Luxury Two-Week Italy Road Trip from Florence to Pisa, Milan, Bologna, Arezzo, and Rome

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Escape for the holiday of a lifetime with this 15-day luxury road trip in Italy!

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 3 nights in Florence, 1 night in Pisa, 3 nights in Milan, 2 nights in Bologna, 1 night in Arezzo, and 4 nights in Rome, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 15-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 15-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 15-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Florence, Pisa, Genoa, Milan, Bologna, Arezzo, and Rome at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Day 1

Day 1 – Florence - arrival day

  • Florence - Arrival day
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Your luxury holiday in Italy begins as soon as you reach the city of Florence, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Take the opportunity to see Central Market. This attraction has an average rating of 4.4 out of 5 stars from 43,100 visitors.

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

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Caffe San Firenze, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ditta Artigianale. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your 15-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Florence

  • Florence
  • More

Drive 10 km, 1 hour 2 min

  • Basilica of Santa Croce in Florence
  • Piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • The Boboli Gardens
  • More

Day 2 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.

Make Basilica Of Santa Croce In Florence your first stop of the day. Previous visitors have rated this church an average of 4.7 out of 5 stars in 28,544 reviews.

Next up, make a stop at Piazza Della Signoria. With an average rating of 4.8 out of 5 stars by 66,956 visitors, it's easy to understand why so many people visit this square every year.

Uffizi Gallery is another attraction you can visit on this day of your vacation. This national museum has an average rating of 4.7 out of 5 stars by 61,794 visitors. Up to 2,011,219 travelers come to Florence every year to see Uffizi Gallery with their own eyes.

When you’re finished at Uffizi Gallery, the perfect next stop is Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

If you’re keen to explore even more, then consider a visit to The Boboli Gardens. This park is a top place to visit, with a rating of 4.2 out of 5 stars from 25,341 reviews.

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 Florence for you, so you can check out the menus and make your reservation in advance.

Start 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.

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.

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Day 3

Day 3 – Florence, and Pisa

  • Pisa
  • Florence
  • More

Drive 85 km, 1 hour 55 min

  • Cathedral of Santa Maria del Fiore
  • Accademia Gallery
  • Basilica of Santa Maria Novella
  • Pitti Palace
  • More

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

A top pick for your self-guided sightseeing tour today is Cathedral Of Santa Maria Del Fiore. Previous visitors have rated this church an average of 4.8 out of 5 stars in 76,359 reviews.

Galleria Dell'accademia is a local recommendation that you also can pay a visit today. This national museum is rated an average of 4.6 out of 5 stars in 34,429 reviews. The attraction welcomes 1,719,645 visitors every year.

Another attraction you won't want to miss is Basilica Di Santa Maria Novella, Firenze (fi). This archives is rated an average of 4.7 out of 5 stars in 23,075 reviews.

Pitti Palace is another outstanding experience in Florence. Around 23,445 travelers have rated this art museum an average of 4.6 out of 5 stars. The attraction hosts 198,270 visitors annually.

The attraction gets an estimated 1,719,645 visitors every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Pisa. 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 Pisa so you can check out the menus and make advance reservations.

Enjoy a delicious meal at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Baribaldi Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurant -Pizzeria Il Mio Capriccio. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

Keep the excitement of the evening going by visiting a bar or two. Jeffer Cocktails & Friends is an excellent place to start. You could also check out Le Parisien Wine Bar, offering a different kind of charm. A last recommendation for the day is Las Volta Cocktailbar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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.

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Day 4

Day 4 – Pisa, Genoa, and Milan

  • Milan
  • Pisa
  • Genoa
  • More

Drive 302 km, 3 hours 59 min

  • Leaning Tower of Pisa
  • Piazza del Duomo
  • Cattedrale di Pisa
  • More

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

Take the opportunity to see Leaning Tower Of Pisa. This attraction has an average rating of 4.7 out of 5 stars from 116,882 visitors and gets around 3,200,000 visits every year.

Piazza Del Duomo, Pisa is another sightseeing hotspot in the area. This square has been rated an average of 4.7 out of 5 stars by 104,550 travelers.

