Luxury 14-Day Italy Road Trip from Turin to Genoa, Florence, Siena, Rome, Arezzo, Bologna, and Milan

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
14 days & 13 nights
Available
Jan. - Dec.
Hotel
13 nights included
Car rental
14 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 14-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 Turin, 1 night in Genoa, 2 nights in Florence, 1 night in Siena, 3 nights in Rome, 1 night in Arezzo, 1 night in Bologna, and 2 nights in Milan, 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 Turin, Genoa, Pisa, Florence, Siena, Rome, Arezzo, Castiglion Fiorentino, Bologna, and Milan 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, 13 nights
Rental car, 14 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 / 3 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 2 nights
Castiglion Fiorentino
Pisa - city in ItalyPisa
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 / 1 night
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 2 nights
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa / 1 night
Siena - city in ItalySiena / 1 night
Photo of aerial view of Turin city center with landmark of Mole Antonelliana, Turin ,Italy ,Europe.Turin / 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 golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
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
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
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 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 Old Port Porto Antico of Genoa (Genova) with yachts and boats with aquarium biosphere building under stormy sky. Genoa, ItalyAquarium of Genoa
photo of Spanish Steps at morning in Rome, Italy .Spanish Steps
Sistine ChapelSistine Chapel
Egyptian Museum, Circoscrizione 1, Turin, Torino, Piemont, ItalyEgyptian Museum
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 Turin (Torino), Mole Antonelliana tower, simbol of the city. Italy.Mole Antonelliana
photo of ancient Palatine and ground of Circus Maximus on Palatine Hill in Rome, Italy.Circus Maximus
photo of High dynamic range (HDR) Fontana dei Mesi fountain in Parco del Valentino, TurinParco del Valentino
Central Market
Saint Peter's Square, R-36989Saint Peter's Square
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
photo of Piazza De Ferrari .Piazza De Ferrari
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
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
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
Church of Santa Maria Novella at morning in Florence, Tuscany, ItalyBasilica di Santa Maria Novella, Firenze (FI)
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"
photo of view of Capitoline Hill (Campidoglio) is one of the Seven Hills of Rome, Italy. Rome architecture and landmark. Capitolium is one of the attractions of Rome, Italy.Capitoline Hill
PHOTO OF Piazza Grande, Arezzo, Italy .Piazza Grande
Basilica di Sant'Ambrogio, Municipio 1, Milan, Lombardy, ItalyBasilica di Sant'Ambrogio
photo of the Palazzo Madam Museum in Torino, Italy on a sunny day.Palazzo Madama
photo of Piazza Santo Stefano .Piazza Santo Stefano
Piazza Solferino
Basilica of San Domenico
Lucignano, Arezzo, Tuscany, Italy: the medieval church of San Francesco and the ancient town hall Palazzo Pretorio in the center of the picturesque Tuscan town.San Francesco, Arezzo
Porta Maggiore
photo of Piazza Cln .Piazza Cln
photo of view of chiesa di Santa Maria della Pieve, Arezzo, Italy.Santa Maria della Pieve
Torre del Cassero

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
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 – Turin - arrival day

  • Turin - Arrival day
  • More
  • Piazza Solferino
  • More

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

An excellent attraction to start your day with is Piazza Solferino. This sightseeing destination is rated an average of 4.4 out of 5 stars in 6,858 reviews.

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

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

Experience a taste of local culinary excellence while in Turin by securing a table at Unforgettable. Esteemed as a 1-star Michelin restaurant, it features an exceptional innovative and italian contemporary menu. For an alternative taste experience, visit Piano 35, famous for its scrumptious italian contemporary and piedmontese dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Vintage 1997, a local favorite celebrated for its exquisite italian and classic cuisine in Turin. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian and classic cuisine lovers seeking top-notch culinary experiences.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, OINOS Vini - Wine Bar - Caffetteria stands out as an excellent choice for a post-dinner cocktail. Alternatively, Carpe Diem offers an ideal atmosphere to enjoy the pleasures of the night. Piper Pub is also a great option that provides a perfect setting for a relaxing evening.

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 – Turin and Genoa

  • Genoa
  • Turin
  • More

Drive 173 km, 2 hours 29 min

  • Egyptian Museum
  • Palazzo Madama
  • Mole Antonelliana
  • Parco del Valentino
  • More

Wake up to day 2 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 Turin.

Set your GPS to Genoa and hit the road. Expect a journey of approximately 2 hours 3 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Genoa beckons with new experiences!

