9-Day Italy Self-Drive Road Trip With Itinerary from Florence to Verona, Milan, Venice, Arezzo, Rome, and Siena and surrounding area

Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Select dates
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
All inclusive app
Travel agent
24/7 fast service

Description

Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Florence, Verona, Milan, Venice, Arezzo, Rome, Siena, and Pisa.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Florence, 1 night in Verona, 1 night in Milan, 1 night in Venice, 1 night in Arezzo, 1 night in Rome, and 1 night in Siena. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Florence, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Piazza San Marco.

As you hit the open road and drive through Florence, Verona, Milan, Venice, Arezzo, Rome, Siena, and Pisa, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Florence

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in

Itinerary summary

See a summary of the itinerary that you can fully customize

Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
piazzale Michelangelo
piazza della SignoriaUffizi GalleryPonte VecchioCathedral of Santa Maria del FioreCentral Market
Verona ArenaCastelvecchio BridgeGardaland Resort
Duomo di MilanoGalleria Vittorio Emanuele IILa ScalaSempione Park
Rialto BridgePiazza San MarcoSt Mark's BasilicaDoge's Palace
Vatican MuseumsSaint Peter's SquareSistine ChapelSt Peter's Basilica

Personalize your itinerary

Customize tours under each day and destination

Day 1

Day 1

  • Florence - Arrival day
  • More
  • piazzale Michelangelo
  • More

Your road trip adventure in Italy begins as soon as you reach Florence and pick up your car. You’ll stay in Florence for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Florence is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazzale Michelangelo, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Florence. Make yourself at home and enjoy some downtime before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Florence, it's often a good idea to reserve a table in advance.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

Raise a toast to the start of your 9-day road trip in Italy!

Read more
Day 2

Day 2

  • Florence
  • Verona
  • More

Drive 234 km, 3 hours 4 min

  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • Central Market
  • More

On day 2 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Verona, where you will stay for 1 night.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazza Della Signoria. This enchanting public square is a highlight of any visit in the city. Then, enjoy Uffizi Gallery, another instagrammable attraction that never fails to captivate visitors. Next, head over to Ponte Vecchio, one of the city’s most wondrous attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Cathedral Of Santa Maria Del Fiore. This grand church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Central Market, a locally renowned food market, and take a stroll around the area.

When you’re done exploring for the day, you’ll drive to your hotel in Verona. Check in and spend some time relaxing before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Verona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy an outstanding dining experience at Osteria Mondo d'Oro, a Bib Gourmand restaurant offering an exceptional italian and seasonal menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Casa Perbellini 12 Apostoli, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Verona is Il Desco, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary menu.

After your meal, keep the night alive at a bar like Archivio, known for its lively atmosphere. La Segreteria Café is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Grande Giove Cocktail Bar offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Read more
Day 3

Day 3

  • Verona
  • Milan
  • More

Drive 158 km, 2 hours 31 min

  • Verona Arena
  • Castelvecchio Bridge
  • Gardaland Resort
  • More

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Verona and Ronchi. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 1 night here for some well-deserved relaxation.

Brace yourself for today’s incredible lineup of attractions in Verona, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Verona Arena, a globally renowned stadium in the city. Then, head to Castelvecchio Bridge and soak in the ambiance of this romantic monument.

There are many interesting places to see in Verona, and when you are ready for more, go to Gardaland Resort. This is one of the city’s most famous breathtaking spots of interest.

At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

To truly maximize your evening out, consider visiting Nottingham Forest after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Armani/bamboo Bar, another bar with an inviting ambiance. Similarly, Mag Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Celebrate another amazing day of your road trip adventure in Italy!

Read more
Day 4

Day 4

  • Milan
  • Venice
  • More

Drive 276 km, 3 hours 27 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Sempione Park
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Milan, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Venice. You’ll stay here for 1 night.

