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

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.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the astonishing Piazza Della Signoria, a history-steeped public square in Florence. Next, go to Uffizi Gallery.

After visiting Piazza Della Signoria and Uffizi Gallery, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Ponte Vecchio. This romantic historical landmark offers a unique experience. Cathedral Of Santa Maria Del Fiore is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Central Market, one of the most eye-catching places to visit in Florence.

At the end of the day, you will drive to Verona, 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 Verona's most popular restaurants, and connect with friendly locals for an authentic adventure.

Start your culinary exploration in Verona by securing a reservation at Osteria Mondo d'Oro. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of italian and seasonal cuisine. For another dining delight, visit Casa Perbellini 12 Apostoli, celebrated for its delectable creative and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Desco, a top local spot known for its tantalizing italian contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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.

Savor another day of unforgettable experiences in Italy!

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.

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Milan. Begin your sightseeing with Duomo Di Milano Museum. This iconic church is one of the top attractions in the city. Proceed to Galleria Vittorio Emanuele Ii, another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to La Scala. This interesting opera house is a traveler-favorite. Not far away, you’ll find Parco Sempione, another key site on your sightseeing itinerary.

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

Experience a symphony of flavors at Local in Venice by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Local delights its guests with its exceptional variety of meals showcasing delicious contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Wistèria, acclaimed for its delectable contemporary and venetian specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Quadri, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for modern cuisine in the city.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Al Parlamento, a well-loved spot among locals and tourists. Or, head to The Caffe Rosso. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Adagio, another top-rated place in the area.

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

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.

Bring your curiosity for today’s adventure around Venice. Some of the city’s most loved attractions await! Rialto Bridge is the perfect place to start. This historical landmark is one of the most iconic places to visit in Venice. Next, head to Piazza San Marco, a globally renowned public square, known for its enchanting features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to St Mark's Basilica. This enchanting church is a highly recommended experience. Nearby, you'll also find Doge's Palace. Visit these for an interesting touch to your journey.

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

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.

Dive into a culinary adventure like no other in Arezzo by booking a table at Octavin. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.

To truly maximize your evening out, consider visiting Liquid Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

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.

Start your adventure at Vatican Museums. This world-famous art museum is a place that is appreciated by travelers and locals alike.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Sistine Chapel. This astonishing chapel offers an enriching experience. These sights offer a fulfilling end to a perfect day.

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

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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 harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative 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 Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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.

Today’s route brings fun adventures, scenic views, and photo-friendly spots. The first attraction of today is Roman Forum. This world-famous archeological site is a breathtaking place to see in Rome. Continue your discovery at Colosseum, a historic archeological site with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Navona. This timeless public square offers a visually striking encounter with Rome. Next, make your way to Pantheon to add another highlight to your day. After that, visit Trevi Fountain, an iconic monument that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

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.

Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

Take some time to reflect on your day and savor another beautiful night in Italy.

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.

Today, you'll explore some of the most beautiful places in Siena, including a public square, a church, a monument, a cemetery and much more! Start your day with a visit to Piazza Del Campo. This famous public square is a must-visit in the city. When you’re ready for your next discovery, continue to Siena Cathedral, which may be one of the most inviting places you will experience today.

One of the best things about exploring Siena 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 Leaning Tower Of Pisa, a timeless monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Duomo, Pisa and Campo Santo.

At the end of the day, you will drive to Florence, 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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

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.