Luxury 13-Day Italy Road Trip from Rome to Siena, Bologna, Milan, Genoa, and Florence

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 2 nights nights remaining.

When you're ready to see some sights, Castel Sant'angelo is a great place to start. This museum is rated an average of 4.7 out of 5 stars by 72,431 visitors. Castel Sant'angelo attracts more than 918,591 visitors every year.

Another popular attraction you can visit today is Piazza Navona. This square has an average rating of 4.7 out of 5 stars from 158,771 travelers.

We also recommend a stop at Campo De' Fiori. The square has been rated an average of 4.4 out of 5 stars by 51,133 visitors.

If you're keen to explore more, consider visiting Roman Forum. This square is a popular attraction with an average rating of 4.7 out of 5 stars from 114,450 reviews.

Colosseum is another easily accessible place to visit on this day of your trip. Stop by this roman amphitheatre, rated 4.7 out of 5 stars in 328,821 reviews, to discover more of what makes it unique. This attraction gets 7,400,000 visitors every year.

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.

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.

Keep the excitement of the evening going by visiting a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.

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 3 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.

Take the opportunity to see Villa Borghese. This attraction has an average rating of 4.6 out of 5 stars from 69,749 visitors.

Piazza Del Popolo is another sightseeing hotspot in the area. This square has been rated an average of 4.6 out of 5 stars by 89,807 travelers.

Rome is also the home of Spanish Steps. Around 57,211 people have rated this monumental staircase an average of 4.5 out of 5 stars.

Another place you’ll want to visit is Piazza Di Spagna. With an average rating of 4.7 out of 5 stars from a total of 113,658 reviews, a visit to this square is a great idea.

This day of your vacation in Rome is also your chance to admire Pantheon. This must-visit roman temple enjoys an average rating of 4.8 out of 5 stars from 189,682 reviews. Approximately 30,000,000 people travel to Rome every year to see this attraction with their own eyes.

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

Make sure to reserve a table at Ristorante Tema, 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 Maccheroni, 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 RoYaL Art Cafè Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of 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.

Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 11 min.

Your sightseeing of the day begins at St. Peter's Basilica, a remarkable major basilica where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 131,043 reviews. Each year, this popular place of interest welcomes approximately 11,000,000 visitors.

Next, satisfy your wanderlust at Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 travelers.

Saint Peter's Square is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 38,954 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Vatican Museums. This well-loved art museum boasts a 4.6 out of 5-star rating from 133,310 reviews. In a single year, approximately 1,612,530 visitors add this sightseeing spot to their travel itineraries.

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 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.

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.

Cap off your dinner by heading to Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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

Begin your sightseeing with a visit to Piazza Del Campo. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Next up, make your way to Basilica Of San Domenico. This minor basilica has an average rating of 4.6 out of 5 stars from 3,290 reviews.

When you’re ready for your next sight of the day, continue to Piazza Del Duomo. This square has an average rating of 4.7 out of 5 stars from 211 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Siena Cathedral. This domus is rated an average of 4.8 out of 5 stars by 21,656 visitors.

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.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Bologna.

Start your culinary exploration in Bologna by securing a reservation at I Portici. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative, and contemporary cuisine. For another dining delight, visit Ahimè, celebrated for its delectable country cooking menu. This acclaimed Bib Gourmand-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Bar Freud E Squisito, a prime destination for a thrilling night out. Also, don’t forget to check out Osteria Del Sole, a bar that offers unique local touches. Likewise, Macondo - Cocktail Bar provides an excellent alternative for a fun evening.

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

Drop by the renowned Palazzo D'accursio. This popular palazzo has been rated an average of 4.6 out of 5 stars by 969 visitors.

Another unforgettable place to experience is Piazza Maggiore. Rated 4.7 out of 5 stars by 64,523 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Two Towers. This tower has been rated an average of 4.7 out of 5 stars in 25,975 reviews.

Another favorite attraction in the area is Bologna Cathedral. This catholic cathedral and popular place of interest enjoys a rating of 4.6 out of 5 stars from 3,852 local and international travelers.

If you’re keen to explore even more, then consider a visit to Fountain Of Neptune, Bologna. With an average rating of 4.7 out of 5 stars from 3,952 travelers, this fountain is an attraction many avid travelers highly recommend visiting while in Bologna.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Milan. 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 Milan. Savor the local cuisine and relax as you recount the day's experiences.

Experience a symphony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enrico Bartolini al Mudec delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Seta by Antonio Guida, acclaimed for its delectable international, and contemporary specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Il Luogo Aimo e Nadia, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary, and modern cuisine in the city.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Nottingham Forest, a well-loved spot among locals and tourists. Or, head to Armani/bamboo Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Mag Cafe, another top-rated place in the area.

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 Milan. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Milan, where you still have 1 night nights remaining.

Make Piazza Gae Aulenti your first stop of the day. Previous visitors have rated this square an average of 4.6 out of 5 stars in 30,398 reviews.

Next up, make a stop at Arch Of Peace. With an average rating of 4.6 out of 5 stars by 27,502 visitors, it's easy to understand why so many people visit this monument every year.

Parco Sempione is another attraction you can visit on this day of your vacation. This park has an average rating of 4.6 out of 5 stars by 72,914 visitors.

When you’re finished at Parco Sempione, the perfect next stop is Sforzesco Castle Art Library. This library is rated an average of 4.6 out of 5 stars in 68,714 reviews.

If you’re keen to explore even more, then consider a visit to Pinacoteca Di Brera. This art museum is a top place to visit, with a rating of 4.7 out of 5 stars from 26,077 reviews. Pinacoteca Di Brera hosts around 417 visitors every year.

