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

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

When you're ready to see some sights, Campo de' Fiori is a great place to start. This square is rated an average of 4.4 out of 5 stars by 51,133 visitors.

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

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.

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.

After your meal, keep the night alive at a bar like La Botticella of Poggi Giovanni, known for its lively atmosphere. Sant' Eustachio Caffè is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 6-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 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.

Kick off the day at Colosseum, a top pick for today’s sightseeing. Attracting approximately 7,400,000 visits every year, this attraction is a must-see. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews.

Today is also your chance to visit Roman Forum. Roman Forum is a square with an average rating of 4.7 out of 5 stars from 114,450 reviews.

Pantheon is another top attraction we highly recommend you visit today. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. In a single year, this roman temple hosts approximately 30,000,000 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Piazza Navona. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

Lastly, don’t miss out on Castel Sant'Angelo, a famous museum in Rome. This attraction welcomes 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 travelers.

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.

Esteemed as a restaurant, it features an exceptional menu.

If you’re not ready to end the night just yet, The Apartment Bar Roma offers a perfect venue to relax and savor a drink. Similarly, Hotel Hassler Roma is well-suited for those looking to unwind in a social setting.

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 Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Florence. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 3 hours 4 min. Upon reaching Florence, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Start your sightseeing with a visit to Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars from 343,494 visitors.

Piazza di Spagna is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 113,658 visitors.

Spanish Steps is also highly recommended by travelers. This monumental staircase has a rating of 4.5 out of 5 stars from 57,211 visitors.

Piazza del Popolo is an attraction you won’t want to miss. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Another attraction you have the opportunity to visit today is Villa Borghese. This urban zone of rome has received an average rating of 4.6 out of 5 stars from 69,749 travelers.

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

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.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its , this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-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 Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, SE·STO on Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. 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 Florence, you’ll hit the road in the direction of Siena. This drive usually takes around 1 hour 3 min. When you arrive, enjoy some sightseeing.

Drop by the renowned piazza della Signoria. This popular square has been rated an average of 4.8 out of 5 stars by 66,956 visitors.

Another unforgettable place to experience is Cathedral of Santa Maria del Fiore. Rated 4.8 out of 5 stars by 76,359 visitors, this church deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Ponte Vecchio. This deck arch bridge has been rated an average of 4.7 out of 5 stars in 118,099 reviews.

Another favorite attraction in the area is Uffizi Gallery, drawing over 2,011,219 yearly visitors. This national museum and popular place of interest enjoys a rating of 4.7 out of 5 stars from 61,794 local and international travelers.

If you’re keen to explore even more, then consider a visit to piazzale Michelangelo. With an average rating of 4.8 out of 5 stars from 77,744 travelers, this square is an attraction many avid travelers highly recommend visiting while in Florence.

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

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.

Esteemed as a restaurant, it features an exceptional menu.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 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 1 night. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

Continue your road trip and head to your next destination, Vatican City.

When you're ready to see some sights, Sistine Chapel is a great place to start. This chapel is rated an average of 4.7 out of 5 stars by 52,083 visitors.

Another popular attraction you can visit today is St. Peter's Basilica. This major basilica has an average rating of 4.8 out of 5 stars from 131,043 travelers. Every year, 11,000,000 travelers come to experience this site to make the most of their time in Vatican City.

We also recommend a stop at Saint Peter's Square. The square has been rated an average of 4.8 out of 5 stars by 38,954 visitors.

If you're keen to explore more, consider visiting Vatican Museums. This art museum is a popular attraction with an average rating of 4.6 out of 5 stars from 133,310 reviews. As a top-rated attraction, it's no surprise that 1,612,530 people 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.

Discover a world of culinary delights in Rome, 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.

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.

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 Rome before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Rome’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

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

Esteemed as a restaurant, it features an exceptional menu. If you're in the mood for something new, try Ristorante Amedeo, another premier location with a delectable menu.

You will then say farewell to Rome 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!