Luxury 11-Day Italy Road Trip from Pisa to Siena, Rome, Florence, Venice, and Verona

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Cascine Vecchie, and Pisa. The day's journey will conclude in Siena, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Begin your sightseeing with a visit to Leaning Tower Of Pisa. This bell tower gets 3,200,000 visitors each year and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

Next up, make your way to Pisa Cathedral. This cathedral has an average rating of 4.8 out of 5 stars from 8,361 reviews.

When you’re ready for your next sight of the day, continue to Piazza Del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Campo Santo. This cemetery is rated an average of 4.6 out of 5 stars by 586 visitors.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Cascine Vecchie.

Drop by the renowned Parco Regionale Migliarino, San Rossore, Massaciuccoli. This popular park has been 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 Siena. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Savor the flavors at Antica Trattoria Papei, a top pick for dinner tonight. Alternatively, Osteria Quattro Venti beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

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

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.

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’re ready to jump back into the car and say goodbye to Siena, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 2 hours 37 min. When you arrive, enjoy some sightseeing.

Take the opportunity to see Vatican Museums. This attraction has an average rating of 4.6 out of 5 stars from 133,310 visitors and gets around 1,612,530 visits every year.

Sistine Chapel is another sightseeing hotspot in the area. This chapel has been rated an average of 4.7 out of 5 stars by 52,083 travelers.

Vatican City is also the home of St. Peter's Basilica. This major basilica gets more than 11,000,000 visitors on an annual basis. Around 131,043 people have rated this major basilica an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Saint Peter's Square. With an average rating of 4.8 out of 5 stars from a total of 38,954 reviews, a visit to this square is a great idea.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative, and innovative 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 Enoteca La Torre, a top local spot known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Sant' Eustachio Caffè, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.

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

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 2 nights nights remaining.

Make Circus Maximus your first stop of the day. Previous visitors have rated this circus an average of 4.4 out of 5 stars in 44,741 reviews.

Next up, make a stop at Colosseum. With an average rating of 4.7 out of 5 stars by 328,821 visitors, it's easy to understand why so many people visit this roman amphitheatre every year. In fact, this attraction welcomes 7,400,000 annual visitors.

Roman Forum is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 114,450 visitors.

When you’re finished at Roman Forum, the perfect next stop is Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

If you’re keen to explore even more, then consider a visit to Pantheon. This roman temple is a top place to visit, with a rating of 4.8 out of 5 stars from 189,682 reviews. Pantheon hosts around 30,000,000 visitors every year.

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

Treat yourself to a wonderful meal at DEROMA - Farine Romane, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at Centro. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Following your dinner, dive into the local bar culture at The Apartment Bar Roma. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Hotel Hassler Roma, the perfect place for those looking to experience the best of the nightlife.

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.

Day 5 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.

Journey into the unknown at Villa Borghese, a unique attraction awaiting your visit. This remarkable urban zone of rome has an average rating of 4.6 out of 5 stars from 69,749 reviews.

When you’re ready to continue your sightseeing, Piazza Del Popolo is a recommended place to visit. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Another must-see attraction in Rome is Piazza Di Spagna. Rated an average of 4.7 out of 5 stars by 113,658 travelers, this popular tourist destination in Rome offers an experience you will remember.

Spanish Steps is another popular stop on travelers' itineraries in Rome. This monumental staircase promises memorable moments of exploring. Other travelers have rated this attraction 4.5 out of 5 stars in 57,211 reviews.

Lastly, don't miss out on Castel Sant'angelo. Rated 4.7 out of 5 stars by 72,431 local and international travelers, it's a popular place to visit. This museum gets closer to 918,591 visits every year.

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

Have a fantastic dining experience at Ristorante Tema, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Maccheroni offers an enticing alternative with its varied menu. Additionally, RoYaL Art Cafè Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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 Florence, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Rome.

Be one of the day’s first visitors at Altare Della Patria. This architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Attracting more than 1,683,070 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Altare Della Patria, head to Largo Di Torre Argentina. This one-of-a-kind square is rated an average of 4.5 out of 5 stars in 30,433 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Campo De' Fiori. This square is rated an average of 4.4 out of 5 stars by 51,133 visitors.

If you’re keen to explore more, then consider a visit to Piazza Navona. This square is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 158,771 visitors.

To round off your sightseeing experience, make your way to Foro Italico. This famous point of interest is rated an average of 4.6 out of 5 stars by 25,438 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary, and international cuisine in the city.

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.

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.

Day 7 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Take the opportunity to see Piazzale Michelangelo. This attraction has an average rating of 4.8 out of 5 stars from 77,744 visitors.