Pisa is also the home of Pisa Cathedral. Around 8,361 people have rated this cathedral an average of 4.8 out of 5 stars.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Genoa. Expect your car journey to take a minimum of 1 hour 43 min. When you arrive in Genoa, it's time to take a break from the road.

An excellent attraction to start your day with is Spiaggia Pubblica Di Priaruggia. This sightseeing destination is rated an average of 4.3 out of 5 stars in 2,161 reviews.

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 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.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international, and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary, and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

If you’re not ready to end the night just yet, Nottingham Forest offers a perfect venue to relax and savor a drink. Similarly, Armani/bamboo Bar is well-suited for those looking to unwind in a social setting. Mag Cafe is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 5

Day 5 – Milan

  • Milan
  • More

Drive 1 km, 21 min

  • Teatro alla Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Cathedral Square
  • Palazzo Reale di Milano
  • More

Day 5 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 2 nights nights remaining.

Take the opportunity to see La Scala. This attraction has an average rating of 4.7 out of 5 stars from 26,219 visitors.

Galleria Vittorio Emanuele Ii is another sightseeing hotspot in the area. This commercial gallery has been rated an average of 4.7 out of 5 stars by 91,394 travelers.

Milan is also the home of Duomo Di Milano Museum. This art museum gets more than 341,609 visitors on an annual basis. Around 138,554 people have rated this art museum an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Cathedral Square. With an average rating of 4.8 out of 5 stars from a total of 7,539 reviews, a visit to this sightseeing destination is a great idea.

This day of your vacation in Milan is also your chance to admire Royal Palace Of Milan. This must-visit art museum enjoys an average rating of 4.6 out of 5 stars from 17,538 reviews.

Discover a world of culinary delights in Milan, 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 wonderful meal at Nero 9, a top-rated dining spot in Milan. If you're in the mood for something new, try Ristorante la Brisa, another premier location with a delectable menu. You might also want to book a table at UNAHOTELS Cusani Milano. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

After your meal, keep the night alive at a bar like Kilburn Cocktail Bar Milano, known for its lively atmosphere. Bar Frida is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, The Friends Pub Milano offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 6

Day 6 – Milan

  • Milan
  • More

Drive 8 km, 1 hour 7 min

  • Piazza Gae Aulenti
  • Pinacoteca di Brera
  • Sforzesco Castle
  • Sempione Park
  • Arco della Pace
  • More

Day 6 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.

Begin your sightseeing with a visit to Piazza Gae Aulenti. This square is rated an average of 4.6 out of 5 stars in 30,398 reviews.

Next up, make your way to Pinacoteca Di Brera. This art museum has an average rating of 4.7 out of 5 stars from 26,077 reviews. Usually, around 417 people visit Pinacoteca Di Brera every year.

When you’re ready for your next sight of the day, continue to Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars from 68,714 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Parco Sempione. This park is rated an average of 4.6 out of 5 stars by 72,914 visitors.

If you’re keen to explore even more, then consider a visit to Arch Of Peace. This monument is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 27,502 visitors.

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 Vento di Sardegna, a top recommendation for dinner tonight. Or, for a change of pace, Palazzo Parigi Hotel & Grand Spa Milano boasts a menu that's sure to impress. Also, be sure to check out Galleria Restaurant. Known as a local hotspot, it’s a great choice for tonight in Milan.

Explore the vibrant nightlife at Bhangrabar after your meal, a hub for lively evenings and memorable moments. Or, head to Rufus Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Ostello Bello Grande is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 7

Day 7 – Milan, and Bologna

  • Bologna
  • Milan
  • More

Drive 223 km, 3 hours 2 min

  • Basilica di Sant'Ambrogio
  • Leonardo da Vinci Museum of Science and Technology
  • Santa Maria delle Grazie
  • More

On day 7 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 Bologna, 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.

An excellent attraction to start your day with is Basilica Di Sant'ambrogio. This church is rated an average of 4.7 out of 5 stars in 12,883 reviews.

Continue your journey at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This technology museum is rated 4.5 out of 5 stars by 22,235 travelers from near and far. Approximately 532,084 people come to this place of interest every year to enjoy a unique experience in Milan.

Milan is also the home of Santa Maria Delle Grazie Church. This convent has an average rating of 4.5 out of 5 stars from 13,490 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.

Discover a world of culinary delights in Bologna, 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.

