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

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, 2 nights in Rome, 1 night in Florence, and 1 night in Venice, 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, Rome, Florence, and Venice 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

Pisa - city in ItalyPisa / 2 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 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
photo of sunrise in san marco square with campanile and san marco's basilica. Panorama of the main square of the old town. Venice, Italy.Piazza San Marco
photo of beautiful view from the canal grande to the famous rialto bridge in Venice, Italy, without people and clear, emerald water.Rialto Bridge
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
Sistine ChapelSistine Chapel
Saint Peter's Square, R-36989Saint Peter's Square
photo of Night view of piazza San Marco and Doge's Palace (Palazzo Ducale) in Venice, Italy. Architecture and landmark of Venice. Night cityscape of Venice .Doge's Palace
photo of view of Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.Piazza della Repubblica
photo of view of Capitoline Hill (Campidoglio) is one of the Seven Hills of Rome, Italy. Rome architecture and landmark. Capitolium is one of the attractions of Rome, Italy.Capitoline Hill
Photo of sunrise in San Marco square with Campanile and San Marco's Basilica, the main square of the old town, Venice, Veneto Italy.Saint Mark's Basilica
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, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Make Knights' Square your first stop of the day. Previous visitors have rated this square an average of 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.

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

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

To truly maximize your evening out, consider visiting JEFFER cocktails & friends after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Le Parisien Wine Bar, another bar with an inviting ambiance. Similarly, Las Volta cocktailbar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 250 km, 3 hours 27 min

  • Cittadella Nuova
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • Cattedrale di Pisa
  • Piazza del Duomo, 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.

Perugia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pisa behind. This drive usually takes around 2 hours 50 min. Perugia welcomes you with a multitude of unique vacation experiences.

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.

Pisa Cathedral is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 8,361 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Piazza del Duomo, Pisa. Visitors have rated this square an average of 4.7 out of 5 stars in 104,550 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.

Seize the day by visiting some of the best attractions in the area, like Parco Regionale Migliarino, San Rossore, Massaciuccoli. This extraordinary park has an average rating of 4.4 out of 5 stars from 9,632 visitors.

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.

This renowned restaurant holds , and offers an exceptional menu of cuisine.

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.

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 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.

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

An excellent attraction to start your day with is Vatican Museums. This art museum typically receives around 1,612,530 visitors every year and is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Continue your journey at Saint Peter's Square. This square is rated 4.8 out of 5 stars by 38,954 travelers from near and far.

Vatican City is also the home of Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 visitors.

You can continue your self-guided sightseeing tour at St. Peter's Basilica. A total of 11,000,000 people explore this attraction every year. Rated 4.8 out of 5 stars by 131,043 visitors, a visit to this top sight is time well spent.

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

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. Esteemed as a 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

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.

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 4

Day 4 – Rome

  • Rome
  • More

Drive 11 km, 1 hour 4 min

  • Trevi Fountain
  • Piazza di Spagna
  • Piazza del Popolo
  • Villa Borghese
  • Castel Sant'Angelo
  • 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.

When you're ready to see some sights, Trevi Fountain is a great place to start. This sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Another popular attraction you can visit today is Piazza di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 travelers.

We also recommend a stop at piazza del Popolo. The square has been rated an average of 4.6 out of 5 stars by 89,807 visitors.

If you're keen to explore more, consider visiting Villa Borghese. This urban zone of rome is a popular attraction with an average rating of 4.6 out of 5 stars from 69,749 reviews.

Castel Sant'Angelo is another easily accessible place to visit on this day of your trip. Stop by this museum, rated 4.7 out of 5 stars in 72,431 reviews, to discover more of what makes it unique. This attraction gets 918,591 visitors every year.

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

Extend your evening after a delightful meal by visiting The Apartment Bar Roma, which offers the perfect atmosphere for a night out. Moreover, Hotel Hassler Roma is another popular option for a drink or two.

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 5

Day 5 – Rome and Florence

  • Florence
  • Rome
  • More

Drive 281 km, 3 hours 41 min

  • Capitoline Hill
  • Roman Forum
  • Colosseum
  • Pantheon
  • Piazza navona
  • 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.

When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Florence. Your travel time is around 3 hours 7 min.

When you’re ready for some sightseeing, make your way to Capitoline Hill. This much-appreciated hill is rated 4.7 out of 5 stars in 19,557 reviews.

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 Colosseum. This roman amphitheatre has been rated 4.7 out of 5 stars in 328,821 reviews. Every year, 7,400,000 travelers include this attraction on their travel itinerary.

Pantheon is another attraction you have the opportunity to visit today. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 reviews. This popular attraction gets 30,000,000 visits every year.

To continue your sightseeing, head over to Piazza Navona. This square is rated an average of 4.7 out of 5 stars in 158,771 reviews.

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.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds , and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

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

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Day 6

Day 6 – Florence and Venice

  • Venice
  • Florence
  • More

Drive 261 km, 3 hours 34 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Piazza della Repubblica
  • Ponte Vecchio
  • 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.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Venice. This drive usually takes around 2 hours 53 min, without any stops or traffic disruptions.

Seize the day by visiting some of the best attractions in the area, like piazza della Signoria. This extraordinary square has an average rating of 4.8 out of 5 stars from 66,956 visitors.

Next, make your way to Cathedral of Santa Maria del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

While in Florence, we also recommend a visit to Piazza della Repubblica. This square has been rated an average of 4.6 out of 5 stars in 22,356 reviews.

If you’re keen to explore even more, then consider a visit to Ponte Vecchio. With an average rating of 4.7 out of 5 stars by 118,099 travelers, this deck arch bridge is a highly recommended stop on your sightseeing around Florence.

Make your way to piazzale Michelangelo, perhaps the most famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews.

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

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 Venice for you, so you can check out the menus and make your reservation in advance.

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not ready to end the night just yet, Al Parlamento offers a perfect venue to relax and savor a drink. Similarly, Adagio is well-suited for those looking to unwind in a social setting. Il Mercante is another excellent spot to enjoy a nightcap after a delightful meal.

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 7

Day 7 – Venice and Pisa

  • Pisa
  • Venice
  • More

Drive 322 km, 3 hours 49 min

  • Rialto Bridge
  • Piazza San Marco
  • Saint Mark's Basilica
  • Doge's Palace
  • More

Wake up to day 7 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Venice. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

After soaking in Venice’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 3 hours 35 min. When you arrive in Pisa, it's time to take a break from the road.

Be one of the day’s first visitors at Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars by 141,666 visitors.

When you’re finished at Rialto Bridge, head to Piazza San Marco. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit St Mark's Basilica. This cathedral is rated an average of 4.7 out of 5 stars by 18,439 visitors.

If you’re keen to explore more, then consider a visit to Doge's Palace. This palace is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 24,775 visitors. Around 318,104 travelers visit Doge's Palace every year.

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

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

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

Explore the vibrant nightlife at Bar Mocambo after your meal, a hub for lively evenings and memorable moments. Or, head to Tree for a great selection of flavorful drinks and a charming setting. Furthermore, Chupiteria is perfect for those looking to extend their night with a touch of local flavor.

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 8

Day 8 – Pisa - departure day

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

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

Esteemed as a restaurant, it features an exceptional menu. If you're in the mood for something new, try Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another premier location with a delectable 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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