Luxury 7-Day Italy Road Trip from Florence traveling south to Arezzo, Rome, and Siena

Your luxury holiday in Italy begins as soon as you reach the city of Florence, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Central Market. This point of interest is rated an average of 4.4 out of 5 stars from 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.

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.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Caffe San Firenze, 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 Ditta Artigianale, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Raise a toast to the start of your 7-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. The day's journey will conclude in Arezzo, 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.

Your sightseeing of the day begins at Piazza Della Signoria, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next, satisfy your wanderlust at Cathedral Of Santa Maria Del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 travelers.

Piazza Della Repubblica is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 22,356 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 Ponte Vecchio. This well-loved deck arch bridge boasts a 4.7 out of 5-star rating from 118,099 reviews.

When there’s still energy left for exploring, Uffizi Gallery awaits. If you’ve been interested in experiencing a national museum, this is a top pick rated 4.7 out of 5 stars by 61,794 previous visitors. Each year, approximately 2,011,219 people travel to Florence to experience it.

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.

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

Experience a taste of local culinary excellence while in Arezzo by securing a table at Octavin. An esteemed 1-star Michelin restaurant, it features an exceptional creative menu. If you're in the mood for something new, try La Clandestina, another premier location with a delectable menu.

Continue the enjoyment post-dinner at Liquid Bar, a cherished local gathering spot renowned for its welcoming atmosphere.

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.

Set your GPS to Vatican City, Vatican City and hit the road. Expect a journey of approximately 2 hours 32 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!

Begin your sightseeing with a visit to Vatican Museums. This art museum gets 1,612,530 visitors each year and is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Next up, make your way to Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars from 38,954 reviews.

When you’re ready for your next sight of the day, continue to Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit St. Peter's Basilica. This major basilica is rated an average of 4.8 out of 5 stars by 131,043 visitors. Visiting St. Peter's Basilica means you'll be one of 11,000,000 people who do so every year.

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 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.

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean, and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative, and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean, and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Sant' Eustachio Caffè, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 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 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.

Make sure to reserve a table at DEROMA - Farine Romane, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Centro, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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

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

Begin your sightseeing with a visit to Altare Della Patria. This architectural structure gets 1,683,070 visitors each year and is rated an average of 4.8 out of 5 stars in 49,843 reviews.

Next up, make your way to Trevi Fountain. This sculpture has an average rating of 4.8 out of 5 stars from 343,494 reviews.

When you’re ready for your next sight of the day, continue to Piazza Di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 visitors.

Beyond the above-mentioned attractions, 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.

If you’re keen to explore even more, then consider a visit to Villa Borghese. This urban zone of rome is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 69,749 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.

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

Enjoy a lovely meal at Antica Trattoria Papei, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Osteria Quattro Venti is another top choice with a popular menu. You could also check for a table at Osteria da Divo. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

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

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Siena, and Pisa. The day's journey will conclude in Florence, 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.

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.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 50 min.

Be one of the day’s first visitors at Leaning Tower Of Pisa. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Attracting more than 3,200,000 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Leaning Tower Of Pisa, head to Piazza Del Duomo, Pisa. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

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.

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.

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

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary, and international menu.

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 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 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.

Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse 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!