Luxury 9-Day Italy Road Trip from Trieste traveling west to Venice, Florence, Siena, Rome, Arezzo, and Verona

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

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 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.

Dive into a culinary adventure like no other in Trieste by booking a table at Harry's Piccolo. This popular restaurant holds , and offers an exceptional menu of creative cuisine.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar X stands out as an excellent choice for a post-dinner cocktail. Alternatively, Antico Caffè Torinese offers an ideal atmosphere to enjoy the pleasures of the night. Urbanis is also a great option that provides a perfect setting for a relaxing evening.

Raise a toast to the start of your 9-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.

Seize the day by visiting some of the best attractions in the area, like piazza Unità d'Italia. This extraordinary square has an average rating of 4.8 out of 5 stars from 46,036 visitors.

Next, make your way to Molo Audace. This landmark is rated an average of 4.7 out of 5 stars in 2,849 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!

Start your sightseeing with a visit to Miramare Castle. This giardino all'italiana is rated an average of 4.7 out of 5 stars from 21,372 visitors. Miramare Castle welcomes around 79,218 visitors every year.

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

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

Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its , this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary and venetian 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 Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, Adagio offers a unique charm perfect for experiencing the local bar scene in Venice. Il Mercante is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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.

An excellent attraction to start your day with is Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars in 141,666 reviews.

Continue your journey at Piazza San Marco. This square is rated 4.7 out of 5 stars by 152,982 travelers from near and far.

Venice is also the home of Teatro La Fenice. This opera house has an average rating of 4.7 out of 5 stars from 10,677 visitors.

You can continue your self-guided sightseeing tour at Doge's Palace. A total of 318,104 people explore this attraction every year. Rated 4.7 out of 5 stars by 24,775 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Bridge of Sighs. With an average rating of 4.6 out of 5 stars from 18,223 reviews, it’s hard to refuse the opportunity to see this footbridge.

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.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for italian contemporary and international cuisine in the city.

Following your dinner, dive into the local bar culture at Manifattura. Alternatively, go to SE·STO on Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Be one of the day’s first visitors at piazza della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

When you’re finished at piazza della Signoria, head to Cathedral of Santa Maria del Fiore. This one-of-a-kind church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, then consider a visit to Uffizi Gallery. This national museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 61,794 visitors. Around 2,011,219 travelers visit Uffizi Gallery every year.

To round off your sightseeing experience, make your way to piazzale Michelangelo. This famous square is rated an average of 4.8 out of 5 stars by 77,744 travelers.

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

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

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

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

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 1 night. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

When you arrive in Vatican City, it's time to take a break from the road.

An excellent attraction to start your day with is Vatican Museums. This art museum typically receives around 1,612,530 visitors every year and is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Continue your journey at Sistine Chapel. This chapel is rated 4.7 out of 5 stars by 52,083 travelers from near and far.

Vatican City is also the home of St. Peter's Basilica. This major basilica has an average rating of 4.8 out of 5 stars from 131,043 visitors. Each year, around 11,000,000 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at Saint Peter's Square. Rated 4.8 out of 5 stars by 38,954 visitors, a visit to this top sight is time well spent.

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 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.

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.

To truly maximize your evening out, consider visiting La Botticella of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Sant' Eustachio Caffè, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Make Roman Forum one of your first sightseeing stops in Rome. Rated an average of 4.7 out of 5 stars by 114,450 travelers, a visit to this local attraction makes for a great introduction to the area.

Colosseum is a worthwhile attraction you can visit next. This roman amphitheatre is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 328,821 reviews. Up to 7,400,000 travelers visit this site every year to make their time in Rome special.

Today is also the perfect opportunity to drop by Trevi Fountain. This sculpture has been rated an average of 4.8 out of 5 stars by 343,494 visitors.

If you’re keen to explore more, head to Pantheon and find out why 30,000,000 people visit this spot every year. A trip to this popular roman temple is also your opportunity to see if it lives up to the reputable 4.8 out of 5-star rating as given by 189,682 previous visitors.

Another top place to visit is Piazza Navona. This square enjoys an average rating of 4.7 out of 5 stars from 158,771 local and international travelers.

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

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Arezzo. Savor the local cuisine and relax as you recount the day's experiences.

Set out on a gastronomic journey in Arezzo by reserving a table at Octavin. 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 Arezzo.

Round off your dining experience by visiting Liquid Bar, a prime location for a drink.

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 holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna. 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 Arezzo and set your GPS to Bologna. 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 Bologna, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Start your sightseeing with a visit to Arco del Meloncello. This arch is a popular stop on travelers’ itineraries in Bologna, with an average rating of 4.6 out of 5 stars by 3,755 visitors.

Piazza Maggiore is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 64,523 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Two Towers. Visitors have rated this tower an average of 4.7 out of 5 stars in 25,975 reviews.

Piazza Santo Stefano is another unique site you can experience today. This attraction is a square rated an average of 4.8 out of 5 stars in 7,617 reviews.

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

Discover a world of culinary delights in Verona, 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.

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.

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 8 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.

Take the opportunity to see Castelvecchio Bridge. This attraction has an average rating of 4.7 out of 5 stars from 12,156 visitors.

Verona Arena is another sightseeing hotspot in the area. This opera house has been rated an average of 4.7 out of 5 stars by 123,818 travelers. Up to 195,540 people visit Verona Arena every year.

Verona is also the home of Porta Borsari. Around 5,387 people have rated this city gate an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Ponte Pietra. With an average rating of 4.7 out of 5 stars from a total of 12,284 reviews, a visit to this deck arch bridge is a great idea.

This day of your vacation in Verona is also your chance to admire piazza delle Erbe. This must-visit square enjoys an average rating of 4.7 out of 5 stars from 11,777 reviews.

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

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Trieste so you can check out the menus and make advance reservations.

Esteemed as a restaurant, it features an exceptional menu.

Unwind after your meal by stepping into coktail bar Trieste | La Preferita. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, "LIFE" New Bar Torinese Snc offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook White Cafe, another top-rated bar in the area.

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

Today is the last day of your 9-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.

Make the most of what's left of your luxury vacation and head out to the stunning Umberto Saba Statue. This extraordinary point of interest and attraction is rated an average of 4.4 out of 5 stars in 270 reviews, and is an excellent choice for your last sightseeing in Trieste.

Treat yourself to a final feast. Savor the unique flavors of Trieste one last time before you head to the airport.

If you're in the mood to try something new, consider Sbecolez Trieste, another top spot with a mouthwatering menu.

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!