5-Day Italy Self-Drive Road Trip With Itinerary from Venice traveling west to Milan and Florence

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Escape the ordinary with this exciting 5-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 2 nights in Venice, 1 night in Milan, and 1 night 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 Venice, 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 Ponte Vecchio, and immerse yourself in the vibrant atmosphere of Galleria Vittorio Emanuele Ii.

As you hit the open road and drive through Venice, Milan, Bologna, and Florence, 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
Rialto Bridge
Piazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of Sighs
Duomo di MilanoGalleria Vittorio Emanuele IISempione ParkDucati Museum
piazza della SignoriaPonte VecchioCathedral of Santa Maria del Fiorepiazzale Michelangelo
Cannaregio

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Day 1

Day 1

  • Venice - Arrival day
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  • Rialto Bridge
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Your road trip adventure in Italy begins as soon as you reach Venice and pick up your car. You’ll stay in Venice for 1 night and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Venice 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 Rialto Bridge, 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 Venice. 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 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.

After enjoying a fulfilling meal, continue your evening at Al Parlamento, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Caffe Rosso offers a welcoming atmosphere for easing into the nightlife. Similarly, Adagio provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Venice
  • Milan
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Drive 266 km, 3 hours 14 min

  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Venice. 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.

Brace yourself for today’s incredible lineup of attractions in Venice, featuring fun adventures, romantic experiences, and scenic views. Start at Piazza San Marco, a world-famous public square in the city. Then, head to St Mark's Basilica and soak in the ambiance of this visually striking church.

There are many interesting places to see in Venice, and when you are ready for more, go to Doge's Palace. This is one of the city’s most locally renowned visually striking spots of interest. After exploring the palace, visit the popular Bridge Of Sighs.

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

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

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

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.

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

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Day 3

Day 3

  • Milan
  • Florence
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Drive 322 km, 4 hours 11 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Sempione Park
  • Ducati Museum
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Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Milan and Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most timeless attractions included on the itinerary is Duomo Di Milano Museum. This visually striking church will help you start your sightseeing on top. Then, take a leisurely stroll to Galleria Vittorio Emanuele Ii and learn what makes this romantic shopping mall unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the widely recognized Parco Sempione. After exploring the park, head to Ducati Museum. This locally appreciated museum is a highlight in Milan.

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

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 4

Day 4

  • Florence
  • Venice
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Drive 264 km, 3 hours 21 min

  • piazza della Signoria
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • piazzale Michelangelo
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Dive into day 4 of your remarkable road trip in Italy. Today you will explore Florence, 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 1 night.

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Piazza Della Signoria, a spectacular public square that is worthwhile a visit in the city. Nearby, you’ll find Ponte Vecchio, enchanting visitors with its visually striking appeal. Continue your exploration at Cathedral Of Santa Maria Del Fiore. This church is one of the city’s most famous 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 Piazzale Michelangelo.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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 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.

Have a memorable dining experience in Venice by booking a table at Local, renowned as a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary and venetian cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Quadri is known as a top local spot for its delicious modern cuisine in Venice. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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

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

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Day 5

Day 5

  • Venice - Departure day
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  • Cannaregio
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Day 5 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Venice before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

One of the best things to do on your last day is to explore Cannaregio, a neighborhood that captures the true essence of Venice. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Make the most of your final day in Italy by visiting Venice’s iconic markets and shopping establishments in the buzzing Rialto Market. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

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

You’ll then say farewell to Venice. 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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