Get ready to discover some of the most iconic wonders in Milan, including a church, a shopping mall, an opera house, a park and much more! Start your day at Duomo Di Milano Museum. This inviting church is an iconic place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If romantic sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find La Scala. This romantic opera house is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Parco Sempione is a spectacular spot in the city that will captivate you with its unique charm.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Venice. Venice offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Get ready for an unforgettable culinary journey in Venice by reserving a table at Local. Renowned as a 1-star Michelin restaurant, it offers an exceptional contemporary menu. For a different taste experience, head to Wistèria, recognized for its delicious contemporary and venetian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Quadri, a local favorite known for its delightful modern cuisine in Venice. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning modern foodies seeking culinary excellence.

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, The Caffe Rosso is another popular option for a drink or two. Likewise, Adagio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Say good night to Venice and look forward to another great day of your road trip in Italy!

Read more
Day 5

Day 5

  • Venice
  • Arezzo
  • More

Drive 331 km, 3 hours 45 min

  • Rialto Bridge
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Venice. At the end of the day, you will enjoy the comforts of a top-rated hotel in Arezzo, which will be your home away from home for 1 night.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming city of Venice. Your adventure starts at Rialto Bridge, a globally renowned local hot spot. Another notable attraction to explore is Piazza San Marco. This iconic public square is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to St Mark's Basilica. This UNESCO world heritage-listed church offers a fascinating experience that many visitors find memorable. Doge's Palace is also worth visiting.

When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and spend some time relaxing before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Arezzo's best restaurants.

Experience a symphony of flavors at Octavin in Arezzo by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Octavin delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. Or, if you're feeling adventurous, why not try La Clandestina? It's another excellent option with a diverse menu.

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

Savor another day of unforgettable experiences in Italy!

Read more
Day 6

Day 6

  • Arezzo
  • Rome
  • More

Drive 228 km, 3 hours 15 min

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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Vatican City. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 1 night.

Vatican Museums is must-visit art museum and a great starting point for the day. Next, continue your journey to Saint Peter's Square, a notable square, located just a leisurely stroll away.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, La Botticella Of Poggi Giovanni stands out as an excellent choice for a post-dinner cocktail. Alternatively, Almalu Trastevere offers an ideal atmosphere to enjoy the pleasures of the night. Bar Viminale Di Pepi Maurilio is also a great option that provides a perfect setting for a relaxing evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

Read more
Day 7

Day 7

  • Rome
  • Siena
  • More

Drive 243 km, 3 hours 31 min

  • Roman Forum
  • Colosseum
  • Piazza Navona
  • Pantheon
  • Trevi Fountain
  • More

On day 7 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Rome. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Rome is home to plenty of attractions that offer fun adventures, breathtaking views, and photo-friendly spots! Start at Roman Forum, a globally renowned archeological site that is worthwhile a visit in the city. Nearby, you’ll find Colosseum, enchanting visitors with its historic appeal. Continue your exploration at Piazza Navona. This public square is one of the city’s most timeless spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Pantheon. After exploring the monument, head to the world-famous Trevi Fountain.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you explore more of Siena, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

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

Get a good night's sleep and look forward to another great day on the road in Italy!

Read more
Day 8

Day 8

  • Siena
  • Florence
  • More

Drive 216 km, 3 hours 30 min

  • piazza del Campo
  • Siena Cathedral
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Campo santo
  • More

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Siena and Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Campo. This romantic public square is sure to ignite your curiosity. Next, dive into the enchanting features of Siena Cathedral, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Leaning Tower Of Pisa, an iconic monument. For a change of scene, check out Piazza Del Duomo, Pisa, known for its UNESCO world heritage-listed features. We also recommend visiting Campo Santo. This cemetery is a must for anyone looking to experience the city to the fullest.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Read more
Day 9

Day 9

  • Florence - Departure day
  • More
  • Oltrarno
  • More

Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Florence before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

One of the best things to do on your last day is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Florence's best shopping area, San Lorenzo Market. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Florence.

You’ll then say farewell to Florence. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

Read more

Similar travel packages

Discover other popular vacations in Italy

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.