Luxury Two-Week Italy Road Trip from Ancona traveling west to Bologna, Milan, Genoa, Florence, 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 2 nights in Ancona, 1 night in Bologna, 3 nights in Milan, 1 night in Genoa, 2 nights in Florence, 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 Ancona, Loreto, Senigallia, Bologna, Milan, Genoa, Pisa, Florence, Arezzo, Rome, and Teramo 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 – Ancona - arrival day

  • Ancona - Arrival day
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  • Piazza del Plebiscito
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Ancona. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Make Piazza Del Plebiscito one of your first sightseeing stops in Ancona. Rated an average of 4.4 out of 5 stars by 2,631 travelers, a visit to this local attraction makes for a great introduction to the area.

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

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 Ancona. Savor the local cuisine and relax as you recount the day's experiences.

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

Let the evening flow smoothly from dinner to drinks at Posa Bar, a top-rated bar in the area. For other recommendations, Bar Four Roses provides a perfect setting for rounding out your night with style and great drinks. Likewise, Amarillo Beer Bar Ancona offers a memorable night with diverse drink options and excellent service.

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 – Ancona, Loreto, Senigallia, and Bologna

  • Bologna
  • Loreto
  • Senigallia
  • More

Drive 278 km, 3 hours 28 min

  • Sanctuary of the Holy House of Loreto
  • Rocca Roveresca
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Loreto, and Senigallia. The day's journey will conclude in Bologna, 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.

As you’ve unraveled the marvels of Ancona, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Loreto may take around 31 min. Upon your arrival in Loreto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready to see some sights, Sanctuary Of The Holy House Of Loreto is a great place to start. This church is rated an average of 4.8 out of 5 stars by 19,100 visitors.

When you’re ready to jump back into the car and say goodbye to Loreto, you’ll hit the road in the direction of Senigallia. This drive usually takes around 41 min. When you arrive, enjoy some sightseeing.

When you’re ready for some sightseeing, make your way to Rocca Roveresca. This much-appreciated point of interest is rated 4.5 out of 5 stars in 5,207 reviews.

Next up is Piazza Garibaldi. This point of interest has an average rating of 4.4 out of 5 stars from 1,563 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.

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

Experience a symphony of flavors at I Portici in Bologna by securing a reservation in advance. Renowned for its 1-star Michelin distinction, I Portici delights its guests with its exceptional variety of meals showcasing delicious creative, and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Ahimè, acclaimed for its delectable country cooking specialties. This local Bib Gourmand establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trattoria di Via Serra, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for emilian cuisine in the city.

Round off your dining experience by visiting Bar Freud E Squisito, a prime location for a drink. Alternatively, explore the distinctive characteristics of Osteria Del Sole, a bar catering to every mood and preference. Macondo - Cocktail Bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 3

Day 3 – Bologna, and Milan

  • Milan
  • Bologna
  • More

Drive 214 km, 2 hours 41 min

  • Bologna Cathedral
  • Two Towers
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • 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 Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Drop by the renowned Bologna Cathedral. This popular catholic cathedral has been rated an average of 4.6 out of 5 stars by 3,852 visitors.

Another unforgettable place to experience is Two Towers. Rated 4.7 out of 5 stars by 25,975 visitors, this tower deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Piazza Maggiore. This square has been rated an average of 4.7 out of 5 stars in 64,523 reviews.

Another favorite attraction in the area is Fountain Of Neptune, Bologna. This fountain and popular place of interest enjoys a rating of 4.7 out of 5 stars from 3,952 local and international travelers.

If you’re keen to explore even more, then consider a visit to Palazzo Re Enzo. With an average rating of 4.6 out of 5 stars from 2,072 travelers, this palazzo 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 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.

Get ready for an unforgettable culinary journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Seta by Antonio Guida, recognized for its delicious international, and contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Luogo Aimo e Nadia, a local favorite known for its delightful italian contemporary, and modern cuisine in Milan. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary, and modern foodies seeking culinary excellence.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 4

Day 4 – Milan

  • Milan
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Drive 1 km, 21 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Cathedral Square
  • Royal Palace of Milan
  • More

Day 4 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.