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

Dine in style at Nero 9, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante la Brisa boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Cusani Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

Continue your evening by exploring the vibrant nightlife scene at Kilburn Cocktail Bar Milano, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Frida, a bar that offers unique local touches. Likewise, The Friends Pub Milano provides an excellent alternative for a fun 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.

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan. The day's journey will conclude in Genoa, 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.

Be one of the day’s first visitors at Cathedral Square. This point of interest is rated an average of 4.8 out of 5 stars by 7,539 visitors.

When you’re finished at Cathedral Square, head to La Scala. This one-of-a-kind opera house is rated an average of 4.7 out of 5 stars in 26,219 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Galleria Vittorio Emanuele Ii. This commercial gallery is rated an average of 4.7 out of 5 stars by 91,394 visitors.

If you’re keen to explore more, then consider a visit to Duomo Di Milano Museum. This art museum is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 138,554 visitors. Around 341,609 travelers visit Duomo Di Milano Museum every year.

To round off your sightseeing experience, make your way to Royal Palace Of Milan. This famous art museum is rated an average of 4.6 out of 5 stars by 17,538 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Genoa. 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 Genoa for you, so you can check out the menus and make your reservation in advance.

Enjoy an outstanding dining experience at The Cook, a 1-star Michelin restaurant offering an exceptional modern menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, San Giorgio, known for its delicious modern, and ligurian cuisine. Another highly-recommended restaurant in Genoa is Il Marin, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious seafood, and contemporary menu.

To truly maximize your evening out, consider visiting Scurreria Beer & Bagel after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Lepre, another bar with an inviting ambiance.

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 9 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 Florence, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Genoa, and Pisa.

When you’re ready for some sightseeing, make your way to Piazza De Ferrari. This much-appreciated square is rated 4.6 out of 5 stars in 34,312 reviews.

Next up is Aquarium Of Genoa. This public aquarium has an average rating of 4.5 out of 5 stars from 62,259 visitors. As one of the top places to visit in the city, Aquarium Of Genoa welcomes 1,200,000 visitors annually.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Genoa behind. This drive usually takes around 2 hours 5 min. Pisa welcomes you with a multitude of unique vacation experiences.

An excellent attraction to start your day with is Leaning Tower Of Pisa. This bell tower typically receives around 3,200,000 visitors every year and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

Continue your journey at Piazza Del Duomo, Pisa. This square is rated 4.7 out of 5 stars by 104,550 travelers from near and far.

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.

Discover a world of culinary delights in Florence, 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.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative, and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary, and international menu.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 10 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 2 nights nights remaining.

Seize the day by visiting some of the best attractions in the area, like Cathedral Of Santa Maria Del Fiore. This extraordinary church has an average rating of 4.8 out of 5 stars from 76,359 visitors.

Next, make your way to Piazza Della Repubblica. This square is rated an average of 4.6 out of 5 stars in 22,356 reviews.

While in Florence, we also recommend a visit to Piazza Della Signoria. This square has been rated an average of 4.8 out of 5 stars in 66,956 reviews.

If you’re keen to explore even more, then consider a visit to Uffizi Gallery. This attraction gets around 2,011,219 yearly visitors. With an average rating of 4.7 out of 5 stars by 61,794 travelers, this national museum is a highly recommended stop on your sightseeing around Florence.

Make your way to Ponte Vecchio, perhaps the most famous deck arch bridge in Florence. This attraction is rated an average of 4.7 out of 5 stars in 118,099 reviews.

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 Florence for you so you can browse their menus in advance and make a reservation.

Make sure to reserve a table at Trattoria Da Burde, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Buca Mario, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Day 11 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.

When you’re ready for some sightseeing, make your way to Central Market. This much-appreciated sightseeing destination is rated 4.4 out of 5 stars in 43,100 reviews.

Next up is Basilica Di Santa Maria Novella, Firenze (fi). This archives has an average rating of 4.7 out of 5 stars from 23,075 visitors.

Another top sightseeing recommendation is Pitti Palace. This art museum has been rated 4.6 out of 5 stars in 23,445 reviews. Every year, 198,270 travelers include this attraction on their travel itinerary.

The Boboli Gardens is another attraction you have the opportunity to visit today. This park has an average rating of 4.2 out of 5 stars from 25,341 reviews.

To continue your sightseeing, head over to Piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars in 77,744 reviews.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Florence.

Treat yourself to a delicious dinner at Tijuana, an excellent option for tonight's dining. Looking for something different? Djària - American Bar offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Buca Niccolini. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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

Wake up to day 12 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence, and Orvieto. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Seize the day by visiting some of the best attractions in the area, like Basilica Of Santa Croce In Florence. This extraordinary church has an average rating of 4.7 out of 5 stars from 28,544 visitors.

Next, make your way to Galleria Dell'accademia. This national museum welcomes around 1,719,645 visitors yearly and is rated an average of 4.6 out of 5 stars in 34,429 reviews.

While in Florence, we also recommend a visit to David. This statue has been rated an average of 4.8 out of 5 stars in 10,476 reviews.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Orvieto. Expect your car journey to take a minimum of 1 hour 53 min. When you arrive in Orvieto, it's time to take a break from the road.

When you’re ready for some sightseeing, make your way to Well Of St. Patrick. This much-appreciated sightseeing destination is rated 4.5 out of 5 stars in 14,274 reviews.

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 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 Rome so you can check out the menus and make advance reservations.

Dine in style at Harry's Bar, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Amedeo boasts a menu that's sure to impress. Also, be sure to check out VinAllegro. Known as a local hotspot, it’s a great choice for tonight in Rome.

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