Luxury 11-Day Italy Road Trip from Perugia traveling west to Rome, Siena, and Arezzo

Your luxury holiday in Italy begins as soon as you reach the city of Perugia, 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, Piazza IV Novembre is a great place to start. This square is rated an average of 4.6 out of 5 stars by 9,189 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Perugia. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

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

Following your dinner, dive into the local bar culture at Tommi Bar. Alternatively, go to Valentina, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffe Dal Perugino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your 11-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 Perugia. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Start your sightseeing with a visit to Carducci Gardens. This park is a popular stop on travelers’ itineraries in Perugia, with an average rating of 4.5 out of 5 stars by 1,768 visitors.

Porta Marzia is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 119 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Rocca Paolina. Visitors have rated this rocca an average of 4.7 out of 5 stars in 7,128 reviews.

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

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.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds , and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Keep the evening going at La Botticella of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Sant' Eustachio Caffè, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

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 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.

Seize the day by visiting some of the best attractions in the area, like Trevi Fountain. This extraordinary sculpture has an average rating of 4.8 out of 5 stars from 343,494 visitors.

Next, make your way to Pantheon. This roman temple welcomes around 30,000,000 visitors yearly and is rated an average of 4.8 out of 5 stars in 189,682 reviews.

While in Rome, we also recommend a visit to Piazza Navona. This square has been rated an average of 4.7 out of 5 stars in 158,771 reviews.

If you’re keen to explore even more, then consider a visit to Campo de' Fiori. With an average rating of 4.4 out of 5 stars by 51,133 travelers, this square is a highly recommended stop on your sightseeing around Rome.

Make your way to Castel Sant'Angelo, perhaps the most famous museum in Rome. This attraction welcomes around 918,591 visitors annually and is rated an average of 4.7 out of 5 stars in 72,431 reviews.

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.

Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.

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 4 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.

Journey into the unknown at largo di Torre Argentina, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.5 out of 5 stars from 30,433 reviews.

When you’re ready to continue your sightseeing, Altare della Patria is a recommended place to visit. This architectural structure is rated an average of 4.8 out of 5 stars in 49,843 reviews. Based on recent data, the attraction hosts 1,683,070 visitors per year.

Another must-see attraction in Rome is Roman Forum. Rated an average of 4.7 out of 5 stars by 114,450 travelers, this popular tourist destination in Rome offers an experience you will remember.

Colosseum is another popular stop on travelers' itineraries in Rome. This roman amphitheatre promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 328,821 reviews. Each year, approximately 7,400,000 people travel to visit Colosseum.

Lastly, don't miss out on Basilica di Santa Maria Maggiore. Rated 4.8 out of 5 stars by 27,678 local and international travelers, it's a popular place to visit.

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.

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 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 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.

Your sightseeing of the day begins at Spanish Steps, a remarkable monumental staircase where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 57,211 reviews.

Next, satisfy your wanderlust at Piazza di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 travelers.

Piazza del Popolo is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 89,807 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 Villa Borghese. This well-loved urban zone of rome boasts a 4.6 out of 5-star rating from 69,749 reviews.

When there’s still energy left for exploring, Circus Maximus awaits. If you’ve been interested in experiencing a circus, this is a top pick rated 4.4 out of 5 stars by 44,741 previous visitors.

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.

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

Admire the views and listen to some good music as you drive in the direction of Vatican City.

A top pick for your self-guided sightseeing tour today is St. Peter's Basilica. Over 11,000,000 travelers visit this attraction every year. Previous visitors have rated this major basilica an average of 4.8 out of 5 stars in 131,043 reviews.

Sistine Chapel is a local recommendation that you also can pay a visit today. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another attraction you won't want to miss is Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars in 38,954 reviews.

Vatican Museums is another outstanding experience in Vatican City. Around 133,310 travelers have rated this art museum an average of 4.6 out of 5 stars. The attraction hosts 1,612,530 visitors annually.

