Luxury 9-Day Italy Road Trip from Florence traveling west to Pisa, Milan, Verona, and Padua

Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Hotel
Customizable
Car rental
Customizable
Tours & tickets
Customizable
Travel plan
All inclusive app
Travel agent
24/7 instant service

Description

Experience travel that redefines comfort and elegance with this 9-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 3 nights in Florence, 1 night in Pisa, 2 nights in Milan, 1 night in Verona, and 1 night in Padua, 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 9-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 9-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 9-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 Florence, Siena, Pisa, Genoa, Milan, Sirmione, Verona, Valeggio sul Mincio, Padua, and Bologna 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!

Read more

Flights

Hotels

Car

Personalize your itinerary

Day 1

Day 1 – Florence - arrival day

  • Florence - Arrival day
  • More

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

Begin your sightseeing with a visit to Central Market. This extraordinary sightseeing destination is rated an average of 4.4 out of 5 stars by 43,100 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Florence. 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 Florence.

Make sure to book a table at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Florence at Caffe San Firenze, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Ditta Artigianale. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Florence tonight.

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.

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

Read more
Day 2

Day 2 – Florence

  • Florence
  • More

Drive 9 km, 51 min

  • Piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Pitti Palace
  • The Boboli Gardens
  • More

Day 2 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 Piazza Della Signoria, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next, satisfy your wanderlust at Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 travelers. Given the site's popularity, it’s easy to understand why more than 2,011,219 people visit it every year.

Ponte Vecchio is another must-visit attraction. This renowned deck arch bridge offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 118,099 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Pitti Palace. This well-loved art museum boasts a 4.6 out of 5-star rating from 23,445 reviews. In a single year, approximately 198,270 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, The Boboli Gardens awaits. If you’ve been interested in experiencing a park, this is a top pick rated 4.2 out of 5 stars by 25,341 previous visitors.

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.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative, and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary, and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary, and international foodies seeking culinary excellence.

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.

Read more
Day 3

Day 3 – Florence, Siena, and Pisa

  • Pisa
  • Florence
  • Siena
  • More

Drive 204 km, 3 hours 19 min

  • Cathedral of Santa Maria del Fiore
  • Accademia Gallery
  • Piazza del Campo
  • Duomo di Siena
  • 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 Florence, and Siena. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you're ready to see some sights, Cathedral Of Santa Maria Del Fiore is a great place to start. This church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another popular attraction you can visit today is Galleria Dell'accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 travelers. Every year, 1,719,645 travelers come to experience this site to make the most of their time in Florence.

Siena’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 15 min. Siena welcomes you with a multitude of unique vacation experiences.

Take the opportunity to see Piazza Del Campo. This attraction has an average rating of 4.8 out of 5 stars from 64,175 visitors.

Siena Cathedral is another sightseeing hotspot in the area. This domus has been rated an average of 4.8 out of 5 stars by 21,656 travelers.

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

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

Make sure to reserve a table at Ristorante Capodimonte Pisa, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Baribaldi Pisa, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Restaurant -Pizzeria Il Mio Capriccio, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue the enjoyment post-dinner at Jeffer Cocktails & Friends, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Le Parisien Wine Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Las Volta Cocktailbar. 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.

Read more
Day 4

Day 4 – Pisa, Genoa, and Milan

  • Milan
  • Pisa
  • Genoa
  • More

Drive 302 km, 4 hours

  • Piazza dei Cavalieri
  • Leaning Tower of Pisa
  • Piazza del Duomo
  • Camposanto
  • More

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa, and Genoa. The day's journey will conclude in Milan, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

A top pick for your self-guided sightseeing tour today is Knights' Square. Previous visitors have rated this square an average of 4.5 out of 5 stars in 9,051 reviews.

Leaning Tower Of Pisa is a local recommendation that you also can pay a visit today. This bell tower is rated an average of 4.7 out of 5 stars in 116,882 reviews. The attraction welcomes 3,200,000 visitors every year.

Another attraction you won't want to miss is Piazza Del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Campo Santo is another outstanding experience in Pisa. Around 586 travelers have rated this cemetery an average of 4.6 out of 5 stars.

The attraction gets an estimated 3,200,000 visitors every year.

Set your GPS to Genoa and hit the road. Expect a journey of approximately 1 hour 43 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Genoa beckons with new experiences!

Make Spiaggia Pubblica Di Priaruggia your first stop of the day. Previous visitors have rated this sightseeing destination an average of 4.3 out of 5 stars in 2,161 reviews.

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

After a 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.

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star 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.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Read more
Day 5

Day 5 – Milan

  • Milan
  • More

Drive 11 km, 1 hour 16 min

  • Arco della Pace
  • Sempione Park
  • Sforzesco Castle
  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • More

Day 5 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.

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 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.