Be one of the day’s first visitors at Egyptian Museum. This museum is rated an average of 4.7 out of 5 stars by 48,123 visitors.

When you’re finished at Egyptian Museum, head to Palazzo Madama. This one-of-a-kind palazzo is rated an average of 4.6 out of 5 stars in 9,096 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Mole Antonelliana. This tower is rated an average of 4.6 out of 5 stars by 45,724 visitors. Visiting Mole Antonelliana means you'll be one of 237,000 people who do so every year.

If you’re keen to explore more, then consider a visit to Parco del Valentino. This garden is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 42,752 visitors.

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

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

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

Continue your evening by exploring the vibrant nightlife scene at Scurreria Beer & Bagel, a prime destination for a thrilling night out. Also, don’t forget to check out La Lepre, a bar that offers unique local touches.

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 – Genoa, Pisa, and Florence

  • Florence
  • Genoa
  • Pisa
  • More

Drive 283 km, 3 hours 52 min

  • Piazza De Ferrari
  • Aquarium of Genoa
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • 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 Genoa and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’re ready to jump back into the car and say goodbye to Genoa, you’ll hit the road in the direction of Pisa. This drive usually takes around 2 hours 5 min. When you arrive, enjoy some sightseeing.

Start your sightseeing with a visit to piazza De Ferrari. This square is rated an average of 4.6 out of 5 stars from 34,312 visitors.

Aquarium of Genoa is another popular attraction you could visit today. This public aquarium has a rating of 4.5 out of 5 stars from 62,259 visitors. Aquarium of Genoa attracts up to 1,200,000 visitors every year.

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

Journey into the unknown at Leaning Tower of Pisa, a unique attraction awaiting your visit. This remarkable bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Every year, Leaning Tower of Pisa welcomes more than 3,200,000 curious visitors.

When you’re ready to continue your sightseeing, Piazza del Duomo, Pisa is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

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

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Florence for you, so you can check out the menus and make your reservation in advance.

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds , and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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.

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 4

Day 4 – 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 4 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.

Your sightseeing of the day begins at piazzale Michelangelo, 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 77,744 reviews.

Next, satisfy your wanderlust at Basilica of Santa Croce in Florence. This church has an average rating of 4.7 out of 5 stars from 28,544 travelers.

Piazza della Signoria is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 66,956 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, Ponte Vecchio awaits. If you’ve been interested in experiencing a deck arch bridge, this is a top pick rated 4.7 out of 5 stars by 118,099 previous visitors.

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.

Esteemed as a restaurant, it features an exceptional menu.

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 5

Day 5 – Florence and Siena

  • Siena
  • Florence
  • More

Drive 73 km, 1 hour 42 min

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

On day 5 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.

Continue your road trip and head to your next destination, Siena. This car ride takes around 1 hour 12 min.

Make Cathedral of Santa Maria del Fiore your first stop of the day. Previous visitors have rated this church an average of 4.8 out of 5 stars in 76,359 reviews.

Next up, make a stop at Galleria dell'Accademia. With an average rating of 4.6 out of 5 stars by 34,429 visitors, it's easy to understand why so many people visit this national museum every year. In fact, this attraction welcomes 1,719,645 annual visitors.

Central Market is another attraction you can visit on this day of your vacation. This sightseeing destination has an average rating of 4.4 out of 5 stars by 43,100 visitors.

When you’re finished at Central Market, the perfect next stop is Basilica di Santa Maria Novella, Firenze (FI). This archives is rated an average of 4.7 out of 5 stars in 23,075 reviews.

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

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable 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 6

Day 6 – 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 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 Rome, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

Vatican City welcomes you with a multitude of unique vacation experiences.

Kick off the day at Sistine Chapel, a top pick for today’s sightseeing. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Today is also your chance to visit St. Peter's Basilica. St. Peter's Basilica is a major basilica with an average rating of 4.8 out of 5 stars from 131,043 reviews. Attracting more than 11,000,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Saint Peter's Square is another top attraction we highly recommend you visit today. This square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Visiting Vatican Museums means you'll be one of 1,612,530 people who do so every year.

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

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.

Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative and innovative 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 Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for mediterranean and creative cuisine in the city.

To truly maximize your evening out, consider visiting La Botticella of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Sant' Eustachio Caffè, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 7

Day 7 – Rome

  • Rome
  • More

Drive 11 km, 58 min

  • Piazza navona
  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • More

Day 7 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.

