Luxury 7-Day Italy Road Trip from Pisa traveling east to Siena, 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!

Make Logge dei Banchi one of your first sightseeing stops in Pisa. Rated an average of 4.2 out of 5 stars by 1,128 travelers, a visit to this local attraction makes for a great introduction to the area.

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.

Keep the excitement of the evening going by going to a bar or two. JEFFER cocktails & friends is an excellent place to start. You could also check out Le Parisien Wine Bar, offering a different kind of charm. A last recommendation for the day is Las Volta cocktailbar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise a toast to the start of your 7-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 Siena, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Pisa and Cascine Vecchie.

As you’ve unraveled the marvels of Pisa, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 51 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Make Santa Maria della Spina your first stop of the day. Previous visitors have rated this church building an average of 4.5 out of 5 stars in 3,092 reviews.

Next up, make a stop at Leaning Tower of Pisa. With an average rating of 4.7 out of 5 stars by 116,882 visitors, it's easy to understand why so many people visit this bell tower every year. In fact, this attraction welcomes 3,200,000 annual visitors.

Pisa Cathedral is another attraction you can visit on this day of your vacation. This cathedral has an average rating of 4.8 out of 5 stars by 8,361 visitors.

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

Set your GPS to Cascine Vecchie and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Cascine Vecchie beckons with new experiences!

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 Siena.

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

Continue your lively evening at Meet Life Cafè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Maudit Pub is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Impero Siena ensures a night out tailored to your taste.

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.

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.

Set your GPS to Vatican City and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!

Be one of the day’s first visitors at Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars by 52,083 visitors.

When you’re finished at Sistine Chapel, head to St. Peter's Basilica. This one-of-a-kind major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. Every year, approximately 11,000,000 travelers come here to experience the major basilica for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

If you’re keen to explore more, then consider a visit to Vatican Museums. This art museum is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 133,310 visitors. Around 1,612,530 travelers visit Vatican Museums every year.

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 harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

Extend your evening after a delightful meal by visiting La Botticella of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Sant' Eustachio Caffè is another popular option for a drink or two. Likewise, Caffè Portofino 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 Vatican City, Italy and seize the opportunity to celebrate.

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, Castel Sant'Angelo is a great place to start. This museum is rated an average of 4.7 out of 5 stars by 72,431 visitors. Castel Sant'Angelo attracts more than 918,591 visitors every year.

Another popular attraction you can visit today is Piazza Navona. This square has an average rating of 4.7 out of 5 stars from 158,771 travelers.

We also recommend a stop at Pantheon. This site gets more than 30,000,000 visitors annually. The roman temple has been rated an average of 4.8 out of 5 stars by 189,682 visitors.

If you're keen to explore more, consider visiting Trevi Fountain. This sculpture is a popular attraction with an average rating of 4.8 out of 5 stars from 343,494 reviews.

Piazza di Spagna is another easily accessible place to visit on this day of your trip. Stop by this square, rated 4.7 out of 5 stars in 113,658 reviews, to discover more of what makes it unique.

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.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

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.

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. 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’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Florence. This drive usually takes around 3 hours 4 min. When you arrive, enjoy some sightseeing.

Start your sightseeing with a visit to Roman Forum. This square is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.7 out of 5 stars by 114,450 visitors.

Colosseum is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 328,821 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 7,400,000 people visit this roman amphitheatre every year.

If it’s still bright and early, make your way to piazza del Popolo. Visitors have rated this square an average of 4.6 out of 5 stars in 89,807 reviews.

Villa Borghese is another unique site you can experience today. This attraction is an urban zone of rome rated an average of 4.6 out of 5 stars in 69,749 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.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to SE·STO on Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 6 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.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 13 min.

Kick off the day at piazza della Signoria, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Today is also your chance to visit Cathedral of Santa Maria del Fiore. Cathedral of Santa Maria del Fiore is a church with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Ponte Vecchio is another top attraction we highly recommend you visit today. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. Visiting Uffizi Gallery means you'll be one of 2,011,219 people who do so every year.

Lastly, don’t miss out on piazzale Michelangelo, a famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars by 77,744 travelers.

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

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Pisa. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Mocambo, known for its inviting atmosphere. Tree is another great option if you’re looking for a place to get the night started. Similarly, Chupiteria provides a great setting to enjoy the night away.

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

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.

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.

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

If you're eager to try something different, consider Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another top spot with a tantalizing 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!