14-Day Italy Self-Drive Road Trip With Itinerary from Milan to Como, Verona, Venice, Florence, Lucca, Siena, and Rome

On day 2 of your road trip, you will have an entire day to explore Milan. You’ll stay in Milan for 1 night and discover all the best things to see and do in the area.

Brera is one of the highlights of today. Take your time exploring this iconic neighborhood in Milan, which offers a perfect blend of history and culture. Plus, it's close to many other must-see landmarks.

Today's adventure in Milan promises more breathtaking discoveries and enriching experiences! Begin at Duomo Di Milano Museum. This culturally significant church is a highlight of any visit in the city. Then, enjoy Galleria Vittorio Emanuele Ii, another noteworthy attraction that never fails to captivate visitors. Next, head over to Sforzesco Castle Art Library, one of the city’s most spectacular attractions, known for its instagrammable features.

If you’re looking for more, spend time soaking in the atmosphere of Parco Sempione. This eye-catching park is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

Experience shopping bliss at Milan as you explore Galleria Vittorio Emanuele II. Take a leisurely stroll through unique and high-end shops, where local treasures are waiting to be found. Beyond shopping, Galleria Vittorio Emanuele II offers more options, including unique attractions, key services, and vibrant events.

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.

Make sure to reserve a table at Dessert Bar Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Radisson Blu Hotel Milan, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Head back to your accommodation in Milan and get some rest in preparation for another magical day of your road trip in Italy!

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - Lenno, Rogaro, and Loppia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Como. You will spend 1 night here for some well-deserved relaxation.

A blend of fun adventures, romantic experiences, and scenic views await you in Milan on today’s itinerary. First up is the worthwhile villa, Villa Del Balbianello. Afterward, continue to Villa Carlotta (lake Como).

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Orrido Di Bellano. This popular canyon is an essential stop that should not be missed. Following that, head to I Giardini Di Villa Melzi, another must-visit site that will enhance your experience.

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.

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

Treat yourself to a delicious dinner at La Vita è Bella Ristorante - Insalateria, an excellent option for tonight's dining. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Como.

Keep the evening going at Fresco Cocktail Shop, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Il Cortiletto, which offers a similarly pleasant setting and great drinks. Another option is Bar Pinocchio, which provides an inviting environment for unwinding after a busy day out.

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

Today's adventure in Como promises more breathtaking discoveries and enriching experiences! Begin at Ponte Pietra. This awe-inspiring historical landmark is a highlight of any visit in the city. Then, enjoy Piazza Delle Erbe, another visually striking attraction that never fails to captivate visitors. Next, head over to Verona Arena, one of the city’s most wondrous attractions, known for its respected features.

If you’re looking for more, spend time soaking in the atmosphere of Castelvecchio Bridge. This symbolic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Castelvecchio Museum, a locally renowned museum, and take a stroll around the area.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Verona. 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 Griglia, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Vecio Macello is another top choice with a popular menu. You could also check for a table at Via Fama Cafè | Verona. As an establishment that gains consistently high praises from customers, it’s an ideal choice 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.

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

Day 6 offers a multitude of experiences. You will stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

Start by visiting Santa Maria Della Salute, a prime spot to begin your journey. This inviting church is sure to impress. Next on your list is Peggy Guggenheim Collection, another must-visit landmark and locally renowned art gallery renowned for its visually striking 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 Gallerie Dell'accademia. This history-steeped art gallery is a remarkable attraction that offers a unique experience. Santa Maria Gloriosa Dei Frari also adds charm to your journey.

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.

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

Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.

Continue the enjoyment post-dinner at Il Mercante, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Irish Pub Venezia offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Ai Stagneri. 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!

On day 7 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 Florence, where you’ll be staying for 2 nights.

Get ready to discover some of the most iconic wonders in Venice, including a museum, a church, a monument, a public square and much more! Start your day at Bargello National Museum. This eye-catching museum is an up-and-coming place to see in Venice. Then, wander over to Abbazia Di San Miniato Al Monte. If visually striking sites excite you, this church will be right up your alley. Nearby, you’ll also find Tower Of San Niccolò. This enchanting monument is a favorite among visitors.

Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Fountain Of Neptune is an intriguing spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the enchanting Piazza Della Signoria. Take a moment to appreciate the fascinating details of this widely recognized public square in Venice.

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

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

Day 8 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and take advantage of the nearby must-see sights located nearby.

Savor the day by visiting some of the best places to see in Florence, including a museum, a palace, and a monument. Start your adventure at Medici Chapels. This often recommended museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Riccardi Medici Palace located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Brunelleschi's Dome. Its inviting features will captivate you. After the monument, continue your tour of the city with a visit to Monument To Dante Alighieri. This monument has an instagrammable appeal.

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 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 lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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 Pisa and Lucca. In the evening, you’ll end up in Lucca, where you will stay for 1 night.

Today’s route brings fun adventures, breathtaking views, and picturesque spots. The first attraction of today is Pisa Cathedral. This up-and-coming church is a historic place to see in Florence. Continue your discovery at Piazza Del Duomo, Pisa, a picture-perfect 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 Leaning Tower Of Pisa. This globally renowned monument offers a picture-perfect encounter with Florence. Guinigi Tower 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.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Lucca. Lucca 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 Lucca, 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 Gli Orti di Via Elisa, an iconic dining spot in Lucca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bar Caffè Ristretto, a popular restaurant in Lucca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Schiaffino, a hidden gem nestled in Lucca. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not ready to end the night just yet, Lebowski - Cocktail Bar offers a perfect venue to relax and savor a drink. Similarly, Blend is well-suited for those looking to unwind in a social setting. Franklin'33 is another excellent spot to enjoy a nightcap after a delightful meal.

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

Experience an unparalleled adventure on day 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

Lucca is brimming with adventures. Today’s wonderful stops include a monument, a church, and a public square. Begin your sightseeing adventure at the frequently visited Fortezza Medicea (siena). Just a short distance away is Basilica Of San Domenico, a breathtaking church that draws visitors from far and near.

Continue your journey to Siena Cathedral, one of the city’s most well-known spots that you shouldn’t miss. Another great site to visit is the spectacular Piazza Del Campo. Last up on today’s itinerary is a monument. Make your way to Tower Of Mangia for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Lucca.

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

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

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

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

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

Embark on another extraordinary experience on day 11 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 2 nights.

Prepare for a day full of fun adventures, breathtaking views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Colosseum. This wondrous archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s most promising highlights.

Next, check out Trevi Fountain, one of the most globally renowned places to see in Siena. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Navona. Wander around and soak in the symbolic atmosphere this public square offers. Finally, take the path to the timeless Pantheon, the last of our attraction recommendations for today.

At the end of the day, you will drive to Rome, 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

At the end of the day, you'll drive back to Rome, where you'll stay for 1 night more.

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

Start your day at St. Peter's Basilica. Then, wander over to Piazza Del Popolo. If history-steeped sites excite you, this public square will be right up your alley. Nearby, you’ll also find Piazza Di Spagna. This history-steeped public square is a favorite among visitors.

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

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

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences in Italy!

Dive into day 13 of your remarkable road trip in Italy. Today you will explore Orvieto, 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.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming town of Rome. Your adventure starts at Orvieto Cathedral, a notable local hot spot. Another notable attraction to explore is Orvieto Underground. This intriguing cave system is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Well Of St. Patrick. This breathtaking monument offers a fascinating experience that many visitors find memorable.

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.

Treat yourself to a delightful dinner at Bice Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Alto Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at Nero 9 as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Savor another day of unforgettable experiences in Italy!