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

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

Experience travel that redefines comfort and elegance with this 14-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

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 Genoa, 3 nights in Milan, 1 night in Venice, 1 night in Bologna, 1 night in Arezzo, 3 nights in Rome, and 2 nights in Florence, 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 Genoa, Milan, Sirmione, Verona, Venice, Bologna, Siena, Arezzo, Rome, Florence, and Pisa 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
Sirmione
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
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 / 3 nights
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa / 2 nights
Siena - city in ItalySiena
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 1 night
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

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 sunrise in san marco square with campanile and san marco's basilica. Panorama of the main square of the old town. Venice, Italy.Piazza San Marco
photo of beautiful view from the canal grande to the famous rialto bridge in Venice, Italy, without people and clear, emerald water.Rialto Bridge
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 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 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 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
Castello di Sirmione, Sirmione, Brescia, Lombardy, ItalyCastello di Sirmione
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 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
Foro Italico
photo of Night view of piazza San Marco and Doge's Palace (Palazzo Ducale) in Venice, Italy. Architecture and landmark of Venice. Night cityscape of Venice .Doge's Palace
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
Photo of sunrise in San Marco square with Campanile and San Marco's Basilica, the main square of the old town, Venice, Veneto Italy.Saint Mark's Basilica
photo of View of the Castel Vecchio Bridge connected to Castelvecchio Castle along Adige river in Verona, Italy. Castelvecchio Museum
photo of Ancient Roman bridge Ponte Pietra and the River Adige in cloudy summer day, Duomo tower in background, Verona, Italy .Ponte Pietra
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 Porto antico
Teatro La Fenice, Italy.Teatro La Fenice
photo of view of Genoa Cathedral of Saint Lawrence - Italy.Genoa Cathedral
Doge's Palace, Centro Est, Genoa, Liguria, ItalyDoge's Palace
Piazza CorvettoPiazza Corvetto
photo of Campo santo .Campo santo

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 – Genoa - arrival day

  • Genoa - Arrival day
  • More
  • Porto antico
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Genoa, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Begin your sightseeing with a visit to porto antico. This port is rated an average of 4.5 out of 5 stars in 12,414 reviews.

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

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

Experience a harmony of flavors at The Cook in Genoa by securing a reservation in advance. Known for its 1-star Michelin status, The Cook offers a delightful variety of dishes highlighting its delicious modern menu. If you're seeking an alternative culinary experience, be sure to explore San Giorgio, a highly recommended restaurant known for its enticing modern and ligurian cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Marin, a highly acclaimed restaurant celebrated for its exceptional seafood and contemporary menu.

Extend your evening after a delightful meal by visiting Scurreria Beer & Bagel, which offers the perfect atmosphere for a night out. Moreover, La Lepre is another popular option for a drink or two.

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 – Genoa and Milan

  • Milan
  • Genoa
  • More

Drive 141 km, 2 hours 15 min

  • Piazza De Ferrari
  • Genoa Cathedral
  • Doge's Palace
  • Aquarium of Genoa
  • 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 Genoa. 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 Genoa and set your GPS to Milan. 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 1 hour 58 min. Upon reaching Milan, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready to see some sights, piazza De Ferrari is a great place to start. This square is rated an average of 4.6 out of 5 stars by 34,312 visitors.

Another popular attraction you can visit today is Genoa Cathedral. This cathedral has an average rating of 4.6 out of 5 stars from 8,971 travelers.

We also recommend a stop at Doge's Palace. The museum has been rated an average of 4.6 out of 5 stars by 7,612 visitors.

If you're keen to explore more, consider visiting Aquarium of Genoa. This public aquarium is a popular attraction with an average rating of 4.5 out of 5 stars from 62,259 reviews. As a top-rated attraction, it's no surprise that 1,200,000 people visit Aquarium of Genoa every year.

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

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

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

After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/Bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 3

Day 3 – Milan

  • Milan
  • More

Drive 11 km, 1 hour 16 min

  • Arch of Peace
  • Sempione Park
  • Sforzesco Castle Art Library
  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • 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 2 nights nights remaining.

Begin your sightseeing with a visit to Arch of Peace. This extraordinary monument is rated an average of 4.6 out of 5 stars by 27,502 visitors.

Next, make your way to Parco Sempione. This top attraction is a park with an average rating of 4.6 out of 5 stars by 72,914 visitors.

We also recommend a visit to Sforzesco Castle Art Library. This library is rated 4.6 out of 5 stars by 68,714 travelers.

If you’re keen to keep exploring, visit Pinacoteca di Brera. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 26,077 travelers. Around 417 people come to experience this place of interest every year.

Today is also your chance to spend some time at Piazza Gae Aulenti. This square is rated an average of 4.6 out of 5 stars by 30,398 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 Milan so you can check out the menus and make advance reservations.

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.

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

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Day 4

Day 4 – Milan and Sirmione

  • Milan
  • Sirmione
  • More

Drive 265 km, 3 hours 46 min

  • Duomo di Milano Museum
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello di Sirmione
  • More

Day 4 of your luxury road trip in Italy begins and concludes in the city of Milan. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Milan, where you still have 1 night nights remaining.

