7-Day Italy Self-Drive Road Trip With Itinerary from Milan to Como, 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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Experience the freedom of the open road on an unforgettable 7-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Milan, Lenno, Ossuccio, Como, Verona, Florence, San Gimignano, and Pisa.

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 Como, 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.

As you hit the open road and drive through Milan, Lenno, Ossuccio, Como, Verona, Florence, San Gimignano, and Pisa, 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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Day1

Day 1

  • Milan - Arrival day
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  • Via Monte Napoleone
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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. 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.

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.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 7-day road trip in Italy!

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Day2

Day 2

  • Milan
  • More

Drive 4 km, 38 min

  • Sempione Park
  • Castello Sforzesco
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Brera
  • Navigli
  • More

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.

Brera is one of the highlights of today. Take your time exploring this iconic neighborhood in Milan, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city. Be sure to also visit Navigli, a neighborhood that showcases another side of Milan.

No visit to Milan is complete without Parco Sempione. This astonishing park is one of the top attractions in the city. Proceed to Sforzesco Castle Art Library, another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Galleria Vittorio Emanuele Ii. This widely recognized shopping mall is a traveler-favorite. Not far away, you’ll find Duomo Di Milano Museum, another key site on your sightseeing itinerary.

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.

For an unforgettable shopping experience, visit Via della Moscova, the top shopping destination in Milan. Browse local boutique shops and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via della Moscova has to offer, including cafes, attractions, essential services, and vibrant community activities.

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

Dine in style at Dessert Bar Milano, a top recommendation for dinner tonight. Or, for a change of pace, Radisson Blu Hotel Milan boasts a menu that's sure to impress. Also, be sure to check out Ristorante Qui Si Mangia. Known as a local hotspot, it’s a great choice for tonight in Milan.

Continue the enjoyment post-dinner at Kilburn Cocktail Bar Milano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Frida offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out The Friends Pub Milano. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

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Day3

Day 3

  • Milan
  • Como
  • More

Drive 173 km, 3 hours 38 min

  • Orrido di Bellano
  • Villa Carlotta
  • Villa del Balbianello
  • Sacro Monte della Beata Vergine del Soccorso - Ossuccio (co)
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, including Rogaro, Lenno, and Ossuccio. When you’re not sightseeing, take time to relax at your chosen hotel in Como, where you’ll be staying for 1 night.

Orrido Di Bellano is an ideal stop early in the day. This notable canyon is a must-visit in the hamlet. When you’re ready for your next discovery, continue to Villa Carlotta (lake Como), which may be one of the most noteworthy places you will experience today.

One of the best things about exploring Milan 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 Villa Del Balbianello, an underrated villa in the hamlet. If you’re up for more discoveries, don’t forget to reserve some time for Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co).

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

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

Enjoy a delicious meal at La Vita è Bella Ristorante - Insalateria, a top-rated dining destination in Como.

Round off your dining experience by visiting Fresco Cocktail Shop, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Il Cortiletto, a bar catering to every mood and preference. Bar Pinocchio likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and look forward to more memorable moments to come!

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Day4

Day 4

  • Como
  • Verona
  • More

Drive 203 km, 3 hours

  • Giusti Garden
  • Scaliger Tombs
  • piazza delle Erbe
  • Verona Arena
  • Castelvecchio Museum
  • Castelvecchio Bridge
  • 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 Verona. At the end of the day, you will retreat to the hotel of your choice in Verona, where will spend 1 night.

Experience Giusti Garden, a beloved botanical garden in the city. Then, head to Scaliger Tombs and soak in the ambiance of this standout monument.

There are many interesting places to see in Como, and when you are ready for more, go to Piazza Delle Erbe. This is one of the city’s most interesting awe-inspiring spots of interest. After exploring the public square, visit the timeless Verona Arena. Not far away, you'll also find Castelvecchio Museum. This museum is an awe-inspiring highlight in Como. Before wrapping up your self-guided sightseeing tour, head to Castelvecchio Bridge, a popular monument in the city.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Verona. Verona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Don’t miss out on dining at La Griglia, a top-rated dining destination in Verona. If you're in the mood to try something new, consider Vecio Macello, another top spot with a mouthwatering menu. You might also want to secure a reservation at Via Fama Cafè | Verona. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Verona this evening.

Continue the enjoyment post-dinner at Archivio, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, La Segreteria Café offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Grande Giove Cocktail Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

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Day5

Day 5

  • Verona
  • Florence
  • More

Drive 243 km, 3 hours 13 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • piazza della Signoria
  • 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. Florence are on today's agenda. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Look forward to a unique sightseeing adventure at the spectacular Piazzale Michelangelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Of Santa Croce In Florence, a culturally significant church that draws visitors from far and near.

Continue your journey to Uffizi Gallery, one of the city’s most widely recognized spots that you shouldn’t miss. Another great site to visit is the iconic Ponte Vecchio. When you're finished at the historical landmark, Piazza Della Signoria awaits your visit. This public square is a majestic highlight on today's itinerary.

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.

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

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. Known for great service, it’s a fantastic choice for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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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Day6

Day 6

  • Florence
  • Milan
  • More

Drive 418 km, 5 hours 42 min

  • Porta San Giovanni
  • SanGimignano1300
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including San Gimignano and Pisa. At the end of the day, you’ll unwind at one of the finest accommodations in Milan, where you'll spend 1 night.

Whatever your travel style is, Porta San Giovanni is an essential stop in Florence. This often recommended monument provides an insightful glimpse into the village's identity. Next, discover Sangimignano1300, a heritage-rich museum, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Del Duomo, Pisa, a globally renowned public square. When you’re done, don’t forget to make a stop at the world-famous Leaning Tower Of Pisa.

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.

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 Bice Restaurant, 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 Alto Ristorante, 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 Nero 9. It’s yet another ideal choice to enhance your time in Milan tonight.

Explore the vibrant nightlife at Bhangrabar after your meal, a hub for lively evenings and memorable moments. Or, head to Rufus Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Ostello Bello Grande is perfect for those looking to extend their night with a touch of local flavor.

Say good night to Milan and look forward to another great day of your road trip in Italy!

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Day7

Day 7

  • Milan - Departure day
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  • Pinacoteca di Brera
  • More

Day 7 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 standout 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.

Treat yourself to a delightful dinner at Ristorante la Brisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasticceria San Carlo? It's another excellent option with a diverse 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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