Luxury 6-Day Italy Road Trip from Florence traveling east to Siena, and Rome

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

An excellent attraction to start your day with is Central Market. This sightseeing destination is rated an average of 4.4 out of 5 stars in 43,100 reviews.

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

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

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise a toast to the start of your 6-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 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.

When you’re ready for some sightseeing, make your way to Cathedral Of Santa Maria Del Fiore. This much-appreciated church is rated 4.8 out of 5 stars in 76,359 reviews.

Next up is Piazza Della Repubblica. This square has an average rating of 4.6 out of 5 stars from 22,356 visitors.

Another top sightseeing recommendation is Ponte Vecchio. This deck arch bridge has been rated 4.7 out of 5 stars in 118,099 reviews.

Uffizi Gallery is another attraction you have the opportunity to visit today. This national museum has an average rating of 4.7 out of 5 stars from 61,794 reviews. This popular attraction gets 2,011,219 visits every year.

To continue your sightseeing, head over to Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

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

Have a fantastic dining experience at Antica Trattoria Papei, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Quattro Venti offers an enticing alternative with its varied menu. Additionally, Osteria da Divo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

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

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 40 min. When you arrive, enjoy some sightseeing.

When you’re ready for some sightseeing, make your way to Sistine Chapel. This much-appreciated chapel is rated 4.7 out of 5 stars in 52,083 reviews.

Next up is St. Peter's Basilica. This major basilica has an average rating of 4.8 out of 5 stars from 131,043 visitors. As one of the top places to visit in the city, St. Peter's Basilica welcomes 11,000,000 visitors annually.

Another top sightseeing recommendation is Saint Peter's Square. This square has been rated 4.8 out of 5 stars in 38,954 reviews.

Vatican Museums is another attraction you have the opportunity to visit today. This art museum has an average rating of 4.6 out of 5 stars from 133,310 reviews. This popular attraction gets 1,612,530 visits 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.

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.

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. An esteemed 3-star Michelin restaurant, it features an exceptional mediterranean, and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative, and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean, and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean, and creative cuisine lovers seeking top-notch culinary experiences.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Sant' Eustachio Caffè is well-suited for those looking to unwind in a social setting. Caffè Portofino 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.

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.

Make Castel Sant'angelo one of your first sightseeing stops in Rome. Rated an average of 4.7 out of 5 stars by 72,431 travelers, a visit to this local attraction makes for a great introduction to the area. This museum attracts 918,591 visitors every year.

Piazza Navona is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 158,771 reviews.

Today is also the perfect opportunity to drop by Pantheon. This roman temple has been rated an average of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 people travel to this site annually.

If you’re keen to explore more, head to Roman Forum. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 114,450 previous visitors.

Another top place to visit is Colosseum. This roman amphitheatre enjoys an average rating of 4.7 out of 5 stars from 328,821 local and international travelers. Approximately 7,400,000 people visit this attraction every year.

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

Enjoy a delicious meal at DEROMA - Farine Romane, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Centro. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

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 5 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.

When you're ready to see some sights, Altare Della Patria is a great place to start. This architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Altare Della Patria attracts more than 1,683,070 visitors every year.

Another popular attraction you can visit today is Trevi Fountain. This sculpture has an average rating of 4.8 out of 5 stars from 343,494 travelers.

We also recommend a stop at Piazza Di Spagna. The square has been rated an average of 4.7 out of 5 stars by 113,658 visitors.

If you're keen to explore more, consider visiting Piazza Del Popolo. This square is a popular attraction with an average rating of 4.6 out of 5 stars from 89,807 reviews.

Villa Borghese is another easily accessible place to visit on this day of your trip. Stop by this urban zone of rome, rated 4.6 out of 5 stars in 69,749 reviews, to discover more of what makes it unique.

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.

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

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

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 Florence before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Florence’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

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.

If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering 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!