Luxury 6-Day Italy Road Trip from Perugia traveling north to Florence, Venice, and Pisa

Porta di Venere, from the Roman era, made of white travertine, with its three arches and the two towers of Properzio in Perugia, Italy
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, 1 night in Florence, 1 night in Venice, and 1 night in Pisa, experiencing the ultimate luxury vacation in Italy.

We will help you have the best 6-day luxury holiday in Italy imaginable, so you can leave feeling fulfilled and inspired.

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 to discover some of the best travel destinations in Italy, including the stunning Ponte Vecchio and piazzale Michelangelo.

Your 6 days in this one-of-a-kind destination in Europe will be filled with bucket-list experiences and bespoke activities. Expect sweeping views over the best attractions, heavenly meals at top-rated restaurants, and world-class service at 5-star luxury hotels.

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.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Highlights of your itinerary include visiting the famous Cathedral of Santa Maria del Fiore, experiencing the fantastic Piazza San Marco up close, and discovering the unique features of the highly-recommended Rialto Bridge. These are only a few of the many spectacular attractions and sights you will find on your luxury travel itinerary in Italy.

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.

As your luxury vacation in Italy comes to an end, you will return home with new experiences and unforgettable memories. Not to forget, a full camera album on your phone with amazing photos and videos from the most beautiful places in Italy to share with your friends and family.

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, Magione, Florence, Venice, and Pisa 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, 5 nights
Rental car, 6 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 1 night
Pisa - city in ItalyPisa / 1 night
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 1 night
Perugia - city in ItalyPerugia / 2 nights

Map

Attractions

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
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 panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
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
Central Market
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 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
Borgo di Rasiglia
photo of view of the scenic Piazza IV Novembre, main square and masterpiece of medieval architecture in Perugia, ItalyPiazza IV Novembre
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
Parco Regionale del Lago Trasimeno, Magione, Perugia, Umbria, ItalyParco Regionale del Lago Trasimeno
photo of Aerial view of Perugia from Rocca Paolina, Italy.,Perugia Italy.Rocca Paolina
photo of Cittadella Nuova .Cittadella Nuova
Carducci Gardens, Perugia, Umbria, ItalyCarducci Gardens
photo of Giardini del Frontone in Perugia, Italy.,Perugia italy.Frontone Gardens
Palazzo della Corgna

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 – Perugia - arrival day

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. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

The first destination of your luxury vacation in Italy is Perugia - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Perugia.

Start your sightseeing in the city with a visit to the fantastic Piazza IV Novembre. This square is a popular stop on travelers’ itineraries in Perugia, with an average rating of 4.6 out of 5 stars by 9,189 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Perugia. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

Exploring new places can make you hungry. When you’re ready for dinner, we recommend trying one of the finest restaurants in Perugia.

For a culinary experience you will remember, have a look at the menu at Ristorante Il Giurista. With an average rating of 4.8 out of 5 stars by 980 customers, it’s truly one of the best restaurants in the whole of Perugia.

If you feel like having something slightly different, check out Ristorante Al Tartufo. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 1,056 customers, it’s one that most guests enjoy.

Al Mangiar Bene is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Perugia, and has an impressive average rating of 4.5 out of 5 stars by 1,395 customers.

As your day in Perugia is coming to an end retreat to a bar where you can celebrate the start of your exciting luxury holiday in Italy.

Make your way to Quei Bravi Ragazzi. This bar promises a great atmosphere for your celebrations and has an average rating of 4.7 out of 5 stars by 543 customers.

Or, why not continue your evening at Osteria a Priori, rated an average of 4.5 out of 5 stars among 1,728 guests.

Another bar where you can have a great time tonight is Elfo Pub Perugia. This bar has an average rating of 4.6 out of 5 stars by 754 customers.

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

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Experiences

Day 2 – Rasiglia, Magione, Castiglione del Lago, and Florence

Day 2

Day 2 – Rasiglia, Magione, Castiglione del Lago, and Florence

  • Florence
  • Perugia
  • More

Drive 290 km, 5 hours 6 min

  • Parco Regionale del Lago Trasimeno
  • Borgo di Rasiglia
  • Palazzo della Corgna
  • Carducci Gardens
  • Rocca Paolina
  • More

On day 2 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Perugia and the city of Florence. You’ll stay in Florence for 1 night.

