14-Day Italy Self-Drive Road Trip With Itinerary from Bolzano to Verona, Venice, Florence, and Milan

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photo of view of Waltherplatz or Piazza Walther Von der Vogelweide is the main square in Bolzano city in South Tyrol, Italy.
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Explore the best of Italy on a remarkable 14-day road trip! Combine exploration with relaxation on a self-drive tour featuring Bolzano, Verona, Venice, Florence, Pisa, Riomaggiore, Manarola, Corniglia, Milan, Sirmione, Malcesine, and Sant'Alessandro.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Bolzano, 2 nights in Verona, 2 nights in Venice, 5 nights in Florence, and 1 night in Milan. 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 Bolzano, 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 Bolzano, Verona, Venice, Florence, Pisa, Riomaggiore, Manarola, Corniglia, Milan, Sirmione, Malcesine, and Sant'Alessandro, 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
Drop-off: 10:00

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Day 1

Day 1

  • Bolzano - Bozen - Arrival day
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  • Waltherplatz
  • More

Say hello to Bolzano! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Bolzano for 2 nights before you continue your adventure!

Bolzano 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.

Find your way to your hotel in Bolzano. 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 Bolzano, it's often a good idea to reserve a table in advance.

Raise a toast to the start of your 14-day road trip in Italy!

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Day 2

Day 2

  • Bolzano - Bozen
  • More

Drive 19 km, 49 min

  • Funivia del Colle
  • South Tyrol Archeological Museum
  • Messner Mountain Museum Firmian
  • More

On day 2 of your road trip, you’ll start and end your day in Bolzano, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Bolzano and Ponte d'Adige - Sigmundskron.

When you’re done exploring for the day, you’ll return to Bolzano and your accommodation.

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

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

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Day 3

Day 3

  • Bolzano - Bozen
  • Verona
  • More

Drive 157 km, 2 hours 27 min

  • Saint Bernardino
  • Basilica di San Zeno Maggiore
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • Porta Borsari
  • Verona Arena
  • More

Dive into day 3 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 2 nights.

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.

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

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
  • More

Drive 4 km, 42 min

  • piazza delle Erbe
  • piazza dei Signori
  • Scaliger Tombs
  • Verona Cathedral
  • Ponte Pietra
  • Giusti Garden
  • More

Day 4 offers an itinerary packed with the best things to see in Bolzano. You’ll stay in Verona for 1 night more, offering you enough time to explore at a relaxed pace.

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.

Verona 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 Verona.

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 5

Day 5

  • Verona
  • Venice
  • More

Drive 126 km, 2 hours 6 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Rialto Bridge
  • 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 Venice. At the end of the day, you will retreat to the hotel of your choice in Venice, where will spend 2 nights.

At the end of the day, you will drive to Venice, 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 Venice, it's often a good idea to reserve a table in advance.

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

  • Venice
  • More

Drive 5 km, 48 min

  • Grand Canal
  • San Barnaba, Venice
  • Ca' Rezzonico
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
  • Punta della Dogana - Pinault Collection
  • More

You have 1 night left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

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.

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

Relax and look forward to more memorable moments to come!

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Day 7

Day 7

  • Venice
  • Florence
  • More

Drive 258 km, 3 hours 12 min

  • Basilica of Santa Maria Novella
  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 5 nights.

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

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

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Day 8

Day 8

  • Florence
  • More

Drive 6 km, 1 hour 32 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Cathedral of Santa Maria del Fiore
  • Central Market
  • Galleria dell'Accademia
  • David
  • More

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 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.

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

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Day 9

Day 9

  • Florence
  • More

Drive 198 km, 3 hours

  • Piazza del Duomo, Pisa
  • Campo santo
  • Pisa Cathedral
  • Angelo Caduto
  • Leaning Tower of Pisa
  • Knights' Square
  • More

On day 9 of your road trip, you’ll start and end your day in Florence, where you have 3 nights left to stay.

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

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

Florence 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 Florence.

Relax and look forward to more memorable moments to come!

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Day 10

Day 10

  • Florence
  • More

Drive 339 km, 4 hours 41 min

  • Riomaggiore
  • Castle of Riomaggiore
  • Church of San Giovanni Battista of Riomaggiore
  • More

On day 10 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you still have 2 nights to spend in Florence, there’s no need to rush. Experience Riomaggiore to the fullest today with this curated day itinerary.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

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

Savor another day of unforgettable experiences in Italy!

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Day 11

Day 11

  • Florence
  • More

Drive 363 km, 5 hours 10 min

  • Presepe di Manarola
  • Manarola Overlook Viewpoint
  • Cinque Terre National Park
  • More

Wake up to day 11 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Manarola and Corniglia. With 1 night to stay in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 12

Day 12

  • Florence
  • Milan
  • More

Drive 310 km, 4 hours 10 min

  • Arch of Peace
  • Castello Sforzesco
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • More

On day 12 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Milan are on today's agenda. In the evening, you’ll end up in Milan, where you will stay for 1 night.

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.

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.

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

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Day 13

Day 13

  • Milan
  • Bolzano - Bozen
  • More

Drive 320 km, 5 hours 13 min

  • Beach brema Sirmione
  • Castello di Sirmione
  • Castle of Malcesine
  • Forte Garda
  • More

Your itinerary for day 13 of your road trip in Italy includes 3 stops and features some of the highlights of Sirmione, Malcesine, and Sant'Alessandro. At the end of the day, enjoy the comforts of a top-rated hotel in Bolzano, where you'll spend 1 night.

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

Bolzano 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 Bolzano.

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

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Day 14

Day 14

  • Bolzano - Bozen - Departure day
  • More
  • Franciscan Monastery
  • More

Day 14 of your road trip in Italy is your departure day. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation.

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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How it works

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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.
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.

We guarantee

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

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