Luxury Two-Week Italy Road Trip from Milan traveling south to Florence, Arezzo, Rome, Siena, and Verona

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
15 days & 14 nights
Available
Jan. - Dec.
Hotel
14 nights included
Car rental
15 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

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 4 nights in Milan, 2 nights in Florence, 1 night in Arezzo, 4 nights in Rome, 1 night in Siena, and 2 nights in Verona, 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 Milan, Parma, Florence, Arezzo, Rome, Siena, Bologna, Verona, Valeggio sul Mincio, and Peschiera del Garda 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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Included

Hotel, 14 nights
Rental car, 15 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Arezzo - city in ItalyArezzo / 1 night
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 4 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 2 nights
Photo of panorama of Parma cathedral with Baptistery leaning tower on the central square in Parma town in Italy.Parma
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 4 nights
Valeggio sul Mincio
Siena - city in ItalySiena / 1 night
Peschiera del Garda
Photo of aerial view of Verona historical city centre, Ponte Pietra bridge across Adige river, Verona Cathedral, Duomo di Verona, red tiled roofs, Veneto Region, Italy.Verona / 2 nights

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
St. Peter's Basilica, Vatican CitySt Peter's Basilica
Vatican Museums, Vatican CityVatican Museums
photo of verona, Italy. ancient amphitheater arena di verona in Italy like Rome coliseum with nighttime illumination and evening blue sky. verona's italian famous ancient landmark theatre. veneto region.Verona Arena
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
Gardaland Resort, Castelnuovo del Garda, Verona, Veneto, ItalyGardaland Resort
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
photo of mangia tower or torre del mangia towering above of the palazzo pubblico on piazza del campo in medieval city of Siena at beautiful sunrise, tuscany, Italy.Piazza del Campo
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
photo of Spanish Steps at morning in Rome, Italy .Spanish Steps
Sistine ChapelSistine Chapel
photo of Campo de Fiori during the night, Rome.Campo de' Fiori
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
photo of ancient Palatine and ground of Circus Maximus on Palatine Hill in Rome, Italy.Circus Maximus
Central Market
Saint Peter's Square, R-36989Saint Peter's Square
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
photo of Largo di Torre Argentina square in Rome, Italy with four Roman Republican temples and the remains of Pompeys Theatre in the ancient Campus Martius.Largo di Torre Argentina
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
Parco Giardino SigurtàParco Giardino Sigurtà
photo of Basilica di Santa Maria Maggiore is Major papal basilica in Rome, Italy. Santa Maria Maggiore one of the most famous basilica in Rome, Italy. Architecture and landmark of Rome and Italy. Morning Rome .Basilica di Santa Maria Maggiore
photo of view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
photo of view Pinacothèque de Brera - Cour intérieure, Milan,Italy.Pinacoteca di Brera
Foro Italico
Church of Santa Maria Novella at morning in Florence, Tuscany, ItalyBasilica di Santa Maria Novella, Firenze (FI)
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
photo of view of Archbasilica of St.John Lateran, San Giovanni in Laterano in Rome, the official ecclesiastical seat of the Bishop of Rome, Italy.Archbasilica of St John Lateran
photo of view A picture showing the National Museum of Science and Technology of Milan, Italy.Museo della Scienza e della Tecnologia "Leonardo da Vinci"
Auditorium Parco della Musica
photo of Milan, Italy panorama. View from Milan Cathedral. Royal Palace of Milan - Palazzo Realle and Velasca Tower in the background.Royal Palace of Milan
photo of viewOrange Garden, Rome, Italy.Orange Garden
photo of Baths of Caracalla (Terme di Caracalla) ruins in Rome, ItalyBaths of Caracalla
photo of View of the Castel Vecchio Bridge connected to Castelvecchio Castle along Adige river in Verona, Italy. Castelvecchio Museum
photo of view of Verona, Italy. Scenery with Adige River and Ponte Scaligero and Castelvecchio, medieval landmarks of veronese city, Verona, Italy.Ponte Scaligero
PHOTO OF View of the Piazza delle Erbe in center of Verona city, Italy .Piazza delle Erbe
Parma Cathedral Parma Italy.Parma Cathedral
photo of view of Triennale di Milano, Milanz, Italy.Triennale di Milano
Verona Cathedral, Duomo di Verona, La cattedrale di Santa Maria Matricolare Roman Catholic church in Piazza Duomo square, Verona city historical centre Citta Antica, Veneto Region, Northern Italy.Verona Cathedral
photo of Teatro Regio .Teatro Regio
Porta Brescia
Piazza della Pace, Parma Centro, Parma, Emilia-Romagna, ItalyPiazza della Pace
The facade of Palazzo Borromeo in Milan, Italy. Palazzo Borromeo