Be one of the day’s first visitors at La Scala. This opera house is rated an average of 4.7 out of 5 stars by 26,219 visitors.

When you’re finished at La Scala, head to Galleria Vittorio Emanuele Ii. This one-of-a-kind commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Duomo Di Milano Museum. This art museum is rated an average of 4.8 out of 5 stars by 138,554 visitors. Visiting Duomo Di Milano Museum means you'll be one of 341,609 people who do so every year.

If you’re keen to explore more, then consider a visit to Cathedral Square. This sightseeing destination is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 7,539 visitors.

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.

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

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.

Cap off your dinner by heading to Kilburn Cocktail Bar Milano, ideal for a leisurely evening with a drink in hand. Bar Frida is another bar that offers an enjoyable setting. Similarly, The Friends Pub Milano 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 stress-free luxury holiday in Italy has plenty more in store for you.

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Day 5

Day 5 – Milan

  • Milan
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Drive 8 km, 1 hour 7 min

  • Piazza Gae Aulenti
  • Pinacoteca di Brera
  • Castello Sforzesco
  • Sempione Park
  • Arch of Peace
  • 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 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 Pinacoteca Di Brera. With an average rating of 4.7 out of 5 stars by 26,077 visitors, it's easy to understand why so many people visit this art museum every year. In fact, this attraction welcomes 417 annual visitors.

Sforzesco Castle Art Library is another attraction you can visit on this day of your vacation. This library has an average rating of 4.6 out of 5 stars by 68,714 visitors.

When you’re finished at Sforzesco Castle Art Library, the perfect next stop is Parco Sempione. This park is rated an average of 4.6 out of 5 stars in 72,914 reviews.

If you’re keen to explore even more, then consider a visit to Arch Of Peace. This monument is a top place to visit, with a rating of 4.6 out of 5 stars from 27,502 reviews.

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.

Savor the flavors at Vento di Sardegna, a top pick for dinner tonight. Alternatively, Palazzo Parigi Hotel & Grand Spa Milano beckons with its unique menu offerings. Also, consider Galleria Restaurant. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

To truly maximize your evening out, consider visiting Bhangrabar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Rufus Cocktail Bar, another bar with an inviting ambiance. Similarly, Ostello Bello Grande also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 6

Day 6 – Milan, and Genoa

  • Genoa
  • Milan
  • More

Drive 149 km, 2 hours 34 min

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

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

Make Basilica Di Sant'ambrogio one of your first sightseeing stops in Milan. Rated an average of 4.7 out of 5 stars by 12,883 travelers, a visit to this local attraction makes for a great introduction to the area.

Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is a worthwhile attraction you can visit next. This technology museum is a valued place of interest in the area, with an average rating of 4.5 out of 5 stars from 22,235 reviews. Up to 532,084 travelers visit this site every year to make their time in Milan special.

Today is also the perfect opportunity to drop by Santa Maria Delle Grazie Church. This convent has been rated an average of 4.5 out of 5 stars by 13,490 visitors.

If you’re keen to explore more, head to Mudec - Museum Of Cultures and find out why 626,650 people visit this spot every year. A trip to this popular ethnographic museum is also your opportunity to see if it lives up to the reputable 4.4 out of 5-star rating as given by 14,355 previous visitors.

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

Dive into a culinary adventure like no other in Genoa by booking a table at The Cook. This popular restaurant holds 1 Michelin star and offers an exceptional menu of modern cuisine. For another culinary dining option, venture to San Giorgio, celebrated for its delectable modern, and ligurian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Marin, a top local restaurant known for its tantalizing seafood, and contemporary menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Continue your lively evening at Scurreria Beer & Bagel, a perfect place for winding down or revving up the night, depending on which mood you’re in. La Lepre is another excellent bar that offers a great selection of drinks to suit any mood.

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 7

Day 7 – Genoa, Pisa, and Florence

  • Florence
  • Genoa
  • Pisa
  • More

Drive 268 km, 3 hours 48 min

  • piazza De Ferrari
  • Aquarium of Genoa
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • More

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Genoa, and Pisa. 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 Piazza De Ferrari. This extraordinary square is rated an average of 4.6 out of 5 stars by 34,312 visitors.