Take the opportunity to see Piazza Navona. This attraction has an average rating of 4.7 out of 5 stars from 158,771 visitors.

Pantheon is another sightseeing hotspot in the area. This roman temple has been rated an average of 4.8 out of 5 stars by 189,682 travelers. Up to 30,000,000 people visit Pantheon every year.

Rome is also the home of Trevi Fountain. Around 343,494 people have rated this sculpture an average of 4.8 out of 5 stars.

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

This day of your vacation in Rome is also your chance to admire Spanish Steps. This must-visit monumental staircase enjoys an average rating of 4.5 out of 5 stars from 57,211 reviews.

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.

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.

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 8

Day 8 – Rome

  • Rome
  • More

Drive 5 km, 54 min

  • Circus Maximus
  • Altare della Patria
  • Capitoline Hill
  • Roman Forum
  • Colosseum
  • 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 1 night nights remaining.

An excellent attraction to start your day with is Circus Maximus. This circus is rated an average of 4.4 out of 5 stars in 44,741 reviews.

Continue your journey at Altare della Patria. This architectural structure is rated 4.8 out of 5 stars by 49,843 travelers from near and far. Approximately 1,683,070 people come to this place of interest every year to enjoy a unique experience in Rome.

Rome is also the home of Capitoline Hill. This hill has an average rating of 4.7 out of 5 stars from 19,557 visitors.

You can continue your self-guided sightseeing tour at Roman Forum. Rated 4.7 out of 5 stars by 114,450 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Colosseum. With an average rating of 4.7 out of 5 stars from 328,821 reviews, it’s hard to refuse the opportunity to see this roman amphitheatre. Approximately 7,400,000 people visit 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 your glass and relax after another big day of your luxury holiday in Italy!

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Day 9

Day 9 – Rome and Arezzo

  • Arezzo
  • Rome
  • More

Drive 223 km, 3 hours 25 min

  • Largo di Torre Argentina
  • Campo de' Fiori
  • Castel Sant'Angelo
  • Piazza del Popolo
  • Villa Borghese
  • 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 Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Embrace the thrill of the open road as you wave goodbye to Rome and set your GPS to Arezzo. 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 22 min. Upon reaching Arezzo, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Begin your sightseeing with a visit to largo di Torre Argentina. This square is rated an average of 4.5 out of 5 stars in 30,433 reviews.

Next up, make your way to Campo de' Fiori. This square has an average rating of 4.4 out of 5 stars from 51,133 reviews.

When you’re ready for your next sight of the day, continue to Castel Sant'Angelo. This museum has an average rating of 4.7 out of 5 stars from 72,431 visitors. Up to 918,591 people visit this place of interest annually.

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.

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

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

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 your delicious meal, get a taste of the vibrant nightlife with a visit to Liquid Bar, known for its inviting atmosphere.

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

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Day 10

Day 10 – Arezzo, Castiglion Fiorentino, and Bologna

  • Bologna
  • Arezzo
  • Castiglion Fiorentino
  • More

Drive 222 km, 3 hours 22 min

  • San Francesco, Arezzo
  • Santa Maria della Pieve
  • Torre del Cassero
  • Piazza Grande
  • More

On day 10 of your luxury holiday in Italy, your road trip route will take you exploring the best of Arezzo and Castiglion Fiorentino. 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 Arezzo, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Bologna may take around 2 hours 7 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to San Francesco, Arezzo. This extraordinary minor basilica is rated an average of 4.6 out of 5 stars by 2,377 visitors. Each year, around 20,939 people visit this site to learn more about it.

Next, make your way to Santa Maria della Pieve. This top attraction is a church building with an average rating of 4.8 out of 5 stars by 720 visitors.

We also recommend a visit to piazza Grande. This square is rated 4.6 out of 5 stars by 14,465 travelers.

When you arrive in Castiglion Fiorentino, it's time to take a break from the road.

Be one of the day’s first visitors at Torre del Cassero. This point of interest is rated an average of 4.5 out of 5 stars by 548 visitors.

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

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

Treat yourself to an extraordinary dining experience at I Portici, a 1-star Michelin restaurant offering an incredible creative and contemporary menu. Alternatively, if your taste buds call for something different, Ahimè is one of the best restaurants for country cooking cuisine in Bologna. This Bib Gourmand-awardee earns consistently high praises from guests. We also recommend checking out the menu at Trattoria di Via Serra. As a top-rated Bib Gourmand-establishment, it is an ideal choice for emilian cuisine in the city.

