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

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Escape the ordinary with this exciting 9-day road trip through Italy. Explore the diverse landscapes and local cultures of Venice, Trieste, Miramare / Miramar, Padua, Florence, Pisa, and Milan. Pack your bags, hit the road, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. 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 got 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, accommodation, 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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Day 1

Day 1 – Venice - arrival day

  • Venice - Arrival day
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  • Rialto Bridge
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Welcome to Venice, 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 immersing yourself in Venice's charm before embarking on the next leg of your journey.

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 or 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 Venice. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As dinnertime approaches, it's time to head out for a bite to eat in Venice. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Nevodi, a top-rated dining spot in Venice. If you're in the mood for something new, try Ristorante La Piazza, another premier location with a delectable menu. You might also want to book a table at Bistrot de Venise. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

Unwind after your meal by stepping into Al Parlamento. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Adagio offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Mercante, another top-rated bar in the area.

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

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Day 2

Day 2 – Venice

  • Venice
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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 across Italy promises a magnificent time exploring Venice. You have 1 night left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

Begin your sightseeing with a visit to Piazza San Marco. This square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

Next up, make your way to St Mark's Campanile. This bell tower has an average rating of 4.7 out of 5 stars from 3,884 reviews.

When you’re ready for your next sight of the day, continue to St Mark's Basilica. This cathedral has an average rating of 4.7 out of 5 stars from 18,439 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Doge's Palace. This palace is rated an average of 4.7 out of 5 stars by 24,775 visitors. Visiting Doge's Palace means you'll be one of 318,104 people who do so every year.

If you’re keen to explore even more, then consider a visit to Bridge Of Sighs. This footbridge is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 18,223 visitors.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Venice has in store for you, use this day to go on a tour. Scroll down and select tours and activities to include on your itinerary for the day.

As dinnertime approaches, it's time to head out for a bite to eat in Venice. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy an outstanding dining experience at Local, a 1-star Michelin restaurant offering an exceptional contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, Wistèria, known for its delicious contemporary, and venetian cuisine. Another highly-recommended restaurant in Venice is Quadri, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious modern menu.

Keep the excitement of the evening going by visiting a bar or two. The Irish Pub Venezia is an excellent place to start. You could also check out Dolce Vita Venezia, offering a different kind of charm. A last recommendation for the day is Devils Forest Pub. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 3

Day 3 – Venice, and Trieste

  • Triest
  • Venice
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Drive 160 km, 2 hours 21 min

  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
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Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Trieste. You will spend 3 nights here for some well-deserved relaxation.

Begin your sightseeing with a visit to Palazzo Contarini Del Bovolo. This sightseeing destination is rated an average of 4.5 out of 5 stars in 11,745 reviews.

Next up, make your way to Teatro La Fenice. This opera house has an average rating of 4.7 out of 5 stars from 10,677 reviews.

When you’re ready for your next sight of the day, continue to Peggy Guggenheim Collection. This art museum has an average rating of 4.6 out of 5 stars from 10,128 visitors. Up to 92,922 people visit this place of interest annually.

Beyond the above-mentioned attractions, you also have the opportunity to visit Santa Maria Della Salute. This votive church is rated an average of 4.7 out of 5 stars by 8,681 visitors.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Trieste. Trieste offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

As you explore more of Trieste, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Begin your culinary exploration in Trieste by securing a reservation at Harry's Piccolo. This renowned restaurant holds 2 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, Al Barattolo boasts a menu that's sure to impress.

After enjoying a fulfilling meal, continue your evening at Bar X, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Antico Caffè Torinese offers a welcoming atmosphere for easing into the nightlife. Similarly, Urbanis provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

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Day 4

Day 4 – Trieste

  • Triest
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Drive 3 km, 47 min

  • Arco di Riccardo
  • Unity of Italy Square
  • Piazza della Borsa
  • canale ponterosso trieste
  • Molo Audace
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Day 4 offers a multitude of experiences. You will stay in Trieste for 2 nights more, offering you enough time to explore at a relaxed pace.

Start your sightseeing with a visit to Arco Di Riccardo. This sightseeing destination is a popular stop on travelers’ itineraries in Trieste, with an average rating of 4.3 out of 5 stars by 910 visitors.

Piazza Unità D'italia is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 46,036 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Piazza Della Borsa. Visitors have rated this square an average of 4.5 out of 5 stars in 4,409 reviews.

Canale Ponterosso Trieste is another unique site you can experience today. This attraction is a canal rated an average of 4.6 out of 5 stars in 1,584 reviews.

Make your way to the fantastic Molo Audace, perhaps the most famous landmark in Trieste. This attraction is rated 4.7 out of 5 stars by 2,849 travelers.

Immerse yourself in the local scene through top-rated tours and activities. You can choose from a wide variety of easy to challenging tours and easily add them to your travel package below.

As you explore more of Trieste, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Dine in style at Osteria Marise, a top recommendation for dinner tonight. Or, for a change of pace, Caffè degli Specchi boasts a menu that's sure to impress. Also, be sure to check out Osteria Istriano Of Giobi And Oxa. Known as a local hotspot, it’s a great choice for tonight in Trieste.

To truly maximize your evening out, consider visiting Coktail Bar Trieste | La Preferita after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to "life" New Bar Torinese Snc, another bar with an inviting ambiance. Similarly, White Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Italy!