Flights
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No

Round trip
Economy
Round trip
Economy

Travel details

Flights

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Economy
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Travel dates

Include flights?

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No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
  • More
  • Palazzo Borromeo
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Milan, where you'll be staying for 3 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Begin your sightseeing with a visit to Palazzo Borromeo. This extraordinary palazzo is rated an average of 4.3 out of 5 stars by 130 visitors.

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

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

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds , and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/Bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 – Milan

  • Milan
  • More

Drive 7 km, 58 min

  • Arch of Peace
  • Triennale di Milano
  • Sempione Park
  • Sforzesco Castle Art Library
  • Pinacoteca di Brera
  • More

Day 2 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.

Drop by the renowned Arch of Peace. This popular monument has been rated an average of 4.6 out of 5 stars by 27,502 visitors.

Another unforgettable place to experience is Triennale di Milano. Rated 4.5 out of 5 stars by 6,956 visitors, this art museum deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Parco Sempione. This park has been rated an average of 4.6 out of 5 stars in 72,914 reviews.

Another favorite attraction in the area is Sforzesco Castle Art Library. This library and popular place of interest enjoys a rating of 4.6 out of 5 stars from 68,714 local and international travelers.

If you’re keen to explore even more, then consider a visit to Pinacoteca di Brera. This art museum gets around 417 annual visitors. With an average rating of 4.7 out of 5 stars from 26,077 travelers, this art museum is an attraction many avid travelers highly recommend visiting while in Milan.

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

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

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 – Milan

  • Milan
  • More

Drive 1 km, 17 min

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

Day 3 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.

A top pick for your self-guided sightseeing tour today is Royal Palace of Milan. Previous visitors have rated this art museum an average of 4.6 out of 5 stars in 17,538 reviews.

Duomo di Milano Museum is a local recommendation that you also can pay a visit today. This art museum is rated an average of 4.8 out of 5 stars in 138,554 reviews. The attraction welcomes 341,609 visitors every year.

Another attraction you won't want to miss is Galleria Vittorio Emanuele II. This commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

La Scala is another outstanding experience in Milan. Around 26,219 travelers have rated this opera house an average of 4.7 out of 5 stars.

The attraction gets an estimated 341,609 visitors every year.

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.

After savoring a delicious meal, step into the vibrant nightlife at BhangraBar, where the evening is just getting started. In the same way, Rufus Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Ostello Bello Grande 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 4

Day 4 – Milan, Parma, and Florence

  • Florence
  • Parma
  • Milan
  • More

Drive 338 km, 4 hours 22 min

  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • Piazza della Pace
  • Teatro Regio
  • Parma Cathedral
  • More

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Parma and Milan. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Parma. Your travel time is around 1 hour 40 min.

Journey into the unknown at Piazza della Pace, a unique attraction awaiting your visit. This remarkable point of interest has an average rating of 4.2 out of 5 stars from 1,857 reviews.

When you’re ready to continue your sightseeing, Teatro Regio is a recommended place to visit. This opera house is rated an average of 4.7 out of 5 stars in 3,614 reviews.

Another must-see attraction in Parma is Parma Cathedral. Rated an average of 4.7 out of 5 stars by 8,525 travelers, this popular tourist destination in Parma offers an experience you will remember.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Parma. This drive usually takes around 1 hour 40 min, without any stops or traffic disruptions.

