Luxury One-Week Italy Road Trip from Perugia to Rome, Siena, and Florence

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

Take the opportunity to see Piazza IV Novembre. This attraction has an average rating of 4.6 out of 5 stars from 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.

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

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 8-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 Rasiglia, Pissignano, Spoleto, and 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.

Rasiglia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Perugia behind. This drive usually takes around 53 min. Rasiglia welcomes you with a multitude of unique vacation experiences.

Take the opportunity to see Borgo di Rasiglia. This attraction has an average rating of 4.6 out of 5 stars from 9,277 visitors.

Fasten your seatbelt and make your way to your next stop. Pissignano, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Rasiglia to Pissignano may take around 34 min without traffic disruptions. Upon arrival in Pissignano, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to Clitumnus. This roman deity is rated an average of 4.3 out of 5 stars in 6,692 reviews.

As you’ve unraveled the marvels of Pissignano, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Spoleto may take around 18 min. Upon your arrival in Spoleto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Kick off the day at Spoleto Cathedral, a top pick for today’s sightseeing. This cathedral is rated an average of 4.7 out of 5 stars in 5,645 reviews.

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

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

Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated it is an ideal choice for mediterranean and creative cuisine in the city.

Let the evening flow smoothly from dinner to drinks at La Botticella of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Sant' Eustachio Caffè provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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

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 2 nights nights remaining.

Start your sightseeing with a visit to Castel Sant'Angelo. This museum is rated an average of 4.7 out of 5 stars from 72,431 visitors. Castel Sant'Angelo welcomes around 918,591 visitors every year.

Piazza Navona is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 158,771 visitors.

Pantheon is also highly recommended by travelers. More than 30,000,000 people visit this top attraction every year. This roman temple has a rating of 4.8 out of 5 stars from 189,682 visitors.

Roman Forum is an attraction you won’t want to miss. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Another attraction you have the opportunity to visit today is Colosseum. This roman amphitheatre has received an average rating of 4.7 out of 5 stars from 328,821 travelers. This local favorite gets around 7,400,000 visitors each year.

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.

Keep the excitement of the evening going by going to a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.

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 1 night nights remaining.

When you’re ready for some sightseeing, make your way to Trevi Fountain. This much-appreciated sculpture is rated 4.8 out of 5 stars in 343,494 reviews.

Next up is Piazza di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 visitors.

Another top sightseeing recommendation is Spanish Steps. This monumental staircase has been rated 4.5 out of 5 stars in 57,211 reviews.

Piazza del Popolo is another attraction you have the opportunity to visit today. This square has an average rating of 4.6 out of 5 stars from 89,807 reviews.

To continue your sightseeing, head over to Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

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.

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

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 Siena, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Vatican City and Rome.

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

Begin your sightseeing with a visit to St. Peter's Basilica. This major basilica gets 11,000,000 visitors each year and is rated an average of 4.8 out of 5 stars in 131,043 reviews.

Next up, make your way to Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 reviews.

When you’re ready for your next sight of the day, continue to Vatican Museums. This art museum has an average rating of 4.6 out of 5 stars from 133,310 visitors. Up to 1,612,530 people visit this place of interest annually.

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

When you're ready to see some sights, Altare della Patria is a great place to start. This architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Altare della Patria attracts more than 1,683,070 visitors every year.

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

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.

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

As you’ve unraveled the marvels of Siena, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 50 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Start your sightseeing with a visit to piazza del Campo. This square is rated an average of 4.8 out of 5 stars from 64,175 visitors.

Siena Cathedral is another popular attraction you could visit today. This domus has a rating of 4.8 out of 5 stars from 21,656 visitors.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 1 hour 50 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Begin your sightseeing with a visit to Leaning Tower of Pisa. This extraordinary bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Each year, around 3,200,000 people visit this site to learn more about it.

Next, make your way to Piazza del Duomo, Pisa. This top attraction is a square with an average rating of 4.7 out of 5 stars by 104,550 visitors.

We also recommend a visit to Campo santo. This cemetery is rated 4.6 out of 5 stars by 586 travelers.

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

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

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds , and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to SE·STO on Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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

Fasten your seatbelt and make your way to your next stop. Perugia, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Florence to Perugia may take around 1 hour 53 min without traffic disruptions. Upon arrival in Perugia, we highly recommend checking out some of the top attractions.

Journey into the unknown at piazza della Signoria, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.8 out of 5 stars from 66,956 reviews.

When you’re ready to continue your sightseeing, Cathedral of Santa Maria del Fiore is a recommended place to visit. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Another must-see attraction in Florence is Ponte Vecchio. Rated an average of 4.7 out of 5 stars by 118,099 travelers, this popular tourist destination in Florence offers an experience you will remember.

Uffizi Gallery is another popular stop on travelers' itineraries in Florence. This national museum promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 61,794 reviews. Each year, approximately 2,011,219 people travel to visit Uffizi Gallery.

Lastly, don't miss out on piazzale Michelangelo. Rated 4.8 out of 5 stars by 77,744 local and international travelers, it's a popular place to visit.

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

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

Keep the evening going at Caffè Fortebraccio, a great choice for enjoying the after-dinner hours with a drink. You could also go to Caffe Del Banco, which offers a similarly pleasant setting and great drinks. Another option is Dempsey's Perugia, which provides an inviting environment for unwinding after a busy day out.

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

Today is the last day of your 8-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.

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Perugia’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 Perugia one last time before you head to the airport.

If you're in the mood to try something new, consider Osteria a Priori, another top spot with a mouthwatering 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!