Basilica Of Santa Croce In Florence is another sightseeing hotspot in the area. This church has been rated an average of 4.7 out of 5 stars by 28,544 travelers.

Florence is also the home of Piazza Della Signoria. Around 66,956 people have rated this square an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Uffizi Gallery, which hosts up to 2,011,219 visitors every year. With an average rating of 4.7 out of 5 stars from a total of 61,794 reviews, a visit to this national museum is a great idea.

This day of your vacation in Florence is also your chance to admire Ponte Vecchio. This must-visit deck arch bridge enjoys an average rating of 4.7 out of 5 stars from 118,099 reviews.

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 Florence so you can check out the menus and make advance reservations.

Make sure to reserve a table at Trattoria Da Burde, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Buca Mario, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence, and Padua. The day's journey will conclude in Venice, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Begin your sightseeing with a visit to Cathedral Of Santa Maria Del Fiore. This extraordinary church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

Next, make your way to Galleria Dell'accademia. This top attraction is a national museum with an average rating of 4.6 out of 5 stars by 34,429 visitors. Galleria Dell'accademia welcomes 1,719,645 yearly visitors.

We also recommend a visit to Central Market. This point of interest is rated 4.4 out of 5 stars by 43,100 travelers.

Set your GPS to Padua and hit the road. Expect a journey of approximately 2 hours 36 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Padua beckons with new experiences!

A top pick for your self-guided sightseeing tour today is The Basilica Of St. Anthony. Previous visitors have rated this church an average of 4.8 out of 5 stars in 38,852 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Venice. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Venice, 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.

Experience a taste of local culinary excellence while in Venice by securing a table at Local. An esteemed 1-star Michelin restaurant, it features an exceptional contemporary menu. For an alternative taste experience, visit Wistèria, famous for its scrumptious contemporary, and venetian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Quadri, a local favorite celebrated for its exquisite modern cuisine in Venice. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

To truly maximize your evening out, consider visiting Al Parlamento after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Adagio, another bar with an inviting ambiance. Similarly, Il Mercante also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Wake up to day 9 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.

Drop by the renowned Rialto Bridge. This popular stone bridge has been rated an average of 4.7 out of 5 stars by 141,666 visitors.

Another unforgettable place to experience is Piazza San Marco. Rated 4.7 out of 5 stars by 152,982 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to St Mark's Basilica. This cathedral has been rated an average of 4.7 out of 5 stars in 18,439 reviews.

Another favorite attraction in the area is Doge's Palace, drawing over 318,104 yearly visitors. This palace and popular place of interest enjoys a rating of 4.7 out of 5 stars from 24,775 local and international travelers.

If you’re keen to explore even more, then consider a visit to Bridge Of Sighs. With an average rating of 4.6 out of 5 stars from 18,223 travelers, this footbridge is an attraction many avid travelers highly recommend visiting while in Venice.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Verona. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Enjoy an outstanding dining experience at Casa Perbellini 12 Apostoli, a 2-star Michelin restaurant offering an exceptional creative, and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, Il Desco, known for its delicious italian contemporary cuisine. Another highly-recommended restaurant in Verona is Osteria Mondo d'Oro, a renowned Bib Gourmand restaurant, known for its delicious italian, and seasonal menu.

Cap off your dinner by heading to Archivio, ideal for a leisurely evening with a drink in hand. La Segreteria Café is another bar that offers an enjoyable setting. Similarly, Duchi Café is also a popular place to go on a night out, perfect for relaxing and socializing.

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 10 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 Verona, and Bologna.

Start your sightseeing with a visit to Gran Guardia. This palace is rated an average of 4.5 out of 5 stars from 1,551 visitors.

I Portoni Della Brà is another popular attraction you could visit today. This landmark has a rating of 4.6 out of 5 stars from 340 visitors.

Verona Arena is also highly recommended by travelers. More than 195,540 people visit this top attraction every year. This opera house has a rating of 4.7 out of 5 stars from 123,818 visitors.

After soaking in Verona’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Bologna. Expect your car journey to take a minimum of 1 hour 52 min. When you arrive in Bologna, it's time to take a break from the road.

Journey into the unknown at Piazza Maggiore, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.7 out of 5 stars from 64,523 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Pisa. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Don’t miss out on dining at Ristorante alle Bandierine, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Barrique Cocktail And Bistrot, another top spot with a mouthwatering menu. You might also want to secure a reservation at Filter Coffee Lab. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, which provides an inviting environment for unwinding after a busy day out.

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.