Luxury 14-Day Italy Road Trip from Rimini to Bologna, Venice, Verona, Milan, Genoa, Florence, Siena, Rome, and Perugia and surrounding area

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Set off on the ultimate travel extravagance with this 14-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure 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 Rimini, 1 night in Bologna, 1 night in Venice, 1 night in Verona, 1 night in Milan, 1 night in Genoa, 1 night in Florence, 1 night in Siena, 3 nights in Rome, and 1 night in Perugia, 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 14-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 14-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 14-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 Rimini, Bologna, Padua, Venice, Verona, Milan, Genoa, Pisa, Florence, Siena, Rome, Perugia, Santa Maria degli Angeli, Pesaro, and Gradara 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 – Rimini - arrival day

  • Rimini - Arrival day
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  • Arco di Augusto
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Your luxury holiday in Italy begins as soon as you reach the city of Rimini. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Drop by the renowned Arch Of Augustus. This popular triumphal arch has been rated an average of 4.6 out of 5 stars by 12,375 visitors.

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

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

Treat yourself to a delightful dinner at Bar Lento, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Lo Zodiaco Rimini? It's another excellent option with a diverse menu. Consider reserving a table at Amarina as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rimini.

Unwind after your meal by stepping into Caffè Il Borgo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Primo Bacio Città Lounge Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Hobo's, another top-rated bar in the area.

Raise a toast to the start of your 14-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Rimini, and Bologna

  • Bologna
  • Rimini
  • More

Drive 128 km, 2 hours 7 min

  • Piazza Tre Martiri
  • Cavour Square
  • Castel Sismondo
  • Parco XXV Aprile
  • Parco Federico Fellini
  • More

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rimini. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Drop by the renowned Square Tre Martiri. This popular square has been rated an average of 4.6 out of 5 stars by 669 visitors.

Another unforgettable place to experience is Piazza Cavour. Rated 4.5 out of 5 stars by 11,447 visitors, this sightseeing destination deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Castel Sismondo. This castle has been rated an average of 4.5 out of 5 stars in 3,286 reviews.

Another favorite attraction in the area is Parco Xxv Aprile. This park and popular place of interest enjoys a rating of 4.6 out of 5 stars from 3,171 local and international travelers.

If you’re keen to explore even more, then consider a visit to Parco Federico Fellini. With an average rating of 4.5 out of 5 stars from 11,076 travelers, this park is an attraction many avid travelers highly recommend visiting while in Rimini.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Bologna. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Bologna.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Freud E Squisito, known for its inviting atmosphere. Osteria Del Sole is another great option if you’re looking for a place to get the night started. Similarly, Macondo - Cocktail Bar provides a great setting to enjoy the night away.

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 3

Day 3 – Bologna, Padua, and Venice

  • Venice
  • Bologna
  • Padua
  • More

Drive 156 km, 2 hours 27 min

  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • The Basilica of St Anthony
  • Prato della Valle
  • More

Wake up to day 3 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Venice, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bologna, and Padua.

Make Piazza Maggiore your first stop of the day. Previous visitors have rated this square an average of 4.7 out of 5 stars in 64,523 reviews.

Next up, make a stop at Two Towers. With an average rating of 4.7 out of 5 stars by 25,975 visitors, it's easy to understand why so many people visit this tower every year.

Piazza Santo Stefano is another attraction you can visit on this day of your vacation. This square has an average rating of 4.8 out of 5 stars by 7,617 visitors.

After soaking in Bologna’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Padua. Expect your car journey to take a minimum of 1 hour 28 min. When you arrive in Padua, it's time to take a break from the road.

Make The Basilica Of St. Anthony one of your first sightseeing stops in Padua. Rated an average of 4.8 out of 5 stars by 38,852 travelers, a visit to this local attraction makes for a great introduction to the area.

Prato Della Valle is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 47,576 reviews.

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

Experience a symphony of flavors at Local in Venice by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Local delights its guests with its exceptional variety of meals showcasing delicious contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Wistèria, acclaimed for its delectable contemporary, and venetian specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Quadri, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for modern cuisine in the city.