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.

To truly maximize your evening out, consider visiting Bar Freud E Squisito after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Osteria Del Sole, another bar with an inviting ambiance. Similarly, Macondo - Cocktail Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 8

Day 8 – Bologna

  • Bologna
  • More

Drive 1 km, 18 min

  • Palazzo Re Enzo
  • Fontana del Nettuno
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • More

Day 8 of your luxury road trip in Italy begins and concludes in the city of Bologna. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Bologna, where you still have 1 night nights remaining.

Journey into the unknown at Palazzo Re Enzo, a unique attraction awaiting your visit. This remarkable palazzo has an average rating of 4.6 out of 5 stars from 2,072 reviews.

When you’re ready to continue your sightseeing, Fountain Of Neptune, Bologna is a recommended place to visit. This fountain is rated an average of 4.7 out of 5 stars in 3,952 reviews.

Another must-see attraction in Bologna is Piazza Maggiore. Rated an average of 4.7 out of 5 stars by 64,523 travelers, this popular tourist destination in Bologna offers an experience you will remember.

Two Towers is another popular stop on travelers' itineraries in Bologna. This tower promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 25,975 reviews.

Lastly, don't miss out on Piazza Santo Stefano. Rated 4.8 out of 5 stars by 7,617 local and international travelers, it's a popular place to visit.

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

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

After savoring a delicious meal, step into the vibrant nightlife at Bar Senza Nome, where the evening is just getting started. In the same way, Bar Maurizio offers a unique charm perfect for experiencing the local bar scene in Bologna. Brewdog Bar Bologna is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

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Day 9

Day 9 – Bologna, and Arezzo

  • Arezzo
  • Bologna
  • More

Drive 184 km, 2 hours 35 min

  • Arezzo Cathedral
  • Piazza Grande
  • Basilica di San Francesco
  • More

Wake up to day 9 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna, and Arezzo. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Basilica Of San Domenico your first stop of the day. Previous visitors have rated this church an average of 4.7 out of 5 stars in 3,380 reviews.

Set your GPS to Arezzo and hit the road. Expect a journey of approximately 2 hours 12 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Arezzo beckons with new experiences!

Make Arezzo Cathedral your first stop of the day. Previous visitors have rated this cathedral an average of 4.6 out of 5 stars in 2,450 reviews.

Next up, make a stop at Piazza Grande. With an average rating of 4.6 out of 5 stars by 14,465 visitors, it's easy to understand why so many people visit this square every year.

San Francesco, Arezzo is another attraction you can visit on this day of your vacation. This minor basilica has an average rating of 4.6 out of 5 stars by 2,377 visitors. Up to 20,939 travelers come to Arezzo every year to see San Francesco, Arezzo with their own eyes.

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

Set out on a gastronomic journey in Arezzo by reserving a table at Octavin. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. Looking for something different? La Clandestina offers a tantalizing alternative with its diverse menu. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Arezzo.

Following your dinner, dive into the local bar culture at Liquid Bar. Enjoy this evening's relaxed ambiance with delightful drinks.

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.

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Day 10

Day 10 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 227 km, 2 hours 52 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • St Peter's Basilica
  • More

Wake up to day 10 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 4 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

When you’re ready to jump back into the car and say goodbye to Arezzo, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 2 hours 32 min. When you arrive, enjoy some sightseeing.

Seize the day by visiting some of the best attractions in the area, like Vatican Museums. This extraordinary art museum has an average rating of 4.6 out of 5 stars from 133,310 visitors. Each year, around 1,612,530 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

While in Vatican City, we also recommend a visit to Saint Peter's Square. This square has been rated an average of 4.8 out of 5 stars in 38,954 reviews.

If you’re keen to explore even more, then consider a visit to St. Peter's Basilica. This attraction gets around 11,000,000 yearly visitors. With an average rating of 4.8 out of 5 stars by 131,043 travelers, this major basilica is a highly recommended stop on your sightseeing around Vatican City.

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.

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.

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative, and innovative 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 Enoteca La Torre, a top local spot known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Sant' Eustachio Caffè, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.

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.

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Day 11

Day 11 – Rome

  • Rome
  • More

Drive 7 km, 58 min

  • Colosseum
  • Roman Forum
  • Giardino degli Aranci
  • Circus Maximus
  • Baths of Caracalla
  • More

Day 11 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 3 nights nights remaining.

