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

Day 2 offers a multitude of experiences. You will stay in Venice 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 Venice, including a historical landmark, a monument, a palace, a church, a public square and much more! Start your adventure at Venetian Arsenal. This intriguing historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Bridge Of Sighs located in Venice for another exciting encounter.

Next, immerse yourself in the setting of Doge's Palace. Its history-steeped features will captivate you. After the palace, continue your tour of the city with a visit to St Mark's Basilica. Visitors usually appreciate the romantic features of this church. Next up is Piazza San Marco, a highly recommended public square.

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.

Have a memorable dining experience in Venice by booking a table at Local, renowned as a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary and venetian cuisine. This 1-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, Quadri is known as a top local spot for its delicious modern cuisine in Venice. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Explore the vibrant nightlife at Il Mercante after your meal, a hub for lively evenings and memorable moments. Or, head to The Irish Pub Venezia for a great selection of flavorful drinks and a charming setting. Furthermore, Ai Stagneri is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass to another unforgettable day in Italy!

On day 3 of your road trip, you will have an entire day to explore Lido. You’ll stay in Venice for 1 night and discover all the best things to see and do in the area.

Today’s agenda in Venice includes a park, an art gallery, and a church. Giardini Della Biennale is must-visit park and a great starting point for the day. Next, continue your journey to Gallerie Dell'accademia, an up-and-coming art gallery, located just a leisurely stroll away. Next, head to Peggy Guggenheim Collection, an awe-inspiring art gallery, also available for your discovery today.

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 Calle Larga XXII Marzo in Venice for an unforgettable shopping experience. Browse unique and luxurious stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Calle Larga XXII Marzo has to offer, including attractions, essential services, and vibrant community activities.

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 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.

If you’re not ready to end the night just yet, Dolce Vita Venezia offers a perfect venue to relax and savor a drink. Similarly, Tarnowska's American Bar is well-suited for those looking to unwind in a social setting. Bar All'angolo is another excellent spot to enjoy a nightcap after a delightful meal.

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 4 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 Rabland - Rablà and Merano. In the evening, you’ll end up in Bolzano, where you will stay for 2 nights.

Immerse yourself in Venice’s rich culture with today's sightseeing itinerary. Start your journey at Eisenbahnwelt - Mondo Treno. This picture-perfect museum is sure to ignite your curiosity. Next, dive into the respected features of Castello Principesco, a must-visit castle in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Laubengasse, a curiosity-inducing street.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bolzano. Bolzano 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 Bolzano. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Dive into a culinary adventure like no other in Bolzano by booking a table at Vögele. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of regional and traditional cuisine. For another culinary dining option, venture to In Viaggio - Claudio Melis, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary.

Keep the excitement of the evening going by visiting a bar or two. Café Gruber is an excellent place to start. You could also check out Franzbar, offering a different kind of charm. A last recommendation for the day is Bar La Nuova Grotta Del Corso. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

At the end of the day, you'll drive back to Bolzano, where you'll stay for 1 night more.

Bolzano is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and natural wonders! Start at Parco Naturale Di Fanes-sennes-braies, a worthwhile nature reserve that is worthwhile a visit in the city. Nearby, you’ll find Pragser Wildsee, enchanting visitors with its mesmerizing appeal. Continue your exploration at Parco Naturale Tre Cime. This nature reserve is one of the city’s most interesting spots.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bolzano. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Savor the flavors at Alumix Cafè Ristorante Pizzeria, a top pick for dinner tonight. Alternatively, Castel Flavon beckons with its unique menu offerings. Also, consider Trattoria Filo d'Olio. With its consistent customer satisfaction, it’s an excellent option for dining in Bolzano tonight.

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

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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Milan and Pisa, 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 2 nights.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Milan. Your adventure starts at Galleria Vittorio Emanuele Ii, an astonishing local hot spot. Another notable attraction to explore is Parco Sempione. This spectacular park is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander Milan's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo, Pisa. This symbolic public square offers a fascinating experience that many visitors find memorable. Leaning Tower Of Pisa is also worth visiting.

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.