Take the opportunity to see Duomo di Milano Museum. This attraction has an average rating of 4.8 out of 5 stars from 138,554 visitors and gets around 341,609 visits every year.

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

Milan is also the home of La Scala. Around 26,219 people have rated this opera house an average of 4.7 out of 5 stars.

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.

Keep the excitement of the evening going by going to a bar or two. BhangraBar is an excellent place to start. You could also check out Rufus Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Ostello Bello Grande. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 – Milan, Verona, and Venice

  • Venice
  • Verona
  • More

Drive 280 km, 4 hours 5 min

  • Ponte Pietra
  • Ponte Scaligero
  • Castelvecchio Museum
  • Verona Arena
  • More

Wake up to day 5 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 Verona.

Verona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 2 hours 8 min. Verona welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Ponte Pietra. This extraordinary deck arch bridge is rated an average of 4.7 out of 5 stars by 12,284 visitors.

Next, make your way to Castelvecchio Bridge. This top attraction is an arch bridge with an average rating of 4.7 out of 5 stars by 12,156 visitors.

We also recommend a visit to Castelvecchio Museum. Hosting 35,031 visitors every year, Castelvecchio Museum is one of the most popular places to visit in Verona. This art museum is rated 4.6 out of 5 stars by 13,854 travelers.

If you’re keen to keep exploring, visit Verona Arena. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 123,818 travelers. Around 195,540 people come to experience this place of interest every year.

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

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

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

If you’re not ready to end the night just yet, Al Parlamento offers a perfect venue to relax and savor a drink. Similarly, Adagio is well-suited for those looking to unwind in a social setting. Il Mercante is another excellent spot to enjoy a nightcap after a delightful meal.

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 – Venice and Bologna

  • Bologna
  • Venice
  • More

Drive 155 km, 2 hours 13 min

  • Rialto Bridge
  • Piazza San Marco
  • Teatro La Fenice
  • Saint Mark's Basilica
  • Doge's Palace
  • More

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

Set your GPS to Bologna and hit the road. Expect a journey of approximately 1 hour 47 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bologna beckons with new experiences!

Journey into the unknown at Rialto Bridge, a unique attraction awaiting your visit. This remarkable stone bridge has an average rating of 4.7 out of 5 stars from 141,666 reviews.

When you’re ready to continue your sightseeing, Piazza San Marco is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

Another must-see attraction in Venice is Teatro La Fenice. Rated an average of 4.7 out of 5 stars by 10,677 travelers, this popular tourist destination in Venice offers an experience you will remember.

St Mark's Basilica is another popular stop on travelers' itineraries in Venice. This cathedral promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 18,439 reviews.

Lastly, don't miss out on Doge's Palace. Rated 4.7 out of 5 stars by 24,775 local and international travelers, it's a popular place to visit. This palace gets closer to 318,104 visits every year.

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

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

Prepare for an extraordinary culinary adventure in Bologna by booking a table at I Portici, a 1-star Michelin restaurant that boasts an exceptional creative and contemporary menu. For a different flavor experience, head to Ahimè, renowned for its delectable country cooking dishes. This Bib Gourmand restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

Let the evening flow smoothly from dinner to drinks at Bar Freud e Squisito, a top-rated bar in the area. For other recommendations, Osteria del Sole provides a perfect setting for rounding out your night with style and great drinks. Likewise, Macondo - Cocktail Bar offers a memorable night with diverse drink options and excellent service.

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

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Day 7

Day 7 – Bologna, Siena, and Arezzo

  • Arezzo
  • Bologna
  • Siena
  • More

Drive 257 km, 3 hours 41 min

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

Wake up to day 7 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna and Siena. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Bologna, 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 27 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Start your sightseeing with a visit to Piazza Maggiore. This square is a popular stop on travelers’ itineraries in Bologna, with an average rating of 4.7 out of 5 stars by 64,523 visitors.

Two Towers is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 25,975 reviews gives you an idea of other visitors’ experience at this attraction.

Set your GPS to Siena and hit the road. Expect a journey of approximately 2 hours 27 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

A top pick for your self-guided sightseeing tour today is Siena Cathedral. Previous visitors have rated this domus an average of 4.8 out of 5 stars in 21,656 reviews.

Piazza del Campo is a local recommendation that you also can pay a visit today. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

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

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

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant offers an exceptional menu of creative cuisine.

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

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 8

Day 8 – 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 8 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.

Fasten your seatbelt and make your way to your next stop. Vatican City, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

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

Next, make your way to Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars in 38,954 reviews.

While in Vatican City, we also recommend a visit to Sistine Chapel. This chapel has been rated an average of 4.7 out of 5 stars in 52,083 reviews.

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

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

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

Enjoy an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative and innovative cuisine. Another highly-recommended restaurant in Rome is Enoteca La Torre, a renowned restaurant , known for its delicious mediterranean and creative menu.

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.

