9-Day Italy Self-Drive Road Trip With Itinerary from Florence to Verona, Milan, Venice, Arezzo, Rome, and Siena and surrounding area
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Escape the ordinary with this exciting 9-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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!
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Day 1
- Florence - Arrival day
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- piazzale Michelangelo
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Welcome to Florence, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Florence's charm before embarking on the next leg of your journey.
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.
Enjoy a lovely dining experience at Ristorante Oliviero 1962, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Di Poneta Novoli, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.
If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Florence
- Verona
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Drive 234 km, 3 hours 4 min
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- Central Market
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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Verona, where you’ll be staying for 1 night.
Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Della Signoria. This masterful public square is sure to ignite your curiosity. Next, dive into the standout features of Uffizi Gallery, a must-visit art gallery 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 Ponte Vecchio, a timeless historical landmark. For a change of scene, check out Cathedral Of Santa Maria Del Fiore, known for its UNESCO world heritage-listed features. We also recommend visiting Central Market. This food market 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 Verona. 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 Verona's best restaurants.
Treat yourself to an extraordinary dining experience at Osteria Mondo d'Oro, a Bib Gourmand restaurant offering an incredible italian and seasonal menu. Alternatively, if your taste buds call for something different, Casa Perbellini 12 Apostoli is one of the best restaurants for creative and contemporary cuisine in Verona. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Desco. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary cuisine in the city.
Continue your evening by exploring the vibrant nightlife scene at Archivio, a prime destination for a thrilling night out. Also, don’t forget to check out La Segreteria Café, a bar that offers unique local touches. Likewise, Grande Giove Cocktail Bar provides an excellent alternative for a fun evening.
Raise your glass to another unforgettable day in Italy!
Day 3
- Verona
- Milan
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Drive 158 km, 2 hours 31 min
- Verona Arena
- Castelvecchio Bridge
- Gardaland Resort
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Verona and Ronchi, 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 Milan. You’ll stay here for 1 night.
Today, you'll explore some of the most beautiful places in Verona, including a stadium, a monument, and an amusement park. Start your day with a visit to Verona Arena. This timeless stadium is a must-visit in the city. When you’re ready for your next discovery, continue to Castelvecchio Bridge, which may be one of the most symbolic places you will experience today.
One of the best things about exploring Verona on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Gardaland Resort, an extraordinary amusement park in the city.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
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.
Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international and contemporary 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 Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.
After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 4
- Milan
- Venice
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Drive 276 km, 3 hours 27 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- La Scala
- Sempione Park
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Milan. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 1 night here for some well-deserved relaxation.
Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Milan. Your adventure starts at Duomo Di Milano Museum, a wondrous local hot spot. Another notable attraction to explore is Galleria Vittorio Emanuele Ii. This widely recognized shopping mall is known for its history-steeped appeal.
After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to La Scala. This historic opera house offers a fascinating experience that many visitors find memorable. Parco Sempione is also worth visiting.
At the end of the day, you will drive to Venice, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you explore more of Venice, 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.
Prepare for an extraordinary culinary adventure in Venice by booking a table at Local, a 1-star Michelin restaurant that boasts an exceptional contemporary menu. For a different flavor experience, head to Wistèria, renowned for its delectable contemporary and venetian dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Quadri, a local gem known for its delightful modern cuisine in Venice. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.
Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, The Caffe Rosso provides a perfect setting for rounding out your night with style and great drinks. Likewise, Adagio offers a memorable night with diverse drink options and excellent service.
Savor another day of unforgettable experiences in Italy!
Day 5
- Venice
- Arezzo
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Drive 331 km, 3 hours 45 min
- Rialto Bridge
- Piazza San Marco
- St Mark's Basilica
- Doge's Palace
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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.
Venice is brimming with adventures. Today’s wonderful stops include a historical landmark, a public square, a church, a palace and much more! Begin your sightseeing adventure at the globally renowned Rialto Bridge and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza San Marco, a visually striking public square that draws visitors from far and near.
Continue your journey to St Mark's Basilica, one of the city’s most captivating spots that you shouldn’t miss. Another great site to visit is the locally renowned Doge's Palace.
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.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Arezzo. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy an outstanding dining experience at Octavin, a 1-star Michelin restaurant offering an exceptional creative menu. Alternatively, experience a taste of Arezzo at La Clandestina, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.
After your meal, keep the night alive at a bar like Liquid Bar, known for its lively atmosphere.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 6
- Arezzo
- Rome
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Drive 228 km, 3 hours 15 min
- Vatican Museums
- Saint Peter's Square
- Sistine Chapel
- St Peter's Basilica
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On day 6 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 Vatican City. In the evening, you’ll end up in Rome, where you will stay for 1 night.
Next, go to Saint Peter's Square.
St. Peter's Basilica is another noteworthy attraction worthwhile a visit.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. An esteemed 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.
Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Relax and recharge in preparation for another adventurous day in Italy!
Day 7
- Rome
- Siena
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Drive 243 km, 3 hours 31 min
- Roman Forum
- Colosseum
- Piazza Navona
- Pantheon
- Trevi Fountain
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On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, breathtaking views, and photo-friendly spots. Start at Roman Forum, a world-famous archeological site in the city. Then, head to Colosseum and soak in the ambiance of this historic archeological site.
There are many interesting places to see in Rome, and when you are ready for more, go to Piazza Navona. This is one of the city’s most globally renowned enchanting spots of interest. After exploring the public square, visit the world-famous Pantheon. Not far away, you'll also find Trevi Fountain. This monument is a romantic highlight in Rome.
At the end of the day, you will drive to Siena, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
Extend your evening after a delightful meal by visiting Meet Life Cafè, which offers the perfect atmosphere for a night out. Moreover, Maudit Pub is another popular option for a drink or two. Likewise, Bar Impero Siena also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
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.
Day 8
- Siena
- Florence
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Drive 216 km, 3 hours 30 min
- piazza del Campo
- Siena Cathedral
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Campo santo
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Dive into day 8 of your remarkable road trip in Italy. Today you will explore Siena and Pisa, 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 Florence. You’ll stay here for 1 night.
A blend of fun adventures, romantic experiences, and breathtaking views await you in Siena on today’s itinerary. First up is the widely recognized public square, Piazza Del Campo. Afterward, continue to Siena Cathedral, a church every traveler should visit.
As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Leaning Tower Of Pisa. This world-famous monument is an essential stop. Following that, head to Piazza Del Duomo, Pisa, another must-visit site that will enhance your experience. Don’t forget to stop by Campo Santo, a beloved cemetery in the city.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.
Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!
Day 9
- Florence - Departure day
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- Oltrarno
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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.
At the top of the list of things to do today 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, Via de' Tornabuoni. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Browse through boutiques to find unique and stylish fashion pieces to take home. Explore high-end stores offering an exquisite selection of luxury items.
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!
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