Luxury 9-Day Italy Road Trip from Bologna to Siena, Rome, and Florence

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

Set your GPS to Vatican City, Vatican City and hit the road. Expect a journey of approximately 2 hours 40 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!

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.

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.

Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean, and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative, and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean, and creative cuisine in the city.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Sant' Eustachio Caffè for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino 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.

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 2 nights nights remaining.

Drop by the renowned Colosseum. This popular roman amphitheatre has been rated an average of 4.7 out of 5 stars by 328,821 visitors. Based on recent data, this attraction is visited by more than 7,400,000 travelers every year.

Another unforgettable place to experience is Roman Forum. Rated 4.7 out of 5 stars by 114,450 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Campo De' Fiori. This square has been rated an average of 4.4 out of 5 stars in 51,133 reviews.

Another favorite attraction in the area is Piazza Navona. This square and popular place of interest enjoys a rating of 4.7 out of 5 stars from 158,771 local and international travelers.

If you’re keen to explore even more, then consider a visit to Castel Sant'angelo. This museum gets around 918,591 annual visitors. With an average rating of 4.7 out of 5 stars from 72,431 travelers, this museum is an attraction many avid travelers highly recommend visiting while in Rome.

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.

Have a fantastic dining experience at DEROMA - Farine Romane, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, Centro is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After savoring a delicious meal, step into the vibrant nightlife at The Apartment Bar Roma, where the evening is just getting started. In the same way, Hotel Hassler Roma offers a unique charm perfect for experiencing the local bar scene in Rome.

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 5 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 Circus Maximus one of your first sightseeing stops in Rome. Rated an average of 4.4 out of 5 stars by 44,741 travelers, a visit to this local attraction makes for a great introduction to the area.

Spanish Steps is a worthwhile attraction you can visit next. This monumental staircase is a valued place of interest in the area, with an average rating of 4.5 out of 5 stars from 57,211 reviews.

Today is also the perfect opportunity to drop by Piazza Di Spagna. This square has been rated an average of 4.7 out of 5 stars by 113,658 visitors.

If you’re keen to explore more, head to Piazza Del Popolo. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.6 out of 5-star rating as given by 89,807 previous visitors.

Another top place to visit is Villa Borghese. This urban zone of rome enjoys an average rating of 4.6 out of 5 stars from 69,749 local and international travelers.

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

Treat yourself to a delicious dinner at Ristorante Tema, an excellent option for tonight's dining. Looking for something different? Maccheroni offers a tantalizing alternative with its diverse menu. And don’t miss RoYaL Art Cafè Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

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 Rome. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

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 Largo Di Torre Argentina. This square has an average rating of 4.5 out of 5 stars from 30,433 reviews.

When you’re ready for your next sight of the day, continue to Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 visitors. Up to 30,000,000 people visit this place of interest annually.

Beyond the above-mentioned attractions, you also have the opportunity to visit Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

If you’re keen to explore even more, then consider a visit to Foro Italico. This sightseeing destination is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 25,438 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.

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

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary, and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

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

Day 7 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.

Take the opportunity to see Ponte Vecchio. This attraction has an average rating of 4.7 out of 5 stars from 118,099 visitors.

Uffizi Gallery is another sightseeing hotspot in the area. This national museum has been rated an average of 4.7 out of 5 stars by 61,794 travelers. Up to 2,011,219 people visit Uffizi Gallery every year.

Florence is also the home of Piazza Della Signoria. Around 66,956 people have rated this square an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Basilica Of Santa Croce In Florence. With an average rating of 4.7 out of 5 stars from a total of 28,544 reviews, a visit to this church is a great idea.

This day of your vacation in Florence is also your chance to admire Piazzale Michelangelo. This must-visit square enjoys an average rating of 4.8 out of 5 stars from 77,744 reviews.

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.

Make sure to book a table at Trattoria Da Burde, a popular restaurant in Florence. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Florence at Ristorante Buca Mario, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Eataly Firenze. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Florence tonight.

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 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence, and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Kick off the day at Cathedral Of Santa Maria Del Fiore, a top pick for today’s sightseeing. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Today is also your chance to visit Central Market. Central Market is a point of interest with an average rating of 4.4 out of 5 stars from 43,100 reviews.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Pisa. Your travel time is around 1 hour 18 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.

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

Dive into a culinary adventure like no other in Bologna by booking a table at I Portici. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative, and contemporary cuisine. For another culinary dining option, venture to Ahimè, celebrated for its delectable country cooking menu. This acclaimed Bib Gourmand-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Trattoria di Via Serra, a top local restaurant known for its tantalizing emilian menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.

Continue your lively evening at Bar Senza Nome, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Maurizio is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Brewdog Bar Bologna ensures a night out tailored to your taste.

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