6-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Verona and Florence

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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.
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Explore the best of Italy on a remarkable 6-day road trip! Combine exploration with relaxation on a self-drive tour featuring Milan, Verona, Florence, and Siena.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Milan, 1 night in Verona, 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 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. Duomo Di Milano Museum and Verona Arena are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Ponte Vecchio, learn more about the unique Galleria Vittorio Emanuele Ii, and immerse yourself in the vibrant atmosphere of Piazzale Michelangelo.

As you hit the open road and drive through Milan, Verona, Florence, and Siena, 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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Pick-up: 10:00
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Day 1

Day 1

  • Milan - Arrival day
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  • Corso Vittorio Emanuele II
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Your road trip adventure in Italy begins as soon as you reach Milan and pick up your car. You’ll stay here for 2 nights and explore what to see in Milan, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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 Corso Vittorio Emanuele II, a must-see street, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Milan. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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 dining experience at Hotel Morfeo Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Contraste, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated UNAHOTELS Galles Milano. It’s yet another ideal choice to enhance your time in Milan tonight.

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 to the start of your 6-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
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Day 2 of your road trip across Italy promises a magnificent time exploring what to see in Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

One of the most iconic spots you can visit today is Brera. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby. You can also explore Navigli, a neighborhood that offers a glimpse into local life and culture.

Start your day at Parco Sempione. This majestic park is a spectacular 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 enchanting 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 an iconic spot in the city that will captivate you with its unique charm.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 dining experience at Dessert Bar Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Radisson Blu Hotel Milan, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Qui Si Mangia. It’s yet another ideal choice to enhance your time in Milan tonight.

Continue your lively evening at Kilburn Cocktail Bar Milano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Frida is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, The Friends Pub Milano ensures a night out tailored to your taste.

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

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Day 3

Day 3

  • Milan
  • Verona
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Drive 165 km, 2 hours 51 min

  • Giusti Garden
  • Ponte Pietra
  • piazza delle Erbe
  • Verona Arena
  • Castelvecchio Museum
  • Castelvecchio Bridge
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Your itinerary for day 3 of your road trip in Italy includes 1 stop and features some of the highlights of Verona. At the end of the day, enjoy the comforts of a top-rated hotel in Verona, where you'll spend 1 night.

Make time for Giusti Garden, an up-and-coming botanical garden that is worthwhile a visit in the city. Nearby, you’ll find Ponte Pietra, enchanting visitors with its majestic appeal. Continue your exploration at Piazza Delle Erbe. This public square is one of the city’s most interesting 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 Verona Arena. After exploring the stadium, head to the captivating Castelvecchio Museum. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Castelvecchio Bridge, a place of visually striking interest in Milan.

At the end of the day, you will drive to Verona, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Make sure to reserve a table at La Griglia, an iconic dining spot in Verona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Vecio Macello, a popular restaurant in Verona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Via Fama Cafè | Verona, a hidden gem nestled in Verona. 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 Archivio, a prime destination for a thrilling night out. Also, don’t forget to check out La Segreteria Café, a bar that offers unique local touches. Likewise, Grande Giove Cocktail Bar provides an excellent alternative for a fun evening.

Head back to your accommodation in Verona and get some rest to prepare for another magical day of your road trip in Italy.

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Day 4

Day 4

  • Verona
  • Florence
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Drive 242 km, 3 hours 27 min

  • David
  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • piazza della Signoria
  • 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 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 1 night.

Experience David, a well-known statue in the city. Then, head to Piazzale Michelangelo and soak in the ambiance of this enchanting observation deck.

There are many interesting places to see in Verona, and when you are ready for more, go to Basilica Of Santa Croce In Florence. This is one of the city’s most well-known photogenic spots of interest. After exploring the church, visit the astonishing Uffizi Gallery. Not far away, you'll also find Ponte Vecchio. This historical landmark is a history-steeped highlight in Verona. Before wrapping up your self-guided sightseeing tour, head to Piazza Della Signoria, an extraordinary public square in the city.

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.

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

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 5

Day 5

  • Florence
  • Milan
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Drive 443 km, 5 hours 23 min

  • Palazzo Salimbeni
  • piazza del Campo
  • Pubblico Palace
  • Siena Cathedral
  • More

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

No visit to Florence is complete without Palazzo Salimbeni. This worthwhile palace is one of the top attractions in the city. Proceed to Piazza Del Campo, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Pubblico Palace. This worthwhile palace is a traveler-favorite. Not far away, you’ll find Siena Cathedral, another key site on your sightseeing itinerary.

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

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 enjoying a fulfilling meal, continue your evening at Bhangrabar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Rufus Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Ostello Bello Grande provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 6

Day 6

  • Milan - Departure day
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  • Pinacoteca di Brera
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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, we recommend visiting Pinacoteca Di Brera, a history-steeped art gallery before you head out.

For a last-minute shopping spree in Milan, Quadrilatero della Moda 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. Explore high-end stores offering an exquisite selection of 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 eager to try something different, consider Pasticceria San Carlo, another top spot with a tantalizing 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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