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 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the wondrous Piazza San Marco, a history-steeped public square in Venice. Next, go to St Mark's Campanile.

After visiting Piazza San Marco and St Mark's Campanile, take time to explore Venice's streets and absorb its charm. Continue your sightseeing by heading to St Mark's Basilica. This enchanting church offers a unique experience. Doge's Palace is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Bridge Of Sighs, one of the most history-steeped places to visit in Venice.

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 explore more of Venice, 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.

Start 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.

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.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

On day 3 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 Venice. In the evening, you’ll end up in Trieste, where you will stay for 3 nights.

Today, you'll explore some of the most beautiful places in Venice, including a palace, an opera house, an art gallery, a church and much more! Start your day with a visit to Palazzo Contarini Del Bovolo. This locally renowned palace is a must-visit in the city. When you’re ready for your next discovery, continue to Teatro La Fenice, which may be one of the most historic places you will experience today.

One of the best things about exploring Venice 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 Peggy Guggenheim Collection, a popular art gallery in the city. If you’re up for more discoveries, don’t forget to reserve some time for Santa Maria Della Salute.

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.

Dive into a culinary adventure like no other in Trieste by booking a table at Harry's Piccolo. This popular restaurant holds 2 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider Caffè Tommaseo, another top spot with a mouthwatering menu.

After your meal, keep the night alive at a bar like Bar G, known for its lively atmosphere. Bar X is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Antico Caffè Torinese offers an excellent atmosphere for those looking to amp up the evening.

Savor another day of unforgettable experiences in Italy!

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.

A blend of family-friendly attractions, photo-friendly spots, and history-rich sites await you in Trieste on today’s itinerary. First up is the underrated archeological site, Arco Di Riccardo. Afterward, continue to Piazza Unità D'italia.

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 Piazza Della Borsa. This intriguing public square is an essential stop that should not be missed. Following that, head to Canale Ponterosso Trieste, another must-visit site that will enhance your experience. Lastly, visit Molo Audace and learn why this pier is renowned as one of the city's most intriguing attractions.

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 Trieste's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delicious dinner at Rustiko, an excellent option for tonight's dining. Looking for something different? Caffè San Marco offers a tantalizing alternative with its diverse menu. And don’t miss Osteria Marise. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

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.

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

On day 5 of your road trip, you’ll start and end your day in Trieste, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Miramare / Miramar and Trieste. You still have 1 night left in Trieste.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Miramare Castle. This well-known 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 most promising highlights.

Next, check out Civico Museo Del Castello Di San Giusto, one of the most curiosity-inducing 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 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 top-rated dining destination in Trieste. If you're in the mood to try something new, consider Osteria Istriano Of Giobi And Oxa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Chimera di Bacco. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Trieste this evening.

Round off your dining experience by visiting "life" New Bar Torinese Snc, a prime location for a drink. Alternatively, explore the distinctive characteristics of White Cafe, a bar catering to every mood and preference. Café James Joyce likewise offers a unique atmosphere, perfect for a memorable night out.

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

Brace yourself for today’s incredible lineup of attractions in Trieste, featuring family-friendly attractions, romantic experiences, and photo-friendly spots. Start at Scrovegni Chapel, an interesting church in the city. Then, head to The Basilica Of St. Anthony and soak in the ambiance of this culturally significant church.

There are many interesting places to see in Trieste and when you are ready for more, go to Prato Della Valle. This is one of the city’s most locally renowned spots.

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.

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

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended place to eat in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary and international menu.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence and Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 1 night here for some well-deserved relaxation.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Ponte Vecchio is the first of them. Spend some time admiring this history-steeped historical landmark before continuing your journey. Piazzale Michelangelo is your next stop. This widely recognized observation deck is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Leaning Tower Of Pisa. This picture-perfect monument is a sight to behold. To round off your sightseeing experience, visit Piazza Del Duomo, Pisa.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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.

Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, renowned as a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Milan, Seta by Antonio Guida shines as one of the top destinations, known for its delicious international and contemporary 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, Il Luogo Aimo e Nadia is known as a top local spot for its delicious italian contemporary and modern cuisine in Milan. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Milan, 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 Venice. You’ll stay here for 1 night.

Today’s agenda in Milan includes a church, a shopping mall, an opera house, a castle, a park and much more! Duomo Di Milano Museum is must-visit church and a great starting point for the day. Next, continue your journey to Galleria Vittorio Emanuele Ii, an astonishing shopping mall, located just a leisurely stroll away. Next, head to La Scala, a history-steeped opera house, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. If you’re looking for more, Sforzesco Castle Art Library is also a famous attraction that is worthwhile a visit. Lastly, don’t miss Parco Sempione, a famous gem to see in the city.

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 explore more of Venice, 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 a wonderful meal at Osteria Alla Staffa, a top-rated dining spot in Venice. If you're in the mood for something new, try Bistrot de Venise, another premier location with a delectable menu. You might also want to book a table at Corte Sconta. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

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.

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