A top pick for your self-guided sightseeing tour today is Colosseum. Over 7,400,000 travelers visit this attraction every year. Previous visitors have rated this roman amphitheatre an average of 4.7 out of 5 stars in 328,821 reviews.

Roman Forum is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Another attraction you won't want to miss is Orange Garden. This park is rated an average of 4.7 out of 5 stars in 17,939 reviews.

Circus Maximus is another outstanding experience in Rome. Around 44,741 travelers have rated this circus an average of 4.4 out of 5 stars.

If you long for more, Baths Of Caracalla is not far away. This thermae is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.6 out of 5 stars in 17,918 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 Rome for you so you can browse their menus in advance and make a reservation.

Enjoy a lovely meal at DEROMA - Farine Romane, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna Italiana is another top choice with a popular menu. You could also check for a table at Centro. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.

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.

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Day 12

Day 12 – Rome

  • Rome
  • More

Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • Campo de' Fiori
  • Castel Sant'Angelo
  • More

Day 12 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.

An excellent attraction to start your day with is Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

Continue your journey at Pantheon. This roman temple is rated 4.8 out of 5 stars by 189,682 travelers from near and far. Approximately 30,000,000 people come to this place of interest every year to enjoy a unique experience in Rome.

Rome is also the home of Piazza Navona. This square has an average rating of 4.7 out of 5 stars from 158,771 visitors.

You can continue your self-guided sightseeing tour at Campo De' Fiori. Rated 4.4 out of 5 stars by 51,133 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Castel Sant'angelo. With an average rating of 4.7 out of 5 stars from 72,431 reviews, it’s hard to refuse the opportunity to see this museum. Approximately 918,591 people visit this attraction every year.

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.

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

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.

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Day 13

Day 13 – Rome

  • Rome
  • More

Drive 11 km, 56 min

  • Spanish Steps
  • Piazza di Spagna
  • Piazza del Popolo
  • Villa Borghese
  • Basilica Papale di Santa Maria Maggiore
  • More

Day 13 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 Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars from 57,211 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.

Piazza Del Popolo is also highly recommended by travelers. This square has a rating of 4.6 out of 5 stars from 89,807 visitors.

Villa Borghese is an attraction you won’t want to miss. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

Another attraction you have the opportunity to visit today is Basilica Di Santa Maria Maggiore. This major basilica has received an average rating of 4.8 out of 5 stars from 27,678 travelers.

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

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

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

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Day 14

Day 14 – Rome, and Florence

  • Florence
  • Rome
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Drive 287 km, 4 hours 16 min

  • Altar of the Fatherland
  • Largo di Torre Argentina
  • Belvedere del Gianicolo
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On day 14 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.

Your sightseeing of the day begins at Altare Della Patria, a remarkable architectural structure where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 49,843 reviews. Each year, this popular place of interest welcomes approximately 1,683,070 visitors.

Next, satisfy your wanderlust at Largo Di Torre Argentina. This square has an average rating of 4.5 out of 5 stars from 30,433 travelers.

Belvedere Del Gianicolo is another must-visit attraction. This renowned point of interest offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 18,731 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 Foro Italico. This well-loved point of interest boasts a 4.6 out of 5-star rating from 25,438 reviews.

When there’s still energy left for exploring, Auditorium Parco Della Musica awaits. If you’ve been interested in experiencing a sightseeing destination, this is a top pick rated 4.6 out of 5 stars by 19,687 previous 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.

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 Tijuana, 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 Djària - American Bar, 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 Ristorante Buca Niccolini, a hidden gem nestled in Florence. 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.

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Day 15

Day 15 – Florence - departure day

  • Florence - Departure day
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  • Piazzale Michelangelo
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Today is the last day of your 15-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 Florence before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Florence’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Make the most of what's left of your luxury vacation and head out to the stunning Piazzale Michelangelo. This extraordinary square and attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews, and is an excellent choice for your last sightseeing in Florence.

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

Treat yourself to a delightful dinner at Cibrèo Caffè, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Le Volte Firenze? It's another excellent option with a diverse menu.

You will then say farewell to Florence 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!

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