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 9

Day 9 – Rome

  • Rome
  • More

Drive 7 km, 1 hour 3 min

  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • Roman Forum
  • Colosseum
  • 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 Spanish Steps. This much-appreciated monumental staircase is rated 4.5 out of 5 stars in 57,211 reviews.

Next up is Piazza di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 visitors.

Another top sightseeing recommendation is Trevi Fountain. This sculpture has been rated 4.8 out of 5 stars in 343,494 reviews.

Roman Forum is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 114,450 reviews.

To continue your sightseeing, head over to Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Approximately 7,400,000 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.

This renowned restaurant holds , and offers an exceptional menu of cuisine.

Keep the evening going at The Apartment Bar Roma, a great choice for enjoying the after-dinner hours with a drink. You could also go to Hotel Hassler Roma, which offers a similarly pleasant setting and great drinks.

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 10

Day 10 – Rome

  • Rome
  • More

Drive 11 km, 51 min

  • Pantheon
  • Piazza navona
  • Campo de' Fiori
  • Circus Maximus
  • Castel Sant'Angelo
  • 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.

Make Pantheon your first stop of the day. Previous visitors have rated this roman temple an average of 4.8 out of 5 stars in 189,682 reviews. More than 30,000,000 people visit this place of interest every year.

Next up, make a stop at Piazza Navona. With an average rating of 4.7 out of 5 stars by 158,771 visitors, it's easy to understand why so many people visit this square every year.

Campo de' Fiori is another attraction you can visit on this day of your vacation. This square has an average rating of 4.4 out of 5 stars by 51,133 visitors.

When you’re finished at Campo de' Fiori, the perfect next stop is Circus Maximus. This circus is rated an average of 4.4 out of 5 stars in 44,741 reviews.

If you’re keen to explore even more, then consider a visit to Castel Sant'Angelo. This museum is a top place to visit, with a rating of 4.7 out of 5 stars from 72,431 reviews. Castel Sant'Angelo hosts around 918,591 visitors every year.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Rome. Choose from a selection of excellent restaurants and bars and find the perfect place for your 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 11

Day 11 – Rome and Florence

  • Florence
  • Rome
  • More

Drive 291 km, 4 hours 4 min

  • Altare della Patria
  • Piazza del Popolo
  • Villa Borghese
  • Largo di Torre Argentina
  • Foro Italico
  • More

On day 11 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Florence. This drive usually takes around 2 hours 58 min, without any stops or traffic disruptions.

When you’re ready for some sightseeing, make your way to Altare della Patria. This much-appreciated architectural structure is rated 4.8 out of 5 stars in 49,843 reviews. Each year, 1,683,070 people visit this site to admire its unique features.

Next up is piazza del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 visitors.

Another top sightseeing recommendation is Villa Borghese. This urban zone of rome has been rated 4.6 out of 5 stars in 69,749 reviews.

Largo di Torre Argentina is another attraction you have the opportunity to visit today. This square has an average rating of 4.5 out of 5 stars from 30,433 reviews.

To continue your sightseeing, head over to Foro Italico. This point of interest is rated an average of 4.6 out of 5 stars in 25,438 reviews.

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

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

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, SE·STO on Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 – Florence

  • Florence
  • More

Drive 7 km, 53 min

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

Day 12 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.

Start your sightseeing with a visit to Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars from 61,794 visitors. Uffizi Gallery welcomes around 2,011,219 visitors every year.

Ponte Vecchio is another popular attraction you could visit today. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Piazza della Signoria is also highly recommended by travelers. This square has a rating of 4.8 out of 5 stars from 66,956 visitors.

Basilica of Santa Croce in Florence is an attraction you won’t want to miss. This church is rated an average of 4.7 out of 5 stars in 28,544 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.

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

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

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Day 13

Day 13 – Florence, Pisa, and Genoa

  • Genoa
  • Florence
  • Pisa
  • More

Drive 250 km, 3 hours 36 min

  • Cathedral of Santa Maria del Fiore
  • Central Market
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Campo santo
  • 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 Florence and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 1 hour 18 min. When you arrive in Pisa, it's time to take a break from the road.

Drop by the renowned Cathedral of Santa Maria del Fiore. This popular church has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another unforgettable place to experience is Central Market. Rated 4.4 out of 5 stars by 43,100 visitors, this sightseeing destination deserves a spot on today's sightseeing itinerary.

Pisa’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 18 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.

Another must-see attraction in Pisa is Campo santo. Rated an average of 4.6 out of 5 stars by 586 travelers, this popular tourist destination in Pisa offers an experience you will remember.

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

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

This renowned restaurant holds , and offers an exceptional menu of cuisine.

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 – Genoa - departure day

  • Genoa - Departure day
  • More
  • Piazza Corvetto
  • 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 Genoa before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Genoa’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 Genoa one last time before you head to the airport.

Treat yourself to a delicious dinner at OVER SEA. , an excellent option for tonight's dining. Looking for something different? Osteria di Vico Palla offers a tantalizing alternative with its diverse menu. And don’t miss Zimino.

You will then say farewell to Genoa 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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