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

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 4

Day 4 – Venice, and Verona

  • Verona
  • Venice
  • More

Drive 122 km, 1 hour 38 min

  • Rialto Bridge
  • St. Mark's Square
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. The day's journey will conclude in Verona, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you're ready to see some sights, Rialto Bridge is a great place to start. This stone bridge is rated an average of 4.7 out of 5 stars by 141,666 visitors.

Another popular attraction you can visit today is Piazza San Marco. This square has an average rating of 4.7 out of 5 stars from 152,982 travelers.

We also recommend a stop at St Mark's Basilica. The cathedral has been rated an average of 4.7 out of 5 stars by 18,439 visitors.

If you're keen to explore more, consider visiting Doge's Palace. This palace is a popular attraction with an average rating of 4.7 out of 5 stars from 24,775 reviews. As a top-rated attraction, it's no surprise that 318,104 people visit Doge's Palace every year.

Bridge Of Sighs is another easily accessible place to visit on this day of your trip. Stop by this footbridge, rated 4.6 out of 5 stars in 18,223 reviews, to discover more of what makes it unique.

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

Prepare for an extraordinary culinary adventure in Verona by booking a table at Casa Perbellini 12 Apostoli, a 2-star Michelin restaurant that boasts an exceptional creative, and contemporary menu. For a different flavor experience, head to Il Desco, renowned for its delectable italian contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Osteria Mondo d'Oro, a local gem known for its delightful italian, and seasonal cuisine in Verona. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Archivio stands out as an excellent choice for a post-dinner cocktail. Alternatively, La Segreteria Café offers an ideal atmosphere to enjoy the pleasures of the night. Duchi Café is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 5

Day 5 – Verona, Ronchi, and Milan

  • Milan
  • Verona
  • More

Drive 168 km, 2 hours 39 min

  • Verona Arena
  • Ponte Pietra
  • Gardaland Resort
  • More

Wake up to day 5 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Verona, and Ronchi. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Verona Arena one of your first sightseeing stops in Verona. Rated an average of 4.7 out of 5 stars by 123,818 travelers, a visit to this local attraction makes for a great introduction to the area. This opera house attracts 195,540 visitors every year.

Ponte Pietra is a worthwhile attraction you can visit next. This deck arch bridge is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 12,284 reviews.

Set your GPS to Ronchi and hit the road. Expect a journey of approximately 36 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Ronchi beckons with new experiences!

An excellent attraction to start your day with is Gardaland Resort. This amusement park is rated an average of 4.4 out of 5 stars in 99,291 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 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.

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.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

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 31 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Sforzesco Castle
  • Sempione Park
  • 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.

Start your sightseeing with a visit to Duomo Di Milano Museum. This art museum is rated an average of 4.8 out of 5 stars from 138,554 visitors. Duomo Di Milano Museum welcomes around 341,609 visitors every year.

Galleria Vittorio Emanuele Ii is another popular attraction you could visit today. This commercial gallery has a rating of 4.7 out of 5 stars from 91,394 visitors.

La Scala is also highly recommended by travelers. This opera house has a rating of 4.7 out of 5 stars from 26,219 visitors.

Sforzesco Castle Art Library is an attraction you won’t want to miss. This library is rated an average of 4.6 out of 5 stars in 68,714 reviews.

Another attraction you have the opportunity to visit today is Parco Sempione. This park has received an average rating of 4.6 out of 5 stars from 72,914 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 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.

Experience a taste of local culinary excellence while in Genoa by securing a table at The Cook. An esteemed 1-star Michelin restaurant, it features an exceptional modern menu. For an alternative taste experience, visit San Giorgio, famous for its scrumptious modern, and ligurian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Marin, a local favorite celebrated for its exquisite seafood, and contemporary cuisine in Genoa. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for seafood, and contemporary cuisine lovers seeking top-notch culinary experiences.

Cap off your dinner by heading to Scurreria Beer & Bagel, ideal for a leisurely evening with a drink in hand. La Lepre is another bar that offers an enjoyable setting.

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

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Day 7

Day 7 – Genoa, Pisa, and Florence

  • Florence
  • Genoa
  • Pisa
  • More

Drive 282 km, 3 hours 47 min

  • Piazza De Ferrari
  • Aquarium of Genoa
  • Leaning Tower of Pisa
  • Piazza del Duomo
  • 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 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.

