Luxury 7-Day Italy Road Trip from Bologna to Siena, Rome, and Florence

Wake up to day 2 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 Bologna.

Start your sightseeing with a visit to Piazza Maggiore. This square is a popular stop on travelers’ itineraries in Bologna, with an average rating of 4.7 out of 5 stars by 64,523 visitors.

Piazza Santo Stefano is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 7,617 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Two Towers. Visitors have rated this tower an average of 4.7 out of 5 stars in 25,975 reviews.

Bologna Cathedral is another unique site you can experience today. This attraction is a catholic cathedral rated an average of 4.6 out of 5 stars in 3,852 reviews.

Make your way to the fantastic Fountain Of Neptune, Bologna, perhaps the most famous fountain in Bologna. This attraction is rated 4.7 out of 5 stars by 3,952 travelers.

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.

Make sure to reserve a table at Antica Trattoria Papei, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria Quattro Venti, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 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.

Embrace the thrill of the open road as you wave goodbye to Siena 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 2 hours 40 min. Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

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 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.

Enjoy an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean, and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative, and innovative cuisine. Another highly-recommended restaurant in Rome is Enoteca La Torre, a renowned restaurant with a 2-star Guide Michelin recognition, known for its delicious mediterranean, and creative menu.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Sant' Eustachio Caffè is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

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 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.

Start your sightseeing with a visit to Castel Sant'angelo. This museum is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.7 out of 5 stars by 72,431 visitors. Around 918,591 people visit this attraction every year.

Piazza Navona is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 158,771 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Pantheon. Visitors have rated this roman temple an average of 4.8 out of 5 stars in 189,682 reviews. Pantheon receives around 30,000,000 visitors every year.

Roman Forum is another unique site you can experience today. This attraction is a square rated an average of 4.7 out of 5 stars in 114,450 reviews.

Make your way to the fantastic Colosseum, perhaps the most famous roman amphitheatre in Rome. This attraction welcomes around 7,400,000 visitors annually and is rated 4.7 out of 5 stars by 328,821 travelers.

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.

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.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

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.

On day 5 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 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 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.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Florence so you can check out the menus and make advance reservations.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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

Wake up to day 6 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 Bologna, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Florence, and Pisa.

When you’re ready for some sightseeing, make your way to Piazza Della Signoria. This much-appreciated square is rated 4.8 out of 5 stars in 66,956 reviews.

Next up is Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 visitors.

Another top sightseeing recommendation is Piazzale Michelangelo. This square has been rated 4.8 out of 5 stars in 77,744 reviews.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Pisa. 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 1 hour 19 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Leaning Tower Of Pisa one of your first sightseeing stops in Pisa. Rated an average of 4.7 out of 5 stars by 116,882 travelers, a visit to this local attraction makes for a great introduction to the area. This bell tower attracts 3,200,000 visitors every year.

Piazza Del Duomo, Pisa 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 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.

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

Treat yourself to an extraordinary dining experience at I Portici, a 1-star Michelin restaurant offering an incredible creative, and contemporary menu. Alternatively, if your taste buds call for something different, Ahimè is one of the best restaurants for country cooking cuisine in Bologna. This Bib Gourmand-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for emilian cuisine in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Senza Nome, known for its inviting atmosphere. Bar Maurizio is another great option if you’re looking for a place to get the night started. Similarly, Brewdog Bar Bologna provides a great setting to enjoy the night away.

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.