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

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Explore the best of Italy on a remarkable 9-day road trip! Combine exploration with relaxation on a self-drive tour featuring Venice, Trieste, Miramare / Miramar, Padua, Florence, Pisa, and Milan.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Venice, 3 nights in Trieste, 1 night 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 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, Trieste, Miramare / Miramar, Padua, Florence, Pisa, and Milan, 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

  • 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 2 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. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Rialto Bridge. 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 Venice. 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 Venice, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Al Parlamento stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Caffe Rosso offers an ideal atmosphere to enjoy the pleasures of the night. Adagio is also a great option that provides a perfect setting for a relaxing evening.

Raise a toast to the start of your 9-day road trip in Italy!

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Day2

Day 2

  • Venice
  • More

Drive 1 km, 22 min

  • Piazza San Marco
  • St Mark's Campanile
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

Day 2 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Venice.

Venice is brimming with adventures.

Piazza San Marco leaves a lasting impression. This public square is one of the most globally renowned places to visit in Venice. Next, head to St Mark's Campanile, a locally appreciated monument, known for its romantic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to St Mark's Basilica. This inviting church is a highly recommended experience. Nearby, you'll also find Doge's Palace and Bridge Of Sighs Visit these for an interesting touch to your journey.

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 Venice. Enjoy a relaxing evening as you savor delicious local cuisine.

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Following your dinner, dive into the local bar culture at Il Mercante. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to The Irish Pub Venezia, the perfect place for those looking to experience the best of the nightlife. Similarly, Ai Stagneri provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day3

Day 3

  • Venice
  • Triest
  • More

Drive 160 km, 2 hours 21 min

  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Venice. When you’re not sightseeing, take time to relax at your chosen hotel in Trieste, where you’ll be staying for 3 nights.

One of the most well-known attractions included on the itinerary is Palazzo Contarini Del Bovolo. This romantic palace will help you start your sightseeing on top. Then, take a leisurely stroll to Teatro La Fenice and learn what makes this instagrammable opera house unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable Peggy Guggenheim Collection. After exploring the art gallery, head to Santa Maria Della Salute. This underrated church is a highlight in Venice.

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 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.

Discover the culinary delights of Trieste by securing a reservation at Harry's Piccolo. Esteemed for its 2-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. Alternatively, Caffè Tommaseo beckons with its unique menu offerings.

Explore the vibrant nightlife at Bar G after your meal, a hub for lively evenings and memorable moments. Or, head to Bar X for a great selection of flavorful drinks and a charming setting. Furthermore, Antico Caffè Torinese is perfect for those looking to extend their night with a touch of local flavor.

Relax and recharge in preparation for another adventurous day in Italy!

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Day4

Day 4

  • Triest
  • More

Drive 3 km, 47 min

  • Arco di Riccardo
  • Unity of Italy Square
  • Piazza della Borsa
  • canale ponterosso trieste
  • Molo Audace
  • More

Day 4 of your road trip across Italy promises a magnificent time exploring what to see in Trieste. You have 2 nights left in Trieste. Take the opportunity to experience more of the best attractions and activities in the city.

Experience Arco Di Riccardo, a beloved archeological site in the city. Then, head to Piazza Unità D'italia and soak in the ambiance of this enchanting public square.

There are many interesting places to see in Trieste, and when you are ready for more, go to Piazza Della Borsa. This is one of the city’s most locally appreciated romantic spots of interest. After exploring the public square, visit the up-and-coming Canale Ponterosso Trieste. Not far away, you'll also find Molo Audace. This pier is a romantic highlight in Trieste.

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 Trieste's most popular restaurants, and connect with friendly locals for a true cultural experience.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Mast, known for its inviting atmosphere. Urbanis is another great option if you’re looking for a place to get the night started. Similarly, Coktail Bar Trieste | La Preferita provides a great setting to enjoy the night away.

