9-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Como, Venice, and Florence

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Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Milan, Lenno, Ossuccio, Colonno, Como, Verona, Venice, Murano, Florence, Pisa, San Gimignano, Riomaggiore, and Manarola.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Milan, 1 night in Como, 2 nights in Venice, and 2 nights in Florence. 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 got 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Verona Arena, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.

As you hit the open road and drive through Milan, Lenno, Ossuccio, Colonno, Como, Verona, Venice, Murano, Florence, Pisa, San Gimignano, Riomaggiore, and Manarola, 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, accommodation, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza Gae Aulenti
Sempione ParkCastello SforzescoGalleria Vittorio Emanuele IIDuomo di MilanoBreraNavigli
Orrido di BellanoVilla del BalbianelloSacro Monte della Beata Vergine del Soccorso - Ossuccio (co)Greenway del Lago di Como
Castelvecchio MuseumCastelvecchio BridgeVerona ArenaPorta Borsaripiazza delle ErbeScaliger Tombs
Rialto BridgePiazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of SighsMurano
piazzale MichelangeloBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della Repubblicapiazza della Signoria

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Day 1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
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Welcome to Milan, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Milan's charm before embarking on the next leg of your journey.

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 Piazza Gae Aulenti, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Milan. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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 meal at Hotel Morfeo Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Contraste is another top choice with a popular menu. You could also check for a table at UNAHOTELS Galles Milano. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.

After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Milan
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Drive 4 km, 38 min

  • Sempione Park
  • Castello Sforzesco
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Brera
  • Navigli
  • More

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.

At the top of the list of things to do today is to explore Brera, a neighborhood that captures the true essence of Milan. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions. Another must-visit is Navigli, a neighborhood offering a different perspective on Milan.

Milan is home to plenty of attractions that offer fun adventures, romantic experiences, and natural wonders! Start at Parco Sempione, an astonishing park that is worthwhile a visit in the city. Nearby, you’ll find Sforzesco Castle Art Library, enchanting visitors with its picture-perfect appeal. Continue your exploration at Galleria Vittorio Emanuele Ii. This shopping mall is one of the city’s most top-rated spots.

Enjoy the freedom of exploring Milan at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Duomo Di Milano Museum.

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 explore more of Milan, 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 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.

After your meal, keep the night alive at a bar like Kilburn Cocktail Bar Milano, known for its lively atmosphere. Bar Frida is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, The Friends Pub Milano offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 3

Day 3

  • Milan
  • Como
  • More

Drive 174 km, 3 hours 45 min

  • Orrido di Bellano
  • Villa del Balbianello
  • Sacro Monte della Beata Vergine del Soccorso - Ossuccio (co)
  • Greenway del Lago di Como
  • More

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Lenno, Ossuccio, and Colonno, 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 Como. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Milan. Some of the village’s most loved attractions await! Orrido Di Bellano is the perfect place to start. This canyon is one of the most captivating places to visit in Milan.

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 Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co). This inviting church is a highly recommended experience. Nearby, you'll also find Greenway Del Lago Di Como. Visit these for an interesting touch to your journey.

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

Keep the excitement of the evening going by visiting a bar or two. Fresco Cocktail Shop is an excellent place to start. You could also check out Bar Il Cortiletto, offering a different kind of charm. A last recommendation for the day is Bar Pinocchio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 4

Day 4

  • Como
  • Venice
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Drive 319 km, 4 hours 12 min

  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Verona Arena
  • Porta Borsari
  • piazza delle Erbe
  • Scaliger Tombs
  • More

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 Venice. You will spend 2 nights here for some well-deserved relaxation.

A blend of fun adventures, breathtaking views, and photo-friendly spots await you in Como on today’s itinerary. First up is the interesting museum, Castelvecchio Museum. Afterward, continue to Castelvecchio Bridge, a monument every traveler should visit.

