Luxury 14-Day Italy Road Trip from Milan traveling east to Verona, Venice, Padua, Arezzo, Rome, Florence, and Pisa

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 3 nights in Milan, 1 night in Verona, 1 night in Venice, 1 night in Padua, 1 night in Arezzo, 3 nights in Rome, 2 nights in Florence, and 1 night in Pisa, 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 Milan, Sirmione, Verona, Venice, Padua, Bologna, Arezzo, Rome, Florence, Siena, Pisa, and Genoa 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 / 1 night
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 / 3 nights
Photo of beautiful view of canal with statues on square Prato della Valle and Basilica Santa Giustina in Padova (Padua), Veneto, Italy.Padua / 1 night
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa
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 / 1 night

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
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
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
Prato della Valle square in historical city centre of Padua (Padova), elliptical square with green island at the center, small canal with statues, Abbey of Santa Giustina church, Veneto Region, Italy.Prato della Valle
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
The Basilica of St. Anthony, Padua, Padova, Veneto, ItalyThe Basilica of St Anthony
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
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
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 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 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 The traditional bridge of the sighs of Barranco in Lima-PERU .Bridge of Sighs
photo of view of Verona, Italy. Scenery with Adige River and Ponte Scaligero and Castelvecchio, medieval landmarks of veronese city, Verona, Italy.Ponte Scaligero
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
Piazza Duomo, Municipio 1, Milan, Lombardy, ItalyCathedral Square
Priaruggia
photo of Campo santo .Campo santo
The facade of Palazzo Borromeo in Milan, Italy. Palazzo Borromeo

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 – Milan - arrival day

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

Your luxury holiday in Italy begins as soon as you reach the city of Milan, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Piazza Gae Aulenti. This square is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.6 out of 5 stars by 30,398 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.

Discover a world of culinary delights in Milan, 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.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Nottingham Forest, known for its inviting atmosphere. Armani/Bamboo Bar is another great option if you’re looking for a place to get the night started. Similarly, Mag Cafe provides a great setting to enjoy the night away.

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 – Milan

  • Milan
  • More

Drive 7 km, 39 min

  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • La Scala
  • Galleria Vittorio Emanuele II
  • Cathedral Square
  • Duomo di Milano Museum
  • 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 1 night nights remaining.

Your sightseeing of the day begins at Museo della Scienza e della Tecnologia "Leonardo da Vinci", a remarkable technology museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 22,235 reviews. Each year, this popular place of interest welcomes approximately 532,084 visitors.

Next, satisfy your wanderlust at La Scala. This opera house has an average rating of 4.7 out of 5 stars from 26,219 travelers.

Galleria Vittorio Emanuele II is another must-visit attraction. This renowned commercial gallery offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 91,394 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 Cathedral Square. This well-loved sightseeing destination boasts a 4.8 out of 5-star rating from 7,539 reviews.

When there’s still energy left for exploring, Duomo di Milano Museum awaits. If you’ve been interested in experiencing an art museum, this is a top pick rated 4.8 out of 5 stars by 138,554 previous visitors. Each year, approximately 341,609 people travel to Milan to experience it.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Kilburn Cocktail Bar Milano, known for its inviting atmosphere. Bar Frida is another great option if you’re looking for a place to get the night started. Similarly, The Friends Pub Milano provides a great setting to enjoy the night away.

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

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Day 3

Day 3 – Milan, Sirmione, and Verona

  • Verona
  • Milan
  • Sirmione
  • More

Drive 186 km, 3 hours 4 min

  • Pinacoteca di Brera
  • Sforzesco Castle Art Library
  • Sempione Park
  • Arch of Peace
  • Castello di Sirmione
  • More

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

When you’re ready for some sightseeing, make your way to Pinacoteca di Brera. This much-appreciated art museum is rated 4.7 out of 5 stars in 26,077 reviews. Each year, 417 people visit this site to admire its unique features.

Next up is Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars from 68,714 visitors.

Another top sightseeing recommendation is Parco Sempione. This park has been rated 4.6 out of 5 stars in 72,914 reviews.

Arch of Peace is another attraction you have the opportunity to visit today. This monument has an average rating of 4.6 out of 5 stars from 27,502 reviews.

Set your GPS to Sirmione and hit the road. Expect a journey of approximately 1 hour 40 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Sirmione beckons with new experiences!

Kick off the day at Scaliger Castle, a top pick for today’s sightseeing. This point of interest is rated an average of 4.6 out of 5 stars in 54,592 reviews.

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

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

Dive into a culinary adventure like no other in Verona by booking a table at Casa Perbellini 12 Apostoli. This popular restaurant holds , and offers an exceptional menu of creative and contemporary cuisine. For another culinary dining option, venture to Il Desco, celebrated for its delectable italian contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Osteria Mondo d'Oro, a top local restaurant known for its tantalizing italian and seasonal menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.

