul Mincio, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ronchi. Your travel time is around 31 min.

Kick off the day at Gardaland Resort, a top pick for today’s sightseeing. This amusement park is rated an average of 4.4 out of 5 stars in 99,291 reviews.

As you’ve unraveled the marvels of Ronchi, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Monza may take around 1 hour 27 min. Upon your arrival in Monza, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready to see some sights, Monza Park is a great place to start. This park is rated an average of 4.7 out of 5 stars by 34,629 visitors.

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

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

Experience a harmony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Known for its 3-star Michelin status, Enrico Bartolini al Mudec offers a delightful variety of dishes highlighting its delicious creative menu. If you're seeking an alternative culinary experience, be sure to explore Seta by Antonio Guida, a highly recommended restaurant known for its enticing international and contemporary cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Luogo Aimo e Nadia, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and modern menu.

Continue your lively evening at Nottingham Forest, a perfect place for winding down or revving up the night, depending on which mood you’re in. Armani/Bamboo Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Mag Cafe ensures a night out tailored to your taste.

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.

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

Start your sightseeing with a visit to Pinacoteca di Brera. This art museum is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.7 out of 5 stars by 26,077 visitors. Around 417 people visit this attraction every year.

Sforzesco Castle Art Library is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 68,714 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Parco Sempione. Visitors have rated this park an average of 4.6 out of 5 stars in 72,914 reviews.

Arch of Peace is another unique site you can experience today. This attraction is a monument rated an average of 4.6 out of 5 stars in 27,502 reviews.

Make your way to the fantastic Piazza Gae Aulenti, perhaps the most famous square in Milan. This attraction is rated 4.6 out of 5 stars by 30,398 travelers.

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.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Kilburn Cocktail Bar Milano stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Frida offers an ideal atmosphere to enjoy the pleasures of the night. The Friends Pub Milano is also a great option that provides a perfect setting for a relaxing 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.

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan and Genoa. 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 Galleria Vittorio Emanuele II. This extraordinary commercial gallery is rated an average of 4.7 out of 5 stars by 91,394 visitors.

Next, make your way to Duomo di Milano Museum. This top attraction is an art museum with an average rating of 4.8 out of 5 stars by 138,554 visitors. Duomo di Milano Museum welcomes 341,609 yearly visitors.

Embrace the thrill of the open road as you wave goodbye to Milan and set your GPS to Genoa. 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 58 min. Upon reaching Genoa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Start your sightseeing with a visit to Aquarium of Genoa. This public aquarium is a popular stop on travelers’ itineraries in Genoa, with an average rating of 4.5 out of 5 stars by 62,259 visitors. Around 1,200,000 people visit this attraction every year.

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

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

Continue your evening by exploring the vibrant nightlife scene at JEFFER cocktails & friends, a prime destination for a thrilling night out. Also, don’t forget to check out Le Parisien Wine Bar, a bar that offers unique local touches. Likewise, Las Volta cocktailbar provides an excellent alternative for a fun evening.

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

Wake up to day 9 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pisa and Lucca. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Leaning Tower of Pisa. This bell tower gets 3,200,000 visitors each year and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

Next up, make your way to Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 reviews.

When you’re ready for your next sight of the day, continue to Pisa Cathedral. This cathedral has an average rating of 4.8 out of 5 stars from 8,361 visitors.

Lucca’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pisa behind. This drive usually takes around 31 min. Lucca welcomes you with a multitude of unique vacation experiences.

Be one of the day’s first visitors at Guinigi Tower. This tour is rated an average of 4.6 out of 5 stars by 8,656 visitors.

When you’re finished at Guinigi Tower, head to Piazza dell'Anfiteatro. This one-of-a-kind square is rated an average of 4.6 out of 5 stars in 24,190 reviews.

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

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

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant , known for its delicious italian contemporary and international menu.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to SE·STO on Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 10 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.

Begin your sightseeing with a visit to piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars in 77,744 reviews.

Next up, make your way to Basilica of Santa Croce in Florence. This church has an average rating of 4.7 out of 5 stars from 28,544 reviews.

When you’re ready for your next sight of the day, continue to piazza della Signoria. This square has an average rating of 4.8 out of 5 stars from 66,956 visitors.

Beyond the above-mentioned attractions, 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.

If you’re keen to explore even more, then consider a visit to Ponte Vecchio. This deck arch bridge is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 118,099 visitors.

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

This renowned restaurant holds , and offers an exceptional menu of cuisine.

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 11 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 Bologna, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Florence.

Take the opportunity to see Cathedral of Santa Maria del Fiore. This attraction has an average rating of 4.8 out of 5 stars from 76,359 visitors.

Galleria dell'Accademia is another sightseeing hotspot in the area. This national museum has been rated an average of 4.6 out of 5 stars by 34,429 travelers. Up to 1,719,645 people visit Galleria dell'Accademia every year.

Florence is also the home of Central Market. Around 43,100 people have rated this sightseeing destination an average of 4.4 out of 5 stars.

Another place you’ll want to visit is Basilica di Santa Maria Novella, Firenze (FI). With an average rating of 4.7 out of 5 stars from a total of 23,075 reviews, a visit to this archives is a great idea.

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

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

Experience a taste of local culinary excellence while in Bologna by securing a table at I Portici. Esteemed as a 1-star Michelin restaurant, it features an exceptional creative and contemporary menu. For an alternative taste experience, visit Ahimè, famous for its scrumptious country cooking dishes. This Bib Gourmand venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Trattoria di Via Serra, a local favorite celebrated for its exquisite emilian cuisine in Bologna. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for emilian cuisine lovers seeking top-notch culinary experiences.

Unwind after your meal by stepping into Bar Freud e Squisito. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Osteria del Sole offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Macondo - Cocktail Bar, another top-rated bar in the area.

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 12 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bologna and 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.

Kick off the day at Piazza Maggiore, a top pick for today’s sightseeing. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Today is also your chance to visit Two Towers. Two Towers is a tower with an average rating of 4.7 out of 5 stars from 25,975 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Padua. This drive usually takes around 1 hour 29 min, without any stops or traffic disruptions.

Begin your sightseeing with a visit to The Basilica of St. Anthony. This church is rated an average of 4.8 out of 5 stars in 38,852 reviews.

Next up, make your way to prato della Valle. This square has an average rating of 4.6 out of 5 stars from 47,576 reviews.

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

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

This renowned restaurant holds , and offers an exceptional menu of cuisine.

Keep the excitement of the evening going by going to a bar or two. Coktail bar Trieste | La Preferita is an excellent place to start. You could also check out "LIFE" New Bar Torinese Snc, offering a different kind of charm. A last recommendation for the day is White Cafe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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.

Today is the last day of your 13-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.

Maximize your last day in Italy and go on a shopping spree in Trieste’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

Make the most of what's left of your luxury vacation and head out to the stunning James Joyce statue. This extraordinary sightseeing destination and attraction is rated an average of 4.5 out of 5 stars in 396 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.

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!