Luxury 7-Day Italy Road Trip from Pisa to Perugia, Rome, 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 Pisa, 1 night in Perugia, 2 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 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 Pisa, Perugia, Rome, 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

Pisa - city in ItalyPisa / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
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
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 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
Sistine ChapelSistine Chapel
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
Saint Peter's Square, R-36989Saint Peter's Square
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
photo of Cittadella Nuova .Cittadella Nuova
“Tuttomondo” (Keith Haring)

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 – 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!

Take the opportunity to see Knights' Square. This attraction has an average rating of 4.5 out of 5 stars from 9,051 visitors.

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.

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

Following your dinner, dive into the local bar culture at JEFFER cocktails & friends. Alternatively, go to Le Parisien Wine Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Las Volta cocktailbar 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 – Pisa, Cascine Vecchie, and Perugia

  • Perugia
  • Pisa
  • More

Drive 255 km, 3 hours 31 min

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

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa and Cascine Vecchie. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Perugia. This drive usually takes around 2 hours 50 min, without any stops or traffic disruptions.

Start your sightseeing with a visit to Cittadella Nuova. This fortress is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.4 out of 5 stars by 3,114 visitors.

Piazza del Duomo, Pisa is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 104,550 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Pisa Cathedral. Visitors have rated this cathedral an average of 4.8 out of 5 stars in 8,361 reviews.

Leaning Tower of Pisa, boasting an annual visitor count of up to 3,200,000 people, is another unique site you can experience today. This attraction is a bell tower rated an average of 4.7 out of 5 stars in 116,882 reviews.

Upon reaching Cascine Vecchie, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Begin your sightseeing with a visit to Parco Regionale Migliarino, San Rossore, Massaciuccoli. This extraordinary park is rated an average of 4.4 out of 5 stars by 9,632 visitors.

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

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

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 another amazing day of your luxury holiday in Pisa, Italy and seize the opportunity to celebrate.

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Day 3

Day 3 – Perugia, Vatican City, and Rome

  • Rome
  • More

Drive 184 km, 3 hours

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • 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 Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

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

Drop by the renowned Vatican Museums. This popular art museum has been rated an average of 4.6 out of 5 stars by 133,310 visitors. Based on recent data, this attraction is visited by more than 1,612,530 travelers every year.

Another unforgettable place to experience is Saint Peter's Square. Rated 4.8 out of 5 stars by 38,954 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Sistine Chapel. This chapel has been rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another favorite attraction in the area is St. Peter's Basilica, drawing over 11,000,000 yearly visitors. This major basilica and popular place of interest enjoys a rating of 4.8 out of 5 stars from 131,043 local and international travelers.

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 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.

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.

Unwind after your meal by stepping into La Botticella of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Sant' Eustachio Caffè offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

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

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Day 4

Day 4 – Rome

  • Rome
  • More

Drive 7 km, 1 hour 10 min

  • Castel Sant'Angelo
  • Piazza navona
  • Pantheon
  • Roman Forum
  • Colosseum
  • 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 1 night nights remaining.

Kick off the day at Castel Sant'Angelo, a top pick for today’s sightseeing. Attracting approximately 918,591 visits every year, this attraction is a must-see. This museum is rated an average of 4.7 out of 5 stars in 72,431 reviews.

Today is also your chance to visit Piazza Navona. Piazza Navona is a square with an average rating of 4.7 out of 5 stars from 158,771 reviews.

Pantheon is another top attraction we highly recommend you visit today. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. In a single year, this roman temple hosts approximately 30,000,000 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Roman Forum. This square is rated an average of 4.7 out of 5 stars by 114,450 visitors.

Lastly, don’t miss out on Colosseum, a famous roman amphitheatre in Rome. This attraction welcomes 7,400,000 visitors annually and is rated an average of 4.7 out of 5 stars by 328,821 travelers.

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.

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Keep the excitement of the evening going by going to a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.

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 5

Day 5 – Rome and Florence

  • Florence
  • Rome
  • More

Drive 280 km, 3 hours 54 min

  • Altare della Patria
  • Trevi Fountain
  • Piazza di Spagna
  • Piazza del Popolo
  • Villa Borghese
  • More

Wake up to day 5 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Florence, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Florence. 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 3 hours 4 min. Upon reaching Florence, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

An excellent attraction to start your day with is Altare della Patria. This architectural structure typically receives around 1,683,070 visitors every year and is rated an average of 4.8 out of 5 stars in 49,843 reviews.

Continue your journey at Trevi Fountain. This sculpture is rated 4.8 out of 5 stars by 343,494 travelers from near and far.

Rome is also the home of Piazza di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 visitors.

You can continue your self-guided sightseeing tour at piazza del Popolo. Rated 4.6 out of 5 stars by 89,807 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Villa Borghese. With an average rating of 4.6 out of 5 stars from 69,749 reviews, it’s hard to refuse the opportunity to see this urban zone of rome.

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

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

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated it is an ideal choice for italian contemporary and international cuisine in the city.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out SE·STO on Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun 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.

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Day 6

Day 6 – 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

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.

As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 13 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Journey into the unknown at piazza della Signoria, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.8 out of 5 stars from 66,956 reviews.

When you’re ready to continue your sightseeing, Cathedral of Santa Maria del Fiore is a recommended place to visit. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Another must-see attraction in Florence is Ponte Vecchio. Rated an average of 4.7 out of 5 stars by 118,099 travelers, this popular tourist destination in Florence offers an experience you will remember.

Uffizi Gallery is another popular stop on travelers' itineraries in Florence. This national museum promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 61,794 reviews. Each year, approximately 2,011,219 people travel to visit Uffizi Gallery.

Lastly, don't miss out on piazzale Michelangelo. Rated 4.8 out of 5 stars by 77,744 local and international travelers, it's a popular place to visit.

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

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

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable 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 7

Day 7 – Pisa - departure day

  • Pisa - Departure day
  • More
  • “Tuttomondo” (Keith Haring)
  • 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 Pisa before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Pisa’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Italy forever.

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

As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Sud, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Is another top choice with a popular 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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