Luxury 14-Day Italy Road Trip from Trieste to Venice, Arezzo, Rome, Florence, and Verona

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!

Be one of the day’s first visitors at Giants' Stairway. 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 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.

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

After savoring a delicious meal, step into the vibrant nightlife at Bar X, where the evening is just getting started. In the same way, Antico Caffè Torinese offers a unique charm perfect for experiencing the local bar scene in Trieste. Urbanis is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise a toast to the start of your 14-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.

When you’ve had your share of Trieste, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Venice. Your travel time is around 1 hour 49 min.

Be one of the day’s first visitors at Piazza della Borsa. This square is rated an average of 4.5 out of 5 stars by 4,409 visitors.

When you’re finished at Piazza della Borsa, head to piazza Unità d'Italia. This one-of-a-kind square is rated an average of 4.8 out of 5 stars in 46,036 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Statue of Italo Svevo. This point of interest is rated an average of 4.4 out of 5 stars by 423 visitors.

If you’re keen to explore more, then consider a visit to Cattedrale di San Giusto Martire. This church is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 3,288 visitors.

Upon reaching Miramare / Miramar, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Miramare Castle your first stop of the day. Previous visitors have rated this giardino all'italiana an average of 4.7 out of 5 stars in 21,372 reviews. More than 79,218 people visit 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 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.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Al Parlamento, a well-loved spot among locals and tourists. Or, head to Adagio. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Mercante, another top-rated place 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.

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.

If you’re not ready to end the night just yet, The Irish Pub Venezia offers a perfect venue to relax and savor a drink. Similarly, Dolce Vita Venezia is well-suited for those looking to unwind in a social setting. Devils Forest Pub is another excellent spot to enjoy a nightcap after a delightful meal.

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

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

When you’re ready to jump back into the car and say goodbye to Venice, you’ll hit the road in the direction of Arezzo. This drive usually takes around 3 hours 34 min. When you arrive, enjoy some sightseeing.

A top pick for your self-guided sightseeing tour today is Rialto Bridge. Previous visitors have rated this stone bridge an average of 4.7 out of 5 stars in 141,666 reviews.

Palazzo Contarini del Bovolo is a local recommendation that you also can pay a visit today. This sightseeing destination is rated an average of 4.5 out of 5 stars in 11,745 reviews.

Another attraction you won't want to miss is Teatro La Fenice. This opera house is rated an average of 4.7 out of 5 stars in 10,677 reviews.

Peggy Guggenheim Collection is another outstanding experience in Venice. Around 10,128 travelers have rated this art museum an average of 4.6 out of 5 stars. The attraction hosts 92,922 visitors annually.

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

Discover a world of culinary delights in Arezzo, 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 harmony of flavors at Octavin in Arezzo by securing a reservation in advance. Known for its 1-star Michelin status, Octavin offers a delightful variety of dishes highlighting its delicious creative menu.

Cap off your dinner by heading to Liquid Bar, ideal for a leisurely evening with a drink in hand.

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 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 Rome, where you'll be staying for 4 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

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

Make Vatican Museums one of your first sightseeing stops in Vatican City. Rated an average of 4.6 out of 5 stars by 133,310 travelers, a visit to this local attraction makes for a great introduction to the area. This art museum attracts 1,612,530 visitors every year.

Sistine Chapel is a worthwhile attraction you can visit next. This chapel is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 52,083 reviews.

Today is also the perfect opportunity to drop by Saint Peter's Square. This square has been rated an average of 4.8 out of 5 stars by 38,954 visitors.

If you’re keen to explore more, head to St. Peter's Basilica and find out why 11,000,000 people visit this spot every year. A trip to this popular major basilica is also your opportunity to see if it lives up to the reputable 4.8 out of 5-star rating as given by 131,043 previous visitors.

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 taste of local culinary excellence while in Rome by securing a table at La Pergola. Esteemed as a 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

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

Day 6 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 3 nights nights remaining.

Start your sightseeing with a visit to Circus Maximus. This circus is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.4 out of 5 stars by 44,741 visitors.

Altare della Patria is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 49,843 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 1,683,070 people visit this architectural structure every year.

If it’s still bright and early, make your way to largo di Torre Argentina. Visitors have rated this square an average of 4.5 out of 5 stars in 30,433 reviews.

Pantheon, boasting an annual visitor count of up to 30,000,000 people, is another unique site you can experience today. This attraction is a roman temple rated an average of 4.8 out of 5 stars in 189,682 reviews.

Make your way to the fantastic Trevi Fountain, perhaps the most famous sculpture in Rome. This attraction is rated 4.8 out of 5 stars by 343,494 travelers.

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

Esteemed as a restaurant, it features an exceptional menu.

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 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 2 nights nights remaining.

An excellent attraction to start your day with is Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars in 57,211 reviews.

Continue your journey at Piazza di Spagna. This square is rated 4.7 out of 5 stars by 113,658 travelers from near and far.

Rome is also the home of Basilica di Santa Maria Maggiore. This major basilica has an average rating of 4.8 out of 5 stars from 27,678 visitors.

You can continue your self-guided sightseeing tour at Colosseum. A total of 7,400,000 people explore this attraction every year. Rated 4.7 out of 5 stars by 328,821 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Roman Forum. With an average rating of 4.7 out of 5 stars from 114,450 reviews, it’s hard to refuse the opportunity to see this square.

