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

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Escape the ordinary with this exciting 9-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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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Say hello to Milan! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Milan for 2 nights before you continue your adventure!

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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. Make yourself at home and enjoy some downtime before heading 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 Milan, it's often a good idea to reserve a table in advance.

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

Let the evening flow smoothly from dinner to drinks at Nottingham Forest, a top-rated bar in the area. For other recommendations, Armani/bamboo Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Mag Cafe offers a memorable night with diverse drink options and excellent service.

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.

Get ready to discover some of the most iconic wonders in Milan, including a park, a castle, a shopping mall, a church and much more! Start your day at Parco Sempione. This eye-catching park is an astonishing place to see in Milan. Then, wander over to Sforzesco Castle Art Library. If respected sites excite you, this castle will be right up your alley. Nearby, you’ll also find Galleria Vittorio Emanuele Ii. This visually striking shopping mall is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Duomo Di Milano Museum is a globally renowned spot in the city that will captivate you with its unique charm.

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.

Bring home unique finds from Milan's bustling shopping hub, Via della Moscova. Enjoy a leisurely exploration of unique boutiques and stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Via della Moscova offers plenty of options, including cafes, primary services, unique landmarks, and community events.

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

Treat yourself to a delightful dinner at Dessert Bar Milano, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Radisson Blu Hotel Milan? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Qui Si Mangia 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 Kilburn Cocktail Bar Milano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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
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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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Lenno, Ossuccio, 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 day at Orrido Di Bellano. This mesmerizing canyon is a locally renowned place to see in Milan. Then, wander over to Villa Del Balbianello. Nearby, you’ll also find Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co). This history-steeped church is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Greenway Del Lago Di Como is a beloved spot in the village that will captivate you with its unique charm.

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

Treat yourself to a wonderful meal at La Vita è Bella Ristorante - Insalateria, a top-rated dining spot in Como.

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

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

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Day 4

Day 4

  • Como
  • Venice
  • More

Drive 319 km, 4 hours 12 min

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Verona, 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 Venice. You’ll stay here for 2 nights.

Como is brimming with adventures. Today’s wonderful stops include a museum, a monument, a stadium, a historical landmark, a public square and much more! Begin your sightseeing adventure at the captivating Castelvecchio Museum and allow yourself time to explore. Just a short distance away you'll find your next stop, Castelvecchio Bridge, a romantic monument that draws visitors from far and near.

Continue your journey to Verona Arena, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the underrated Porta Borsari. When you're finished at the historical landmark, Piazza Delle Erbe awaits your visit. This public square is a visually striking highlight on today's itinerary. Last up is a monument - the often recommended Scaliger Tombs.

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

Dine in style at Bauer Hotel, a top recommendation for dinner tonight. Or, for a change of pace, L'Osteria Le Guglie boasts a menu that's sure to impress. Also, be sure to check out Corner Pub. Known as a local hotspot, it’s a great choice for tonight in Venice.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Caffe Rosso, a bar catering to every mood and preference. Adagio likewise offers a unique atmosphere, perfect for a memorable night out.

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

Wake up to day 5 of your extraordinary road trip in Italy. With 1 night left in Venice, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today, you'll explore some of the most beautiful places in Venice, including a historical landmark, a public square, a church, a palace, a monument, a handicraft store and much more! Start your day with a visit to Rialto Bridge. This timeless historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza San Marco, which may be one of the most majestic places you will experience today.

One of the best things about exploring Venice on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to St Mark's Basilica, a captivating church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Doge's Palace and Bridge Of Sighs. End your day with a visit to Murano, an often recommended handicraft store that’s sure to leave a lasting impression.

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

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

Make sure to reserve a table at Generator Venice, 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 Nevodi, 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 Ristorante La Piazza, 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 Il Mercante, a great choice for enjoying the after-dinner hours with a drink. You could also go to The Irish Pub Venezia, which offers a similarly pleasant setting and great drinks. Another option is Ai Stagneri, which provides an inviting environment for unwinding after a busy day out.

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

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Today’s itinerary in Venice covers several incredible sights, including an observation deck, a church, an art gallery, a historical landmark, a public square and much more! Start your adventure at Piazzale Michelangelo. This impressive observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the instagrammable wonders of Basilica Of Santa Croce In Florence, a must-see church in the city.

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 Uffizi Gallery. This famous art gallery offers an enriching experience. For a change of pace, head to Ponte Vecchio, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Piazza Della Repubblica and Piazza Della Signoria. These sights offer a fulfilling end to a perfect day.

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

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 evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

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 7

Day 7

  • Florence
  • More

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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Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence 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 Pisa and San Gimignano.

Florence is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Leaning Tower Of Pisa, a globally renowned monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its picture-perfect appeal. Continue your exploration at Pisa Cathedral. This church is one of the city’s most underrated spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Del Duomo. After exploring the public square, head to the locally appreciated Sangimignano1300.

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

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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.

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

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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

On day 8 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 Riomaggiore and Manarola. In the evening, you’ll end up in Milan, where you will stay for 1 night.

Begin your adventure at Castle Of Riomaggiore. This is an underrated castle you should not miss. Another must-see is Riomaggiore, an up-and-coming point of interest in Florence.

When you’re ready for the next sight, head to Manarola Overlook Viewpoint.

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.

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

Enjoy a delicious meal at Bice Restaurant, a highly-rated dining destination in Milan. If you're eager to try something different, consider Alto Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

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

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

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Day 9

Day 9

  • Milan - Departure day
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  • Pinacoteca di Brera
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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, a respected art gallery before you head out.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. Take a break with a cup of coffee or tea while savoring the local vibe in a coffee shop.

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

Treat yourself to a delicious dinner at Ristorante la Brisa, an excellent option for tonight's dining. Looking for something different? Pasticceria San Carlo offers a tantalizing alternative with its diverse menu. And don’t miss UNAHOTELS Cusani Milano.

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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