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.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazza San Marco. This iconic public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is St Mark's Campanile, one of the city’s best highlights.

Next, check out St Mark's Basilica, one of the most notable places to see in Venice. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Doge's Palace. Wander around and soak in the UNESCO world heritage-listed atmosphere this palace offers. Then, head to Bridge Of Sighs, a top-rated monument that adds another dimension to your 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.

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.

Enjoy an outstanding dining experience at Local, a 1-star Michelin restaurant offering an exceptional contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, Wistèria, known for its delicious contemporary and venetian cuisine. Another highly-recommended place to eat in Venice is Quadri, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious modern menu.

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

Say good night to Venice and look forward to another great day of your road trip 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.

Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Palazzo Contarini Del Bovolo. This well-known palace is a romantic place to see in Venice. Continue your discovery at Teatro La Fenice, a historic opera house with stories to tell.

As you stroll around Venice, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Peggy Guggenheim Collection. This locally renowned art gallery offers a visually striking encounter with Venice. Next, make your way to Santa Maria Della Salute to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.

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.

Get ready for an unforgettable culinary journey in Trieste by reserving a table at Harry's Piccolo. Renowned as a 2-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider Caffè Tommaseo, another top spot with a mouthwatering menu.

Continue the enjoyment post-dinner at Bar G, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar X offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Antico Caffè Torinese. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 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 fun adventures, picturesque spots, and historic treasures await you in Trieste on today’s itinerary. First up is the up-and-coming archeological site, Arco Di Riccardo. Afterward, continue to Piazza Unità D'italia, a public square every traveler should visit.

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 underrated public square is an essential stop. Following that, head to Canale Ponterosso Trieste, another must-visit site that will enhance your experience. Don’t forget to stop by Molo Audace, an intriguing pier in the city.

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.

Make sure to reserve a table at Rustiko, 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 Caffè San Marco, 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 Osteria Marise, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Mast is an excellent place to start. You could also check out Urbanis, offering a different kind of charm. A last recommendation for the day is Coktail Bar Trieste | La Preferita. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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, 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.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the popular Miramare Castle, an enchanting castle in Trieste. Next, go to Science Center Scientific Imaginary Trieste.

After visiting Miramare Castle and Science Center Scientific Imaginary Trieste, have a stroll along Trieste's streets and take in the local charm. Continue your sightseeing by heading to Civico Museo Del Castello Di San Giusto. This respected castle offers a unique experience. Cattedrale Di San Giusto Martire is another noteworthy attraction worthwhile a visit.

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

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

Enjoy a lovely dining experience at Caffè degli Specchi, 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 Osteria Istriano Of Giobi And Oxa, 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 Chimera di Bacco. It’s yet another ideal choice to enhance your time in Trieste tonight.

Keep the evening going at "life" New Bar Torinese Snc, a great choice for enjoying the after-dinner hours with a drink. You could also go to White Cafe, which offers a similarly pleasant setting and great drinks. Another option is Café James Joyce, which provides an inviting environment for unwinding after a busy day out.

Head back to your accommodation in Trieste and get some rest in preparation for another magical 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Trieste allows for both. Start by heading to Scrovegni Chapel. This well-known church provides an insightful glimpse into the city's identity. Next, discover The Basilica Of St. Anthony, a culturally significant church, promising a delightful encounter.

Continue your sightseeing with a visit to Prato Della Valle, a popular public square.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day in Italy!

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Florence and Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Milan, which will be your home away from home for 1 night.

Get ready to discover some of the most iconic wonders in Florence, including a historical landmark, an observation deck, a monument, a public square and much more! Start your day at Ponte Vecchio. This romantic historical landmark is a world-famous place to see in Florence. Then, wander over to Piazzale Michelangelo. If grand sites excite you, this observation deck will be right up your alley. Nearby, you’ll also find Leaning Tower Of Pisa. This picture-perfect monument is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Del Duomo, Pisa is a world-famous 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 Milan. Check in and spend some time relaxing before you head out to tour the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Begin 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.

After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe offers an excellent atmosphere for those looking to amp up the evening.

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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Milan. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Duomo Di Milano Museum. This timeless 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 historic atmosphere this castle offers. Then, head to Parco Sempione, a top-rated park that adds another dimension to your day.

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.

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.

Savor the flavors at Osteria Alla Staffa, a top pick for dinner tonight. Alternatively, Bistrot de Venise beckons with its unique menu offerings. Also, consider Corte Sconta. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

Let the evening flow smoothly from dinner to drinks at Dolce Vita Venezia, a top-rated bar in the area. For other recommendations, Tarnowska's American Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar All'angolo offers a memorable night with diverse drink options and excellent service.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!