Begin your sightseeing with a visit to Piazza De Ferrari. This square is rated an average of 4.6 out of 5 stars in 34,312 reviews.

Next up, make your way to Aquarium Of Genoa. This public aquarium has an average rating of 4.5 out of 5 stars from 62,259 reviews. Usually, around 1,200,000 people visit Aquarium Of Genoa every year.

Fasten your seatbelt and make your way to your next stop. Pisa, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Genoa to Pisa may take around 2 hours 5 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

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.

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

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative, and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary, and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the 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.

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Day 8

Day 8 – Florence, and Siena

  • Siena
  • Florence
  • More

Drive 71 km, 1 hour 46 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

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

Your sightseeing of the day begins at Piazza Della Signoria, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next, satisfy your wanderlust at Cathedral Of Santa Maria Del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 travelers.

Ponte Vecchio is another must-visit attraction. This renowned deck arch bridge offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 118,099 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 Uffizi Gallery. This well-loved national museum boasts a 4.7 out of 5-star rating from 61,794 reviews. In a single year, approximately 2,011,219 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Piazzale Michelangelo awaits. If you’ve been interested in experiencing a square, this is a top pick rated 4.8 out of 5 stars by 77,744 previous visitors.

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.

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

Explore the vibrant nightlife at Meet Life Cafè after your meal, a hub for lively evenings and memorable moments. Or, head to Maudit Pub for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Impero Siena is perfect for those looking to extend their night with a touch of local flavor.

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 – Siena, Vatican City, and Rome

  • Rome
  • More

Drive 241 km, 3 hours 23 min

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

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 Rome, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

After soaking in Siena’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Vatican City, Vatican City. Expect your car journey to take a minimum of 2 hours 40 min. When you arrive in Vatican City, it's time to take a break from the road.

Be one of the day’s first visitors at Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars by 52,083 visitors.

When you’re finished at Sistine Chapel, head to St. Peter's Basilica. This one-of-a-kind major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. Every year, approximately 11,000,000 travelers come here to experience the major basilica for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

If you’re keen to explore more, then consider a visit to Vatican Museums. This art museum is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 133,310 visitors. Around 1,612,530 travelers visit Vatican Museums every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of 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.

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.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Sant' Eustachio Caffè offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Caffè Portofino. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 10

Day 10 – Rome

  • Rome
  • More

Drive 4 km, 54 min

  • Altar of the Fatherland
  • Campidoglio
  • Roman Forum
  • Colosseum
  • Circus Maximus
  • More

Day 10 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.

Seize the day by visiting some of the best attractions in the area, like Altare Della Patria. This extraordinary architectural structure has an average rating of 4.8 out of 5 stars from 49,843 visitors. Each year, around 1,683,070 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Capitoline Hill. This hill is rated an average of 4.7 out of 5 stars in 19,557 reviews.

While in Rome, we also recommend a visit to Roman Forum. This square has been rated an average of 4.7 out of 5 stars in 114,450 reviews.

If you’re keen to explore even more, then consider a visit to Colosseum. This attraction gets around 7,400,000 yearly visitors. With an average rating of 4.7 out of 5 stars by 328,821 travelers, this roman amphitheatre is a highly recommended stop on your sightseeing around Rome.

Make your way to Circus Maximus, perhaps the most famous circus in Rome. This attraction is rated an average of 4.4 out of 5 stars in 44,741 reviews.

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.

Treat yourself to a delightful dinner at DEROMA - Farine Romane, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Taverna Italiana? It's another excellent option with a diverse menu. Consider reserving a table at Centro as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

To truly maximize your evening out, consider visiting The Apartment Bar Roma after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Hassler Roma, another bar with an inviting ambiance.

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 11

Day 11 – Rome

  • Rome
  • More

Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Piazza del Popolo
  • Villa Borghese
  • 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 1 night nights remaining.

Begin your sightseeing with a visit to Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

Next up, make your way to Piazza Di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 reviews.

When you’re ready for your next sight of the day, continue to Spanish Steps. This monumental staircase has an average rating of 4.5 out of 5 stars from 57,211 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza Del Popolo. This square is rated an average of 4.6 out of 5 stars by 89,807 visitors.

If you’re keen to explore even more, then consider a visit to Villa Borghese. This urban zone of rome is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 69,749 visitors.