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

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

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Day 4

Day 4 – Verona, Ronchi, and Venice

  • Venice
  • Verona
  • More

Drive 165 km, 2 hours 22 min

  • Verona Arena
  • Ponte Scaligero
  • Gardaland Resort
  • 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 Verona and Ronchi. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Verona Arena your first stop of the day. Previous visitors have rated this opera house an average of 4.7 out of 5 stars in 123,818 reviews. More than 195,540 people visit this place of interest every year.

Next up, make a stop at Castelvecchio Bridge. With an average rating of 4.7 out of 5 stars by 12,156 visitors, it's easy to understand why so many people visit this arch bridge every year.

Fasten your seatbelt and make your way to your next stop. Ronchi, 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 Verona to Ronchi may take around 33 min without traffic disruptions. Upon arrival in Ronchi, we highly recommend checking out some of the top attractions.

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

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

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

Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its , this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary and venetian dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, Adagio is another popular option for a drink or two. Likewise, Il Mercante 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 Verona, Italy and seize the opportunity to celebrate.

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Day 5

Day 5 – Venice and Padua

  • Padua
  • Venice
  • More

Drive 47 km, 56 min

  • Rialto Bridge
  • Piazza San Marco
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 5 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.

Your sightseeing of the day begins at Rialto Bridge, a remarkable stone bridge where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 141,666 reviews.

Next, satisfy your wanderlust at Piazza San Marco. This square has an average rating of 4.7 out of 5 stars from 152,982 travelers.

St Mark's Basilica is another must-visit attraction. This renowned cathedral offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 18,439 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 Doge's Palace. This well-loved palace boasts a 4.7 out of 5-star rating from 24,775 reviews. In a single year, approximately 318,104 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Bridge of Sighs awaits. If you’ve been interested in experiencing a footbridge, this is a top pick rated 4.6 out of 5 stars by 18,223 previous visitors.

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

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

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

After savoring a delicious meal, step into the vibrant nightlife at Il Gottino - Wine Bar, where the evening is just getting started. In the same way, Lax offers a unique charm perfect for experiencing the local bar scene in Padua. BarCode is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 6

Day 6 – Padua, Bologna, and Arezzo

  • Arezzo
  • Padua
  • Bologna
  • More

Drive 298 km, 4 hours 15 min

  • The Basilica of St Anthony
  • Prato della Valle
  • Two Towers
  • Piazza Maggiore
  • 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 Arezzo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Padua and Bologna.

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

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

Bologna’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Padua behind. This drive usually takes around 1 hour 33 min. Bologna welcomes you with a multitude of unique vacation experiences.

Start your sightseeing with a visit to Two Towers. This tower is rated an average of 4.7 out of 5 stars from 25,975 visitors.

Piazza Maggiore is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 64,523 visitors.

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

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

Prepare for an extraordinary culinary adventure in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant that boasts an exceptional creative menu.

Continue the enjoyment post-dinner at Liquid Bar, a cherished local gathering spot renowned for its welcoming atmosphere.

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 7

Day 7 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 227 km, 2 hours 52 min

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

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

Set your GPS to Vatican City and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!

When you're ready to see some sights, Vatican Museums is a great place to start. This art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Vatican Museums attracts more than 1,612,530 visitors every year.

Another popular attraction you can visit today is Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 travelers.

We also recommend a stop at Saint Peter's Square. The square has been rated an average of 4.8 out of 5 stars by 38,954 visitors.

If you're keen to explore more, consider visiting St. Peter's Basilica. This major basilica is a popular attraction with an average rating of 4.8 out of 5 stars from 131,043 reviews. As a top-rated attraction, it's no surprise that 11,000,000 people visit St. Peter's Basilica every year.

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

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

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.

Continue your evening by exploring the vibrant nightlife scene at La Botticella of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Sant' Eustachio Caffè, a bar that offers unique local touches. Likewise, Caffè Portofino 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 8

Day 8 – Rome

  • Rome
  • More

Drive 4 km, 54 min

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

Be one of the day’s first visitors at Circus Maximus. This circus is rated an average of 4.4 out of 5 stars by 44,741 visitors.

When you’re finished at Circus Maximus, head to Colosseum. This one-of-a-kind roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Every year, approximately 7,400,000 travelers come here to experience the roman amphitheatre for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Roman Forum. This square is rated an average of 4.7 out of 5 stars by 114,450 visitors.

If you’re keen to explore more, then consider a visit to Capitoline Hill. This hill is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 19,557 visitors.

To round off your sightseeing experience, make your way to Altare della Patria. This famous architectural structure welcomes around 1,683,070 visitors annually and is rated an average of 4.8 out of 5 stars by 49,843 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.

Keep the excitement of the evening going by going to a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.

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 9

Day 9 – Rome

  • Rome
  • More

Drive 5 km, 52 min

  • Castel Sant'Angelo
  • Campo de' Fiori
  • Piazza navona
  • Pantheon
  • Largo di Torre Argentina
  • 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 1 night nights remaining.

Start your sightseeing with a visit to Castel Sant'Angelo. This museum is rated an average of 4.7 out of 5 stars from 72,431 visitors. Castel Sant'Angelo welcomes around 918,591 visitors every year.