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.

Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena 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.

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

Make Porta Romana your first stop of the day. Previous visitors have rated this city gate an average of 4.4 out of 5 stars in 2,383 reviews.

Next up, make a stop at Pubblico Palace. With an average rating of 4.7 out of 5 stars by 1,400 visitors, it's easy to understand why so many people visit this museum every year.

Piazza del Campo is another attraction you can visit on this day of your vacation. This square has an average rating of 4.8 out of 5 stars by 64,175 visitors.

When you’re finished at piazza del Campo, the perfect next stop is Tower of Mangia. This point of interest is rated an average of 4.6 out of 5 stars in 673 reviews.

If you’re keen to explore even more, then consider a visit to Siena Cathedral. This domus is a top place to visit, with a rating of 4.8 out of 5 stars from 21,656 reviews.

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

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

Round off your dining experience by visiting Charlie Mixology Bar di Aldinucci Riccardo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Pinacoteca, a bar catering to every mood and preference. San Paolo Pub likewise offers a unique atmosphere, perfect for a memorable night out.

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 Arezzo, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Siena.

Make Palazzo Salimbeni one of your first sightseeing stops in Siena. Rated an average of 4.5 out of 5 stars by 2,537 travelers, a visit to this local attraction makes for a great introduction to the area.

Santuario di Santa Caterina is a worthwhile attraction you can visit next. This shrine is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 1,201 reviews.

Today is also the perfect opportunity to drop by Basilica of San Domenico. This minor basilica has been rated an average of 4.6 out of 5 stars by 3,290 visitors.

If you’re keen to explore more, head to Fortezza Medicea (Siena). A trip to this popular fortress is also your opportunity to see if it lives up to the reputable 4.5 out of 5-star rating as given by 9,835 previous visitors.

Another top place to visit is Porta Camollia, Siena. This city gate enjoys an average rating of 4.5 out of 5 stars from 2,460 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 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 Arezzo for you, so you can check out the menus and make your reservation in advance.

Start your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds , and offers an exceptional menu of creative cuisine.

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

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

Day 9 of your luxury road trip in Italy begins and concludes in the city of Arezzo. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Arezzo, where you still have 1 night nights remaining.

When you’re ready for some sightseeing, make your way to Roman Amphitheatre of Arezzo. This much-appreciated archaeological site is rated 4.4 out of 5 stars in 518 reviews.

Next up is San Francesco, Arezzo. This minor basilica has an average rating of 4.6 out of 5 stars from 2,377 visitors. As one of the top places to visit in the city, San Francesco, Arezzo welcomes 20,939 visitors annually.

Another top sightseeing recommendation is piazza Grande. This square has been rated 4.6 out of 5 stars in 14,465 reviews.

The Medici Fortress Park is another attraction you have the opportunity to visit today. This park has an average rating of 4.5 out of 5 stars from 1,117 reviews.

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

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 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.

Begin your sightseeing with a visit to Casa Vasari. This building is rated an average of 4.5 out of 5 stars in 871 reviews.

Next up, make your way to San Domenico. This church has an average rating of 4.6 out of 5 stars from 704 reviews.

When you’re ready for your next sight of the day, continue to Arezzo Cathedral. This cathedral has an average 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 Perugia.

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

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

Keep the excitement of the evening going by going to a bar or two. Caffè Fortebraccio is an excellent place to start. You could also check out Caffe Del Banco, offering a different kind of charm. A last recommendation for the day is Dempsey's Perugia. 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 11-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Perugia before saying goodbye.

Make the most of your final day in Italy by visiting Perugia’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 Etruscan Arch. This extraordinary architectural element and attraction is rated an average of 4.7 out of 5 stars in 1,190 reviews, and is an excellent choice for your last sightseeing in Perugia.

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

If you're eager to try something different, consider Osteria a Priori, another top spot with a tantalizing menu.

You will then say farewell to Perugia 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!