Luxury 11-Day Italy Road Trip from Rome traveling north to Perugia, Florence, and Siena

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

Make Campo de' Fiori one of your first sightseeing stops in Rome. Rated an average of 4.4 out of 5 stars by 51,133 travelers, a visit to this local attraction makes for a great introduction to the area.

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

In Rome, 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 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.

Cap off your dinner by heading to La Botticella of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Sant' Eustachio Caffè is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise a toast to the start of your 11-day luxury vacation in Italy and look forward to more fantastic days to come!

Day 2 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.

When you’re ready for some sightseeing, make your way to Spanish Steps. This much-appreciated monumental staircase is rated 4.5 out of 5 stars in 57,211 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 Trevi Fountain. This sculpture has been rated 4.8 out of 5 stars in 343,494 reviews.

Roman Forum is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 114,450 reviews.

To continue your sightseeing, head over to Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Approximately 7,400,000 people come to see this attraction every year.

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.

Let the evening flow smoothly from dinner to drinks at The Apartment Bar Roma, a top-rated bar in the area. For other recommendations, Hotel Hassler Roma provides a perfect setting for rounding out your night with style and great drinks.

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 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.

A top pick for your self-guided sightseeing tour today is Villa Borghese. Previous visitors have rated this urban zone of rome an average of 4.6 out of 5 stars in 69,749 reviews.

Piazza del Popolo is a local recommendation that you also can pay a visit today. This square is rated an average of 4.6 out of 5 stars in 89,807 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.

Piazza Navona is another outstanding experience in Rome. Around 158,771 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Castel Sant'Angelo is not far away. This museum is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 72,431 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.

Esteemed as a restaurant, it features an exceptional menu.

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

As you’ve unraveled the marvels of Rome, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Orvieto may take around 1 hour 38 min. Upon your arrival in Orvieto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Make Orvieto Cathedral one of your first sightseeing stops in Orvieto. Rated an average of 4.8 out of 5 stars by 15,057 travelers, a visit to this local attraction makes for a great introduction to the area.

Orvieto Underground is a worthwhile attraction you can visit next. This archaeological site is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 1,517 reviews. Up to 37,000 travelers visit this site every year to make their time in Orvieto special.

Fasten your seatbelt and make your way to your next stop. Miriano, 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 Orvieto to Miriano may take around 50 min without traffic disruptions. Upon arrival in Miriano, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Ponte Cardona - Centro Geografico d'Italia. This sightseeing destination is rated an average of 4.5 out of 5 stars from 275 visitors.

After soaking in Rome’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Orvieto. Expect your car journey to take a minimum of 1 hour 38 min. When you arrive in Orvieto, it's time to take a break from the road.

Start your sightseeing with a visit to Well of St. Patrick. This sightseeing destination is a popular stop on travelers’ itineraries in Orvieto, with an average rating of 4.5 out of 5 stars by 14,274 visitors.

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

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

Continue your lively evening at Tommi Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Valentina is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffe Dal Perugino ensures a night out tailored to your taste.

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 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 Florence, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Perugia and Santa Maria degli Angeli.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Santa Maria degli Angeli. This drive usually takes around 28 min, without any stops or traffic disruptions.

Journey into the unknown at Etruscan Arch, a unique attraction awaiting your visit. This remarkable architectural element has an average rating of 4.7 out of 5 stars from 1,190 reviews.

When you’re ready to continue your sightseeing, Piazza IV Novembre is a recommended place to visit. This square is rated an average of 4.6 out of 5 stars in 9,189 reviews.

Another must-see attraction in Perugia is Rocca Paolina. Rated an average of 4.7 out of 5 stars by 7,128 travelers, this popular tourist destination in Perugia offers an experience you will remember.

As you’ve unraveled the marvels of Perugia, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Santa Maria degli Angeli may take around 28 min. Upon your arrival in Santa Maria degli Angeli, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Journey into the unknown at Basilica of San Francesco d'Assisi, a unique attraction awaiting your visit. This remarkable papal basilica has an average rating of 4.9 out of 5 stars from 33,258 reviews.