As you explore Como’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Verona Arena. This globally renowned stadium is an essential stop. Following that, head to Porta Borsari, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Delle Erbe, a notable public square in the city. Finally, end your day with a visit to Scaliger Tombs, a photogenic monument that offers the perfect conclusion to your sightseeing of the day.

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.

Have a fantastic dining experience at Bauer Hotel, a highly recommended choice for tonight's dinner. If you're looking to mix things up, L'Osteria Le Guglie offers an enticing alternative with its varied menu. Additionally, Corner Pub is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.

If you’re not ready to end the night just yet, Al Parlamento offers a perfect venue to relax and savor a drink. Similarly, The Caffe Rosso is well-suited for those looking to unwind in a social setting. Adagio is another excellent spot to enjoy a nightcap after a delightful meal.

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.

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Day 5

Day 5

  • Venice
  • More

Drive 14 km, 31 min

  • Rialto Bridge
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • Murano
  • More

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Venice for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Venice and Murano.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming city of Venice. Your adventure starts at Rialto Bridge, a timeless local hot spot. Another notable attraction to explore is Piazza San Marco. This world-famous public square is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to St Mark's Basilica. This culturally significant church offers a fascinating experience that many visitors find memorable. Doge's Palace is also worth visiting, along with Bridge Of Sighs. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Murano. This increasingly popular handicraft store provides a fitting finale to your sightseeing.

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

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Il Mercante stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Irish Pub Venezia offers an ideal atmosphere to enjoy the pleasures of the night. Ai Stagneri is also a great option that provides a perfect setting for a relaxing evening.

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
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Drive 263 km, 3 hours 39 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • piazza della Signoria
  • More

On day 6 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 an observation deck, a church, an art gallery, a historical landmark, a public square and much more! Start your day at Piazzale Michelangelo. This romantic observation deck is a famous place to see in Venice. Then, wander over to Basilica Of Santa Croce In Florence. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Uffizi Gallery. This romantic art gallery 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, Ponte Vecchio is a wondrous spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the visually striking Piazza Della Repubblica. Take a moment to appreciate the fascinating details of this locally renowned public square. Wrap up your self-guided tour of Venice's top attractions with a visit to Piazza Della Signoria.

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.

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.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 7

Day 7

  • Florence
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Drive 223 km, 3 hours 51 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Piazza del Duomo, San Gimignano
  • SanGimignano1300
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Wake up to day 7 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!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Leaning Tower Of Pisa. This iconic monument provides an insightful glimpse into the city's identity. Next, discover Piazza Del Duomo, Pisa, a breathtaking public square, promising a delightful encounter.

Continue your sightseeing with a visit to Pisa Cathedral, a locally appreciated church. When you’re done, don’t forget to make a stop at the frequently visited Piazza Del Duomo. Round off your day at Sangimignano1300, another gem in Florence with historic features to discover.

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

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 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.

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.

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

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Day 8

Day 8

  • Florence
  • Milan
  • More

Drive 411 km, 6 hours 2 min

  • Castle of Riomaggiore
  • Riomaggiore
  • Manarola Overlook Viewpoint
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Riomaggiore and Manarola. At the end of the day, you will enjoy the comforts of a top-rated hotel in Milan, which will be your home away from home for 1 night.

Continue your journey to Manarola Overlook Viewpoint, one of the village’s most increasingly popular spots that you shouldn’t miss.

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.

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

Make sure to reserve a table at Bice Restaurant, 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 Alto Ristorante, 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 Nero 9, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

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Day 9

Day 9

  • Milan - Departure day
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  • Pinacoteca di Brera
  • More

Day 9 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 Pinacoteca Di Brera, an instagrammable art gallery before you head out.

On your last day in Italy, take time to indulge in shopping at Milan’s popular marketplace, Galleria Vittorio Emanuele II. Look for keepsakes or souvenirs to remind you of your trip. If you’re in the mood for luxury shopping, high-end stores await you.

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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