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

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
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Explore the best of Italy on a remarkable 11-day road trip! Combine exploration with relaxation on a self-drive tour featuring Milan, Lenno, Como, Verona, Venice, Florence, Siena, and Rome.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Milan, 1 night in Como, 1 night in Verona, 1 night in Venice, 2 nights in Florence, 1 night in Siena, and 1 night in Rome. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Milan, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Piazza San Marco.

As you hit the open road and drive through Milan, Lenno, Como, Verona, Venice, Florence, Siena, and Rome, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Driver’s age is 30 - 65
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Day 1

Day 1

  • Milan - Arrival day
  • More
  • La Scala
  • More

Your road trip adventure in Italy begins as soon as you reach Milan and pick up your car. You’ll stay here for 2 nights and explore what to see in Milan, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Milan is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out La Scala, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Milan. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

Enjoy a lovely dining experience at Hotel Morfeo Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Contraste, 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 UNAHOTELS Galles Milano. It’s yet another ideal choice to enhance your time in Milan tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Nottingham Forest stands out as an excellent choice for a post-dinner cocktail. Alternatively, Armani/bamboo Bar offers an ideal atmosphere to enjoy the pleasures of the night. Mag Cafe is also a great option that provides a perfect setting for a relaxing evening.

Raise a toast to the start of your 11-day road trip in Italy!

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Day 2

Day 2

  • Milan
  • More

Drive 7 km, 1 hour

  • Piazza Gae Aulenti
  • Pinacoteca di Brera
  • Piazza Castello Fountain
  • Castello Sforzesco
  • Sempione Park
  • Navigli
  • More

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

Navigli 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 must-see landmarks in the city.

To truly experience Milan, make sure to drop by Piazza Gae Aulenti. This popular public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Pinacoteca Di Brera, one of the city’s best highlights.

Next, check out Piazza Castello Fountain, one of the most up-and-coming places to see in Milan. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Sforzesco Castle Art Library. Wander around and soak in the culturally significant atmosphere this castle offers. Then, head to Parco Sempione, a top-rated park that adds another dimension to your day.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Milan is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Milan.

Treat yourself to a wonderful meal at Dessert Bar Milano, a top-rated dining spot in Milan. If you're in the mood for something new, try Radisson Blu Hotel Milan, another premier location with a delectable menu. You might also want to book a table at Ristorante Qui Si Mangia. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

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

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

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Day 3

Day 3

  • Milan
  • Como
  • More

Drive 112 km, 2 hours 20 min

  • Villa del Balbianello
  • Botanical Garden of Villa Carlotta
  • Villa Carlotta
  • More

On day 3 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Lenno and Rogaro are on today's agenda. In the evening, you’ll end up in Como, where you will stay for 1 night.

Visiting Villa Del Balbianello is always a good idea. This underrated villa 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 village.

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 curiosity-inducing museum 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 Como. Check in and relax before you head out to tour the city.

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

Enjoy a delicious meal at La Vita è Bella Ristorante - Insalateria, a highly-rated dining destination in Como.

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

Relax and look forward to more memorable moments to come!

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Day 4

Day 4

  • Como
  • Verona
  • More

Drive 203 km, 3 hours

  • Giusti Garden
  • piazza delle Erbe
  • Porta Borsari
  • Arco dei Gavi
  • Castelvecchio Museum
  • Verona Arena
  • More

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Verona. At the end of the day, enjoy the comforts of a top-rated hotel in Verona, where you'll spend 1 night.

No visit to Como is complete without Giusti Garden. This intriguing botanical garden is one of the top attractions in the city. Proceed to Piazza Delle Erbe, another must-visit attraction.

As you wander through the inviting streets of Como, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Porta Borsari. This locally appreciated historical landmark is a traveler-favorite. Not far away, you’ll find Arco Dei Gavi, another key site on your sightseeing itinerary. Castelvecchio Museum is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Verona Arena and uncover why it's recognized as one of the city's most globally renowned attractions.

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.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Verona. Enjoy a relaxing evening as you savor delicious local cuisine.

Have a fantastic dining experience at La Griglia, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Vecio Macello offers an enticing alternative with its varied menu. Additionally, Via Fama Cafè | Verona is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Verona.

Extend your evening after a delightful meal by visiting Archivio, which offers the perfect atmosphere for a night out. Moreover, La Segreteria Café is another popular option for a drink or two. Likewise, Grande Giove Cocktail Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to another unforgettable day in Italy!

