6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence

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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.
6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence
6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Venice and Florence
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Experience the freedom of the open road on an unforgettable 6-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Milan, Verona, Venice, Florence, San Gimignano, Pisa, and Monterosso al Mare.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 2 nights in Milan, 1 night 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 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.

As you hit the open road and drive through Milan, Verona, Venice, Florence, San Gimignano, Pisa, and Monterosso al Mare, 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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Day1

Day 1

  • Milan - Arrival day
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  • Brera
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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 1 night discovering what to see in Milan before embarking on the next leg of your journey.

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.

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 central location for easy access to key areas 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.

Don’t miss out on dining at Hotel Morfeo Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Contraste, another top spot with a mouthwatering menu. You might also want to secure a reservation at UNAHOTELS Galles Milano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

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 6-day road trip in Italy!

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Day2

Day 2

  • Milan
  • Verona
  • Venice
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Drive 279 km, 4 hours 1 min

  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Verona Arena
  • piazza delle Erbe
  • Ponte Pietra
  • Rialto Bridge
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Verona and Venice. At the end of the day, you’ll unwind at one of the finest accommodations in Venice, where you'll spend 1 night.

Throughout the day, make sure to take breaks to appreciate the surroundings.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Verona. Your travel time is around 2 hours 4 min.

Spend your afternoon discovering Castelvecchio Museum, a locally renowned museum known for its historic features. Next, continue your sightseeing at Castelvecchio Bridge, an interesting monument.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Verona Arena and uncover the details of this enchanting stadium. Make sure to also explore Piazza Delle Erbe, a captivating public square. For your last stop, consider Ponte Pietra, a visually striking historical landmark that many travelers find worth the detour.

Fasten your seatbelt and make your way to your next stop — Venice, home to many well-known sights in the region. Keep in mind that your travel time from Verona to Venice may take around 1 hour 25 min without traffic disruptions. Upon arrival in Venice, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in Venice is Rialto Bridge, a world-famous historical landmark that draws attention for its romantic features.

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

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

Treat yourself to a delicious dinner at Bauer Hotel, an excellent option for tonight's dining. Looking for something different? L'Osteria Le Guglie offers a tantalizing alternative with its diverse menu. And don’t miss Corner Pub. Known for great service, it’s a fantastic choice for tonight in Venice.

Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, The Caffe Rosso provides a perfect setting for rounding out your night with style and great drinks. Likewise, Adagio offers a memorable night with diverse drink options and excellent service.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

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Day3

Day 3

  • Venice
  • Florence
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Drive 260 km, 3 hours 15 min

  • Palazzo Contarini del Bovolo
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

Your itinerary for day 3 of your road trip in Italy includes 1 stop and features some of the highlights of Venice. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 2 nights.

Palazzo Contarini Del Bovolo brings Venice's character to life. This history-steeped palace is a highlight of any visit in the city. Then, enjoy Piazza San Marco, another enchanting attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most captivating attractions, known for its inviting features.

If you’re looking for more, spend time soaking in the atmosphere of Doge's Palace. This visually striking palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Bridge Of Sighs, a popular monument, and take a stroll around the area.

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

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

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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

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

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Day4

Day 4

  • Florence
  • San Gimignano
  • More

Drive 119 km, 2 hours 34 min

  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • SanGimignano1300
  • More

On day 4 of your road trip, you’ll start and end your day in Florence, where you have 1 night left to stay.

One of the most widely recognized attractions included on the itinerary is Cathedral Of Santa Maria Del Fiore. This enchanting church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Della Signoria and learn what makes this history-steeped public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This widely recognized art gallery is a highlight in Florence. As your day continues, stop by Basilica Of Santa Croce In Florence, known for its monumental features.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of San Gimignano. Your travel time is around 1 hour 3 min.

Set out on a self-guided sightseeing tour at Sangimignano1300 and explore the heritage-rich features.

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 a true cultural experience.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that consistently gains high praises from customers, it’s an ideal choice 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 recharge in preparation for another adventurous day in Italy!

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Day5

Day 5

  • Florence
  • Pisa
  • Monterosso al Mare
  • Milan
  • More

Drive 459 km, 6 hours 8 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Parrocchia di S. Giovanni Battista
  • More

On day 5 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Pisa and Monterosso al Mare are on today's agenda. In the evening, you’ll end up in Milan, where you will stay for 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 18 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in Pisa is Leaning Tower Of Pisa, an iconic monument that draws attention for its remarkable features. Spend some time soaking in the atmosphere before continuing to Piazza Del Duomo, Pisa, an UNESCO world heritage-listed public square that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Pisa Cathedral, an increasingly popular church that offers a unique experience.

Monterosso al Mare’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pisa behind. This drive usually takes around 1 hour 33 min. Monterosso al Mare welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Parrocchia Di S. Giovanni Battista, an intriguing church known for its instagrammable features.

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.

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.

Have a fantastic dining experience at Dessert Bar Milano, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Radisson Blu Hotel Milan offers an enticing alternative with its varied menu. Additionally, Ristorante Qui Si Mangia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

Unwind after your meal by stepping into Kilburn Cocktail Bar Milano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Frida offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook The Friends Pub Milano, another top-rated bar in the area.

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

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Day6

Day 6

  • Milan - Departure day
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  • Duomo di Milano
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Day 6 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, begin at Duomo Di Milano Museum. This globally renowned church is a hotspot among locals.

For a shopping spree in Milan, we recommend the lively Galleria Vittorio Emanuele II. Here, you'll find a range of shops you can browse for some souvenir shopping. You can also explore high-end shops for luxury items.

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

If you're in the mood to try something new, consider Alto Ristorante, another top spot with a mouthwatering menu.

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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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.
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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Your trip is protected, personalized, and priced right. No surprises, no stress.

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