Luxury 9-Day Italy Road Trip from Florence to Venice, Arezzo, Rome, and Siena and surrounding area

Your luxury holiday in Italy begins as soon as you reach the city of Florence, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Begin your sightseeing with a visit to Central Market. This extraordinary point of interest is rated an average of 4.4 out of 5 stars by 43,100 visitors.

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

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Caffe San Firenze, another top spot with a tantalizing menu. You might also want to secure a reservation at Ditta Artigianale. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Florence this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

Day 2 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.

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 Uffizi Gallery. Uffizi Gallery is a national museum with an average rating of 4.7 out of 5 stars from 61,794 reviews. Attracting more than 2,011,219 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

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 Basilica Of Santa Croce In Florence. This church is rated an average of 4.7 out of 5 stars by 28,544 visitors.

Lastly, don’t miss out on The Boboli Gardens, a famous park in Florence. This attraction is rated an average of 4.2 out of 5 stars by 25,341 travelers.

Discover a world of culinary delights in Florence, 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 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.

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.

On day 3 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.

When you're ready to see some sights, Cathedral Of Santa Maria Del Fiore is a great place to start. This church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another popular attraction you can visit today is Galleria Dell'accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 travelers. Every year, 1,719,645 travelers come to experience this site to make the most of their time in Florence.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Padua. This drive usually takes around 2 hours 38 min. When you arrive, enjoy some sightseeing.

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.

Prato Della Valle is a local recommendation that you also can pay a visit today. This square is rated an average of 4.6 out of 5 stars in 47,576 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.

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

Treat yourself to an extraordinary dining experience at Local, a 1-star Michelin restaurant offering an incredible contemporary menu. Alternatively, if your taste buds call for something different, Wistèria is one of the best restaurants for contemporary, and venetian cuisine in Venice. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Quadri. As a top-rated establishment with 1 Michelin star, it is an ideal choice for modern cuisine in the city.

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

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

Begin your sightseeing with a visit to Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars in 141,666 reviews.

Next up, make your way to Piazza San Marco. This square has an average rating of 4.7 out of 5 stars from 152,982 reviews.

When you’re ready for your next sight of the day, continue to St Mark's Basilica. This cathedral has an average rating of 4.7 out of 5 stars from 18,439 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Doge's Palace. This palace is rated an average of 4.7 out of 5 stars by 24,775 visitors. Visiting Doge's Palace means you'll be one of 318,104 people who do so every year.

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

Discover a world of culinary delights in Arezzo, 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 harmony of flavors at Octavin in Arezzo by securing a reservation in advance. Known for its 1-star Michelin status, Octavin offers a delightful variety of dishes highlighting its delicious creative menu. If you're looking to mix things up, La Clandestina offers an enticing alternative with its varied menu.

Unwind after your meal by stepping into Liquid Bar. This venue is celebrated for its extensive drink selections and cozy vibes.

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

Wake up to day 5 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’ve had your share of Arezzo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Vatican City, Vatican City. Your travel time is around 2 hours 32 min.

Start your sightseeing with a visit to Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars from 133,310 visitors. Vatican Museums welcomes around 1,612,530 visitors every year.

Saint Peter's Square is another popular attraction you could visit today. This square has a rating of 4.8 out of 5 stars from 38,954 visitors.

Sistine Chapel is also highly recommended by travelers. This chapel has a rating of 4.7 out of 5 stars from 52,083 visitors.

St. Peter's Basilica is an attraction you won’t want to miss. Around 11,000,000 people visit this place every year. This major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews.

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 day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Rome. Savor the local cuisine and relax as you recount the day's experiences.

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean, and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative, and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean, and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Sant' Eustachio Caffè, a bar catering to every mood and preference. Caffè Portofino likewise offers a unique atmosphere, perfect for a memorable night 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.

Day 6 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 for some sightseeing, make your way to Castel Sant'angelo. This much-appreciated museum is rated 4.7 out of 5 stars in 72,431 reviews. Each year, 918,591 people visit this site to admire its unique features.

Next up is Piazza Navona. This square has an average rating of 4.7 out of 5 stars from 158,771 visitors.

Another top sightseeing recommendation is Pantheon. This roman temple has been rated 4.8 out of 5 stars in 189,682 reviews. Every year, 30,000,000 travelers include this attraction on their travel itinerary.

Roman Forum is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 114,450 reviews.

To continue your sightseeing, head over to Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Approximately 7,400,000 people come to see this attraction every year.

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.

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.

After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.

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

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. 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.

Kick off the day at Altare Della Patria, a top pick for today’s sightseeing. Attracting approximately 1,683,070 visits every year, this attraction is a must-see. This architectural structure is rated an average of 4.8 out of 5 stars in 49,843 reviews.

Today is also your chance to visit Trevi Fountain. Trevi Fountain is a sculpture with an average rating of 4.8 out of 5 stars from 343,494 reviews.

Piazza Di Spagna is another top attraction we highly recommend you visit today. This square is rated an average of 4.7 out of 5 stars by 113,658 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Piazza Del Popolo. This square is rated an average of 4.6 out of 5 stars by 89,807 visitors.

Lastly, don’t miss out on Villa Borghese, a famous urban zone of rome in Rome. This attraction is rated an average of 4.6 out of 5 stars by 69,749 travelers.

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.

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 Siena for you so you can browse their menus in advance and make a reservation.

Don’t miss out on dining at Antica Trattoria Papei, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Osteria Quattro Venti, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Siena this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.

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

Wake up to day 8 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 Siena, and Pisa.

Take the opportunity to see Piazza Del Campo. This attraction has an average rating of 4.8 out of 5 stars from 64,175 visitors.

Siena Cathedral is another sightseeing hotspot in the area. This domus has been rated an average of 4.8 out of 5 stars by 21,656 travelers.

Fasten your seatbelt and make your way to your next stop. Pisa, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Siena to Pisa may take around 1 hour 48 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Piazza Del Duomo, Pisa. This square is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.7 out of 5 stars by 104,550 visitors.

Leaning Tower Of Pisa is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 116,882 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 3,200,000 people visit this bell tower every year.

If it’s still bright and early, make your way to Angelo Caduto. Visitors have rated this sightseeing destination an average of 4.5 out of 5 stars in 150 reviews.

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.

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

Make sure to reserve a table at Tijuana, 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 Djària - American Bar, 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 Ristorante Buca Niccolini, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 9-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 Florence before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Florence’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Piazzale Michelangelo. This extraordinary square and attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews, and is an excellent choice for your last sightseeing in Florence.

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

Have a fantastic dining experience at Cibrèo Caffè, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Le Volte Firenze offers an enticing alternative with its varied menu.

You will then say farewell to Florence 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!