Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice

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Milan Cathedral, Duomo di Milano, and Piazza Duomo square in the Milan city center, Italy
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.
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice
Relaxed 7-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice
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Embark on this 7-day relaxed road trip in Italy, as Milan, Monza, Venice, Campalto, and Lido welcome you with stunning sights, fun activities, and the freedom of a laid-back self-drive holiday!

Travel freely with this relaxed self-drive package in Italy, designed for comfort and exploration. Spend 3 nights in Milan and 3 nights in Venice, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Italy.

Your journey starts in Milan, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 7-day relaxed road trip in Italy to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Italy already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Piazza San Marco and soak in the atmosphere of the magnificent Rialto Bridge.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Italy road trip itinerary for 7 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Italy.

If you want to make your 7-day relaxed self-drive tour in Italy even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Italy includes 6 nights in comfortable hotels, a rental car for 7 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 7-day relaxed self-drive road trip in Italy today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65
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Day1

Day 1

  • Milan - Arrival day
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  • Via Monte Napoleone
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Your relaxed road trip through Italy starts when you reach the incredible city of Milan, where you'll stay for 2 nights. You'll pick up your rental car in Milan and begin your adventure in Italy.

Milan is a beautiful city with plenty to discover. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. Make yourself at home and unwind 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 delightful dinner at Hotel Morfeo Milano, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Contraste? It's another excellent option with a diverse menu. Consider reserving a table at UNAHOTELS Galles Milano as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Following your dinner, dive into the local bar culture at Nottingham Forest. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Armani/bamboo Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Mag Cafe provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast as you look back on the highlights of today’s relaxed road trip in Italy. Enjoy your first taste of Milan as you soak in the city’s unique vibe.

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Day2

Day 2

  • Milan
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Drive 4 km, 39 min

  • Pinacoteca di Brera
  • Castello Sforzesco
  • Sempione Park
  • Brera
  • Navigli
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Day 2 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.

Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Make sure to visit Brera, a popular neighborhood in Milan. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner. You can also explore Navigli today, a neighborhood that’s well worth a visit.

Visiting Pinacoteca Di Brera is always a good idea. This locally renowned art gallery is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the picture-perfect wonders of Sforzesco Castle Art Library, a must-see castle 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 Parco Sempione. This spectacular park offers an enriching experience.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Milan. There are so many fun and eye-opening activities to try out in Milan that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Milan to find the best options for you!

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Milan.

Experience a symphony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enrico Bartolini al Mudec delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Seta by Antonio Guida, acclaimed for its delectable international and contemporary specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Il Luogo Aimo e Nadia, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and modern cuisine in the city.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

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.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

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Day3

Day 3

  • Milan
  • Monza
  • Venice
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Drive 280 km, 3 hours 38 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Piazza Gae Aulenti
  • Parco di Monza
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Day 3 of your leisurely self-drive tour in Italy offers another chance for an in-depth travel experience. On this refreshing new day, you’ll travel from Milan and continue your relaxed road trip adventure in Monza and Venice. You’ll stay in Venice for 3 nights.

Duomo Di Milano Museum brings Milan's character to life. This enchanting church is a highlight of any visit in the city. Then, enjoy Galleria Vittorio Emanuele Ii, another history-steeped attraction that never fails to captivate visitors. Next, head over to La Scala, one of the city’s most popular attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Gae Aulenti. This picture-perfect public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Monza. Expect your car journey to take a minimum of 29 min. When you arrive in Monza, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Monza Park, an interesting park that everyone visiting Monza should see.

After a day of exploration, relax at one of the top hotels or accommodations in Venice. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Italy.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Prepare for an extraordinary culinary adventure in Venice by booking a table at Local, a 1-star Michelin restaurant that boasts an exceptional contemporary menu. For a different flavor experience, head to Wistèria, renowned for its delectable contemporary and venetian dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Quadri, a local gem known for its delightful modern cuisine in Venice. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Hang out and unwind at some of the top bars in Venice.