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.

Enjoy a lovely meal at Ristorante Tema, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Maccheroni is another top choice with a popular menu. You could also check for a table at RoYaL Art Cafè Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 12

Day 12 – Rome, and Perugia

  • Perugia
  • Rome
  • More

Drive 176 km, 3 hours 2 min

  • Largo di Torre Argentina
  • Pantheon
  • Piazza Navona
  • Campo de' Fiori
  • Castel Sant'Angelo
  • More

On day 12 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 Perugia, 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.

Start your sightseeing with a visit to Largo Di Torre Argentina. This square is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.5 out of 5 stars by 30,433 visitors.

Pantheon is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 189,682 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 30,000,000 people visit this roman temple every year.

If it’s still bright and early, make your way to Piazza Navona. Visitors have rated this square an average of 4.7 out of 5 stars in 158,771 reviews.

Campo De' Fiori is another unique site you can experience today. This attraction is a square rated an average of 4.4 out of 5 stars in 51,133 reviews.

Make your way to the fantastic Castel Sant'angelo, perhaps the most famous museum in Rome. This attraction welcomes around 918,591 visitors annually and is rated 4.7 out of 5 stars by 72,431 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Perugia. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Perugia, 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.

Dine in style at Ristorante Settimo Sigillo, a top recommendation for dinner tonight. Or, for a change of pace, Bar Pellas boasts a menu that's sure to impress. Also, be sure to check out La Taverna. Known as a local hotspot, it’s a great choice for tonight in Perugia.

Following your dinner, dive into the local bar culture at Tommi Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Valentina, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffe Dal Perugino provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 – Perugia, Santa Maria degli Angeli, Pesaro, Gradara, and Rimini

  • Rimini
  • Santa Maria degli Angeli
  • Assisi
  • Pesaro
  • Gradara
  • More

Drive 218 km, 3 hours 33 min

  • Basilica di Santa Maria degli Angeli
  • Basilica of San Francesco d'Assisi
  • Parco Naturale Monte San Bartolo
  • Castello di Gradara
  • More

Wake up to day 13 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Santa Maria degli Angeli, Pesaro, and Gradara. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Perugia, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Santa Maria degli Angeli may take around 25 min. Upon your arrival in Santa Maria degli Angeli, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Make Basilica Of Santa Maria Degli Angeli your first stop of the day. Previous visitors have rated this papal basilica an average of 4.8 out of 5 stars in 19,258 reviews.

As you’ve unraveled the marvels of Santa Maria degli Angeli, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Santa Maria degli Angeli may take around 9 min. Upon your arrival in Santa Maria degli Angeli, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to Basilica Of San Francesco D'assisi. This extraordinary papal basilica is rated an average of 4.9 out of 5 stars by 33,258 visitors.

After soaking in Santa Maria degli Angeli’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pesaro. Expect your car journey to take a minimum of 2 hours 13 min. When you arrive in Pesaro, it's time to take a break from the road.

Be one of the day’s first visitors at Parco Naturale Monte San Bartolo. This park is rated an average of 4.6 out of 5 stars by 12,733 visitors.

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

Treat yourself to an extraordinary dining experience at Guido, a 1-star Michelin restaurant offering an incredible seafood, and modern menu. Alternatively, if your taste buds call for something different, Abocar Due Cucine is one of the best restaurants for creative, and international cuisine in Rimini. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Osteria de Börg. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for from romagna, and traditional cuisine in the city.

If you’re not ready to end the night just yet, Bar Capogiro offers a perfect venue to relax and savor a drink. Similarly, Caffè Cavour is well-suited for those looking to unwind in a social setting. Bar Ilde - Il Baretto Della Buona Piadina 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 14

Day 14 – Rimini - departure day

  • Rimini - Departure day
  • More
  • Porta Montanara
  • More

Today is the last day of your 14-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 Rimini before saying goodbye.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Porta Montanara. This extraordinary city gate and attraction is rated an average of 4.5 out of 5 stars in 1,038 reviews, and is an excellent choice for your last sightseeing in Rimini.

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

If you're in the mood to try something new, consider In The Courtyard Center Gourmet Pizza, another top spot with a mouthwatering menu.

You will then say farewell to Rimini 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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