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

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.

Today's adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at Piazza San Marco. This romantic public square is a highlight of any visit in the city. Then, enjoy St Mark's Campanile, another enchanting attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most locally renowned attractions, known for its visually striking features.

If you’re looking for more, spend time soaking in the atmosphere of Doge's Palace. This romantic palace is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Bridge Of Sighs, an interesting monument, and take a stroll around the area.

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.

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

Experience a taste of local culinary excellence while in Venice by securing a table at Local. An esteemed 1-star Michelin restaurant, it features an exceptional contemporary menu. For an alternative taste experience, visit Wistèria, famous for its scrumptious contemporary and venetian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Quadri, a local favorite celebrated for its exquisite modern cuisine in Venice. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

Continue your evening by exploring the vibrant nightlife scene at Il Mercante, a prime destination for a thrilling night out. Also, don’t forget to check out The Irish Pub Venezia, a bar that offers unique local touches. Likewise, Ai Stagneri provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the notable Palazzo Contarini Del Bovolo, a history-steeped palace in Venice. Next, go to Teatro La Fenice.

After visiting Palazzo Contarini Del Bovolo and Teatro La Fenice, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to Peggy Guggenheim Collection. This enchanting art gallery offers a unique experience. Santa Maria Della Salute is another noteworthy attraction worthwhile a visit.

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 in Trieste. 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.

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.

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

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.

Savor the day by visiting some of the best places to see in Trieste, including an archeological site, a public square, a street, a pier and much more! Start your adventure at Arco Di Riccardo. This up-and-coming archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Unità D'italia located in Trieste for another exciting encounter.

Next, immerse yourself in the setting of Piazza Della Borsa. Its history-steeped features will captivate you. After the public square, continue your tour of the city with a visit to Canale Ponterosso Trieste. Visitors usually appreciate the visually striking features of this street. Next up is Molo Audace, a highly recommended pier.

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

Treat yourself to a delightful dinner at Rustiko, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè San Marco? It's another excellent option with a diverse menu. Consider reserving a table at Osteria Marise as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Trieste.

After savoring a delicious meal, step into the vibrant nightlife at Mast, where the evening is just getting started. In the same way, Urbanis offers a unique charm perfect for experiencing the local bar scene in Trieste. Coktail Bar Trieste | La Preferita is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 5 of your road trip in Italy, you’ll start and end your day in Trieste, but spend the day exploring what’s beyond the city. Since you will return to Trieste for 1 night more, there’s no need to rush. Experience Miramare / Miramar and Trieste to the fullest today with this curated day itinerary!

Savor the day by visiting some of the best places to see in Trieste, including a castle, a science center, and a church. Start your adventure at Miramare Castle. This interesting castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Science Center Scientific Imaginary Trieste located in Trieste for another exciting encounter.

Next, immerse yourself in the setting of Civico Museo Del Castello Di San Giusto. Its visually striking features will captivate you. After the castle, continue your tour of the village with a visit to Cattedrale Di San Giusto Martire. Visitors usually appreciate the historic features of this church.

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

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

Make sure to reserve a table at Caffè degli Specchi, 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 Osteria Istriano Of Giobi And Oxa, 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 Chimera di Bacco, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, "life" New Bar Torinese Snc stands out as an excellent choice for a post-dinner cocktail. Alternatively, White Cafe offers an ideal atmosphere to enjoy the pleasures of the night. Café James Joyce is also a great option that provides a perfect setting for a relaxing evening.

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

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.

Today, you'll explore some of the most beautiful places in Trieste, including a church and a public square. Start your day with a visit to Scrovegni Chapel. This captivating church is a must-visit in the city. When you’re ready for your next discovery, continue to The Basilica Of St. Anthony, which may be one of the most photogenic places you will experience today.

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 Prato Della Valle, a locally renowned public square in the city.

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.

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.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

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

Today’s itinerary in Florence covers several incredible sights, including a historical landmark, an observation deck, a monument, a public square and much more! Start your adventure at Ponte Vecchio. This iconic historical landmark is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Piazzale Michelangelo, a must-see observation deck 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 Leaning Tower Of Pisa. This wondrous monument offers an enriching experience. For a change of pace, head to Piazza Del Duomo, Pisa, where you can take in picture-perfect features. These sights offer a fulfilling end to a perfect day.

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

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

Experience a harmony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Known for its 3-star Michelin status, Enrico Bartolini al Mudec offers a delightful variety of dishes highlighting its delicious creative menu. If you're seeking an alternative culinary experience, be sure to explore Seta by Antonio Guida, a highly recommended restaurant known for its enticing international and contemporary cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Luogo Aimo e Nadia, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and modern menu.

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.

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

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 vibrant destinations - Milan. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 1 night here for some well-deserved relaxation.

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 popular 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 picture-perfect atmosphere this castle offers. Then, head to Parco Sempione, a top-rated park that adds another dimension to your day.

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 and reflect on the day'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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Dolce Vita Venezia, a well-loved spot among locals and tourists. Or, head to Tarnowska's American Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar All'angolo, another top-rated place in the area.

Head back to your accommodation in Venice and get some rest in preparation for another magical day of your road trip in Italy!