Make Museo della Scienza e della Tecnologia "Leonardo da Vinci" one of your first sightseeing stops in Milan. Rated an average of 4.5 out of 5 stars by 22,235 travelers, a visit to this local attraction makes for a great introduction to the area. This technology museum attracts 532,084 visitors every year.

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

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.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for italian contemporary and international cuisine in the city.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, SE·STO on Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

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Day 5

Day 5 – Florence

  • Florence
  • More

Drive 3 km, 50 min

  • Central Market
  • Basilica di Santa Maria Novella, Firenze (FI)
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • More

Day 5 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.

An excellent attraction to start your day with is Central Market. This point of interest is rated an average of 4.4 out of 5 stars in 43,100 reviews.

Continue your journey at Basilica di Santa Maria Novella, Firenze (FI). This archives is rated 4.7 out of 5 stars by 23,075 travelers from near and far.

Florence is also the home of Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 visitors.

You can continue your self-guided sightseeing tour at Galleria dell'Accademia. A total of 1,719,645 people explore this attraction every year. Rated 4.6 out of 5 stars by 34,429 visitors, a visit to this top sight is time well spent.

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.

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

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Day 6

Day 6 – Florence and Arezzo

  • Arezzo
  • Florence
  • More

Drive 78 km, 1 hour 45 min

  • Piazza della Signoria
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazzale Michelangelo
  • More

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Arezzo’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 2 min. Arezzo welcomes you with a multitude of unique vacation experiences.

Start your sightseeing with a visit to piazza della Signoria. This square is rated an average of 4.8 out of 5 stars from 66,956 visitors.

Basilica of Santa Croce in Florence is another popular attraction you could visit today. This church has a rating of 4.7 out of 5 stars from 28,544 visitors.

Uffizi Gallery is also highly recommended by travelers. More than 2,011,219 people visit this top attraction every year. This national museum has a rating of 4.7 out of 5 stars from 61,794 visitors.

Ponte Vecchio is an attraction you won’t want to miss. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Another attraction you have the opportunity to visit today is piazzale Michelangelo. This square has received an average rating of 4.8 out of 5 stars from 77,744 travelers.

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

Discover a world of culinary delights in Arezzo, 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.

Get ready for an unforgettable culinary journey in Arezzo by reserving a table at Octavin. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Liquid Bar, a well-loved spot among locals and tourists.

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 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 228 km, 3 hours 15 min

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

Wake up to day 7 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.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Vatican City.

An excellent attraction to start your day with is Vatican Museums. This art museum typically receives around 1,612,530 visitors every year and is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Continue your journey at Saint Peter's Square. This square is rated 4.8 out of 5 stars by 38,954 travelers from near and far.

Vatican City is also the home of Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 visitors.

You can continue your self-guided sightseeing tour at St. Peter's Basilica. A total of 11,000,000 people explore this attraction every year. Rated 4.8 out of 5 stars by 131,043 visitors, a visit to this top sight is time well spent.

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

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.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds , and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Let the evening flow smoothly from dinner to drinks at La Botticella of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Sant' Eustachio Caffè provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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 – Rome

  • Rome
  • More

Drive 19 km, 1 hour 22 min

  • Foro Italico
  • Piazza del Popolo
  • Circus Maximus
  • Colosseum
  • Roman Forum
  • More

Day 8 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.

Be one of the day’s first visitors at Foro Italico. This sightseeing destination is rated an average of 4.6 out of 5 stars by 25,438 visitors.

When you’re finished at Foro Italico, head to piazza del Popolo. This one-of-a-kind square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Circus Maximus. This circus is rated an average of 4.4 out of 5 stars by 44,741 visitors.

If you’re keen to explore more, then consider a visit to Colosseum. This roman amphitheatre is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 328,821 visitors. Around 7,400,000 travelers visit Colosseum every year.

To round off your sightseeing experience, make your way to Roman Forum. This famous square is rated an average of 4.7 out of 5 stars by 114,450 travelers.

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.

Esteemed as a restaurant, it features an exceptional menu.

After your delicious meal, get a taste of the vibrant nightlife with a visit to The Apartment Bar Roma, known for its inviting atmosphere. Hotel Hassler Roma is another great option if you’re looking for a place to get the night started.