Your day starts in Perugia. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Carducci Gardens your first stop of the day. The average rating of 4.5 out of 5 stars by 1,768 visitors gives you an idea of what to expect from this park and attraction before you head there.

Next up, make a stop at the incredible Rocca Paolina. With an average rating of 4.7 out of 5 stars by 7,128 visitors, it's easy to understand why so many people visit this rocca and attraction.

Make the most of your day in Perugia by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Perugia today.

By the end of the day, you will drive to the city of Florence, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Ristorante Paoli, one of the best restaurants in Florence. This restaurant has an average rating of 4.9 out of 5 stars by 6,031 customers.

If you feel like having something else, locals also recommend Osteria Vecchio Cancello as one of their top choices in the city. Osteria Vecchio Cancello is rated an average of 4.8 out of 5 stars by 1,589 customers.

Another restaurant you could try in Florence is Ristorante Oliviero 1962. This lovely restaurant has a fantastic menu and has been rated an average of 4.7 out of 5 stars by 1,046 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Manifattura is one of the best bars you can visit in Florence tonight. This bar is rated an average of 4.7 out of 5 stars by 509 customers.

You can also enjoy a glass or two at a popular place like Caffe Concerto Paszkowski. This bar has an average rating of 4.3 out of 5 stars from 4,000 customers.

Alternatively, try Ristorante Buca Mario. Ristorante Buca Mario is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.4 out of 5 stars by 1,879 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 3 – Florence and Venice

Day 3

Day 3 – Florence and Venice

  • Florence
  • Venice
  • More

Drive 267 km, 3 hours 34 min

  • Piazza della Signoria
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • Central Market
  • Piazzale Michelangelo
  • More

On day 3 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Florence and the city of Venice. You’ll stay in Venice for 1 night.

Your day starts in Florence. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing piazza della Signoria your first stop of the day. The average rating of 4.8 out of 5 stars by 66,956 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible Ponte Vecchio. With an average rating of 4.7 out of 5 stars by 118,099 visitors, it's easy to understand why so many people visit this deck arch bridge and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars by 76,359 visitors.

When you’re finished at the must-see tourist destination, the perfect next stop is the popular Central Market. This spectacular must-see tourist destination and attraction is rated an average of 4.4 out of 5 stars in 43,100 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic piazzale Michelangelo. This square is a remarkable attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.

Make the most of your day in Florence by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Florence today.

By the end of the day, you will drive to the city of Venice, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Ristorante La Piazza, one of the best restaurants in Venice. This restaurant has an average rating of 4.7 out of 5 stars by 9,892 customers.

If you feel like having something else, locals also recommend Farini as one of their top choices in the city. Farini is rated an average of 4.5 out of 5 stars by 4,851 customers.

Another restaurant you could try in Venice is Rio Novo. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 3,401 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Adagio is one of the best bars you can visit in Venice tonight. This bar is rated an average of 4.9 out of 5 stars by 621 customers.

You can also enjoy a glass or two at a popular place like Il Mercante. This bar has an average rating of 4.8 out of 5 stars from 666 customers.

Alternatively, try Trattoria Bar Pontini. Trattoria Bar Pontini is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.5 out of 5 stars by 4,176 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 4 – Pisa

Day 4

Day 4 – Pisa

  • Venice
  • Pisa
  • More

Drive 322 km, 3 hours 49 min

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

On day 4 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Venice and the city of Pisa. You’ll stay in Pisa for 1 night.

Your day starts in Venice. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Rialto Bridge your first stop of the day. The average rating of 4.7 out of 5 stars by 141,666 visitors gives you an idea of what to expect from this stone bridge and attraction before you head there.

Next up, make a stop at the incredible Piazza San Marco. With an average rating of 4.7 out of 5 stars by 152,982 visitors, it's easy to understand why so many people visit this square and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding St Mark's Basilica. This cathedral has an average rating of 4.7 out of 5 stars by 18,439 visitors.

When you’re finished at the palace, the perfect next stop is the popular Doge's Palace. This spectacular palace and attraction is rated an average of 4.7 out of 5 stars in 24,775 reviews. Doge's Palace attracts about 318,104 visitors annually.

