Travel packages in Italy

Road trips in Italy

14-Day Italy Self-Drive Road Trip With Itinerary from Venice to Bolzano, Milan, Florence, Bologna, and Trieste and surrounding area

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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 Venice, Lido, Rabland - Rablà, Merano, Bolzano, Marèo - Enneberg - Marebbe, Prags - Braies, Sexten - Sesto, Sëlva - Wolkenstein - Selva di Val Gardena, Urtijëi, Milan, Pisa, Florence, Verona, Bologna, Udine, Aquileia, Trieste, Lignano Sabbiadoro, Duino / Devin, Borgo Grotta Gigante / Briščiki, and Miramare / Miramar.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 4 nights in Venice, 2 nights in Bolzano, 1 night in Milan, 2 nights in Florence, 1 night in Bologna, and 3 nights in Trieste. 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 Venice, 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 Venice, Lido, Rabland - Rablà, Merano, Bolzano, Marèo - Enneberg - Marebbe, Prags - Braies, Sexten - Sesto, Sëlva - Wolkenstein - Selva di Val Gardena, Urtijëi, Milan, Pisa, Florence, Verona, Bologna, Udine, Aquileia, Trieste, Lignano Sabbiadoro, Duino / Devin, Borgo Grotta Gigante / Briščiki, and Miramare / Miramar, 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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Day 1

Venice - Arrival day
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Rialto Bridge
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Your road trip adventure in Italy begins as soon as you reach Venice and pick up your car. You’ll stay here for 3 nights and explore what to see in Venice, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Venice 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 Venice. 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 Venice, 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!

Day 2

Venice
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Drive 3 km, 40 min

Venetian Arsenal
Bridge of Sighs
Doge's Palace
St Mark's Basilica
Piazza San Marco
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You have 2 nights 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.

Venice 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 Venice.

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

Day 3

Venice
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Drive 7 km, 1 hour 29 min

Giardini della Biennale
Gallerie dell'Accademia
Peggy Guggenheim Collection
Santa Maria della Salute
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Throughout the day, make sure to take breaks to appreciate the surroundings.

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 recharge in preparation for another adventurous day in Italy!

Day 4

Venice
Bolzano - Bozen
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Drive 343 km, 4 hours 3 min

Eisenbahnwelt - Mondo Treno
Castello Principesco
Laubengasse
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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 2 places, which are Rabland - Rablà and Merano. At the end of the day, you will retreat to the hotel of your choice in Bolzano, where will spend 2 nights.

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

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.

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.

Day 5

Bolzano - Bozen
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Drive 290 km, 5 hours 14 min

Parco Naturale di Fanes-Sennes-Braies
Pragser Wildsee
Parco Naturale Tre Cime
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Wake up to day 5 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Marèo - Enneberg - Marebbe, Prags - Braies, and Sexten - Sesto. With 1 night to stay in Bolzano, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

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

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

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

Day 6

Bolzano - Bozen
Milan
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Drive 361 km, 4 hours 58 min

Cable cars Ciampinoi
Col Raiser
Museum Gherdëina
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Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 3 destinations, including Sëlva - Wolkenstein - Selva di Val Gardena, Plan da Tieja, and Urtijëi. At the end of the day, you’ll unwind at one of the finest accommodations in Milan, where you'll spend 1 night.

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.

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.

Raise your glass to another unforgettable day in Italy!

Day 7

Milan
Florence
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Drive 383 km, 5 hours 16 min

Galleria Vittorio Emanuele II
Sempione Park
Piazza del Duomo, Pisa
Leaning Tower of Pisa
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Your itinerary for day 7 of your road trip in Italy includes 2 stops and features some of the highlights of Milan and Pisa. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, 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 Florence. Florence 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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Savor another day of unforgettable experiences in Italy!

Day 8

Florence
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Drive 4 km, 1 hour 6 min

Cathedral of Santa Maria del Fiore
piazza della Signoria
Ponte Vecchio
Uffizi Gallery
piazzale Michelangelo
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Day 8 offers an itinerary packed with the best things to see in Venice. You’ll stay in Florence 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.

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.

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.

Day 9

Florence
Bologna
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Drive 380 km, 4 hours 51 min

Verona Arena
Porta Borsari
piazza delle Erbe
Ponte Pietra
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On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Verona. When you’re not sightseeing, take time to relax at your chosen hotel in Bologna, where you’ll be staying for 1 night.

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

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

Day 10

Bologna
Triest
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Drive 361 km, 4 hours 36 min

Udine Castle
piazza Libertà
Piazza Giacomo Matteotti
Basilica of Our Lady of the Assumption, St. Hermagoras and St. Fortunatus
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On day 10 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Udine and Aquileia are on today's agenda. In the evening, you’ll end up in Trieste, where you will stay for 3 nights.

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

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

Relax and look forward to more memorable moments to come!

Day 11

Triest
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Drive 199 km, 2 hours 56 min

Aquasplash - Water Park
Parco Hemingway
Doggy Beach
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On day 11 of your road trip, you’ll start and end your day in Trieste, where you still have 2 nights left. You'll spend part of the day exploring places of interest outside the immediate city, including Lignano Sabbiadoro.

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

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

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

Day 12

Triest
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Drive 61 km, 1 hour 45 min

Duino Castle / Devinski Grad
Rilke trail / Pešpot Rilke
Grotta Gigante
Miramare Castle
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On day 12 of your road trip, you’ll start and end your day in Trieste, where you have 1 night left to stay.

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

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

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

Day 13

Triest
Venice
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Drive 177 km, 2 hours 24 min

Roman Theatre of Trieste
Piazza della Borsa
Unity of Italy Square
Molo Audace
Risiera di San Sabba
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Experience an unparalleled adventure on day 13 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Trieste. At the end of the day, you will retreat to the hotel of your choice in Venice, where will spend 1 night.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Venice. Venice 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 Venice's most popular restaurants, and connect with friendly locals for a true cultural experience.

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

Day 14

Venice - Departure day
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Teatro La Fenice
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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.

If you’re in the mood for luxury shopping, high-end stores await you.

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!

How it works

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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.

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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