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

Day 2 offers a multitude of experiences. You will stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

Navigli is a neighborhood that stands out as one of the must-see places in Milan. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

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 astonishing 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 best 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 romantic 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.

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

Have a fantastic dining experience at Dessert Bar Milano, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Radisson Blu Hotel Milan offers an enticing alternative with its varied menu. Additionally, Ristorante Qui Si Mangia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Kilburn Cocktail Bar Milano, known for its inviting atmosphere. Bar Frida is another great option if you’re looking for a place to get the night started. Similarly, The Friends Pub Milano provides a great setting to enjoy the night away.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Rogaro, Lenno, 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.

Start your adventure at Orrido Di Bellano. This well-known canyon is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the standout wonders of Botanical Garden Of Villa Carlotta, a must-see botanical garden in the hamlet.

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 Villa Carlotta (lake Como). This worthwhile museum offers an enriching experience. Conclude your self-guided sightseeing tour with a visit to Greenway Del Lago Di Como and Greenway Del Lago Di Como. 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 Como. 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 Como. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining at La Vita è Bella Ristorante - Insalateria, a top-rated dining destination in Como.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Fresco Cocktail Shop, known for its inviting atmosphere. Bar Il Cortiletto is another great option if you’re looking for a place to get the night started. Similarly, Bar Pinocchio provides a great setting to enjoy the night away.

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Verona, which will be your home away from home for 1 night.

Immerse yourself in Como’s rich culture with today's sightseeing itinerary. Start your journey at Ponte Pietra. This history-steeped historical landmark is sure to ignite your curiosity. Next, dive into the standout features of Piazza Delle Erbe, a must-visit public square 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 Verona Arena, an iconic stadium. For a change of scene, check out Castelvecchio Museum, known for its stunning features.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Verona. Verona 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 Verona. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at La Griglia, a top-rated dining destination in Verona. If you're in the mood to try something new, consider Vecio Macello, another top spot with a mouthwatering menu. You might also want to secure a reservation at Via Fama Cafè | Verona. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Verona this evening.

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Venice, 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 3 nights.

Brace yourself for today’s incredible lineup of attractions in Venice, featuring fun adventures, scenic views, and photo-friendly spots. Start at Santa Maria Gloriosa Dei Frari, a frequently visited church in the city. Then, head to Gallerie Dell'accademia and soak in the ambiance of this history-steeped art gallery.

There are many interesting places to see in Venice and when you are ready for more, go to Peggy Guggenheim Collection. This is one of the city’s most notable spots. After exploring the art gallery, visit the underrated Santa Maria Della Salute.

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. 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 7 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Begin your adventure at Cathedral Of Santa Maria Del Fiore. This is a spectacular church you should not miss. Another must-see is Piazza Della Signoria, a famous public square in Florence.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Uffizi Gallery, another of the city’s astonishing attractions. We recommend continuing your self-guided tour at Piazzale Michelangelo, a romantic place of interest in the city.

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 explore more of Florence, 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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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

On day 8 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Lucca. You still have 1 night left in Florence.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a public square, a church, and a monument. Begin your adventure at Piazza Del Duomo, Pisa. This is a timeless public square you should not miss. Another must-see is Pisa Cathedral, an underrated church in Florence.

When you’re ready for the next sight, head to Leaning Tower Of Pisa. From there, take a leisurely stroll to St Martin Cathedral, another of the city’s curiosity-inducing attractions. We recommend continuing your self-guided tour at Piazza Dell'anfiteatro, a romantic place of interest in the city.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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.

Have a fantastic dining experience at Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Keep the excitement of the evening going by visiting a bar or two. Gosh* is an excellent place to start. You could also check out Antico Caffè Del Moro - Art Bar Firenze, offering a different kind of charm. A last recommendation for the day is Quelo Bar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 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.

Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Florence. Begin your sightseeing with Fortezza Medicea (siena). This underrated monument is one of the top attractions in the city. Proceed to Piazza Del Campo, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Siena Cathedral. This captivating church is a traveler-favorite. Not far away, you’ll find Chiesa Di Sant'agostino, another key site on your sightseeing itinerary. Conclude your day at Piazza Del Duomo and uncover why it's recognized as one of the city's most worthwhile attractions.

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

Raise your glass to another unforgettable day in Italy!

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Castellina in Chianti and Greve in Chianti. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming village of San Gimignano. Your adventure starts at Rocca Di Castellina In Chianti, an often recommended local hot spot. Another notable attraction to explore is Tumulo Di Montecalvario. This often recommended archeological site is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander San Gimignano's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Il Molino Di Grace. This instagrammable winery offers a fascinating experience that many visitors find memorable. Castle Of Verrazzano is also worth visiting.

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.

Treat yourself to a delicious dinner at Bice Restaurant, an excellent option for tonight's dining. Looking for something different? Alto Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss Nero 9. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

Following your dinner, dive into the local bar culture at Bhangrabar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Rufus Cocktail Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Ostello Bello Grande provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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