Fasten your seatbelt and make your way to your next stop. Santa Maria degli Angeli, 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 Santa Maria degli Angeli to Santa Maria degli Angeli may take around 9 min without traffic disruptions. Upon arrival in Santa Maria degli Angeli, we highly recommend checking out some of the top attractions.

Make Basilica of Santa Maria degli Angeli your first stop of the day. Previous visitors have rated this papal basilica an average of 4.8 out of 5 stars in 19,258 reviews.

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

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Florence.

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant , known for its delicious italian contemporary and international menu.

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.

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 6 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.

Be one of the day’s first visitors at Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

When you’re finished at Ponte Vecchio, head to Uffizi Gallery. This one-of-a-kind national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. Every year, approximately 2,011,219 travelers come here to experience the national museum for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit piazza della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

If you’re keen to explore more, then consider a visit to Piazza della Repubblica. This square is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 22,356 visitors.

To round off your sightseeing experience, make your way to Cathedral of Santa Maria del Fiore. This famous church is rated an average of 4.8 out of 5 stars by 76,359 travelers.

Discover a world of culinary delights in Florence, 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.

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 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.

Drop by the renowned Basilica di Santa Maria Novella, Firenze (FI). This popular archives has been rated an average of 4.7 out of 5 stars by 23,075 visitors.

Another unforgettable place to experience is Central Market. Rated 4.4 out of 5 stars by 43,100 visitors, this point of interest deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Pitti Palace. Hosting around 198,270 visitors every year, the fascinating Pitti Palace is one of the best places to visit in Florence. This art museum has been rated an average of 4.6 out of 5 stars in 23,445 reviews.

Another favorite attraction in the area is The Boboli Gardens. This park and popular place of interest enjoys a rating of 4.2 out of 5 stars from 25,341 local and international travelers.

If you’re keen to explore even more, then consider a visit to piazzale Michelangelo. With an average rating of 4.8 out of 5 stars from 77,744 travelers, this square is an attraction many avid travelers highly recommend visiting while in Florence.

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 Florence so you can check out the menus and make advance reservations.

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

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

Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pisa and Florence. 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 Florence and set your GPS to Pisa. 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 23 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready to see some sights, Leaning Tower of Pisa is a great place to start. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Leaning Tower of Pisa attracts more than 3,200,000 visitors every year.

Another popular attraction you can visit today is Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 travelers.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 23 min. Pisa welcomes you with a multitude of unique vacation experiences.

Kick off the day at Basilica of Santa Croce in Florence, a top pick for today’s sightseeing. This church is rated an average of 4.7 out of 5 stars in 28,544 reviews.

Today is also your chance to visit Galleria dell'Accademia. Galleria dell'Accademia is a national museum with an average rating of 4.6 out of 5 stars from 34,429 reviews. Attracting more than 1,719,645 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

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

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

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

Following your dinner, dive into the local bar culture at Meet Life Cafè. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena 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.

Day 9 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.

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.

Fontebranda is also highly recommended by travelers. This fountain has a rating of 4.6 out of 5 stars from 1,441 visitors.

Basilica of San Domenico is an attraction you won’t want to miss. This minor basilica is rated an average of 4.6 out of 5 stars in 3,290 reviews.

Another attraction you have the opportunity to visit today is Fortezza Medicea (Siena). This fortress has received an average rating of 4.5 out of 5 stars from 9,835 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 Siena for you, so you can check out the menus and make your reservation in advance.

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

Cap off your dinner by heading to Charlie Mixology Bar di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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.

Vatican City welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Sistine Chapel. This extraordinary chapel is rated an average of 4.7 out of 5 stars by 52,083 visitors.

Next, make your way to St. Peter's Basilica. This top attraction is a major basilica with an average rating of 4.8 out of 5 stars by 131,043 visitors. St. Peter's Basilica welcomes 11,000,000 yearly visitors.

We also recommend a visit to Saint Peter's Square. This square is rated 4.8 out of 5 stars by 38,954 travelers.

If you’re keen to keep exploring, visit Vatican Museums. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 133,310 travelers. Around 1,612,530 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 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.

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

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 Rome before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Rome’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

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

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

You will then say farewell to Rome 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!