Continue your lively evening at Bar Freud e Squisito, a perfect place for winding down or revving up the night, depending on which mood you’re in. Osteria del Sole is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Macondo - Cocktail Bar ensures a night out tailored to your taste.

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 – Bologna and Milan

  • Milan
  • Bologna
  • More

Drive 223 km, 3 hours 6 min

  • Piazza Maggiore
  • Basilica of San Domenico
  • Two Towers
  • Piazza Santo Stefano
  • Porta Maggiore
  • More

Wake up to day 11 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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Bologna.

Fasten your seatbelt and make your way to your next stop. Milan, 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 Bologna to Milan may take around 2 hours 32 min without traffic disruptions. Upon arrival in Milan, we highly recommend checking out some of the top attractions.

Seize the day by visiting some of the best attractions in the area, like Piazza Maggiore. This extraordinary square has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Next, make your way to Basilica of San Domenico. This church is rated an average of 4.7 out of 5 stars in 3,380 reviews.

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

If you’re keen to explore even more, then consider a visit to Piazza Santo Stefano. With an average rating of 4.8 out of 5 stars by 7,617 travelers, this square is a highly recommended stop on your sightseeing around Bologna.

Make your way to Porta Maggiore, perhaps the most famous landmark in Bologna. This attraction is rated an average of 4.4 out of 5 stars in 1,462 reviews.

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

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.

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.

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 12

Day 12 – Milan

  • Milan
  • More

Drive 6 km, 55 min

  • Duomo di Milano Museum
  • Galleria Vittorio Emanuele II
  • La Scala
  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • More

Day 12 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.

Journey into the unknown at Duomo di Milano Museum, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.8 out of 5 stars from 138,554 reviews. Every year, Duomo di Milano Museum welcomes more than 341,609 curious visitors.

When you’re ready to continue your sightseeing, Galleria Vittorio Emanuele II is a recommended place to visit. This commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Another must-see attraction in Milan is La Scala. Rated an average of 4.7 out of 5 stars by 26,219 travelers, this popular tourist destination in Milan offers an experience you will remember.

Pinacoteca di Brera is another popular stop on travelers' itineraries in Milan. This art museum promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 26,077 reviews. Each year, approximately 417 people travel to visit Pinacoteca di Brera.

Lastly, don't miss out on Piazza Gae Aulenti. Rated 4.6 out of 5 stars by 30,398 local and international travelers, it's a popular place to visit.

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.

Continue the enjoyment post-dinner at Kilburn Cocktail Bar Milano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Frida offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out The Friends Pub Milano. 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 13

Day 13 – Milan and Turin

  • Turin
  • Milan
  • More

Drive 145 km, 2 hours 47 min

  • Basilica di Sant'Ambrogio
  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • Sforzesco Castle Art Library
  • Sempione Park
  • Arch of Peace
  • 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 Milan. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Turin. Expect your car journey to take a minimum of 1 hour 46 min. When you arrive in Turin, it's time to take a break from the road.

Your sightseeing of the day begins at Basilica di Sant'Ambrogio, a remarkable church where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 12,883 reviews.

Next, satisfy your wanderlust at Museo della Scienza e della Tecnologia "Leonardo da Vinci". This technology museum has an average rating of 4.5 out of 5 stars from 22,235 travelers. Given the site's popularity, it’s easy to understand why more than 532,084 people visit it every year.

Sforzesco Castle Art Library is another must-visit attraction. This renowned library offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 68,714 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 Parco Sempione. This well-loved park boasts a 4.6 out of 5-star rating from 72,914 reviews.

When there’s still energy left for exploring, Arch of Peace awaits. If you’ve been interested in experiencing a monument, this is a top pick rated 4.6 out of 5 stars by 27,502 previous visitors.

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

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

Keep the excitement of the evening going by going to a bar or two. Tclub Street Bar is an excellent place to start. You could also check out Birrificio Torino, offering a different kind of charm. A last recommendation for the day is QC Termetorino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 14

Day 14 – Turin - departure day

  • Turin - Departure day
  • More
  • Piazza Cln
  • 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 Turin before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Turin’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Italy forever.

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

Dine in style at Ristrot Guviol, a top recommendation for dinner tonight. Or, for a change of pace, Talent Cafe' Lounge Bar boasts a menu that's sure to impress.

You will then say farewell to Turin 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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