Make the most of your day in Venice by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Venice today.

By the end of the day, you will drive to the city of Pisa, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Osteria I Santi, one of the best restaurants in Pisa. This restaurant has an average rating of 4.4 out of 5 stars by 3,094 customers.

If you feel like having something else, locals also recommend Filter Coffee Lab as one of their top choices in the city. Filter Coffee Lab is rated an average of 4.6 out of 5 stars by 2,414 customers.

Another restaurant you could try in Pisa is Osteria Marina Il Peschereccio. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 1,687 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Bar Mocambo is one of the best bars you can visit in Pisa tonight. This bar is rated an average of 4.7 out of 5 stars by 359 customers.

You can also enjoy a glass or two at a popular place like Skyline American Bar. This bar has an average rating of 4.3 out of 5 stars from 510 customers.

Alternatively, try La Vecchia Cascina. La Vecchia Cascina is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.2 out of 5 stars by 3,606 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 5 – Perugia

Day 5

Day 5 – Perugia

  • Pisa
  • Perugia
  • More

Drive 252 km, 3 hours 26 min

  • Cittadella Nuova
  • Knights' Square
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • More

On day 5 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Pisa and the city of Perugia. You’ll stay in Perugia for 1 night.

Your day starts in Pisa. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Cittadella Nuova your first stop of the day. The average rating of 4.4 out of 5 stars by 3,114 visitors gives you an idea of what to expect from this fortress and attraction before you head there.

Next up, make a stop at the incredible Knights' Square. With an average rating of 4.5 out of 5 stars by 9,051 visitors, it's easy to understand why so many people visit this square and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Leaning Tower of Pisa. This bell tower has an average rating of 4.7 out of 5 stars by 116,882 visitors. Up to 3,200,000 travelers come to Pisa every year to see the stunning Leaning Tower of Pisa with their own eyes.

When you’re finished at the square, the perfect next stop is the popular Piazza del Duomo, Pisa. This spectacular square and attraction is rated an average of 4.7 out of 5 stars in 104,550 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Pisa Cathedral. This cathedral is a remarkable attraction with an average rating of 4.8 out of 5 stars from 8,361 visitors.

Make the most of your day in Pisa by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Pisa today.

By the end of the day, you will drive to the city of Perugia, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Locanda Del Bartoccio, one of the best restaurants in Perugia. This restaurant has an average rating of 4.5 out of 5 stars by 1,247 customers.

If you feel like having something else, locals also recommend La Taverna as one of their top choices in the city. La Taverna is rated an average of 4.5 out of 5 stars by 1,210 customers.

Another restaurant you could try in Perugia is Ristorante del Sole. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 1,442 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Bar Pellas is one of the best bars you can visit in Perugia tonight. This bar is rated an average of 4.3 out of 5 stars by 631 customers.

You can also enjoy a glass or two at a popular place like Punto di Vista. This bar has an average rating of 4.5 out of 5 stars from 502 customers.

Alternatively, try Vinoteca Perugia. Vinoteca Perugia is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.7 out of 5 stars by 417 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

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Experiences

Day 6 – Perugia - departure day

Day 6

Day 6 – Perugia - departure day

  • Perugia - Departure day
  • More
  • Frontone Gardens
  • 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.

Catch a later flight to enjoy some extra time for exploring. If you have a late departure, we recommend doing some last-minute shopping or sightseeing.

Make the most of what’s left of your luxury vacation in Italy by heading out to the stunning Frontone Gardens. This extraordinary garden and attraction is rated an average of 4.4 out of 5 stars in 1,722 reviews, and is an excellent choice for your last sightseeing in Perugia.

Don’t end your vacation hungry. For one last meal in the city of Perugia, check out the menu at Ristorante IL CANTINONE Perugia. This popular restaurant is rated an average of 4.4 out of 5 stars by 1,012 customers.

Alternatively, another recommendation is La Bottega di Perugia. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.7 out of 5 stars by 762 customers.

If you prefer something slightly different, try Ristorante Settimo Sigillo. This restaurant will not let you walk out hungry. With an average rating of 4.6 out of 5 stars by 655 customers, it is truly one of the best in the city.

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!

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Experiences

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