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 9

Day 9 – Rome

  • Rome
  • More

Drive 8 km, 1 hour 2 min

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

Day 9 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 for some sightseeing, make your way to Trevi Fountain. This much-appreciated sculpture is rated 4.8 out of 5 stars in 343,494 reviews.

Next up is Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 visitors. As one of the top places to visit in the city, Pantheon welcomes 30,000,000 visitors annually.

Another top sightseeing recommendation is Piazza Navona. This square has been rated 4.7 out of 5 stars in 158,771 reviews.

Campo de' Fiori is another attraction you have the opportunity to visit today. This square has an average rating of 4.4 out of 5 stars from 51,133 reviews.

To continue your sightseeing, head over to Castel Sant'Angelo. This museum is rated an average of 4.7 out of 5 stars in 72,431 reviews. Approximately 918,591 people come to see this attraction every year.

Discover a world of culinary delights in Rome, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

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 10

Day 10 – Rome

  • Rome
  • More

Drive 10 km, 1 hour 5 min

  • Piazza di Spagna
  • Spanish Steps
  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • Baths of Caracalla
  • 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 1 night nights remaining.

Begin your sightseeing with a visit to Piazza di Spagna. This extraordinary square is rated an average of 4.7 out of 5 stars by 113,658 visitors.

Next, make your way to Spanish Steps. This top attraction is a monumental staircase with an average rating of 4.5 out of 5 stars by 57,211 visitors.

We also recommend a visit to Villa Borghese. This urban zone of rome is rated 4.6 out of 5 stars by 69,749 travelers.

If you’re keen to keep exploring, visit Basilica di Santa Maria Maggiore. This highly recommended sightseeing destination has received an average rating of 4.8 out of 5 stars from 27,678 travelers.

Today is also your chance to spend some time at Baths of Caracalla. This thermae is rated an average of 4.6 out of 5 stars by 17,918 travelers. It’s estimated that 55,440 people visit this fantastic attraction every year.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots 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 11

Day 11 – Rome and Siena

  • Siena
  • Rome
  • More

Drive 262 km, 3 hours 44 min

  • Auditorium Parco della Musica
  • Altare della Patria
  • Largo di Torre Argentina
  • Orange Garden
  • Archbasilica of St John Lateran
  • More

Wake up to day 11 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Rome, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 2 hours 41 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you’re ready for some sightseeing, make your way to Auditorium Parco della Musica. This much-appreciated point of interest is rated 4.6 out of 5 stars in 19,687 reviews.

Next up is Altare della Patria. This architectural structure has an average rating of 4.8 out of 5 stars from 49,843 visitors. As one of the top places to visit in the city, Altare della Patria welcomes 1,683,070 visitors annually.

Another top sightseeing recommendation is largo di Torre Argentina. This square has been rated 4.5 out of 5 stars in 30,433 reviews.

Orange Garden is another attraction you have the opportunity to visit today. This park has an average rating of 4.7 out of 5 stars from 17,939 reviews.

To continue your sightseeing, head over to Archbasilica of St. John Lateran. This catholic cathedral is rated an average of 4.8 out of 5 stars in 21,370 reviews.

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

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

After savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 12

Day 12 – Siena, Bologna, and Verona

  • Verona
  • Siena
  • Bologna
  • More

Drive 313 km, 3 hours 59 min

  • Piazza del Campo
  • Siena Cathedral
  • Piazza Maggiore
  • More

On day 12 of your luxury holiday in Italy, your road trip route will take you exploring the best of Siena and Bologna. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Fasten your seatbelt and make your way to your next stop. Bologna, 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 Siena to Bologna may take around 2 hours 6 min without traffic disruptions. Upon arrival in Bologna, we highly recommend checking out some of the top attractions.

A top pick for your self-guided sightseeing tour today is piazza del Campo. Previous visitors have rated this square an average of 4.8 out of 5 stars in 64,175 reviews.

Siena Cathedral is a local recommendation that you also can pay a visit today. This domus is rated an average of 4.8 out of 5 stars in 21,656 reviews.

