Luxury 6-Day Italy Road Trip from Perugia to Rome and Siena

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
6 days & 5 nights
Available
Jan. - Dec.
Hotel
5 nights included
Car rental
6 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 6-day luxury road trip 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 2 nights in Perugia, 2 nights in Rome, and 1 night in Siena, 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 6-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 6-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 6-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, Rome, Siena, 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, 5 nights
Rental car, 6 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 / 2 nights
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 / 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 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 piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
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 altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
Christmas in Assisi, Saint Francis Basilica with the Christmas Crib. Province of Perugia, Umbria, Italy.Basilica of San Francesco d'Assisi
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
photo of view of the scenic Piazza IV Novembre, main square and masterpiece of medieval architecture in Perugia, ItalyPiazza IV Novembre
photo of Aerial view of Perugia from Rocca Paolina, Italy.,Perugia Italy.Rocca Paolina
Carducci Gardens, Perugia, Umbria, ItalyCarducci Gardens
photo of Ancient Etruscan Gate of Volterra in Italy,hPerugia Italy.Etruscan Arch
National Archaeological Museum of Umbria, Perugia, Umbria, ItalyNational Archaeological Museum of Umbria
Convent of San Domenico
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!

Journey into the unknown at Piazza IV Novembre, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.6 out of 5 stars from 9,189 reviews.

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.

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

After your meal, keep the night alive at a bar like Tommi Bar, known for its lively atmosphere. Valentina is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffe Dal Perugino offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 6-day luxury vacation in Italy and look forward to more fantastic days to come!

Read more
Day 2

Day 2 – Perugia and Rome

  • Rome
  • Perugia
  • More

Drive 183 km, 2 hours 38 min

  • Carducci Gardens
  • Porta Marzia
  • Rocca Paolina
  • National Archaeological Museum of Umbria
  • Convent of San Domenico
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Perugia. 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’ve had your share of Perugia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Rome. Your travel time is around 2 hours 18 min.

Drop by the renowned Carducci Gardens. This popular park has been rated an average of 4.5 out of 5 stars by 1,768 visitors.

Another unforgettable place to experience is Porta Marzia. Rated 4.6 out of 5 stars by 119 visitors, this city gate deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Rocca Paolina. This rocca has been rated an average of 4.7 out of 5 stars in 7,128 reviews.

Another favorite attraction in the area is National Archaeological Museum of Umbria. This museum and popular place of interest enjoys a rating of 4.5 out of 5 stars from 669 local and international travelers.

If you’re keen to explore even more, then consider a visit to Convent of San Domenico. With an average rating of 4.5 out of 5 stars from 590 travelers, this church is an attraction many avid travelers highly recommend visiting while in Perugia.

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

After a long day of 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.

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.

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.

Read more
Day 3

Day 3 – Rome

  • Rome
  • More

Drive 10 km, 1 hour 5 min

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

Drop by the renowned Castel Sant'Angelo. This popular museum has been rated an average of 4.7 out of 5 stars by 72,431 visitors. Based on recent data, this attraction is visited by more than 918,591 travelers every year.

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 Colosseum, drawing over 7,400,000 yearly visitors. This roman amphitheatre and popular place of interest enjoys a rating of 4.7 out of 5 stars from 328,821 local and international travelers.

If you’re keen to explore even more, then consider a visit to Roman Forum. With an average rating of 4.7 out of 5 stars from 114,450 travelers, this square is an attraction many avid travelers highly recommend visiting while 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.

If you’re not ready to end the night just yet, The Apartment Bar Roma offers a perfect venue to relax and savor a drink. Similarly, Hotel Hassler Roma is well-suited for those looking to unwind in a social 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.

Read more
Day 4

Day 4 – Rome, Vatican City, and Siena

  • Siena
  • Rome
  • More

Drive 244 km, 3 hours 29 min

  • Altare della Patria
  • Trevi Fountain
  • Pantheon
  • Piazza navona
  • 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.

Begin your sightseeing with a visit to Altare della Patria. This extraordinary architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Each year, around 1,683,070 people visit this site to learn more about it.

Next, make your way to Trevi Fountain. This top attraction is a sculpture with an average rating of 4.8 out of 5 stars by 343,494 visitors.

We also recommend a visit to Pantheon. Hosting 30,000,000 visitors every year, Pantheon is one of the most popular places to visit in Rome. This roman temple is rated 4.8 out of 5 stars by 189,682 travelers.

If you’re keen to keep exploring, visit Piazza Navona. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 158,771 travelers.

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

Seize the day by visiting some of the best attractions in the area, like St. Peter's Basilica. This extraordinary major basilica has an average rating of 4.8 out of 5 stars from 131,043 visitors. Each year, around 11,000,000 people visit this remarkable site to admire its features and learn more about it.

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.

Continue the enjoyment post-dinner at Meet Life Cafè, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Maudit Pub offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Impero Siena. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Read more
Day 5

Day 5 – Siena, Santa Maria degli Angeli, and Perugia

  • Perugia
  • Assisi
  • Siena
  • Santa Maria degli Angeli
  • More

Drive 154 km, 2 hours 19 min

  • Piazza del Campo
  • Siena Cathedral
  • Basilica of San Francesco d'Assisi
  • Basilica of Santa Maria degli Angeli
  • 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 Santa Maria degli Angeli and Siena. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Set your GPS to Santa Maria degli Angeli 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. Santa Maria degli Angeli beckons with new experiences!

Take the opportunity to see Basilica of San Francesco d'Assisi. This attraction has an average rating of 4.9 out of 5 stars from 33,258 visitors.

Santa Maria degli Angeli’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 1 hour 38 min. Santa Maria degli Angeli welcomes you with a multitude of unique vacation experiences.

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.

After soaking in Santa Maria degli Angeli’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Santa Maria degli Angeli. Expect your car journey to take a minimum of 9 min. When you arrive in Santa Maria degli Angeli, it's time to take a break from the road.

Start your sightseeing with a visit to Basilica of Santa Maria degli Angeli. This papal basilica is rated an average 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 in Perugia.

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

Let the evening flow smoothly from dinner to drinks at Caffè Fortebraccio, a top-rated bar in the area. For other recommendations, Caffe Del Banco provides a perfect setting for rounding out your night with style and great drinks. Likewise, Dempsey's Perugia offers a memorable night with diverse drink options and excellent service.

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

Read more
Day 6

Day 6 – Perugia - departure day

  • Perugia - Departure day
  • More
  • Etruscan Arch
  • More

Today is the last day of your 6-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.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Perugia’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

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.

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!

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.