Luxury 14-Day Italy Road Trip from Trieste traveling west to Venice, Milan, Turin, Pisa, Rome, and Florence

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!

Begin your sightseeing with a visit to Giants' Stairway. This extraordinary 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.

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

Start your culinary exploration in Trieste by securing a reservation at Harry's Piccolo. This renowned restaurant holds , and offers an exceptional menu of creative cuisine.

If you’re not ready to end the night just yet, Bar X offers a perfect venue to relax and savor a drink. Similarly, Antico Caffè Torinese is well-suited for those looking to unwind in a social setting. Urbanis is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to the start of your 14-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Trieste and Miramare / Miramar. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Trieste, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Venice may take around 1 hour 49 min. Upon your arrival in Venice, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready to see some sights, Roman Theatre of Trieste is a great place to start. This archaeological site is rated an average of 4.3 out of 5 stars by 3,576 visitors.

Another popular attraction you can visit today is Piazza della Borsa. This square has an average rating of 4.5 out of 5 stars from 4,409 travelers.

We also recommend a stop at piazza Unità d'Italia. The square has been rated an average of 4.8 out of 5 stars by 46,036 visitors.

If you're keen to explore more, consider visiting San Sabba Rice Mill National Monument and Museum. This museum is a popular attraction with an average rating of 4.6 out of 5 stars from 5,204 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!

Begin your sightseeing with a visit to Miramare Castle. This extraordinary giardino all'italiana is rated an average of 4.7 out of 5 stars by 21,372 visitors. Each year, around 79,218 people visit this site to learn more about it.

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

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.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds , and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

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 3 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 Venice.

When you’re ready to jump back into the car and say goodbye to Venice, you’ll hit the road in the direction of Milan. This drive usually takes around 2 hours 57 min. When you arrive, enjoy some sightseeing.

Begin your sightseeing with a visit to Rialto Bridge. This extraordinary stone bridge is rated an average of 4.7 out of 5 stars by 141,666 visitors.

Next, make your way to Piazza San Marco. This top attraction is a square with an average rating of 4.7 out of 5 stars by 152,982 visitors.

We also recommend a visit to St Mark's Basilica. This cathedral is rated 4.7 out of 5 stars by 18,439 travelers.

If you’re keen to keep exploring, visit Doge's Palace. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 24,775 travelers. Around 318,104 people come to experience this place of interest every year.

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.

Treat yourself to an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated it is an ideal choice for italian contemporary and modern cuisine in the city.

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/Bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.

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

Day 4 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.

Journey into the unknown at Pinacoteca di Brera, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.7 out of 5 stars from 26,077 reviews. Every year, Pinacoteca di Brera welcomes more than 417 curious visitors.

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.

Cap off your dinner by heading to Kilburn Cocktail Bar Milano, ideal for a leisurely evening with a drink in hand. Bar Frida is another bar that offers an enjoyable setting. Similarly, The Friends Pub Milano is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 5 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.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Turin. Your travel time is around 1 hour 52 min.

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 Turin.

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

Discover the culinary delights of Turin by securing a reservation at Unforgettable. Esteemed for its , this restaurant offers a remarkable selection of innovative and italian contemporary cuisine. For an alternative dining experience, try Piano 35, renowned for its delicious italian contemporary and piedmontese 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 Vintage 1997, a highly recommended local eatery celebrated for its mouthwatering italian and classic menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Keep the excitement of the evening going by going to a bar or two. OINOS Vini - Wine Bar - Caffetteria is an excellent place to start. You could also check out Carpe Diem, offering a different kind of charm. A last recommendation for the day is Piper Pub. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Wake up to day 6 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Turin and Genoa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Embrace the thrill of the open road as you wave goodbye to Turin 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 59 min. Upon reaching Genoa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Be one of the day’s first visitors at Egyptian Museum. This museum is rated an average of 4.7 out of 5 stars by 48,123 visitors.

When you’re finished at Egyptian Museum, head to Parco del Valentino. This one-of-a-kind garden is rated an average of 4.6 out of 5 stars in 42,752 reviews.

Continue your road trip and head to your next destination, Genoa. This car ride takes around 1 hour 59 min.

Kick off the day at Aquarium of Genoa, a top pick for today’s sightseeing. Attracting approximately 1,200,000 visits every year, this attraction is a must-see. This public aquarium is rated an average of 4.5 out of 5 stars in 62,259 reviews.

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

Discover a world of culinary delights in Pisa, 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.

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

Cap off your dinner by heading to JEFFER cocktails & friends, ideal for a leisurely evening with a drink in hand. Le Parisien Wine Bar is another bar that offers an enjoyable setting. Similarly, Las Volta cocktailbar 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 luxury holiday in Italy has plenty more in store for you.

