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

Day 2 of your road trip will take you to the best attractions Milan has to offer. Cherish the 1 night you have left in Milan by discovering the best things there are to see and do in the city.

A top thing to do today is to explore Navigli, a must-see neighborhood in Milan. It's the perfect starting point for exploring the top attractions in the area.

Prepare for a day full of fun adventures, romantic experiences, and natural wonders. When you’re ready, kick off your sightseeing adventure at Parco Sempione. This widely recognized park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Sforzesco Castle Art Library, one of the city’s most promising highlights.

Next, check out Galleria Vittorio Emanuele Ii, one of the most top-rated places to see in Milan. This shopping mall is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Duomo Di Milano Museum. Wander around and soak in the majestic atmosphere this church offers.

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 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.

Don’t miss out on dining 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.

Keep the evening going at Kilburn Cocktail Bar Milano, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Frida, which offers a similarly pleasant setting and great drinks. Another option is The Friends Pub Milano, which provides an inviting environment for unwinding after a busy day out.

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 3 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Rogaro, Lenno, and Colonno. At the end of the day, you will enjoy the comforts of a top-rated hotel in Como, which will be your home away from home for 1 night.

Bring your curiosity for today’s adventure around Milan. Some of the hamlet’s most loved attractions await. Orrido Di Bellano is the perfect place to start. This canyon is one of the most notable places to visit in Milan. Next, head to Botanical Garden Of Villa Carlotta, a locally appreciated botanical garden, known for its romantic 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 Villa Carlotta (lake Como). This noteworthy museum offers a unique experience that is highly recommended. Meanwhile, Villa Del Balbianello adds its own distinct charm to your journey. Finish your day with a visit to Greenway Del Lago Di Como, a romantic hiking area in Milan.

At the end of the day, you will drive to Como, 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 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.

Dine in style at La Vita è Bella Ristorante - Insalateria, a top recommendation for 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.

Head back to your accommodation in Como and get some rest in preparation for another magical day of your road trip 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.

Savor the day by visiting some of the best places to see in Como, including a historical landmark, a public square, a stadium, a monument, a museum and much more! Start your adventure at Ponte Pietra. This interesting historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Delle Erbe located in Como for an enchanting atmosphere.

Next, immerse yourself in the setting of Verona Arena. Its culturally significant features will captivate you. After the stadium, continue your tour of the city with a visit to Castelvecchio Bridge. This monument has a history-steeped appeal. For a change of pace, head to Castelvecchio Museum. As one of the most captivating attractions in Como, this museum is an excellent place to end your self-guided tour.

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.

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.

To truly maximize your evening out, consider visiting Archivio after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Segreteria Café, another bar with an inviting ambiance. Similarly, Grande Giove Cocktail Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Italy!

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Venice. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 2 nights.

Get ready for an exciting day in Verona. Today’s sightseeing agenda includes a monument, a palace, a church, an opera house and much more! Begin your adventure at Bridge Of Sighs. This is a popular monument you should not miss. Another must-see is Doge's Palace, a notable palace in Verona.

When you’re ready for the next sight, head to St Mark's Basilica. From there, take a leisurely stroll to Teatro La Fenice, another of the city’s popular attractions. We recommend ending your self-guided tour of the city with an enchanting palace. Palazzo Contarini Del Bovolo is a truly remarkable place to visit in Verona.

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.

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 delightful dinner at Bauer Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try L'Osteria Le Guglie? It's another excellent option with a diverse menu. Consider reserving a table at Corner Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

On day 6 of your road trip, you will have an entire day to explore Venice. You’ll stay in Venice for 1 night and discover all the best things to see and do in the area.

Set aside time today to explore Cannaregio, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Get ready to discover some of the most iconic wonders in Venice, including an art gallery and a church. Start your day at Peggy Guggenheim Collection. This detailed art gallery is a captivating place to see in Venice. Then, wander over to Santa Maria Gloriosa Dei Frari. If stunning sites excite you, this church will be right up your alley.

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.

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

Treat yourself to a delightful dinner at Generator Venice, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Nevodi? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante La Piazza as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

Round off your dining experience by visiting Il Mercante, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Irish Pub Venezia, a bar catering to every mood and preference. Ai Stagneri likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and recharge in preparation for another adventurous day in Italy!

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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Start by visiting Piazza Della Repubblica, a prime spot to begin your journey. This awe-inspiring public square is sure to impress. Next on your list is Cathedral Of Santa Maria Del Fiore, another must-visit landmark and famous church renowned for its romantic features.

While exploring and sightseeing, take time to savor the ambiance of Venice by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Basilica Of Santa Croce In Florence. This culturally significant church is a remarkable attraction that offers a unique experience. Piazza Della Signoria also adds charm to your journey.

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.

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.

Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

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

On day 8 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary!

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, scenic views, and picturesque spots. Start at Piazza Del Duomo, Pisa, an iconic public square in the city. Then, head to Pisa Cathedral and soak in the ambiance of this breathtaking church.

There are many interesting places to see in Florence and when you are ready for more, go to Leaning Tower Of Pisa. This is one of the city’s most timeless spots. After exploring the monument, visit the curiosity-inducing Museo Dell'opera Del Duomo. Before wrapping up your self-guided sightseeing tour, head to the intriguing Knights' Square, an intriguing public square in the city.

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

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Dive into day 9 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, 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 San Gimignano. You’ll stay here for 1 night.

Today’s route brings fun adventures, scenic views, and photo-friendly spots. The first attraction of today is Fortezza Medicea (siena). This frequently visited monument is a picture-perfect place to see in Florence. Continue your discovery at Piazza Del Campo, a history-steeped public square with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Siena Cathedral. This notable church offers a history-steeped encounter with Florence. Porta San Giovanni is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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

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.

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

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 1 night.

Today, you'll explore some of the most beautiful places in San Gimignano, including an archeological site, a monument, and a public square. Start your day with a visit to Colosseum. This globally renowned archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most culturally significant places you will experience today.

One of the best things about exploring San Gimignano 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 Trevi Fountain, a globally renowned monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Navona and Pantheon.

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.

Don’t miss out on dining at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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