Bologna’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 2 hours 6 min. Bologna welcomes you with a multitude of unique vacation experiences.

Journey into the unknown at Piazza Maggiore, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.7 out of 5 stars from 64,523 reviews.

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

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

Experience a taste of local culinary excellence while in Verona by securing a table at Casa Perbellini 12 Apostoli. Esteemed as a 2-star Michelin restaurant, it features an exceptional creative and contemporary menu. For an alternative taste experience, visit Il Desco, famous for its scrumptious italian contemporary dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Osteria Mondo d'Oro, a local favorite celebrated for its exquisite italian and seasonal cuisine in Verona. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for italian and seasonal cuisine lovers seeking top-notch culinary experiences.

Continue your evening by exploring the vibrant nightlife scene at Archivio, a prime destination for a thrilling night out. Also, don’t forget to check out La Segreteria Café, a bar that offers unique local touches. Likewise, Duchi Café provides an excellent alternative for a fun evening.

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

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Day 13

Day 13 – Verona

  • Verona
  • More

Drive 3 km, 51 min

  • Verona Arena
  • Castelvecchio Museum
  • Ponte Scaligero
  • Verona Cathedral
  • Piazza delle Erbe
  • More

Day 13 of your luxury road trip in Italy begins and concludes in the city of Verona. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Verona, where you still have 1 night nights remaining.

Start your sightseeing with a visit to Verona Arena. This opera house is a popular stop on travelers’ itineraries in Verona, with an average rating of 4.7 out of 5 stars by 123,818 visitors. Around 195,540 people visit this attraction every year.

Castelvecchio Museum is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 13,854 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 35,031 people visit this art museum every year.

If it’s still bright and early, make your way to Castelvecchio Bridge. Visitors have rated this arch bridge an average of 4.7 out of 5 stars in 12,156 reviews.

Verona Cathedral is another unique site you can experience today. This attraction is a cathedral rated an average of 4.6 out of 5 stars in 6,866 reviews.

Make your way to the fantastic piazza delle Erbe, perhaps the most famous square in Verona. This attraction is rated 4.7 out of 5 stars by 11,777 travelers.

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

Extend your evening after a delightful meal by visiting Cappa Café, which offers the perfect atmosphere for a night out.

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 14

Day 14 – Verona, Valeggio sul Mincio, Ronchi, Peschiera del Garda, and Milan

  • Milan
  • Valeggio sul Mincio
  • Peschiera del Garda
  • More

Drive 188 km, 3 hours 10 min

  • Porta Brescia
  • Gardaland Resort
  • Parco Giardino Sigurtà
  • More

Wake up to day 14 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 1 night. The day's itinerary unfolds with a diverse array of experiences in Valeggio sul Mincio, Ronchi, and Peschiera del Garda.

Embrace the thrill of the open road as you wave goodbye to Ronchi and set your GPS to Valeggio sul Mincio. 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 29 min. Upon reaching Valeggio sul Mincio, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Parco Giardino Sigurtà your first stop of the day. Previous visitors have rated this park an average of 4.6 out of 5 stars in 27,387 reviews.

As you’ve unraveled the marvels of Peschiera del Garda, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Ronchi may take around 6 min. Upon your arrival in Ronchi, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Be one of the day’s first visitors at Gardaland Resort. This amusement park is rated an average of 4.4 out of 5 stars by 99,291 visitors.

After soaking in Verona’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Peschiera del Garda. Expect your car journey to take a minimum of 31 min. When you arrive in Peschiera del Garda, it's time to take a break from the road.

Start your sightseeing with a visit to Porta Brescia. This sightseeing destination is a popular stop on travelers’ itineraries in Peschiera del Garda, with an average rating of 4.6 out of 5 stars by 3,442 visitors.

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

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

Continue your lively evening at QC Termemilano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yguana Cafè is another excellent bar that offers a great selection of drinks to suit any mood.

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 15

Day 15 – Milan - departure day

  • Milan - Departure day
  • More
  • Piazza Gae Aulenti
  • More

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 Milan before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Milan’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

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

You will then say farewell to Milan 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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