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

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Day5

Day 5

  • Triest
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Drive 20 km, 55 min

  • Miramare Castle
  • Science Center Scientific Imaginary Trieste
  • Civico museo del Castello di San Giusto
  • Cattedrale di San Giusto Martire
  • More

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 Miramare / Miramar and Trieste. With 1 night to stay in Trieste, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Catch Miramare Castle before the crowds roll in. This awe-inspiring castle is sure to ignite your curiosity.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Civico Museo Del Castello Di San Giusto, a curiosity-inducing castle. For a change of scene, check out Cattedrale Di San Giusto Martire, known for its grand features.

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

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

Enjoy a delicious meal at Caffè degli Specchi, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Osteria Istriano Of Giobi And Oxa, another top spot with a tantalizing menu. You might also want to secure a reservation at Chimera di Bacco. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.

Extend your evening after a delightful meal by visiting "life" New Bar Torinese Snc, which offers the perfect atmosphere for a night out. Moreover, White Cafe is another popular option for a drink or two. Likewise, Café James Joyce also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day6

Day 6

  • Triest
  • Florence
  • More

Drive 420 km, 5 hours 18 min

  • Scrovegni Chapel
  • The Basilica of St Anthony
  • Prato della Valle
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Padua. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 1 night.

Check out the popular church, Scrovegni Chapel. Afterward, continue to The Basilica Of St. Anthony, a church every traveler should visit. As you explore Trieste’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Prato Della Valle. This captivating public square is an essential stop.

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.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day7

Day 7

  • Florence
  • Milan
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Drive 370 km, 5 hours 3 min

  • Ponte Vecchio
  • piazzale Michelangelo
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • More

Your itinerary for day 7 of your road trip in Italy includes 2 stops and features some of the highlights of Florence and Pisa. At the end of the day, enjoy the comforts of a top-rated hotel in Milan, where you'll spend 1 night.

Ponte Vecchio makes a great addition to your morning plans. This iconic historical landmark is a grand place to see in Florence. Continue your discovery at Piazzale Michelangelo, a symbolic observation deck with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Leaning Tower Of Pisa. This timeless monument offers a historic encounter with Florence. Next, make your way to Piazza Del Duomo, Pisa to add another highlight to your day. 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 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 day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Continue your lively evening at Nottingham Forest, a perfect place for winding down or revving up the night, depending on which mood you’re in. Armani/bamboo Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Mag Cafe ensures a night out tailored to your taste.

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

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Day8

Day 8

  • Milan
  • Venice
  • More

Drive 267 km, 3 hours 26 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello Sforzesco
  • Sempione Park
  • More

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Milan. At the end of the day, you will retreat to the hotel of your choice in Venice, where will spend 1 night.

Look forward to a unique sightseeing adventure at the world-famous Duomo Di Milano Museum and allow yourself time to explore. Just a short distance away you'll find your next stop, Galleria Vittorio Emanuele Ii, a romantic shopping mall that draws visitors from far and near.

Continue your journey to La Scala, one of the city’s most captivating spots that you shouldn’t miss. Another great site to visit is the top-rated Sforzesco Castle Art Library. When you're finished at the castle, Parco Sempione awaits your visit. This park is a majestic highlight on today's itinerary.

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

Treat yourself to a delicious dinner at Osteria Alla Staffa, an excellent option for tonight's dining. Looking for something different? Bistrot de Venise offers a tantalizing alternative with its diverse menu. And don’t miss Corte Sconta. Known for great service, it’s a fantastic choice for tonight in Venice.

Round off your dining experience by visiting Dolce Vita Venezia, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tarnowska's American Bar, a bar catering to every mood and preference. Bar All'angolo likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day9

Day 9

  • Venice - Departure day
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  • Venetian Arsenal
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Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Venice 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, begin at Venetian Arsenal. This intriguing historical landmark is a hotspot among locals.

For a shopping spree in Venice, we recommend the lively Mercerie. Here, you'll find a range of shops you can browse for some souvenir shopping. Discover boutiques with stylish fashion choices to upgrade your wardrobe. You can also explore high-end shops for luxury items.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Venice.

You’ll then say farewell to Venice. 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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