9-Day Italy Self-Drive Road Trip With Itinerary from Venice to Trieste, Florence, and Milan and surrounding area
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Description
Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Venice, Trieste, Miramare / Miramar, Padua, Florence, Pisa, and Milan. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
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. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Ponte Vecchio, and immerse yourself in the vibrant atmosphere of Leaning Tower Of Pisa.
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!
Itinerary summary
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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 in Venice for 2 nights and explore the best things to see and do, 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, or just 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. If you are looking to dine at a popular restaurant in Venice, it's often a good idea to reserve a table in advance.
Enjoy a lovely meal at Bauer Hotel, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, L'Osteria Le Guglie is another top choice with a popular menu. You could also check for a table at Corner Pub. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Venice tonight.
Explore the vibrant nightlife at Al Parlamento after your meal, a hub for lively evenings and memorable moments. Or, head to The Caffe Rosso for a great selection of flavorful drinks and a charming setting. Furthermore, Adagio is perfect for those looking to extend their night with a touch of local flavor.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- 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
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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 Venice by discovering the best things there are to see and do in the city.
Immerse yourself in Venice’s rich culture with today's sightseeing itinerary. Start your journey at Piazza San Marco. This grand public square is sure to ignite your curiosity. Next, dive into the visually striking features of St Mark's Campanile, a must-visit monument in the city.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to St Mark's Basilica, a popular church. For a change of scene, check out Doge's Palace, known for its visually striking features. We also recommend visiting Bridge Of Sighs. This monument is a must for anyone looking to experience the city to the fullest.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
Visit Rialto Market in Venice for an unforgettable shopping experience. Browse unique and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Rialto Market has to offer, including attractions, essential services, and vibrant community activities.
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.
Get ready for an unforgettable culinary journey in Venice by reserving a table at Local. Renowned as a 1-star Michelin restaurant, it offers an exceptional contemporary menu. For a different taste experience, head to Wistèria, recognized for its delicious contemporary and venetian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Quadri, a local favorite known for its delightful modern cuisine in Venice. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning modern foodies seeking culinary excellence.
After enjoying a fulfilling meal, continue your evening at Il Mercante, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Irish Pub Venezia offers a welcoming atmosphere for easing into the nightlife. Similarly, Ai Stagneri provides an excellent environment for a relaxed and enjoyable evening.
Savor another day of unforgettable experiences in Italy!
Day 3
- Venice
- Triest
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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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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Venice. At the end of the day, you will enjoy the comforts of a top-rated hotel in Trieste, which will be your home away from home for 3 nights.
Bring your curiosity for today’s adventure around Venice. Some of the city’s most loved attractions await! Palazzo Contarini Del Bovolo is the perfect place to start. This palace is one of the most interesting places to visit in Venice. Next, head to Teatro La Fenice, a captivating opera house, known for its standout 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 Peggy Guggenheim Collection. This enchanting art gallery is a highly recommended experience. Nearby, you'll also find Santa Maria Della Salute. Visit these for an interesting touch to your journey.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Trieste. Trieste offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a day of adventure, treat yourself to an exquisite dinner at one of Trieste's best restaurants.
Experience a symphony of flavors at Harry's Piccolo in Trieste by securing a reservation in advance. Renowned for its 2-star Michelin distinction, Harry's Piccolo delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. Or, if you're feeling adventurous, why not try Caffè Tommaseo? It's another excellent option with a diverse menu.
Round off your dining experience by visiting Bar G, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar X, a bar catering to every mood and preference. Antico Caffè Torinese likewise offers a unique atmosphere, perfect for a memorable night out.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 4
- 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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On day 4 of your road trip, you will have an entire day to explore Trieste. You’ll stay in Trieste for 2 nights and discover all the best things to see and do in the area.
Today’s itinerary in Trieste covers several incredible sights, including an archeological site, a public square, a street, a pier and much more! Start your adventure at Arco Di Riccardo. This increasingly popular archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Piazza Unità D'italia, a must-see public square in the city.
Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Della Borsa. This intriguing public square offers an enriching experience. For a change of pace, head to Canale Ponterosso Trieste, where you can take in standout features. Conclude your self-guided sightseeing tour with a visit to Molo Audace. These sights offer a fulfilling end to a perfect day.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
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 Rustiko, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Caffè San Marco, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria Marise. 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 Mast, which offers the perfect atmosphere for a night out. Moreover, Urbanis is another popular option for a drink or two. Likewise, Coktail Bar Trieste | La Preferita also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Take some time to reflect on your day and savor another beautiful night in Italy.
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
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On day 5 of your road trip, you’ll start and end your day in Trieste, where you'll stay for 1 night more.
Today, you'll explore some of the most beautiful places in Trieste, including a castle, a science center, and a church. Start your day with a visit to Miramare Castle. This popular castle is a must-visit in the village.
One of the best things about exploring Trieste on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Civico Museo Del Castello Di San Giusto, a frequently visited castle in the village. If you’re up for more discoveries, don’t forget to reserve some time for Cattedrale Di San Giusto Martire.
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.
Have a fantastic dining experience at Caffè degli Specchi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Istriano Of Giobi And Oxa offers an enticing alternative with its varied menu. Additionally, Chimera di Bacco is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Trieste.
After your delicious meal, get a taste of the vibrant nightlife with a visit to "life" New Bar Torinese Snc, known for its inviting atmosphere. White Cafe is another great option if you’re looking for a place to get the night started. Similarly, Café James Joyce provides a great setting to enjoy the night away.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 6
- Triest
- Florence
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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.
Get ready for a day filled with family-friendly attractions, romantic experiences, and photo-friendly spots in the charming city of Trieste. Your adventure starts at Scrovegni Chapel, a locally renowned local hot spot. Another notable attraction to explore is The Basilica Of St. Anthony. This notable church is known for its historic appeal.
After soaking in the highlights of these sights, take some time to wander Trieste's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Prato Della Valle. This remarkable public square offers a fascinating experience that many visitors find memorable.
When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.
As you explore more of Florence, 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 Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, 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 in Italy.
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
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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.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most globally renowned attractions included on the itinerary is Ponte Vecchio. This enchanting historical landmark will help you start your sightseeing on top. Then, take a leisurely stroll to Piazzale Michelangelo and learn what makes this enchanting observation deck unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Leaning Tower Of Pisa. After exploring the monument, head to Piazza Del Duomo, Pisa. This timeless public square is a highlight in Florence.
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 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 and reflect on the day's adventures.
Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
Continue the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Raise your glass to another unforgettable day in Italy!
Day 8
- Milan
- Venice
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Drive 267 km, 3 hours 26 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- La Scala
- Castello Sforzesco
- Sempione Park
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On day 8 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Milan. In the evening, you’ll end up in Venice, where you will stay for 1 night.
Today, you'll explore some of the most beautiful places in Milan, including a church, a shopping mall, an opera house, a castle, a park and much more! Start your day with a visit to Duomo Di Milano Museum. This world-famous church is a must-visit in the city. When you’re ready for your next discovery, continue to Galleria Vittorio Emanuele Ii, which may be one of the most visually striking places you will experience today.
One of the best things about exploring Milan on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to La Scala, a well-known opera house in the city. If you’re up for more discoveries, don’t forget to reserve some time for Sforzesco Castle Art Library and Parco Sempione.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a lovely dining experience at Osteria Alla Staffa, a popular restaurant in Venice. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Venice at Bistrot de Venise, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Corte Sconta. It’s yet another ideal choice to enhance your time in Venice tonight.
After savoring a delicious meal, step into the vibrant nightlife at Dolce Vita Venezia, where the evening is just getting started. In the same way, Tarnowska's American Bar offers a unique charm perfect for experiencing the local bar scene in Venice. Bar All'angolo is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Get a good night's sleep and look forward to another great day on the road in Italy!
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 underrated historical landmark is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Venice’s shopping center, the lively Mercerie. Browse for souvenirs to remind you of your wonderful journey in Italy. 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.
Enjoy a lovely meal at Cantina Do Spade, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Al Gazzettino is another top choice with a popular 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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