Luxury 5-Day Italy Road Trip from Rome traveling north to Siena

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.

When you’re ready for some sightseeing, make your way to Colosseum. This much-appreciated roman amphitheatre is rated 4.7 out of 5 stars in 328,821 reviews. Each year, 7,400,000 people visit this site to admire its unique features.

Next up is Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 visitors.

Another top sightseeing recommendation is Piazza Navona. This square has been rated 4.7 out of 5 stars in 158,771 reviews.

Pantheon is another attraction you have the opportunity to visit today. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 reviews. This popular attraction gets 30,000,000 visits every year.

To continue your sightseeing, head over to Castel Sant'angelo. This museum is rated an average of 4.7 out of 5 stars in 72,431 reviews. Approximately 918,591 people come to see this attraction 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.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean, and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative, and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean, and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

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!

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome, and Vatican City. 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.

An excellent attraction to start your day with is Piazza Del Popolo. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Vatican City, Vatican City. 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 12 min. Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Seize the day by visiting some of the best attractions in the area, like Sistine Chapel. This extraordinary chapel has an average rating of 4.7 out of 5 stars from 52,083 visitors.

Next, make your way to St. Peter's Basilica. This major basilica welcomes around 11,000,000 visitors yearly and is rated an average of 4.8 out of 5 stars in 131,043 reviews.

While in Vatican City, we also recommend a visit to Vatican Museums. Hosting around 1,612,530 visitors every year, Vatican Museums is one of the best places to visit. This art museum has been rated an average of 4.6 out of 5 stars in 133,310 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.

Discover a world of culinary delights in Siena, 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.

Treat yourself to a delicious dinner at Antica Trattoria Papei, an excellent option for tonight's dining. Looking for something different? Osteria Quattro Venti offers a tantalizing alternative with its diverse menu. And don’t miss Osteria da Divo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena 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.

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

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.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Orvieto. This drive usually takes around 1 hour 32 min, without any stops or traffic disruptions.

Begin your sightseeing with a visit to Orvieto Cathedral. This extraordinary catholic cathedral is rated an average of 4.8 out of 5 stars by 15,057 visitors.

When you’re ready to jump back into the car and say goodbye to Siena, you’ll hit the road in the direction of Orvieto. This drive usually takes around 1 hour 32 min. When you arrive, enjoy some sightseeing.

When you're ready to see some sights, Well Of St. Patrick is a great place to start. This sightseeing destination is rated an average of 4.5 out of 5 stars by 14,274 visitors.

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.

Enjoy a delicious meal at Ristorante Tema, a highly-rated dining destination in Rome. If you're eager to try something different, consider Maccheroni, another top spot with a tantalizing menu. You might also want to secure a reservation at RoYaL Art Cafè Roma. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Rome this evening.

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.