Luxury 7-Day Italy Road Trip from Perugia to Rome, Siena, and Florence

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
7 days & 6 nights
Available
Jan. - Dec.
Hotel
6 nights included
Car rental
7 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Experience travel that redefines comfort and elegance with this 7-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 2 nights in Perugia, 2 nights in Rome, 1 night in Siena, and 1 night in Florence, 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 7-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 7-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 7-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 Perugia, Magione, Todi, Rome, Vatican City, Siena, Pisa, and Florence 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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Included

Hotel, 6 nights
Rental car, 7 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Pisa - city in ItalyPisa
Siena - city in ItalySiena / 1 night
Todi
Perugia - city in ItalyPerugia / 2 nights

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
St. Peter's Basilica, Vatican CitySt Peter's Basilica
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of mangia tower or torre del mangia towering above of the palazzo pubblico on piazza del campo in medieval city of Siena at beautiful sunrise, tuscany, Italy.Piazza del Campo
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
photo of Spanish Steps at morning in Rome, Italy .Spanish Steps
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
photo of view of the scenic Piazza IV Novembre, main square and masterpiece of medieval architecture in Perugia, ItalyPiazza IV Novembre
Parco Regionale del Lago Trasimeno, Magione, Perugia, Umbria, ItalyParco Regionale del Lago Trasimeno
photo of Aerial view of Perugia from Rocca Paolina, Italy.,Perugia Italy.Rocca Paolina
City of Todi, Umbria, Italy, Piazza del Popolo, the main square of the city.Piazza del Popolo
photo of Cittadella Nuova .Cittadella Nuova
Carducci Gardens, Perugia, Umbria, ItalyCarducci Gardens
photo of Ancient Etruscan Gate of Volterra in Italy,hPerugia Italy.Etruscan Arch
Porta Marzia Gate at the entrance of Rocca Paolina fortress ruins in Perugia, now the public underground passage to the upper cityPorta Marzia

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Perugia - arrival day

  • Perugia - Arrival day
  • More
  • Piazza IV Novembre
  • More

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!

Start your sightseeing with a visit to Piazza IV Novembre. This square is a popular stop on travelers’ itineraries in Perugia, with an average rating 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.

Renowned as a restaurant, it offers an exceptional menu. This restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Nestled in the heart of the city, is an ideal choice for discerning foodies seeking culinary excellence.

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 7-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Perugia, Magione, Todi, and Rome

  • Rome
  • Perugia
  • Todi
  • More

Drive 260 km, 4 hours 35 min

  • Carducci Gardens
  • Porta Marzia
  • Rocca Paolina
  • Parco Regionale del Lago Trasimeno
  • Piazza del Popolo
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Magione, Perugia, and Todi. 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. Magione, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Magione, we highly recommend checking out some of the top attractions.

Drop by the renowned Parco Regionale del Lago Trasimeno. This popular park has been rated an average of 4.4 out of 5 stars by 8,831 visitors.

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. Upon arrival in Perugia, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to Carducci Gardens. This extraordinary park is rated an average of 4.5 out of 5 stars by 1,768 visitors.

Next, make your way to Porta Marzia. This top attraction is a city gate with an average rating of 4.6 out of 5 stars by 119 visitors.

We also recommend a visit to Rocca Paolina. This rocca is rated 4.7 out of 5 stars by 7,128 travelers.

Fasten your seatbelt and make your way to your next stop. Rome, 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 Todi to Rome may take around 1 hour 51 min without traffic disruptions. Upon arrival in Rome, we highly recommend checking out some of the top attractions.

An excellent attraction to start your day with is piazza del Popolo. This square is rated an average of 4.6 out of 5 stars in 4,391 reviews.

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

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 Rome. Savor the local cuisine and relax as you recount the day's experiences.

Celebrated as a restaurant, it boasts an exceptional menu. This establishment consistently wows guests, making it a memorable stop during your holiday. Nestled in the city's heart, is a perfect choice for discerning cuisine enthusiasts seeking a new experience.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, La Botticella of Poggi Giovanni stands out as an excellent choice for a post-dinner cocktail. Alternatively, Sant' Eustachio Caffè offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Portofino is also a great option that provides a perfect setting for a relaxing 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.

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Day 3

Day 3 – Rome

  • Rome
  • More

Drive 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza navona
  • Castel Sant'Angelo
  • More

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.

