Luxury 9-Day Italy Road Trip from Florence to Siena, Perugia, and Rome

Your luxury holiday in Italy begins as soon as you reach the city of Florence, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Kick off the day at Central Market, a top pick for today’s sightseeing. This sightseeing destination is rated an average of 4.4 out of 5 stars in 43,100 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Florence. 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 Florence. Savor the local cuisine and relax as you recount the day's experiences.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffe San Firenze, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ditta Artigianale, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, SE·STO on Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery 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!

Day 2 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.

Kick off the day at Ponte Vecchio, a top pick for today’s sightseeing. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Today is also your chance to visit Uffizi Gallery. Uffizi Gallery is a national museum with an average rating of 4.7 out of 5 stars from 61,794 reviews. Attracting more than 2,011,219 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Piazza della Signoria is another top attraction we highly recommend you visit today. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Piazza della Repubblica. This square is rated an average of 4.6 out of 5 stars by 22,356 visitors.

Lastly, don’t miss out on Cathedral of Santa Maria del Fiore, a famous church in Florence. This attraction 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.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative, and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Palagio, a local favorite known for its delightful italian contemporary cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary foodies seeking culinary excellence.

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

Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence, and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Journey into the unknown at Basilica of Santa Croce in Florence, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.7 out of 5 stars from 28,544 reviews.

When you’re ready to continue your sightseeing, Galleria dell'Accademia is a recommended place to visit. This national museum is rated an average of 4.6 out of 5 stars in 34,429 reviews. Based on recent data, the attraction hosts 1,719,645 visitors per year.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Pisa. Your travel time is around 1 hour 23 min.

Journey into the unknown at Leaning Tower of Pisa, a unique attraction awaiting your visit. This remarkable bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Every year, Leaning Tower of Pisa welcomes more than 3,200,000 curious visitors.

When you’re ready to continue your sightseeing, Piazza del Duomo, Pisa is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Siena. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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.

Make sure to book a table at Antica Trattoria Papei, a popular restaurant in Siena. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Siena at Osteria Quattro Venti, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Osteria da Divo. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Siena tonight.

To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Wake up to day 4 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 Perugia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Siena, and Santa Maria degli Angeli.

Make piazza del Campo one of your first sightseeing stops in Siena. Rated an average of 4.8 out of 5 stars by 64,175 travelers, a visit to this local attraction makes for a great introduction to the area.

Siena Cathedral is a worthwhile attraction you can visit next. This domus is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 21,656 reviews.

Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to Santa Maria degli Angeli. 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 38 min. Upon reaching Santa Maria degli Angeli, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Drop by the renowned Basilica of San Francesco d'Assisi. This popular papal basilica has been rated an average of 4.9 out of 5 stars by 33,258 visitors.

Santa Maria degli Angeli’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Santa Maria degli Angeli behind. This drive usually takes around 9 min. Santa Maria degli Angeli welcomes you with a multitude of unique vacation experiences.

Seize the day by visiting some of the best attractions in the area, like Basilica of Santa Maria degli Angeli. This extraordinary papal basilica has an average rating of 4.8 out of 5 stars from 19,258 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Perugia. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Treat yourself to a delicious dinner at Ristorante Settimo Sigillo, an excellent option for tonight's dining. Looking for something different? Bar Pellas offers a tantalizing alternative with its diverse menu. And don’t miss La Taverna. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

Cap off your dinner by heading to Tommi Bar, ideal for a leisurely evening with a drink in hand. Valentina is another bar that offers an enjoyable setting. Similarly, Caffe Dal Perugino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City. The day's journey will conclude in Rome, a city that offers you comfort and relaxation for 3 nights. 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 Perugia, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 2 hours 17 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take the opportunity to see Vatican Museums. This attraction has an average rating of 4.6 out of 5 stars from 133,310 visitors and gets around 1,612,530 visits every year.

Saint Peter's Square is another sightseeing hotspot in the area. This square has been rated an average of 4.8 out of 5 stars by 38,954 travelers.

Vatican City is also the home of Sistine Chapel. Around 52,083 people have rated this chapel an average of 4.7 out of 5 stars.

Another place you’ll want to visit is St. Peter's Basilica, which hosts up to 11,000,000 visitors every year. With an average rating of 4.8 out of 5 stars from a total of 131,043 reviews, a visit to this major basilica is a great idea.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean, and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative, and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean, and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Sant' Eustachio Caffè. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place 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.

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 2 nights nights remaining.

Start your sightseeing with a visit to Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars from 57,211 visitors.

Piazza di Spagna is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 113,658 visitors.

Basilica di Santa Maria Maggiore is also highly recommended by travelers. This major basilica has a rating of 4.8 out of 5 stars from 27,678 visitors.

Colosseum is an attraction you won’t want to miss. Around 7,400,000 people visit this place every year. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews.

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

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.

Savor the flavors at DEROMA - Farine Romane, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider Centro. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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 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 Circus Maximus. This top attraction is a circus with an average rating of 4.4 out of 5 stars by 44,741 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 Altare della Patria. This highly recommended sightseeing destination has received an average rating of 4.8 out of 5 stars from 49,843 travelers. Around 1,683,070 people come to experience this place of interest every year.

Today is also your chance to spend some time at Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars by 343,494 travelers.

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

Treat yourself to a wonderful meal at Ristorante Tema, a top-rated dining spot in Rome. If you're in the mood for something new, try Maccheroni, another premier location with a delectable menu. You might also want to book a table at RoYaL Art Cafè Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

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 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. 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 largo di Torre Argentina. This square is rated an average of 4.5 out of 5 stars by 30,433 visitors.

When you’re finished at largo di Torre Argentina, head to Campo de' Fiori. This one-of-a-kind square is rated an average of 4.4 out of 5 stars in 51,133 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza Navona. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

If you’re keen to explore more, then consider a visit to Pantheon. This roman temple is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 189,682 visitors. Around 30,000,000 travelers visit Pantheon every year.

To round off your sightseeing experience, make your way to piazza del Popolo. This famous square is rated an average of 4.6 out of 5 stars by 89,807 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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.

Treat yourself to a wonderful meal at Tijuana, a top-rated dining spot in Florence. If you're in the mood for something new, try Djària - American Bar, another premier location with a delectable menu. You might also want to book a table at Ristorante Buca Niccolini. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

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 Florence before saying goodbye.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Make the most of what's left of your luxury vacation and head out to the stunning piazzale Michelangelo. This extraordinary square and attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews, and is an excellent choice for your last sightseeing in Florence.

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

Savor the flavors at Cibrèo Caffè, a top pick for dinner tonight. Alternatively, Ristorante Le Volte Firenze beckons with its unique menu offerings.

You will then say farewell to Florence 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!