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Day 5

Day 5 – Trieste, and Miramare / Miramar

  • Triest
  • Miramare / Miramar
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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

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Trieste for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Miramare / Miramar, and Trieste.

Drop by the renowned Science Center Scientific Imaginary Trieste. This popular museum has been rated an average of 4.5 out of 5 stars by 711 visitors.

Another unforgettable place to experience is Civico Museo Del Castello Di San Giusto. Rated 4.4 out of 5 stars by 2,982 visitors, this castle deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Cattedrale Di San Giusto Martire. This church has been rated an average of 4.6 out of 5 stars in 3,288 reviews.

As you’ve unraveled the marvels of Trieste, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Miramare / Miramar may take around 18 min. Upon your arrival in Miramare / Miramar, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Journey into the unknown at Miramare Castle, a unique attraction awaiting your visit. This remarkable giardino all'italiana has an average rating of 4.7 out of 5 stars from 21,372 reviews. Every year, Miramare Castle welcomes more than 79,218 curious visitors.

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

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 Chimera di Bacco, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Sbecolez Trieste, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Menarosti. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Trieste this evening.

After savoring a delicious meal, step into the vibrant nightlife at Café James Joyce, where the evening is just getting started. In the same way, Al Ciketo offers a unique charm perfect for experiencing the local bar scene in Trieste.

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

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Day 6

Day 6 – Trieste, Padua, and Florence

  • Florence
  • Padua
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Drive 420 km, 5 hours 18 min

  • Scrovegni Chapel
  • The Basilica of St Anthony
  • Prato della Valle
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Dive into day 6 of your remarkable road trip in Italy. Today you will explore Padua, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 1 night.

After soaking in Trieste’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Padua. Expect your car journey to take a minimum of 2 hours 7 min. When you arrive in Padua, it's time to take a break from the road.

When you’re ready for some sightseeing, make your way to Scrovegni Chapel. This much-appreciated chapel is rated 4.8 out of 5 stars in 11,849 reviews. Each year, 9,387 people visit this site to admire its unique features.

Next up is The Basilica Of St. Anthony. This church has an average rating of 4.8 out of 5 stars from 38,852 visitors.

Another top sightseeing recommendation is Prato Della Valle. This square has been rated 4.6 out of 5 stars in 47,576 reviews.

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 an authentic adventure.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative, and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary, and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery 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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Day 7

Day 7 – Florence, Pisa, and Milan

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

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Florence, and Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.

Start your sightseeing with a visit to Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars from 118,099 visitors.

Piazzale Michelangelo is another popular attraction you could visit today. This square has a rating of 4.8 out of 5 stars from 77,744 visitors.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Pisa. This drive usually takes around 1 hour 19 min. When you arrive, enjoy some sightseeing.

Take the opportunity to see Leaning Tower Of Pisa. This attraction has an average rating of 4.7 out of 5 stars from 116,882 visitors and gets around 3,200,000 visits every year.

Piazza Del Duomo, Pisa is another sightseeing hotspot in the area. This square has been rated an average of 4.7 out of 5 stars by 104,550 travelers.

When you’re done exploring for the day, you’ll drive to Milan, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

As dinnertime approaches, it's time to head out for a bite to eat in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international, and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary, and modern cuisine in the city.

Unwind after your meal by stepping into Nottingham Forest. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Armani/bamboo Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Mag Cafe, another top-rated bar in the area.

Savor another day of unforgettable experiences in Italy!

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Day 8

Day 8 – Milan, and Venice

  • Venice
  • Milan
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Drive 267 km, 3 hours 26 min

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

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Milan. At the end of the day, you will enjoy the comforts of a top-rated hotel in Venice, which will be your home away from home for 1 night.

Your sightseeing of the day begins at Duomo Di Milano Museum, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 138,554 reviews. Each year, this popular place of interest welcomes approximately 341,609 visitors.

Next, satisfy your wanderlust at Galleria Vittorio Emanuele Ii. This commercial gallery has an average rating of 4.7 out of 5 stars from 91,394 travelers.

La Scala is another must-visit attraction. This renowned opera house offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 26,219 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Sforzesco Castle Art Library. This well-loved library boasts a 4.6 out of 5-star rating from 68,714 reviews.

When there’s still energy left for exploring, Parco Sempione awaits. If you’ve been interested in experiencing a park, this is a top pick rated 4.6 out of 5 stars by 72,914 previous visitors.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Venice. Venice offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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 and reflect on the day's adventures.

Make sure to book a table at La Palanca, a popular restaurant in Venice. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Venice at Farini, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Trattoria Dona Onesta. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Venice tonight.

Following your dinner, dive into the local bar culture at Bar Al Vecio Calice. Enjoy this evening's relaxed ambiance with delightful drinks.

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

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Day 9

Day 9 – Venice - departure day

  • 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.

On your last day in Italy, take time to indulge in shopping at Venice’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

Make Venetian Arsenal one of your first sightseeing stops in Venice. Rated an average of 4.6 out of 5 stars by 8,749 travelers, a visit to this local attraction makes for a great introduction to the area.

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

Treat yourself to a delightful dinner at Pizzeria Birreria Barbanera, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Irish Pub Santa Lucia? It's another excellent option with a diverse menu.

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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