Seize the day by visiting some of the best attractions in the area, like Colosseum. This extraordinary roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 visitors. Each year, around 7,400,000 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Roman Forum. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

While in Rome, we also recommend a visit to Pantheon. Hosting around 30,000,000 visitors every year, Pantheon is one of the best places to visit. This roman temple has been rated an average of 4.8 out of 5 stars in 189,682 reviews.

If you’re keen to explore even more, then consider a visit to Piazza Navona. With an average rating of 4.7 out of 5 stars by 158,771 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 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 -awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. This awardee is a highly recommended choice for an unforgettable meal.

Keep the evening going at The Apartment Bar Roma, a great choice for enjoying the after-dinner hours with a drink. You could also go to Hotel Hassler Roma, which offers a similarly pleasant setting and great drinks.

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.

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Day 4

Day 4 – Rome, Vatican City, and Siena

  • Siena
  • Rome
  • More

Drive 245 km, 3 hours 29 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Piazza del Popolo
  • St Peter's Basilica
  • More

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

Continue your road trip and head to your next destination, Rome.

A top pick for your self-guided sightseeing tour today is Trevi Fountain. Previous visitors have rated this sculpture an average of 4.8 out of 5 stars in 343,494 reviews.

Piazza di Spagna is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 113,658 reviews.

Another attraction you won't want to miss is Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars in 57,211 reviews.

Piazza del Popolo is another outstanding experience in Rome. Around 89,807 travelers have rated this square an average of 4.6 out of 5 stars.

Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

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.

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

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

This -awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. This awardee is a highly recommended choice for an unforgettable meal.

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.

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.

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Day 5

Day 5 – Siena, Pisa, and Florence

  • Florence
  • Siena
  • Pisa
  • More

Drive 222 km, 3 hours 31 min

  • Piazza del Campo
  • Siena Cathedral
  • Cittadella Nuova
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • More

Wake up to day 5 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.

Embrace the thrill of the open road as you wave goodbye to Siena 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 43 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, piazza del Campo is a great place to start. This square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

Another popular attraction you can visit today is Siena Cathedral. This domus has an average rating of 4.8 out of 5 stars from 21,656 travelers.

Embrace the thrill of the open road as you wave goodbye to Siena 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 43 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Cittadella Nuova your first stop of the day. Previous visitors have rated this fortress an average of 4.4 out of 5 stars in 3,114 reviews.

Next up, make a stop at Piazza del Duomo, Pisa. With an average rating of 4.7 out of 5 stars by 104,550 visitors, it's easy to understand why so many people visit this square every year.

Leaning Tower of Pisa is another attraction you can visit on this day of your vacation. This bell tower has an average rating of 4.7 out of 5 stars by 116,882 visitors. Up to 3,200,000 travelers come to Pisa every year to see Leaning Tower of Pisa with their own eyes.

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 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.

This renowned restaurant holds , and offers an exceptional menu of cuisine. This acclaimed -recipient consistently leaves guests satisfied, making it a must-visit during your holiday. With a recognition, it guarantees an exceptional dining adventure.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, SE·STO on Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 6

Day 6 – Florence and Perugia

  • Perugia
  • Florence
  • More

Drive 154 km, 2 hours 36 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

On day 6 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.

Perugia’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 53 min. Perugia welcomes you with a multitude of unique vacation experiences.

Be one of the day’s first visitors at piazza della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

When you’re finished at piazza della Signoria, head to Cathedral of Santa Maria del Fiore. This one-of-a-kind church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, then consider a visit to Uffizi Gallery. This national museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 61,794 visitors. Around 2,011,219 travelers visit Uffizi Gallery every year.

To round off your sightseeing experience, make your way to piazzale Michelangelo. This famous square is rated an average of 4.8 out of 5 stars by 77,744 travelers.

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

Discover a world of culinary delights in Perugia, 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.

Renowned for its , this restaurant presents an outstanding menu of cuisine. This distinguished -recipient is a favorite among guests, making it a worthy addition to your holiday plans. With an acclaim, it promises a dining experience you won't want to miss. 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.

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Day 7

Day 7 – Perugia - departure day

  • Perugia - Departure day
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  • Etruscan Arch
  • More

Today is the last day of your 7-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.

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

This renowned restaurant holds , and offers an exceptional menu of cuisine. This acclaimed -recipient consistently leaves guests satisfied, making it a must-visit during your holiday. With a recognition, it guarantees an exceptional dining adventure. Dine in style at Sangallo Palace Hotel, a top recommendation for dinner tonight. Or, for a change of pace, Osteria a Priori boasts a menu that's sure to impress.

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!

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