Luxury 10-Day Italy Road Trip from Rome traveling north to Florence, Pisa, and Arezzo
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Description
Experience travel that redefines comfort and elegance with this 10-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.
Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.
Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 4 nights in Rome, 2 nights in Florence, 1 night in Pisa, and 2 nights in Arezzo, experiencing the ultimate luxury vacation in Italy.
Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 10-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.
Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 10-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.
Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.
Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.
This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 10-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.
To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Rome, Orvieto, Florence, Pisa, and Arezzo at your own pace.
Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.
The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!
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Day 1 – Rome - arrival day
- Rome - Arrival day
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- Altare della Patria
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Your luxury holiday in Italy begins as soon as you reach the city of Rome, where you'll be staying for 3 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!
Start your sightseeing with a visit to Altare della Patria. This architectural structure is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.8 out of 5 stars by 49,843 visitors. Around 1,683,070 people visit this attraction every year.
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.
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.
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.
Keep the excitement of the evening going by going to a bar or two. La Botticella of Poggi Giovanni is an excellent place to start. You could also check out Sant' Eustachio Caffè, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise a toast to the start of your 10-day luxury vacation in Italy and look forward to more fantastic days to come!
Day 2 – Rome
- Rome
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Drive 5 km, 1 hour 10 min
- Piazza navona
- Pantheon
- Trevi Fountain
- Roman Forum
- Colosseum
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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.
Journey into the unknown at Piazza Navona, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.7 out of 5 stars from 158,771 reviews.
When you’re ready to continue your sightseeing, Pantheon is a recommended place to visit. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews. Based on recent data, the attraction hosts 30,000,000 visitors per year.
Another must-see attraction in Rome is Trevi Fountain. Rated an average of 4.8 out of 5 stars by 343,494 travelers, this popular tourist destination in Rome offers an experience you will remember.
Roman Forum is another popular stop on travelers' itineraries in Rome. This square promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 114,450 reviews.
Lastly, don't miss out on Colosseum. Rated 4.7 out of 5 stars by 328,821 local and international travelers, it's a popular place to visit. This roman amphitheatre gets closer to 7,400,000 visits every year.
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.
Continue your lively evening at The Apartment Bar Roma, a perfect place for winding down or revving up the night, depending on which mood you’re in. Hotel Hassler Roma is another excellent bar that offers a great selection of drinks to suit any mood.
Raise a toast to another amazing day of your luxury holiday in Rome, Italy and seize the opportunity to celebrate.
Day 3 – Rome
- Rome
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Drive 13 km, 54 min
- Villa Borghese
- Piazza del Popolo
- Piazza di Spagna
- Spanish Steps
- Castel Sant'Angelo
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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.
Drop by the renowned Villa Borghese. This popular urban zone of rome has been rated an average of 4.6 out of 5 stars by 69,749 visitors.
Another unforgettable place to experience is piazza del Popolo. Rated 4.6 out of 5 stars by 89,807 visitors, this square deserves a spot on today's sightseeing itinerary.
We also recommend a visit to Piazza di Spagna. This square has been rated an average of 4.7 out of 5 stars in 113,658 reviews.
Another favorite attraction in the area is Spanish Steps. This monumental staircase and popular place of interest enjoys a rating of 4.5 out of 5 stars from 57,211 local and international travelers.
If you’re keen to explore even more, then consider a visit to Castel Sant'Angelo. This museum gets around 918,591 annual visitors. With an average rating of 4.7 out of 5 stars from 72,431 travelers, this museum is an attraction many avid travelers highly recommend visiting while 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.
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 4 – Rome, Orvieto, and Florence
- Florence
- Orvieto
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Drive 291 km, 3 hours 54 min
- Orvieto Cathedral
- Museo dell'Opera del Duomo
- Orvieto Underground
- Well of St Patrick
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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 Florence, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Orvieto.
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.
Begin your sightseeing with a visit to Orvieto Cathedral. This catholic cathedral is rated an average of 4.8 out of 5 stars in 15,057 reviews.
Next up, make your way to Museo dell'Opera del Duomo. This art museum has an average rating of 4.5 out of 5 stars from 238 reviews. Usually, around 37,892 people visit Museo dell'Opera del Duomo every year.
When you’re ready for your next sight of the day, continue to Orvieto Underground. This archaeological site has an average rating of 4.6 out of 5 stars from 1,517 visitors. Up to 37,000 people visit this place of interest annually.
Set your GPS to Orvieto and hit the road. Expect a journey of approximately 1 hour 38 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Orvieto beckons with new experiences!
Drop by the renowned Well of St. Patrick. This popular sightseeing destination has been rated an average 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 Florence.
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 Florence for you, so you can check out the menus and make your reservation in advance.
Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds , and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to SE·STO on Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise a toast to another amazing day of your luxury holiday in Orvieto, Italy and seize the opportunity to celebrate.
Day 5 – Florence
- Florence
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Drive 11 km, 57 min
- Central Market
- Cathedral of Santa Maria del Fiore
- Galleria dell'Accademia
- David of Michelangelo
- Piazzale Michelangelo
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Day 5 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.
