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

Perfect travel plans
Everything included
Fully customizable

Description

Summary

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

Description

Set off on the ultimate travel extravagance with this 8-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure in Italy.

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 3 nights in Rome, 1 night in Siena, 2 nights in Florence, and 1 night in Perugia, 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 8-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 8-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 8-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, Siena, Pisa, Florence, Perugia, and Santa Maria degli Angeli 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!

Read more

Included

Hotel, 7 nights
Rental car, 8 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Assisi - city in ItalyAssisi
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 / 3 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 2 nights
Pisa - city in ItalyPisa
Photo of the Basilica of Santa Maria degli Angeli near Assisi in Italy.Santa Maria degli Angeli
Siena - city in ItalySiena / 1 night
Perugia - city in ItalyPerugia / 1 night

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
Vatican Museums, Vatican CityVatican Museums
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
Sistine ChapelSistine Chapel
Central Market
Christmas in Assisi, Saint Francis Basilica with the Christmas Crib. Province of Perugia, Umbria, Italy.Basilica of San Francesco d'Assisi
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
Church of Santa Maria Novella at morning in Florence, Tuscany, ItalyBasilica di Santa Maria Novella, Firenze (FI)
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
photo of Basilica di Santa Maria degli AngeliBasilica of Santa Maria degli Angeli
View at the Basilica of Santa Maria degli Angeli near Assisi in Italy.Basilica di Santa Chiara
Piazza del Comune, Assisi, Perugia, Umbria, ItalyPiazza del Comune
photo of Campo santo .Campo santo

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 – Rome - arrival day

  • Rome - Arrival day
  • More
  • Trevi Fountain
  • More

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 Trevi Fountain your first stop of the day. Previous visitors have rated this sculpture an average of 4.8 out of 5 stars in 343,494 reviews.

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.

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.

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

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

Read more
Day 2

Day 2 – Rome

  • Rome
  • More

Drive 14 km, 1 hour 22 min

  • Colosseum
  • Roman Forum
  • Castel Sant'Angelo
  • Piazza di Spagna
  • Piazza del Popolo
  • More

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 1 night nights remaining.

When you’re ready for some sightseeing, make your way to Colosseum. This much-appreciated roman amphitheatre is rated 4.7 out of 5 stars in 328,821 reviews. Each year, 7,400,000 people visit this site to admire its unique features.

Next up is Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 visitors.

Another top sightseeing recommendation is Castel Sant'Angelo. This museum has been rated 4.7 out of 5 stars in 72,431 reviews. Every year, 918,591 travelers include this attraction on their travel itinerary.

Piazza di Spagna is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 113,658 reviews.

To continue your sightseeing, head over to piazza del Popolo. This square is rated an average of 4.6 out of 5 stars in 89,807 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.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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.

Read more
Day 3

Day 3 – Rome, Vatican City, and Siena

  • Siena
  • Rome
  • More

Drive 243 km, 3 hours 26 min

  • Pantheon
  • St Peter's Basilica
  • Sistine Chapel
  • Vatican Museums
  • More

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City and Rome. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

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

A top pick for your self-guided sightseeing tour today is St. Peter's Basilica. Over 11,000,000 travelers visit this attraction every year. Previous visitors have rated this major basilica an average of 4.8 out of 5 stars in 131,043 reviews.

Sistine Chapel is a local recommendation that you also can pay a visit today. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another attraction you won't want to miss is Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars in 133,310 reviews. Every year, around 1,612,530 travelers visit this site to discover its unique features.

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

When you're ready to see some sights, Pantheon is a great place to start. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Pantheon attracts more than 30,000,000 visitors every year.

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

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

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

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

Read more
Day 4

Day 4 – Siena, Pisa, and Florence

  • Florence
  • Siena
  • Pisa
  • More

Drive 216 km, 3 hours 30 min

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

Wake up to day 4 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.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 50 min.

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!

