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

Day 2 offers a multitude of experiences. You will stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

Venice is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Piazza San Marco, a wondrous public square that is worthwhile a visit in the city. Nearby, you’ll find St Mark's Campanile, enchanting visitors with its visually striking appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most locally renowned spots.

Enjoy the freedom of exploring Venice at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Doge's Palace. After exploring the palace, head to the captivating Bridge Of Sighs.

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.

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.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After savoring a delicious meal, step into the vibrant nightlife at Il Mercante, where the evening is just getting started. In the same way, The Irish Pub Venezia offers a unique charm perfect for experiencing the local bar scene in Venice. Ai Stagneri 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!

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.

Get ready to discover some of the most iconic wonders in Venice, including a palace, an opera house, an art gallery, a church and much more! Start your day at Palazzo Contarini Del Bovolo. This history-steeped palace is a notable place to see in Venice. Then, wander over to Teatro La Fenice. If historic sites excite you, this opera house will be right up your alley. Nearby, you’ll also find Peggy Guggenheim Collection. This visually striking art gallery is a favorite among visitors.

Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Santa Maria Della Salute is an increasingly popular spot in the city that will captivate you with its unique charm.

When you’re done exploring for the day, you’ll drive to your hotel in Trieste. Check in and spend some time relaxing before you head out to tour the city.

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

Experience a taste of local culinary excellence while in Trieste by securing a table at Harry's Piccolo. An esteemed 2-star Michelin restaurant, it features an exceptional creative menu. If you're in the mood for something new, try Caffè Tommaseo, another premier location with a delectable menu.

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.

Raise your glass to another unforgettable day in Italy!

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

Today’s route brings family-friendly attractions, photo-friendly spots, and historic treasures. The first attraction of today is Arco Di Riccardo. This locally appreciated archeological site is a photogenic place to see in Trieste. Continue your discovery at Piazza Unità D'italia, a history-steeped public square with stories to tell.

As you stroll around Trieste, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Della Borsa. This worthwhile public square offers an instagrammable encounter with Trieste. Next, make your way to Canale Ponterosso Trieste to add another highlight to your day. After that, visit Molo Audace, an underrated pier that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Trieste.

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 lovely dining experience at Rustiko, a popular restaurant in Trieste. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Trieste at Caffè San Marco, 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 Osteria Marise. It’s yet another ideal choice to enhance your time in Trieste tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Mast stands out as an excellent choice for a post-dinner cocktail. Alternatively, Urbanis offers an ideal atmosphere to enjoy the pleasures of the night. Coktail Bar Trieste | La Preferita is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to another unforgettable day in Italy!

On day 5 of your road trip, you’ll start and end your day in Trieste, where you'll stay for 1 night more.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Miramare Castle. This popular castle is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Science Center Scientific Imaginary Trieste, one of the village’s best highlights.

Next, check out Civico Museo Del Castello Di San Giusto, one of the most frequently visited places to see in Trieste. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cattedrale Di San Giusto Martire. Wander around and soak in the historic atmosphere this church offers.

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

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

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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at "life" New Bar Torinese Snc, a well-loved spot among locals and tourists. Or, head to White Cafe. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Café James Joyce, another top-rated place in the area.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Padua. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 1 night.

Immerse yourself in Trieste’s rich culture with today's sightseeing itinerary. Start your journey at Scrovegni Chapel. This romantic church is sure to ignite your curiosity. Next, dive into the inviting features of The Basilica Of St. Anthony, a must-visit church 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 Prato Della Valle, a popular public square.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

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.

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.

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the wondrous historical landmark, Ponte Vecchio. Afterward, continue to Piazzale Michelangelo, an observation deck every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Leaning Tower Of Pisa. This iconic monument is an essential stop. Following that, head to Piazza Del Duomo, Pisa, another must-visit site that will enhance your experience.

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.

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

Set out on a gastronomic journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Luogo Aimo e Nadia, a highly rated local gem known for its exquisite italian contemporary and modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

Following your dinner, dive into the local bar culture at Nottingham Forest. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Armani/bamboo Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Mag Cafe provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Duomo Di Milano Museum. This world-famous church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Galleria Vittorio Emanuele Ii, one of the city’s best highlights.

Next, check out La Scala, one of the most interesting places to see in Milan. This opera house is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Sforzesco Castle Art Library. Wander around and soak in the culturally significant atmosphere this castle offers. Then, head to Parco Sempione, a top-rated park that adds another dimension to your day.

When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and spend some time relaxing before you head out to tour the city.

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.

Enjoy a delicious meal at Osteria Alla Staffa, a highly-rated dining destination in Venice. If you're eager to try something different, consider Bistrot de Venise, another top spot with a tantalizing menu. You might also want to secure a reservation at Corte Sconta. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Venice this evening.

To truly maximize your evening out, consider visiting Dolce Vita Venezia after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Tarnowska's American Bar, another bar with an inviting ambiance. Similarly, Bar All'angolo also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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