Next, make your way to Aquarium Of Genoa. This top attraction is a public aquarium with an average rating of 4.5 out of 5 stars by 62,259 visitors. Aquarium Of Genoa welcomes 1,200,000 yearly visitors.

After soaking in Genoa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 2 hours 3 min. When you arrive in Pisa, it's time to take a break from the road.

Start your sightseeing with a visit to Piazza Del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars from 104,550 visitors.

Leaning Tower Of Pisa is another popular attraction you could visit today. This bell tower has a rating of 4.7 out of 5 stars from 116,882 visitors. Leaning Tower Of Pisa attracts up to 3,200,000 visitors every year.

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 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.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative, and mediterranean cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary, and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 8

Day 8 – Florence

  • Florence
  • More

Drive 4 km, 1 hour 5 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • More

Day 8 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.

Seize the day by visiting some of the best attractions in the area, like Piazzale Michelangelo. This extraordinary square has an average rating of 4.8 out of 5 stars from 77,744 visitors.

Next, make your way to Basilica Of Santa Croce In Florence. This church is rated an average of 4.7 out of 5 stars in 28,544 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 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.

Have a fantastic dining experience at Trattoria Da Burde, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Buca Mario offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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 – Florence, and Arezzo

  • Arezzo
  • Florence
  • More

Drive 79 km, 1 hour 35 min

  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Maria Novella
  • Galleria dell'Accademia
  • 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 Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Be one of the day’s first visitors at Cathedral Of Santa Maria Del Fiore. This church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

When you’re finished at Cathedral Of Santa Maria Del Fiore, head to Basilica Di Santa Maria Novella, Firenze (fi). This one-of-a-kind archives is rated an average of 4.7 out of 5 stars in 23,075 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Central Market. This point of interest is rated an average of 4.4 out of 5 stars by 43,100 visitors.

If you’re keen to explore more, then consider a visit to Galleria Dell'accademia. This national museum is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 34,429 visitors. Around 1,719,645 travelers visit Galleria Dell'accademia every year.

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

Enjoy an outstanding dining experience at Octavin, a 1-star Michelin restaurant offering an exceptional creative menu. Alternatively, experience a taste of Arezzo at La Clandestina, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

Unwind after your meal by stepping into Liquid Bar. This venue is celebrated for its extensive drink selections and cozy vibes.

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.

Set your GPS to Vatican City, Vatican City and hit the road. Expect a journey of approximately 2 hours 32 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!

Begin your sightseeing with a visit to Vatican Museums. This extraordinary art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Each year, around 1,612,530 people visit this site to learn more about it.

Next, make your way to Sistine Chapel. This top attraction is a chapel with an average rating of 4.7 out of 5 stars by 52,083 visitors.

We also recommend a visit to Saint Peter's Square. This square is rated 4.8 out of 5 stars by 38,954 travelers.

If you’re keen to keep exploring, visit St. Peter's Basilica. This highly recommended sightseeing destination has received an average rating of 4.8 out of 5 stars from 131,043 travelers. Around 11,000,000 people come to experience this place of interest 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.

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.

Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean, and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative, and innovative 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 Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean, and creative menu.

Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Sant' Eustachio Caffè is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 11

Day 11 – Rome

  • Rome
  • More

Drive 7 km, 1 hour 3 min

  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • Roman Forum
  • Colosseum
  • 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.

Your sightseeing of the day begins at Spanish Steps, a remarkable monumental staircase where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 57,211 reviews.

Next, satisfy your wanderlust at Piazza Di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 travelers.

Trevi Fountain is another must-visit attraction. This renowned sculpture offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 343,494 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 Roman Forum. This well-loved square boasts a 4.7 out of 5-star rating from 114,450 reviews.

When there’s still energy left for exploring, Colosseum awaits. If you’ve been interested in experiencing a roman amphitheatre, this is a top pick rated 4.7 out of 5 stars by 328,821 previous visitors. Each year, approximately 7,400,000 people travel to Rome to experience it.