Campo de' Fiori is another popular attraction you could visit today. This square has a rating of 4.4 out of 5 stars from 51,133 visitors.

Piazza Navona is also highly recommended by travelers. This square has a rating of 4.7 out of 5 stars from 158,771 visitors.

Pantheon is an attraction you won’t want to miss. Around 30,000,000 people visit this place every year. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews.

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

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.

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

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Day 10

Day 10 – Rome and Florence

  • Florence
  • Rome
  • More

Drive 280 km, 3 hours 50 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Piazza del Popolo
  • Villa Borghese
  • More

On day 10 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.

Start your sightseeing with a visit to Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars from 343,494 visitors.

Piazza di Spagna is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 113,658 visitors.

Spanish Steps is also highly recommended by travelers. This monumental staircase has a rating of 4.5 out of 5 stars from 57,211 visitors.

Piazza del Popolo is an attraction you won’t want to miss. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Another attraction you have the opportunity to visit today is Villa Borghese. This urban zone of rome has received an average rating of 4.6 out of 5 stars from 69,749 travelers.

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

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

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated it is an ideal choice for italian contemporary and international cuisine in the city.

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

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

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Day 11

Day 11 – Florence

  • Florence
  • More

Drive 3 km, 48 min

  • Basilica of Santa Croce in Florence
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • More

Day 11 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.

When you’re ready for some sightseeing, make your way to Basilica of Santa Croce in Florence. This much-appreciated church is rated 4.7 out of 5 stars in 28,544 reviews.

Next up is Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 visitors.

Another top sightseeing recommendation is Galleria dell'Accademia. This national museum has been rated 4.6 out of 5 stars in 34,429 reviews. Every year, 1,719,645 travelers include this attraction on their travel itinerary.

Central Market is another attraction you have the opportunity to visit today. This sightseeing destination has an average rating of 4.4 out of 5 stars from 43,100 reviews.

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

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 – Florence, Siena, and Pisa

  • Pisa
  • Florence
  • Siena
  • More

Drive 198 km, 3 hours 28 min

  • Piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • Piazza del Campo
  • More

Wake up to day 12 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 Pisa, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Florence and Siena.

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

Next, make your way to Ponte Vecchio. This top attraction is a deck arch bridge with an average rating of 4.7 out of 5 stars by 118,099 visitors.

We also recommend a visit to Uffizi Gallery. Hosting 2,011,219 visitors every year, Uffizi Gallery is one of the most popular places to visit in Florence. This national museum is rated 4.7 out of 5 stars by 61,794 travelers.

If you’re keen to keep exploring, visit piazzale Michelangelo. This highly recommended sightseeing destination has received an average rating of 4.8 out of 5 stars from 77,744 travelers.

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

Seize the day by visiting some of the best attractions in the area, like piazza del Campo. This extraordinary square has an average rating of 4.8 out of 5 stars from 64,175 visitors.

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

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

Esteemed as a restaurant, it features an exceptional menu.

Explore the vibrant nightlife at JEFFER cocktails & friends after your meal, a hub for lively evenings and memorable moments. Or, head to Le Parisien Wine Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Las Volta cocktailbar is perfect for those looking to extend their night with a touch of local flavor.

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 – Pisa, Genoa, and Milan

  • Milan
  • Pisa
  • Genoa
  • More

Drive 302 km, 4 hours

  • Knights' Square
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Campo santo
  • Priaruggia
  • 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 Pisa and Genoa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Knights' Square. This square is rated an average of 4.5 out of 5 stars in 9,051 reviews.

Next up, make your way to Leaning Tower of Pisa. This bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Usually, around 3,200,000 people visit Leaning Tower of Pisa every year.

When you’re ready for your next sight of the day, continue to Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Campo santo. This cemetery is rated an average of 4.6 out of 5 stars by 586 visitors.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Genoa. Expect your car journey to take a minimum of 1 hour 43 min. When you arrive in Genoa, it's time to take a break from the road.

Make Spiaggia Pubblica di Priaruggia one of your first sightseeing stops in Genoa. Rated an average of 4.3 out of 5 stars by 2,161 travelers, a visit to this local attraction makes for a great introduction to the area.

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

Discover a world of culinary delights in Milan, 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.

Round off your dining experience by visiting BhangraBar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Rufus Cocktail Bar, a bar catering to every mood and preference. Ostello Bello Grande likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 14

Day 14 – Milan - departure day

  • Milan - Departure day
  • More
  • Palazzo Borromeo
  • 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 Milan before saying goodbye.

Make the most of your final day in Italy by visiting Milan’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Take home a piece of Italy with these souvenirs, keeping your adventures close.

Make the most of what's left of your luxury vacation and head out to the stunning Palazzo Borromeo. This extraordinary palazzo and attraction is rated an average of 4.3 out of 5 stars in 130 reviews, and is an excellent choice for your last sightseeing in Milan.

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

As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Tommasi Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, da Vic is another top choice with a popular menu.

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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