Discover a world of culinary delights in Rome, 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.

Raise a toast to another amazing day of your luxury holiday in Rome, 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.

Begin your sightseeing with a visit to Villa Borghese. This extraordinary urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 visitors.

Next, make your way to piazza del Popolo. This top attraction is a square with an average rating of 4.6 out of 5 stars by 89,807 visitors.

We also recommend a visit to Castel Sant'Angelo. Hosting 918,591 visitors every year, Castel Sant'Angelo is one of the most popular places to visit in Rome. This museum is rated 4.7 out of 5 stars by 72,431 travelers.

If you’re keen to keep exploring, visit Piazza Navona. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 158,771 travelers.

Today is also your chance to spend some time at Campo de' Fiori. This square is rated an average of 4.4 out of 5 stars by 51,133 travelers.

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

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

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

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Arezzo. 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 2 hours 33 min. Upon reaching Arezzo, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Start your sightseeing with a visit to the Medici Fortress Park. This park is rated an average of 4.5 out of 5 stars from 1,117 visitors.

Piazza Grande is another popular attraction you could visit today. This square has a rating of 4.6 out of 5 stars from 14,465 visitors.

Arezzo Cathedral is also highly recommended by travelers. This cathedral has a rating of 4.6 out of 5 stars from 2,450 visitors.

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.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated it is an ideal choice for italian contemporary and international cuisine in the city.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, SE·STO on Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery 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 Arezzo, 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 2 nights nights remaining.

Seize the day by visiting some of the best attractions in the area, like piazza della Signoria. This extraordinary square has an average rating of 4.8 out of 5 stars from 66,956 visitors.

Next, make your way to Palazzo Vecchio. This palazzo is rated an average of 4.7 out of 5 stars in 19,049 reviews.

While in Florence, we also recommend a visit to Uffizi Gallery. Hosting around 2,011,219 visitors every year, Uffizi Gallery is one of the best places to visit. This national museum has been rated an average of 4.7 out of 5 stars in 61,794 reviews.

If you’re keen to explore even more, then consider a visit to Ponte Vecchio. With an average rating of 4.7 out of 5 stars by 118,099 travelers, this deck arch bridge is a highly recommended stop on your sightseeing around Florence.

Make your way to piazzale Michelangelo, perhaps the most famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews.

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.

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

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 1 night nights remaining.

Your sightseeing of the day begins at David, a remarkable statue where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 10,476 reviews.

Next, satisfy your wanderlust at Galleria dell'Accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 travelers. Given the site's popularity, it’s easy to understand why more than 1,719,645 people visit it every year.

Central Market is another must-visit attraction. This renowned point of interest offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.4 out of 5 stars by 43,100 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 Pitti Palace. This well-loved art museum boasts a 4.6 out of 5-star rating from 23,445 reviews. In a single year, approximately 198,270 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, The Boboli Gardens awaits. If you’ve been interested in experiencing a park, this is a top pick rated 4.2 out of 5 stars by 25,341 previous 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.

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.

Wake up to day 12 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Verona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 2 hours 28 min. Verona welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Basilica of Santa Croce in Florence. This church is rated an average of 4.7 out of 5 stars in 28,544 reviews.

Next up, make your way to Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 reviews.

When you’re ready for your next sight of the day, continue to Basilica di Santa Maria Novella, Firenze (FI). This archives has an average rating of 4.7 out of 5 stars from 23,075 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Parco delle Cascine. This park is rated an average of 4.3 out of 5 stars by 14,875 visitors.

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

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

Enjoy an outstanding dining experience at Casa Perbellini 12 Apostoli, a 2-star Michelin restaurant offering an exceptional creative and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, Il Desco, known for its delicious italian contemporary cuisine. Another highly-recommended restaurant in Verona is Osteria Mondo d'Oro, a renowned Bib Gourmand restaurant , known for its delicious italian and seasonal menu.

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

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

Wake up to day 13 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 Trieste, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Verona and Padua.

Set your GPS to Padua and hit the road. Expect a journey of approximately 1 hour 17 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Padua beckons with new experiences!

When you’re ready for some sightseeing, make your way to Castelvecchio Museum. This much-appreciated art museum is rated 4.6 out of 5 stars in 13,854 reviews. Each year, 35,031 people visit this site to admire its unique features.

Next up is Verona Arena. This opera house has an average rating of 4.7 out of 5 stars from 123,818 visitors. As one of the top places to visit in the city, Verona Arena welcomes 195,540 visitors annually.

As you’ve unraveled the marvels of Verona, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Padua may take around 1 hour 17 min. Upon your arrival in Padua, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Your sightseeing of the day begins at prato della Valle, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 47,576 reviews.

Next, satisfy your wanderlust at The Basilica of St. Anthony. This church has an average rating of 4.8 out of 5 stars from 38,852 travelers.

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

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

Extend your evening after a delightful meal by visiting coktail bar Trieste | La Preferita, which offers the perfect atmosphere for a night out. Moreover, "LIFE" New Bar Torinese Snc is another popular option for a drink or two. Likewise, White Cafe also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 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.

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.

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!