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 a delicious meal at DEROMA - Farine Romane, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Centro. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Rome this evening.

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.

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

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Day 12

Day 12 – Rome

  • Rome
  • More

Drive 7 km, 55 min

  • largo di Torre Argentina
  • 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.

When you're ready to see some sights, Largo Di Torre Argentina is a great place to start. This square is rated an average of 4.5 out of 5 stars by 30,433 visitors.

Another popular attraction you can visit today is Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 travelers. Every year, 30,000,000 travelers come to experience this site to make the most of their time in Rome.

We also recommend a stop at Piazza Navona. The square has been rated an average of 4.7 out of 5 stars by 158,771 visitors.

If you're keen to explore more, consider visiting Campo De' Fiori. This square is a popular attraction with an average rating of 4.4 out of 5 stars from 51,133 reviews.

Castel Sant'angelo is another easily accessible place to visit on this day of your trip. Stop by this museum, rated 4.7 out of 5 stars in 72,431 reviews, to discover more of what makes it unique. This attraction gets 918,591 visitors every year.

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

Treat yourself to a delightful dinner at Ristorante Tema, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Maccheroni? It's another excellent option with a diverse menu. Consider reserving a table at RoYaL Art Cafè Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

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 13

Day 13 – Rome

  • Rome
  • More

Drive 12 km, 55 min

  • piazza del Popolo
  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • Circus Maximus
  • Altare della Patria
  • 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.

When you’re ready for some sightseeing, make your way to Piazza Del Popolo. This much-appreciated square is rated 4.6 out of 5 stars in 89,807 reviews.

Next up is Villa Borghese. This urban zone of rome has an average rating of 4.6 out of 5 stars from 69,749 visitors.

Another top sightseeing recommendation is Basilica Di Santa Maria Maggiore. This major basilica has been rated 4.8 out of 5 stars in 27,678 reviews.

Circus Maximus is another attraction you have the opportunity to visit today. This circus has an average rating of 4.4 out of 5 stars from 44,741 reviews.

To continue your sightseeing, head over to Altare Della Patria. This architectural structure is rated an average of 4.8 out of 5 stars in 49,843 reviews. Approximately 1,683,070 people come to see this attraction every year.

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

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.

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 14

Day 14 – Rome, Teramo, and Ancona

  • Ancona
  • Teramo
  • More

Drive 311 km, 3 hours 53 min

  • Roman Theatre of Teramo
  • More

On day 14 of your luxury holiday in Italy, your road trip route will take you exploring the best of Teramo. The day's journey will conclude in Ancona, 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.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Teramo. 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 7 min. Upon reaching Teramo, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Kick off the day at Santuario Madonna Delle Grazie, a top pick for today’s sightseeing. This place of worship is rated an average of 4.5 out of 5 stars in 343 reviews.

Today is also your chance to visit Roman Theatre Of Teramo. Roman Theatre Of Teramo is a point of interest with an average rating of 4.2 out of 5 stars from 129 reviews.

Fontana Dei Due Leoni is another top attraction we highly recommend you visit today. This park is rated an average of 4.6 out of 5 stars by 118 visitors.

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

Experience a taste of local culinary excellence while in Ancona by securing a table at Sot'Ajarchi. An esteemed Bib Gourmand restaurant, it features an exceptional seafood, and from the marches menu. If you're in the mood for something new, try Bontà delle Marche, another premier location with a delectable menu.

Keep the excitement of the evening going by visiting a bar or two. Alla Tazza D'oro is an excellent place to start.

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

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Day 15

Day 15 – Ancona - departure day

  • Ancona - Departure day
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  • Parco Della Cittadella di Ancona
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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 Ancona before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Parco Della Cittadella Di Ancona. This extraordinary park and attraction is rated an average of 4.4 out of 5 stars in 843 reviews, and is an excellent choice for your last sightseeing in Ancona.

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

Enjoy a lovely meal at Vino E Cucina Miscia, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mixer Bar is another top choice with a popular menu.

You will then say farewell to Ancona 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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