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. Marvel at the remarkable Ponte Vecchio, learn more about the unique Leaning Tower Of Pisa, and immerse yourself in the vibrant atmosphere of Piazza Del Duomo, Pisa.

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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Day 1

Day 1

  • Milan - Arrival day
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  • Via Monte Napoleone
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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 2 nights discovering what to see in Milan before embarking on the next leg of your journey.

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 Via Monte Napoleone, 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.

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.

Make sure to reserve a table at Hotel Morfeo Milano, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Contraste, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of UNAHOTELS Galles Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Nottingham Forest, a well-loved spot among locals and tourists. Or, head to Armani/bamboo Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Mag Cafe, another top-rated place in the area.

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

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Day 2

Day 2

  • Milan
  • More

Drive 4 km, 38 min

  • Sempione Park
  • Castello Sforzesco
  • Galleria Vittorio Emanuele II
  • Duomo di Milano
  • Brera
  • Navigli
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Day 2 offers an itinerary packed with the best things to see in Milan. You’ll stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

Don’t miss Brera today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Navigli, another neighborhood that adds to the charm of Milan.

Awaiting your discovery is the top-rated Parco Sempione, an idyllic park in Milan. Next, go to Sforzesco Castle Art Library.

After visiting Parco Sempione and Sforzesco Castle Art Library, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Galleria Vittorio Emanuele Ii. This masterful shopping mall offers a unique experience. Duomo Di Milano Museum is another noteworthy attraction worthwhile a visit.

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 Galleria Vittorio Emanuele II, the top shopping destination in Milan. Browse local shops and luxury stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Galleria Vittorio Emanuele II has to offer, including attractions, essential services, and vibrant community activities.

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

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Kilburn Cocktail Bar Milano, a well-loved spot among locals and tourists. Or, head to Bar Frida. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at The Friends Pub Milano, another top-rated place in the area.

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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Day 3

Day 3

  • Milan
  • Como
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Drive 173 km, 3 hours 38 min

  • Orrido di Bellano
  • Villa Carlotta
  • Villa del Balbianello
  • Sacro Monte della Beata Vergine del Soccorso - Ossuccio (co)
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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 perfect for a self-paced visit during the day. This eye-catching canyon is sure to impress. Next on your list is Villa Carlotta (lake Como), another must-visit landmark and intriguing museum renowned for its romantic features.

We also recommend visiting Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co), a curiosity-inducing church.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Como. Como 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 Como. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely dining experience at La Vita è Bella Ristorante - Insalateria, a popular restaurant in Como. This acclaimed establishment has earned the admiration of countless food lovers in the city.

Keep the excitement of the evening going by visiting a bar or two. Fresco Cocktail Shop is an excellent place to start. You could also check out Bar Il Cortiletto, offering a different kind of charm. A last recommendation for the day is Bar Pinocchio. 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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Day 4

Day 4

  • Como
  • Verona
  • More

Drive 203 km, 3 hours

  • Giusti Garden
  • Scaliger Tombs
  • piazza delle Erbe
  • Verona Arena
  • Castelvecchio Museum
  • Castelvecchio Bridge
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Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Verona. At the end of the day, you’ll unwind at one of the finest accommodations in Verona, where you'll spend 1 night.

No visit to Como is complete without Giusti Garden. This locally appreciated botanical garden is one of the top attractions in the city. Proceed to Scaliger Tombs, another must-visit attraction.

As you wander through the inviting streets of Como, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Delle Erbe. This well-known public square is a traveler-favorite. Not far away, you’ll find Verona Arena, another key site on your sightseeing itinerary. Castelvecchio Museum is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Castelvecchio Bridge and uncover why it's recognized as one of the city's most notable attractions.

When you’re done exploring for the day, you’ll drive to your hotel in Verona. 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 Verona's best restaurants.

Treat yourself to a wonderful meal at La Griglia, a top-rated dining spot in Verona. If you're in the mood for something new, try Vecio Macello, another premier location with a delectable menu. You might also want to book a table at Via Fama Cafè | Verona. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Verona.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Archivio, a well-loved spot among locals and tourists. Or, head to La Segreteria Café. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Grande Giove Cocktail Bar, another top-rated place in the area.

Relax and look forward to more memorable moments to come!

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Day 5

Day 5

  • Verona
  • Florence
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Drive 243 km, 3 hours 13 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • piazza della Signoria
  • More

Experience an unparalleled adventure on day 5 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.

Your adventure in Verona is only getting started when you visit Piazzale Michelangelo, a spectacular local hot spot. Another notable attraction to explore is Basilica Of Santa Croce In Florence. This popular church is known for its majestic appeal.

After soaking in the highlights of these sights, take some time to wander Verona's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Uffizi Gallery. This eye-catching art gallery offers a fascinating experience that many visitors find memorable. Ponte Vecchio is also worth visiting, along with Piazza Della Signoria. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

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 Florence, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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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Day 6

Day 6

  • Florence
  • Milan
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Drive 418 km, 5 hours 42 min

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

Your itinerary for day 6 of your road trip in Italy includes 2 stops and features some of the highlights of San Gimignano and Pisa. At the end of the day, enjoy the comforts of a top-rated hotel in Milan, where you'll spend 1 night.

Porta San Giovanni is must-visit monument and a great option for a daytime tour of the area. Continue your journey to Sangimignano1300, an increasingly popular museum, located just a leisurely stroll away. Next, head to Piazza Del Duomo, Pisa, a stunning public square, also available for your discovery today.

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

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

Make sure to reserve a table at Bice Restaurant, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Alto Ristorante, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Nero 9, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Bhangrabar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Rufus Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Ostello Bello Grande, which provides an inviting environment for unwinding after a busy day out.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 7

Day 7

  • Milan - Departure day
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  • Pinacoteca di Brera
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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 history-steeped art gallery before you head out.

Take some time to indulge in shopping at Milan’s popular marketplace, Via della Moscova. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces. Wrap up your shopping with a drink and some pastries at a cozy cafe.

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 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. And don’t miss UNAHOTELS Cusani Milano.

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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