Wake up to day 7 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 Rome, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Pisa.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Rome. Expect your car journey to take a minimum of 3 hours 47 min. When you arrive in Rome, it's time to take a break from the road.

Drop by the renowned Leaning Tower of Pisa. This popular bell tower has been rated an average of 4.7 out of 5 stars by 116,882 visitors. Based on recent data, this attraction is visited by more than 3,200,000 travelers every year.

Another unforgettable place to experience is Angelo Caduto. Rated 4.5 out of 5 stars by 150 visitors, this sightseeing destination deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Piazza del Duomo, Pisa. This square has been rated an average of 4.7 out of 5 stars in 104,550 reviews.

Another favorite attraction in the area is Pisa Cathedral. This cathedral and popular place of interest enjoys a rating of 4.8 out of 5 stars from 8,361 local and international 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.

Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative 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 Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

After enjoying a fulfilling meal, continue your evening at La Botticella of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Sant' Eustachio Caffè offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable 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.

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 2 nights nights remaining.

A top pick for your self-guided sightseeing tour today is Castel Sant'Angelo. Over 918,591 travelers visit this attraction every year. Previous visitors have rated this museum an average of 4.7 out of 5 stars in 72,431 reviews.

Piazza Navona 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 158,771 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.

Roman Forum is another outstanding experience in Rome. Around 114,450 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Colosseum is not far away. This roman amphitheatre is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 328,821 reviews.

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

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming 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.

Day 9 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.

Kick off the day at Villa Borghese, a top pick for today’s sightseeing. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

Today is also your chance to visit piazza del Popolo. Piazza del Popolo is a square with an average rating of 4.6 out of 5 stars from 89,807 reviews.

Spanish Steps is another top attraction we highly recommend you visit today. This monumental staircase is rated an average of 4.5 out of 5 stars by 57,211 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Piazza di Spagna. This square is rated an average of 4.7 out of 5 stars by 113,658 visitors.

Lastly, don’t miss out on Trevi Fountain, a famous sculpture in Rome. This attraction is rated an average of 4.8 out of 5 stars by 343,494 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 Rome.

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

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 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.

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

Your sightseeing of the day begins at St. Peter's Basilica, a remarkable major basilica where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 131,043 reviews. Each year, this popular place of interest welcomes approximately 11,000,000 visitors.

Next, satisfy your wanderlust at Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 travelers.

Saint Peter's Square 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 38,954 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 Vatican Museums. This well-loved art museum boasts a 4.6 out of 5-star rating from 133,310 reviews. In a single year, approximately 1,612,530 visitors add this sightseeing spot to their travel itineraries.

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.

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.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. SE·STO on Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery 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.

Day 11 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 2 nights nights remaining.

Begin your sightseeing with a visit to Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Next up, make your way to Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 reviews. Usually, around 2,011,219 people visit Uffizi Gallery every year.

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 Basilica of Santa Croce in Florence. This church is rated an average of 4.7 out of 5 stars by 28,544 visitors.

If you’re keen to explore even more, then consider a visit to piazzale Michelangelo. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.

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.

Esteemed as a restaurant, it features an exceptional menu.

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

Day 12 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.

Make Basilica di Santa Maria Novella, Firenze (FI) your first stop of the day. Previous visitors have rated this archives an average of 4.7 out of 5 stars in 23,075 reviews.

Next up, make a stop at Central Market. With an average rating of 4.4 out of 5 stars by 43,100 visitors, it's easy to understand why so many people visit this sightseeing destination every year.

Cathedral of Santa Maria del Fiore is another attraction you can visit on this day of your vacation. This church has an average rating of 4.8 out of 5 stars by 76,359 visitors.

When you’re finished at Cathedral of Santa Maria del Fiore, the perfect next stop is Galleria dell'Accademia. This national museum is rated an average of 4.6 out of 5 stars in 34,429 reviews. Galleria dell'Accademia attracts approximately 1,719,645 visitors annually.

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.

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

Continue your road trip and head to your next destination, Padua. This car ride takes around 1 hour 30 min.

Make prato della Valle your first stop of the day. Previous visitors have rated this square an average of 4.6 out of 5 stars in 47,576 reviews.

Next up, make a stop at The Basilica of St. Anthony. With an average rating of 4.8 out of 5 stars by 38,852 visitors, it's easy to understand why so many people visit this church every year.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Bologna. Expect your car journey to take a minimum of 1 hour 29 min. When you arrive in Bologna, it's time to take a break from the road.

Start your sightseeing with a visit to Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars from 64,523 visitors.

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

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.

Let the evening flow smoothly from dinner to drinks at coktail bar Trieste | La Preferita, a top-rated bar in the area. For other recommendations, "LIFE" New Bar Torinese Snc provides a perfect setting for rounding out your night with style and great drinks. Likewise, White Cafe offers a memorable night with diverse drink options and excellent service.

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

Today is the last day of your 14-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.

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!