Luxury One-Week Italy Road Trip from Pisa to Perugia, Rome, and Florence

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

Escape for the holiday of a lifetime with this 8-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 Pisa, 1 night in Perugia, 3 nights in Rome, 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 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 Pisa, Perugia, Santa Maria degli Angeli, Rome, Tivoli, 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, 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 / 1 night
Pisa - city in ItalyPisa / 2 nights
Photo of the Basilica of Santa Maria degli Angeli near Assisi in Italy.Santa Maria degli Angeli
Tivoli - city in ItalyTivoli
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
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 Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
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
Saint Peter's Square, R-36989Saint Peter's Square
Christmas in Assisi, Saint Francis Basilica with the Christmas Crib. Province of Perugia, Umbria, Italy.Basilica of San Francesco d'Assisi
Villa d`Este(16th-century) fountain and garden , Tivoli, Italy. UNESCO world heritage site.Villa d'Este
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
Parco Regionale Migliarino, San Rossore, Massaciuccoli, Pisa, Tuscany, ItalyParco Regionale Migliarino, San Rossore, Massaciuccoli
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
Piazza del Comune, Assisi, Perugia, Umbria, ItalyPiazza del Comune
photo of Cittadella Nuova .Cittadella Nuova
Logge dei Banchi, Pisa, Tuscany, ItalyLogge dei Banchi
Fontana dell'Organo

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

Stays

Personalize your itinerary

Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
  • More
  • Knights' Square
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Pisa. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

When you’re ready for some sightseeing, make your way to Knights' Square. This much-appreciated square is rated 4.5 out of 5 stars in 9,051 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Pisa. 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 Pisa for you so you can browse their menus in advance and make a reservation.

After enjoying a fulfilling meal, continue your evening at JEFFER cocktails & friends, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Parisien Wine Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Las Volta cocktailbar provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Pisa, Cascine Vecchie, and Perugia

  • Perugia
  • Pisa
  • More

Drive 261 km, 3 hours 23 min

  • Cittadella Nuova
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • Leaning Tower of Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

Wake up to day 2 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 Pisa and Cascine Vecchie.

Drop by the renowned Cittadella Nuova. This popular fortress has been rated an average of 4.4 out of 5 stars by 3,114 visitors.

Another unforgettable place to experience is Piazza del Duomo, Pisa. Rated 4.7 out of 5 stars by 104,550 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Pisa Cathedral. This cathedral has been rated an average of 4.8 out of 5 stars in 8,361 reviews.

Another favorite attraction in the area is Leaning Tower of Pisa, drawing over 3,200,000 yearly visitors. This bell tower and popular place of interest enjoys a rating of 4.7 out of 5 stars from 116,882 local and international travelers.

Continue your road trip and head to your next destination, Cascine Vecchie.

When you’re ready for some sightseeing, make your way to Parco Regionale Migliarino, San Rossore, Massaciuccoli. This much-appreciated park is rated 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 Perugia.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Tommi Bar, a well-loved spot among locals and tourists. Or, head to Valentina. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffe Dal Perugino, another top-rated place in the area.

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 3

Day 3 – 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

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

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Santa Maria degli Angeli. This drive usually takes around 32 min, without any stops or traffic disruptions.

Be one of the day’s first visitors at Basilica of San Francesco d'Assisi. This papal basilica is rated an average of 4.9 out of 5 stars by 33,258 visitors.

When you’re finished at Basilica of San Francesco d'Assisi, head to Piazza del Comune. This one-of-a-kind sightseeing destination is rated an average of 4.6 out of 5 stars in 3,057 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Basilica di Santa Chiara. This minor basilica is rated an average of 4.7 out of 5 stars by 9,628 visitors.

Embrace the thrill of the open road as you wave goodbye to Santa Maria degli Angeli and set your GPS to Santa Maria degli Angeli. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 11 min. Upon reaching Santa Maria degli Angeli, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready to see some sights, Basilica of Santa Maria degli Angeli is a great place to start. This papal basilica is rated an average of 4.8 out of 5 stars by 19,258 visitors.

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.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its , this restaurant offers a remarkable selection of mediterranean and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

Continue your evening by exploring the vibrant nightlife scene at La Botticella of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Sant' Eustachio Caffè, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.