Be one of the day’s first visitors at Leaning Tower of Pisa. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Attracting more than 3,200,000 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Leaning Tower of Pisa, head to Piazza del Duomo, Pisa. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Campo santo. This cemetery is rated an average of 4.6 out of 5 stars by 586 visitors.

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

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

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of SE·STO on Arno Rooftop Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for 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.

Read more
Day 5

Day 5 – Florence

  • Florence
  • More

Drive 4 km, 1 hour 10 min

  • Piazzale Michelangelo
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Signoria
  • Basilica of Santa Croce in Florence
  • More

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.

A top pick for your self-guided sightseeing tour today is piazzale Michelangelo. Previous visitors have rated this square an average of 4.8 out of 5 stars in 77,744 reviews.

Uffizi Gallery is a local recommendation that you also can pay a visit today. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. The attraction welcomes 2,011,219 visitors every year.

Another attraction you won't want to miss is Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Piazza della Signoria is another outstanding experience in Florence. Around 66,956 travelers have rated this square an average of 4.8 out of 5 stars.

If you long for more, Basilica of Santa Croce in Florence is not far away. This church is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 28,544 reviews. The attraction gets an estimated 2,011,219 visitors every year.

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

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

Read more
Day 6

Day 6 – Florence and Perugia

  • Perugia
  • Florence
  • More

Drive 155 km, 2 hours 28 min

  • Cathedral of Santa Maria del Fiore
  • Basilica di Santa Maria Novella, Firenze (FI)
  • Central Market
  • Galleria dell'Accademia
  • More

Wake up to day 6 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 Florence.

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 Perugia. Your travel time is around 1 hour 56 min.

When you're ready to see some sights, Cathedral of Santa Maria del Fiore is a great place to start. This church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another popular attraction you can visit today is Basilica di Santa Maria Novella, Firenze (FI). This archives has an average rating of 4.7 out of 5 stars from 23,075 travelers.

We also recommend a stop at Central Market. The sightseeing destination has been rated an average of 4.4 out of 5 stars by 43,100 visitors.

If you're keen to explore more, consider visiting Galleria dell'Accademia. This national museum is a popular attraction with an average rating of 4.6 out of 5 stars from 34,429 reviews. As a top-rated attraction, it's no surprise that 1,719,645 people visit Galleria dell'Accademia every year.

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

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

After savoring a delicious meal, step into the vibrant nightlife at Tommi Bar, where the evening is just getting started. In the same way, Valentina offers a unique charm perfect for experiencing the local bar scene in Perugia. Caffe Dal Perugino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

Read more
Day 7

Day 7 – Perugia, Santa Maria degli Angeli, and Rome

  • Rome
  • Assisi
  • Santa Maria degli Angeli
  • More

Drive 222 km, 3 hours 24 min

  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Basilica di Santa Chiara
  • Basilica of Santa Maria degli Angeli
  • More

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Santa Maria degli Angeli. 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. Under favorable conditions, your drive to Santa Maria degli Angeli may take around 32 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.

When you’re ready to continue your sightseeing, Piazza del Comune is a recommended place to visit. This sightseeing destination is rated an average of 4.6 out of 5 stars in 3,057 reviews.

Another must-see attraction in Santa Maria degli Angeli is Basilica di Santa Chiara. Rated an average of 4.7 out of 5 stars by 9,628 travelers, this popular tourist destination in Santa Maria degli Angeli offers an experience you will remember.

When you’ve had your share of Santa Maria degli Angeli, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Santa Maria degli Angeli. Your travel time is around 11 min.

Your sightseeing of the day begins at Basilica of Santa Maria degli Angeli, a remarkable papal basilica where it’s easy to get lost in exploration. This top attraction is rated 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 Rome.

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.

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.

Read more
Day 8

Day 8 – Rome - departure day

  • Rome - Departure day
  • More
  • Piazza navona
  • More

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 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.

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

Read more

Similar travel packages

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.