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

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

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Day4

Day 4

  • Venice
  • Campalto
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Drive 16 km, 37 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Parco San Giuliano
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On day 4 of your relaxed road trip in Italy, you’ll start your self-paced adventure in Venice and visit amazing attractions in Venice and Campalto, just outside the city. You still have 2 nights left in Venice, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Start your day at Bridge Of Sighs. This majestic monument is a captivating place to see in Venice. Then, wander over to Doge's Palace. If UNESCO world heritage-listed sites excite you, this palace will be right up your alley. Nearby, you’ll also find St Mark's Basilica. This majestic church 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, Piazza San Marco is a globally renowned spot in the city that will captivate you with its unique charm.

Continue your road trip and head to your next destination, Campalto. This car ride takes around 9 min.

When you're ready for some sights, head to Parco San Giuliano, an up-and-coming park in Campalto. Explore its idyllic features at your own pace before you continue your journey.

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

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Venice, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely meal at Generator Venice, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Nevodi is another top choice with a popular menu. You could also check for a table at Ristorante La Piazza. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Venice tonight.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Venice. The bars in Venice make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

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.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day5

Day 5

  • Venice
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Drive 9 km, 1 hour 52 min

  • Venetian Arsenal
  • Rialto Bridge
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
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Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Lido. You’ll go sightseeing at famous attractions in Lido. In the evening, you will experience one of the most popular dining spots in the town. So buckle up and prepare to be blown away by Lido!

Venetian Arsenal is perfect for a self-paced visit during the day. This awe-inspiring historical landmark is sure to impress. Next on your list is Rialto Bridge, another must-visit landmark and timeless historical landmark renowned for its visually striking features.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Peggy Guggenheim Collection. This romantic art gallery is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Santa Maria Della Salute, a beloved church.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Exploring new places makes you hungry. Luckily, Venice has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Make sure to reserve a table at Osteria Alla Staffa, 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 Bistrot de Venise, 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 Corte Sconta, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Venice. The bars in Venice make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Dolce Vita Venezia, known for its inviting atmosphere. Tarnowska's American Bar is another great option if you’re looking for a place to get the night started. Similarly, Bar All'angolo provides a great setting to enjoy the night away.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Italy.

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Day6

Day 6

  • Venice
  • Milan
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Drive 267 km, 3 hours 14 min

  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Basilica S.Maria Gloriosa dei Frari
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Day 6 of your easy, relaxed road trip through Italy lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Venice. By evening, drive toward the Milan, where you’ll stay at a top-rated hotel of your choice for 1 night.

Experience Palazzo Contarini Del Bovolo, a captivating palace in the city. Then, head to Teatro La Fenice and soak in the ambiance of this romantic opera house.

There are many interesting places to see in Venice, and when you are ready for more, go to Santa Maria Gloriosa Dei Frari. This is one of the city’s most increasingly popular stunning spots of interest.

In Milan, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Italy.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Milan.

Have a fantastic dining experience at Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu. Additionally, Nero 9 is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

After dinner, it’s time to fall in love with the amazing nightlife in Milan and unwind at some of the best bars in the city.

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

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day7

Day 7

  • Milan - Departure day
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  • Corso Vittorio Emanuele II
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Day 7 of your relaxed road trip in Italy is your departure day. If you’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed day in Milan.

For a last-minute shopping spree in Milan, Via della Moscova is nearby. Enjoy a variety of retail stores, dining options, and essential services in one convenient location. Browse through boutiques to find unique and stylish fashion pieces to take home. When you need a break, visit a cafe and relax with a cup of coffee or tea.

At the top of the list of places to visit today is Corso Vittorio Emanuele II, a street 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.

Over a good meal, take a moment to unwind and reflect on the past 7 days of your relaxed road trip. Savor one last traditional dish in Milan, or keep it light with a quick bite before you go.

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.

Give yourself enough time to wave goodbye to Milan and begin your journey home. The unforgettable experiences you’ve collected along your 7-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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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.
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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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