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 4

Day 4 – Rome

  • Rome
  • More

Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Piazza del Popolo
  • Villa Borghese
  • More

Day 4 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.

Begin your sightseeing with a visit to Trevi Fountain. This extraordinary sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Next, make your way to Piazza di Spagna. This top attraction is a square with an average rating of 4.7 out of 5 stars by 113,658 visitors.

We also recommend a visit to Spanish Steps. This monumental staircase is rated 4.5 out of 5 stars by 57,211 travelers.

If you’re keen to keep exploring, visit piazza del Popolo. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 89,807 travelers.

Today is also your chance to spend some time at Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 travelers.

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.

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.

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Day 5

Day 5 – Rome

  • Rome
  • More

Drive 9 km, 1 hour 11 min

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

Day 5 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.

Be one of the day’s first visitors at Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars by 328,821 visitors. Attracting more than 7,400,000 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Colosseum, head to Roman Forum. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pantheon. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Visiting Pantheon means you'll be one of 30,000,000 people who do so every year.

If you’re keen to explore more, then consider a visit to Piazza Navona. This square is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 158,771 visitors.

To round off your sightseeing experience, make your way to Castel Sant'Angelo. This famous museum welcomes around 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 travelers.

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.

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

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Day 6

Day 6 – Rome, Vatican City, Tivoli, and Florence

  • Florence
  • Tivoli
  • More

Drive 320 km, 4 hours 16 min

  • Saint Peter's Square
  • St Peter's Basilica
  • Villa d'Este
  • Fontana dell'Organo
  • More

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City and Tivoli. 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 Saint Peter's Square. Previous visitors have rated this square an average of 4.8 out of 5 stars in 38,954 reviews.

St. Peter's Basilica is a local recommendation that you also can pay a visit today. This major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. The attraction welcomes 11,000,000 visitors every year.

The attraction gets an estimated 11,000,000 visitors every year.

Set your GPS to Florence and hit the road. Expect a journey of approximately 3 hours 2 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Florence beckons with new experiences!

Drop by the renowned Villa d'Este. This popular giardino all'italiana has been rated an average of 4.7 out of 5 stars by 25,000 visitors. Based on recent data, this attraction is visited by more than 139,855 travelers every year.

Another unforgettable place to experience is Fontana dell'Organo. Rated 4.6 out of 5 stars by 195 visitors, this point of interest deserves a spot on today's sightseeing itinerary.

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

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.

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant , known for its delicious italian contemporary and international menu.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to SE·STO on Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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 7

Day 7 – Florence and Pisa

  • Pisa
  • Florence
  • More

Drive 88 km, 1 hour 56 min

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

Wake up to day 7 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 Pisa, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Florence.

Make piazza della Signoria one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 66,956 travelers, a visit to this local attraction makes for a great introduction to the area.

Cathedral of Santa Maria del Fiore is a worthwhile attraction you can visit next. This church is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Today is also the perfect opportunity to drop by Ponte Vecchio. This deck arch bridge has been rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, head to Uffizi Gallery and find out why 2,011,219 people visit this spot every year. A trip to this popular national museum is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 61,794 previous visitors.

Another top place to visit is piazzale Michelangelo. This square enjoys an average rating of 4.8 out of 5 stars from 77,744 local and international travelers.

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

Discover a world of culinary delights in Pisa, 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.

Extend your evening after a delightful meal by visiting Bar Mocambo, which offers the perfect atmosphere for a night out. Moreover, Tree is another popular option for a drink or two. Likewise, Chupiteria 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 Florence, Italy and seize the opportunity to celebrate.

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Day 8

Day 8 – Pisa - departure day

  • Pisa - Departure day
  • More
  • Logge dei Banchi
  • 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 Pisa before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Pisa’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.

Make the most of what's left of your luxury vacation and head out to the stunning Logge dei Banchi. This extraordinary point of interest and attraction is rated an average of 4.2 out of 5 stars in 1,128 reviews, and is an excellent choice for your last sightseeing in Pisa.

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

If you're in the mood to try something new, consider Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another top spot with a mouthwatering menu.

You will then say farewell to Pisa 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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