Make sure to book a table at Nero 9, a popular restaurant in Milan. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Milan at Ristorante la Brisa, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is UNAHOTELS Cusani Milano. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

Extend your evening after a delightful meal by visiting Kilburn Cocktail Bar Milano, which offers the perfect atmosphere for a night out. Moreover, Bar Frida is another popular option for a drink or two. Likewise, The Friends Pub Milano also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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.

Read more
Day 6

Day 6 – Milan, Sirmione, and Verona

  • Verona
  • Milan
  • Sirmione
  • More

Drive 178 km, 2 hours 43 min

  • Palazzo Reale di Milano
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Castello di Sirmione
  • 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 Verona, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Milan, and Sirmione.

Start your sightseeing with a visit to Royal Palace Of Milan. This art museum is rated an average of 4.6 out of 5 stars from 17,538 visitors.

Duomo Di Milano Museum is another popular attraction you could visit today. This art museum has a rating of 4.8 out of 5 stars from 138,554 visitors. Duomo Di Milano Museum attracts up to 341,609 visitors every year.

Galleria Vittorio Emanuele Ii is also highly recommended by travelers. This commercial gallery has a rating of 4.7 out of 5 stars from 91,394 visitors.

La Scala is an attraction you won’t want to miss. This opera house is rated an average of 4.7 out of 5 stars in 26,219 reviews.

As you’ve unraveled the marvels of Milan, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Sirmione may take around 1 hour 47 min. Upon your arrival in Sirmione, you’ll be greeted with the opportunity to do some sightseeing and exploring.

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 Verona. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Round off your dining experience by visiting Archivio, a prime location for a drink. Alternatively, explore the distinctive characteristics of La Segreteria Café, a bar catering to every mood and preference. Duchi Café 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.

Read more
Day 7

Day 7 – Verona, Ronchi, Valeggio sul Mincio, and Padua

  • Padua
  • Verona
  • Valeggio sul Mincio
  • More

Drive 156 km, 2 hours 33 min

  • Verona Arena
  • Gardaland Resort
  • Parco Giardino Sigurtà
  • 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 Verona, Ronchi, and Valeggio sul Mincio. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Verona Arena. This extraordinary opera house is rated an average of 4.7 out of 5 stars by 123,818 visitors. Each year, around 195,540 people visit this site to learn more about it.

When you’ve had your share of Verona, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ronchi. Your travel time is around 35 min.

A top pick for your self-guided sightseeing tour today is Gardaland Resort. Previous visitors have rated this amusement park an average of 4.4 out of 5 stars in 99,291 reviews.

Continue your road trip and head to your next destination, Valeggio sul Mincio. This car ride takes around 29 min.

Seize the day by visiting some of the best attractions in the area, like Parco Giardino Sigurtà. This extraordinary park has an average rating of 4.6 out of 5 stars from 27,387 visitors.

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

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

Treat yourself to a delicious dinner at Osteria Ai Scarponi, an excellent option for tonight's dining. Looking for something different? Bamboo Cafe (Mma Silvestrin Snc Di Matteo & C) offers a tantalizing alternative with its diverse menu. And don’t miss Osteria l'Anfora. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Padua.

After enjoying a fulfilling meal, continue your evening at Il Gottino - Wine Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Lax offers a welcoming atmosphere for easing into the nightlife. Similarly, Barcode 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.

Read more
Day 8

Day 8 – Padua, Bologna, and Florence

  • Florence
  • Padua
  • Bologna
  • More

Drive 242 km, 3 hours 57 min

  • Piazza dei Signori
  • The Basilica of St Anthony
  • Prato della Valle
  • Two Towers
  • Piazza Maggiore
  • More

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Padua, and Bologna. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Start your sightseeing with a visit to Piazza Dei Signori, Padua. This square is a popular stop on travelers’ itineraries in Padua, with an average rating of 4.7 out of 5 stars by 12,510 visitors.

The Basilica Of St. Anthony is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 38,852 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Prato Della Valle. Visitors have rated this square an average of 4.6 out of 5 stars in 47,576 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Bologna. This drive usually takes around 1 hour 33 min, without any stops or traffic disruptions.

An excellent attraction to start your day with is Two Towers. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

Continue your journey at Piazza Maggiore. This square is rated 4.7 out of 5 stars by 64,523 travelers from near and far.

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

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.

Make sure to book a table at Tijuana, a popular restaurant in Florence. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Florence at Djària - American Bar, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Ristorante Buca Niccolini. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Florence tonight.

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

Read more
Day 9

Day 9 – Florence - departure day

  • Florence - Departure day
  • More
  • Piazzale Michelangelo
  • More

Today is the last day of your 9-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 Florence before saying goodbye.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Make the most of what's left of your luxury vacation and head out to the stunning Piazzale Michelangelo. This extraordinary square and attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews, and is an excellent choice for your last sightseeing in Florence.

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

Treat yourself to a delightful dinner at Cibrèo Caffè, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Le Volte Firenze? It's another excellent option with a diverse menu.

You will then say farewell to Florence 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!

Read more

Similar travel packages

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.