Begin your sightseeing with a visit to Central Market. This sightseeing destination is rated an average of 4.4 out of 5 stars in 43,100 reviews.
Next up, make your way to Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 reviews.
When you’re ready for your next sight of the day, continue to Galleria dell'Accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 visitors. Up to 1,719,645 people visit this place of interest annually.
Beyond the above-mentioned attractions, you also have the opportunity to visit David. This statue is rated an average of 4.8 out of 5 stars by 10,476 visitors.
If you’re keen to explore even more, then consider a visit to piazzale Michelangelo. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.
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.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 6 – Florence and Pisa
- Pisa
- Florence
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Drive 85 km, 1 hour 52 min
- Piazza della Signoria
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- The Boboli Gardens
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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 Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 9 min.
An excellent attraction to start your day with is piazza della Signoria. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.
Continue your journey at Basilica of Santa Croce in Florence. This church is rated 4.7 out of 5 stars by 28,544 travelers from near and far.
Florence is also the home of Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 visitors. Each year, around 2,011,219 travelers visit this top sight, and today is your chance to do the same.
You can continue your self-guided sightseeing tour at Ponte Vecchio. Rated 4.7 out of 5 stars by 118,099 visitors, a visit to this top sight is time well spent.
Lastly, don't miss out on The Boboli Gardens. With an average rating of 4.2 out of 5 stars from 25,341 reviews, it’s hard to refuse the opportunity to see this park.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Pisa.
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 Pisa so you can check out the menus and make advance reservations.
Extend your evening after a delightful meal by visiting JEFFER cocktails & friends, which offers the perfect atmosphere for a night out. Moreover, Le Parisien Wine Bar is another popular option for a drink or two. Likewise, Las Volta cocktailbar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
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 7 – Pisa, Cascine Vecchie, and Arezzo
- Arezzo
- Pisa
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Drive 181 km, 2 hours 25 min
- Knights' Square
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Cattedrale di Pisa
- Parco Regionale Migliarino, San Rossore, Massaciuccoli
- More
On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa and Cascine Vecchie. 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. Arezzo, 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 Pisa to Arezzo may take around 1 hour 57 min without traffic disruptions. Upon arrival in Arezzo, we highly recommend checking out some of the top attractions.
Be one of the day’s first visitors at Knights' Square. This square is rated an average of 4.5 out of 5 stars by 9,051 visitors.
When you’re finished at Knights' Square, head to Leaning Tower of Pisa. This one-of-a-kind bell tower is rated an average of 4.7 out of 5 stars in 116,882 reviews. Every year, approximately 3,200,000 travelers come here to experience the bell tower for themselves.
Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars by 104,550 visitors.
If you’re keen to explore more, then consider a visit to Pisa Cathedral. This cathedral is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 8,361 visitors.
Cascine Vecchie welcomes you with a multitude of unique vacation experiences.
Kick off the day at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a top pick for today’s sightseeing. This park is rated an average of 4.4 out of 5 stars in 9,632 reviews.
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.
Prepare for an extraordinary culinary adventure in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant that boasts an exceptional creative menu.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Liquid Bar stands out as an excellent choice for a post-dinner cocktail.
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 8 – Arezzo
- Arezzo
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Drive 1 km, 28 min
- Arezzo Cathedral
- San Francesco, Arezzo
- Santa Maria della Pieve
- Piazza Grande
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Day 8 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 Arezzo Cathedral. This much-appreciated cathedral is rated 4.6 out of 5 stars in 2,450 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 Santa Maria della Pieve. This church building has been rated 4.8 out of 5 stars in 720 reviews.
Piazza Grande is another attraction you have the opportunity to visit today. This square has an average rating of 4.6 out of 5 stars from 14,465 reviews.
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 Arezzo for you so you can browse their menus in advance and make a reservation.
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 9 – Arezzo, Vatican City, and Rome
- Rome
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Drive 228 km, 3 hours 15 min
- Vatican Museums
- Saint Peter's Square
- Sistine Chapel
- St Peter's Basilica
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Wake up to day 9 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're ready to see some sights, Vatican Museums is a great place to start. This art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Vatican Museums attracts more than 1,612,530 visitors every year.
Another popular attraction you can visit today is Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars from 38,954 travelers.
We also recommend a stop at Sistine Chapel. The chapel has been rated an average of 4.7 out of 5 stars by 52,083 visitors.
If you're keen to explore more, consider visiting St. Peter's Basilica. This major basilica is a popular attraction with an average rating of 4.8 out of 5 stars from 131,043 reviews. As a top-rated attraction, it's no surprise that 11,000,000 people visit St. Peter's Basilica every year.
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.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 10 – Rome - departure day
- Rome - Departure day
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- Campo de' Fiori
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Today is the last day of your 10-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.
As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Cantina e Cucina, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bono Bottega Nostrana - Piazza Di Spagna is another top choice with a popular menu.
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!
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