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.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

Day 8 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Get ready to discover some of the most iconic wonders in Florence, including a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Start your day at Cathedral Of Santa Maria Del Fiore. This visually striking church is an extraordinary place to see in Florence. Then, wander over to Piazza Della Signoria. If enchanting sites excite you, this public square will be right up your alley. Nearby, you’ll also find Ponte Vecchio. This history-steeped historical landmark 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, Uffizi Gallery is a spectacular spot in the city that will captivate you with its unique charm. When you’re done at the art gallery, don’t forget to check out the symbolic Piazzale Michelangelo. Take a moment to appreciate the fascinating details of this spectacular observation deck.

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Verona. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Bologna. You will spend 1 night here for some well-deserved relaxation.

Today, you'll explore some of the most beautiful places in Florence, including a stadium, a historical landmark, and a public square. Start your day with a visit to Verona Arena. This timeless stadium is a must-visit in the city. When you’re ready for your next discovery, continue to Porta Borsari, which may be one of the most symbolic places you will experience today.

One of the best things about exploring Florence 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 Piazza Delle Erbe, a locally renowned public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Ponte Pietra.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna 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 Bologna, 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 Bologna by securing a reservation at Ahimè. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another dining delight, visit I Portici, celebrated for its delectable creative and contemporary 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 Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

After enjoying a fulfilling meal, continue your evening at Bar Al Bricco D'oro, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Freud E Squisito offers a welcoming atmosphere for easing into the nightlife. Similarly, Osteria Del Sole provides an excellent environment for a relaxed and enjoyable evening.

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

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Udine and Aquileia. When you’re not sightseeing, take time to relax at your selected hotel in Trieste, where you’ll be staying for 3 nights.

Bologna is brimming with adventures. Today’s wonderful stops include a castle, a public square, and a church. Begin your sightseeing adventure at the worthwhile Udine Castle and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Libertà, a romantic public square that draws visitors from far and near.

Continue your journey to Piazza Giacomo Matteotti, one of the city’s most often recommended spots that you shouldn’t miss. Another great site to visit is the intriguing Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus.

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.

Set out on a gastronomic journey in Trieste by reserving a table at Harry's Piccolo. Renowned for its 2-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. Looking for something different? Caffè Tommaseo offers a tantalizing alternative with its diverse menu. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

To truly maximize your evening out, consider visiting Bar G after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar X, another bar with an inviting ambiance. Similarly, Antico Caffè Torinese also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Italy!

Wake up to day 12 of your extraordinary road trip in Italy. With 1 night left in Trieste, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Trieste allows for both. Start by heading to Duino Castle. This increasingly popular castle provides an insightful glimpse into the village's identity. Next, discover Rilke Trail / Pešpot Rilke, a peaceful hiking area, promising a delightful encounter.

Continue your sightseeing with a visit to Grotta Gigante, a curiosity-inducing cave. When you’re done, don’t forget to make a stop at the captivating Miramare Castle.

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.

Treat yourself to a delicious dinner at Caffè degli Specchi, an excellent option for tonight's dining. Looking for something different? Osteria Istriano Of Giobi And Oxa offers a tantalizing alternative with its diverse menu. And don’t miss Chimera di Bacco. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Trieste.

Continue your lively evening at "life" New Bar Torinese Snc, a perfect place for winding down or revving up the night, depending on which mood you’re in. White Cafe is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Café James Joyce ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!

On day 13 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 Trieste. In the evening, you’ll end up in Venice, where you will stay for 1 night.

Brace yourself for today’s incredible lineup of attractions in Trieste, featuring fun adventures, breathtaking views, and picturesque spots. Start at Roman Theatre Of Trieste, a beloved archeological site in the city. Then, head to Piazza Della Borsa and soak in the ambiance of this eye-catching public square.

There are many interesting places to see in Trieste, and when you are ready for more, go to Piazza Unità D'italia. This is one of the city’s most notable history-steeped spots of interest. After exploring the public square, visit the often recommended Molo Audace. Not far away, you'll also find San Sabba Rice Mill National Monument And Museum. This museum is a symbolic highlight in Trieste.

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.

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

Enjoy a lovely dining experience at Cantina Do Spade, 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 Trattoria Al Gazzettino, 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 Local. It’s yet another ideal choice to enhance your time in Venice tonight.

After your meal, keep the night alive at a bar like Devils Forest Pub, known for its lively atmosphere. Bar Venetico is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, L'archivio offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!