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Day 5

Day 5

  • Verona
  • Venice
  • More

Drive 129 km, 2 hours 24 min

  • Santa Maria della Salute
  • Grand Canal
  • Rialto Bridge
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • More

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

Check out the beloved church, Santa Maria Della Salute. Afterward, continue to Grand Canal, a street every traveler should visit. As you explore Verona’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Rialto Bridge. This timeless historical landmark is an essential stop. Following that, head to Doge's Palace, another must-visit site that will enhance your experience. Don’t forget to stop by St Mark's Basilica, a captivating church in the city. Finally, end your day with a visit to Piazza San Marco, an enchanting public square that offers the perfect conclusion to your sightseeing of the day.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Venice, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to The Caffe Rosso, which offers a similarly pleasant setting and great drinks. Another option is Adagio, 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!

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Day 6

Day 6

  • Venice
  • Florence
  • More

Drive 258 km, 3 hours 5 min

  • Palazzo Pitti
  • Ponte Vecchio
  • Uffizi Gallery
  • piazza della Signoria
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Florence. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

One of the most locally renowned attractions included on the itinerary is Pitti Palace. This visually striking palace will help you start your sightseeing on top. Then, take a leisurely stroll to Ponte Vecchio and learn what makes this visually striking historical landmark unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the astonishing Uffizi Gallery. After exploring the art gallery, head to Piazza Della Signoria. This widely recognized public square is a highlight in Venice.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax before you head out to tour the city.

Florence is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Florence.

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.

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.

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

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Day 7

Day 7

  • Florence
  • More

Drive 4 km, 53 min

  • Basilica of Santa Croce in Florence
  • Opera del Duomo Museum
  • Cathedral of Santa Maria del Fiore
  • Central Market
  • Galleria dell'Accademia
  • David
  • More

On day 7 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

One of the most interesting attractions included on the itinerary is Basilica Of Santa Croce In Florence. This photogenic church will help you start your sightseeing on top. Then, take a leisurely stroll to Museo Dell'opera Del Duomo and learn what makes this UNESCO world heritage-designated museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the famous Cathedral Of Santa Maria Del Fiore. After exploring the church, head to Central Market. This locally renowned food market is a highlight in Florence. As your day continues, stop by Galleria Dell'accademia, known for its respected features. Lastly, don’t forget to check out the locally renowned David. Enjoy exploring this incredible statue at your own pace.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

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Day 8

Day 8

  • Florence
  • Siena
  • More

Drive 78 km, 1 hour 27 min

  • Basilica of San Domenico
  • Siena Cathedral
  • Pubblico Palace
  • piazza del Campo
  • More

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 1 place, which are Siena. At the end of the day, you will retreat to the hotel of your choice in Siena, where will spend 1 night.

Whatever your travel style is, Basilica Of San Domenico is an essential stop in Florence. This intriguing church provides an insightful glimpse into the city's identity. Next, discover Siena Cathedral, a visually striking church, promising a delightful encounter.

Continue your sightseeing with a visit to Pubblico Palace, a frequently visited palace. When you’re done, don’t forget to make a stop at the top-rated Piazza Del Campo.

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

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Siena tonight.

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.

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

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Day 9

Day 9

  • Siena
  • Rome
  • More

Drive 242 km, 3 hours 37 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

On day 9 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Rome are on today's agenda. In the evening, you’ll end up in Rome, where you will stay for 1 night.

Enjoy all that Colosseum has to offer. This is a wondrous archeological site you should not miss. Another must-see is Roman Forum, a globally renowned archeological site in Siena.

When you’re ready for the next sight, head to Trevi Fountain. From there, take a leisurely stroll to Pantheon, another of the city’s wondrous attractions. We recommend continuing your self-guided tour at Piazza Navona, a masterful place of interest in the city.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 a true cultural experience.

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. Known for great service, it’s a fantastic choice for tonight in Rome.

Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Almalu Trastevere, a bar that offers unique local touches. Likewise, Bar Viminale Di Pepi Maurilio provides an excellent alternative for a fun evening.

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

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Day 10

Day 10

  • Rome
  • Milan
  • More

Drive 577 km, 6 hours 7 min

  • St Peter's Basilica
  • More

Your itinerary for day 10 of your road trip in Italy includes 1 stop and features some of the highlights of Vatican City. At the end of the day, enjoy the comforts of a top-rated hotel in Milan, where you'll spend 1 night.

When you’re done exploring for the day, you’ll drive to your hotel in Milan. Check in and relax before you head out to tour the city.

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

Treat yourself to a wonderful meal at Bice Restaurant, a top-rated dining spot in Milan. If you're in the mood for something new, try Alto Ristorante, another premier location with a delectable menu. You might also want to book a table at Nero 9. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

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Day 11

Day 11

  • Milan - Departure day
  • More
  • Duomo di Milano
  • More

Day 11 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Milan before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Duomo Di Milano Museum, an inviting church before you head out.

Take some time to indulge in shopping at Milan’s popular marketplace, Via della Moscova. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. Wrap up your shopping with a drink and some pastries at a cozy cafe.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.

You’ll then say farewell to Milan. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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