Luxury 6-Day Italy Road Trip from Pisa traveling south to Perugia, Rome, and Florence

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!

When you're ready to see some sights, Knights' Square is a great place to start. This square is rated an average of 4.5 out of 5 stars by 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.

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

After your meal, keep the night alive at a bar like JEFFER cocktails & friends, known for its lively atmosphere. Le Parisien Wine Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Las Volta cocktailbar offers an excellent atmosphere for those looking to amp up the evening.

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

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.

An excellent attraction to start your day with is Cittadella Nuova. This fortress is rated an average of 4.4 out of 5 stars in 3,114 reviews.

Continue your journey at Piazza del Duomo, Pisa. This square is rated 4.7 out of 5 stars by 104,550 travelers from near and far.

Pisa is also the home of Pisa Cathedral. This cathedral has an average rating of 4.8 out of 5 stars from 8,361 visitors.

You can continue your self-guided sightseeing tour at Leaning Tower of Pisa. A total of 3,200,000 people explore this attraction every year. Rated 4.7 out of 5 stars by 116,882 visitors, a visit to this top sight is time well spent.

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

Start your sightseeing with a visit to Parco Regionale Migliarino, San Rossore, Massaciuccoli. This park is rated an average 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.

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

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

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

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City. 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 Vatican City.

Your sightseeing of the day begins at Vatican Museums, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 133,310 reviews. Each year, this popular place of interest welcomes approximately 1,612,530 visitors.

Next, satisfy your wanderlust at Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars from 38,954 travelers.

Sistine Chapel is another must-visit attraction. This renowned chapel offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 52,083 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit St. Peter's Basilica. This well-loved major basilica boasts a 4.8 out of 5-star rating from 131,043 reviews. In a single year, approximately 11,000,000 visitors add this sightseeing spot to their travel itineraries.

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 symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for mediterranean and creative cuisine in the city.

After your meal, keep the night alive at a bar like La Botticella of Poggi Giovanni, known for its lively atmosphere. Sant' Eustachio Caffè is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Seize the day by visiting some of the best attractions in the area, like Capitoline Hill. This extraordinary hill has an average rating of 4.7 out of 5 stars from 19,557 visitors.

Next, make your way to Roman Forum. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

While in Rome, we also recommend a visit to Colosseum. Hosting around 7,400,000 visitors every year, Colosseum is one of the best places to visit. This roman amphitheatre has been rated an average of 4.7 out of 5 stars in 328,821 reviews.

If you’re keen to explore even more, then consider a visit to Pantheon. This attraction gets around 30,000,000 yearly visitors. With an average rating of 4.8 out of 5 stars by 189,682 travelers, this roman temple is a highly recommended stop on your sightseeing around Rome.

Make your way to Trevi Fountain, perhaps the most famous sculpture in Rome. This attraction is rated an average of 4.8 out of 5 stars in 343,494 reviews.

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

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

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, SE·STO on Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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.

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

Start your sightseeing with a visit to piazza della Signoria. This square is rated an average of 4.8 out of 5 stars from 66,956 visitors.

Cathedral of Santa Maria del Fiore is another popular attraction you could visit today. This church has a rating of 4.8 out of 5 stars from 76,359 visitors.

Ponte Vecchio is also highly recommended by travelers. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Uffizi Gallery is an attraction you won’t want to miss. Around 2,011,219 people visit this place every year. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews.

Another attraction you have the opportunity to visit today is piazzale Michelangelo. This square has received an average rating of 4.8 out of 5 stars from 77,744 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.

Unwind after your meal by stepping into Bar Mocambo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Tree offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Chupiteria, another top-rated bar in the area.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

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 Pisa before saying goodbye.

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

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

Make the most of what's left of your luxury vacation and head out to the stunning Baths of Nero. This extraordinary sightseeing destination and attraction is rated an average of 4.1 out of 5 stars in 775 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.

Savor the flavors at Sud, a top pick for dinner tonight. Alternatively, Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Beckons with its unique menu offerings.

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!