12-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Como, Verona, Venice, Florence, San Gimignano, and Rome

Day 2 of your road trip across Italy promises a magnificent time exploring Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Don’t miss Navigli in Milan today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Today, you'll explore some of the most beautiful places in Milan, including a monument, a park, a castle, an art gallery, a palace and much more! Start your day with a visit to Arch Of Peace. This notable monument is a must-visit in the city. When you’re ready for your next discovery, continue to Parco Sempione, which may be one of the most peaceful places you will experience today.

One of the best things about exploring Milan 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 Sforzesco Castle Art Library, an impressive castle in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pinacoteca Di Brera and Palazzo Della Ragione.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Enjoy a delicious meal at Dessert Bar Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

After savoring a delicious meal, step into the vibrant nightlife at Kilburn Cocktail Bar Milano, where the evening is just getting started. In the same way, Bar Frida offers a unique charm perfect for experiencing the local bar scene in Milan. The Friends Pub Milano is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 4 destinations, Ossuccio, Lenno, Rogaro, and Colonno. When you’re not sightseeing, take time to relax at your selected hotel in Como, where you’ll be staying for 1 night.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most locally appreciated attractions included on the itinerary is Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co). This romantic church will help you start your sightseeing on top.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the underrated Botanical Garden Of Villa Carlotta. After exploring the botanical garden, head to Greenway Del Lago Di Como. This beloved hiking area is a highlight in Milan.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Como. Como 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 Como. 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.

Enjoy a lovely meal at La Vita è Bella Ristorante - Insalateria, a top-rated place to have dinner tonight.

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

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

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 - Verona. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Verona. You will spend 1 night here for some well-deserved relaxation.

Today's adventure in Como promises more breathtaking discoveries and enriching experiences! Begin at Castelvecchio Museum. This historic museum is a highlight of any visit in the city. Then, enjoy Porta Borsari, another heritage-rich attraction that never fails to captivate visitors. Next, head over to Piazza Delle Erbe, one of the city’s most notable attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Verona Arena. This romantic stadium is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

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

Enjoy a lovely dining experience at La Griglia, a popular restaurant in Verona. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Verona at Vecio Macello, 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 Via Fama Cafè | Verona. It’s yet another ideal choice to enhance your time in Verona tonight.

Let the evening flow smoothly from dinner to drinks at Archivio, a top-rated bar in the area. For other recommendations, La Segreteria Café provides a perfect setting for rounding out your night with style and great drinks. Likewise, Grande Giove Cocktail Bar offers a memorable night with diverse drink options and excellent service.

Relax and recharge in preparation for another adventurous day 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 Venice, which will be your home away from home for 2 nights.

Immerse yourself in Verona’s rich culture with today's sightseeing itinerary. Start your journey at Bridge Of Sighs. This history-steeped monument is sure to ignite your curiosity. Next, dive into the visually striking features of Doge's Palace, a must-visit palace 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 St Mark's Basilica, a captivating church. For a change of scene, check out Piazza San Marco, known for its visually striking features. We also recommend visiting Rialto Bridge. This historical landmark is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Grand Canal, yet another beloved attraction in Verona.

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

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.

Treat yourself to a wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

Cap off your dinner by heading to Al Parlamento, ideal for a leisurely evening with a drink in hand. The Caffe Rosso is another bar that offers an enjoyable setting. Similarly, Adagio is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 6 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice by discovering the best things there are to see and do in the city.

Punta Della Dogana - Pinault Collection is must-visit museum and a great starting point for the day. Next, continue your journey to Santa Maria Della Salute, a beloved church, located just a leisurely stroll away. Next, head to Peggy Guggenheim Collection, an enchanting art gallery, also available for your discovery today.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

As dinnertime approaches, it's time to head out for a bite to eat in Venice. 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.

Savor the flavors at Generator Venice, a top pick for dinner tonight. Alternatively, Nevodi beckons with its unique menu offerings. Also, consider Ristorante La Piazza. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

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

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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Florence, 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 2 nights.

Today, you'll explore some of the most beautiful places in Venice, including a public square, a church, an art gallery, a historical landmark and much more! Start your day with a visit to Piazza Della Repubblica. This interesting public square is a must-visit in the city. When you’re ready for your next discovery, continue to Cathedral Of Santa Maria Del Fiore, which may be one of the most inviting places you will experience today.

One of the best things about exploring Venice 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 Basilica Of Santa Croce In Florence, an interesting church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Uffizi Gallery and Ponte Vecchio. End your day with a visit to Piazza Della Signoria, a famous public square that’s sure to leave a lasting impression.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence 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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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.

Wake up to day 8 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Start your day at Leaning Tower Of Pisa. This culturally significant monument is a wondrous place to see in Florence. Then, wander over to Angelo Caduto. Nearby, you’ll also find Pisa Cathedral. This stunning church is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Campo Santo is an intriguing spot in the city that will captivate you with its unique charm. When you’re done at the cemetery, don’t forget to check out the breathtaking Piazza Del Duomo, Pisa. Take a moment to appreciate the fascinating details of this world-famous public square.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

Savor another day of unforgettable experiences in Italy!

On day 9 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 Siena and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 1 night.

Savor the day by visiting some of the best places to see in Florence, including a monument, a public square, a palace, a church, a park, a castle and much more! Start your adventure at Fortezza Medicea (siena). This increasingly popular monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Campo located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Pubblico Palace. Its culturally significant features will captivate you. After the palace, continue your tour of the city with a visit to Siena Cathedral. Visitors usually appreciate the history-steeped features of this church. Next up is Parco Della Rocca, a highly recommended park. For a change of pace, head to Rocca Di Montestaffoli. As one of the most intriguing attractions in Florence, this castle is the perfect place to end your self-guided sightseeing tour.

At the end of the day, you will drive to San Gimignano, 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 San Gimignano. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Savor another day of unforgettable experiences in Italy!

On day 10 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 Rome, where you’ll be staying for 1 night.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the widely recognized Castel Sant'angelo, an enchanting castle in San Gimignano. Next, go to Piazza Navona.

After visiting Castel Sant'angelo and Piazza Navona, have a stroll along San Gimignano's streets and take in the local charm. Continue your sightseeing by heading to Pantheon. This standout monument offers a unique experience. Trevi Fountain is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Di Spagna, one of the most visually striking places to visit in San Gimignano. If you still have some time left for sightseeing, we also recommend stopping by Basilica Di Santa Maria Maggiore.

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.

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

Treat yourself to a delicious dinner at La Bottega Roma, an excellent option for tonight's dining. Looking for something different? Pasta In Corso offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Vecchia Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.

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