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

On day 2 of your road trip, you will have an entire day to explore Venice. You’ll stay in Venice for 2 nights and discover all the best things to see and do in the area.

Prepare for a day full of fun adventures, scenic views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Venetian Arsenal. This locally appreciated historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Bridge Of Sighs, one of the city’s best highlights.

Next, check out Doge's Palace, one of the most well-known places to see in Venice. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, St Mark's Basilica. Wander around and soak in the UNESCO world heritage-designated atmosphere this church offers. Then, head to Piazza San Marco, a top-rated public square 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 dinnertime approaches, it's time to head out for a bite to eat in Venice. 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.

Set out on a gastronomic journey in Venice by reserving a table at Local. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of contemporary cuisine. For a different taste, head over to Wistèria, renowned for its delectable contemporary and venetian dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Quadri, a highly rated local gem known for its exquisite 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 Venice.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Il Mercante, known for its inviting atmosphere. The Irish Pub Venezia is another great option if you’re looking for a place to get the night started. Similarly, Ai Stagneri provides a great setting to enjoy the night away.

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

Day 3 offers a multitude of experiences. You will stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Venice. Begin your sightseeing with Giardini Della Biennale. This notable park is one of the top attractions in the town. Proceed to Gallerie Dell'accademia, another must-visit attraction.

As you wander through the inviting streets of Venice, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Peggy Guggenheim Collection. This captivating art gallery is a traveler-favorite. Not far away, you’ll find Santa Maria Della Salute, another key site on your sightseeing itinerary.

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

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

Make sure to reserve a table at Osteria Alla Staffa, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bistrot de Venise, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corte Sconta, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Dolce Vita Venezia. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Tarnowska's American Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar All'angolo, 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!

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Rabland - Rablà and Merano, 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 Bolzano. You’ll stay here for 2 nights.

Today's adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at Eisenbahnwelt - Mondo Treno. This picture-perfect museum is a highlight of any visit in the village. Then, enjoy Castello Principesco, another romantic attraction that never fails to captivate visitors. Next, head over to Laubengasse, one of the village’s most worthwhile attractions, known for its stunning features.

At the end of the day, you will drive to Bolzano, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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.

Experience a harmony of flavors at Vögele in Bolzano by securing a reservation in advance. Known for its Bib Gourmand status, Vögele offers a delightful variety of dishes highlighting its delicious regional and traditional menu. If you're seeking an alternative culinary experience, be sure to explore In Viaggio - Claudio Melis, a highly recommended restaurant known for its enticing creative and contemporary cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience.

After savoring a delicious meal, step into the vibrant nightlife at Café Gruber, where the evening is just getting started. In the same way, Franzbar offers a unique charm perfect for experiencing the local bar scene in Bolzano. Bar La Nuova Grotta Del Corso is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 5 of your road trip, you’ll start and end your day in Bolzano, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Marèo - Enneberg - Marebbe, Prags - Braies, and Sexten - Sesto. You still have 1 night left in Bolzano.

Get ready for a day filled with family-friendly attractions, romantic experiences, and natural wonders in the charming city of Bolzano. Your adventure starts at Parco Naturale Di Fanes-sennes-braies, a locally appreciated local hot spot. Another notable attraction to explore is Pragser Wildsee. This popular lake is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Bolzano's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Parco Naturale Tre Cime. This mesmerizing nature reserve offers a fascinating experience that many visitors find memorable.

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

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

Treat yourself to a delightful dinner at Alumix Cafè Ristorante Pizzeria, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Castel Flavon? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Filo d'Olio as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Bolzano.

If you’re not ready to end the night just yet, Tiffany Bolzano offers a perfect venue to relax and savor a drink. Similarly, Corte - Bar & Bistro is well-suited for those looking to unwind in a social setting. Hollywood is another excellent spot to enjoy a nightcap after a delightful meal.

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

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 Milan and Pisa. 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 2 nights.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the top-rated Galleria Vittorio Emanuele Ii, a romantic shopping mall in Milan. Next, go to Parco Sempione.

After visiting Galleria Vittorio Emanuele Ii and Parco Sempione, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Duomo, Pisa. This UNESCO world heritage-listed public square offers a unique experience. Leaning Tower Of Pisa is another noteworthy attraction worthwhile a visit.

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.

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.

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.

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

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 for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Begin your adventure at Cathedral Of Santa Maria Del Fiore. This is a widely recognized church you should not miss. Another must-see is Piazza Della Signoria, an impressive public square in Florence.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Uffizi Gallery, another of the city’s extraordinary attractions. We recommend continuing your self-guided tour at Piazzale Michelangelo, a history-steeped place of interest 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.

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 a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

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

On day 9 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 Verona. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Start by visiting Verona Arena, a prime spot to begin your journey. This grand stadium is sure to impress. Next on your list is Porta Borsari, another must-visit landmark and often recommended historical landmark renowned for its symbolic features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Delle Erbe. This visually striking public square is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Ponte Pietra, a locally renowned historical landmark.

At the end of the day, you will drive to Bologna, 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 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.

Start 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.

Continue your evening by exploring the vibrant nightlife scene at Bar Al Bricco D'oro, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Freud E Squisito, a bar that offers unique local touches. Likewise, Osteria Del Sole 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 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.

Brace yourself for today’s incredible lineup of attractions in Bologna, featuring fun adventures, romantic experiences, and scenic views. Start at Udine Castle, a frequently visited castle in the city. Then, head to Piazza Libertà and soak in the ambiance of this visually striking public square.

There are many interesting places to see in Bologna, and when you are ready for more, go to Piazza Giacomo Matteotti. This is one of the city’s most locally appreciated romantic spots of interest. After exploring the public square, visit the curiosity-inducing Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus.

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.

Begin your culinary exploration in Trieste by securing a reservation at Harry's Piccolo. This renowned restaurant holds 2 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, Caffè Tommaseo boasts a menu that's sure to impress.

Unwind after your meal by stepping into Bar G. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar X offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Antico Caffè Torinese, another top-rated bar in the area.

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.

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!

Today, you'll explore some of the most beautiful places in Trieste, including a castle, a hiking area, and a cave. Start your day with a visit to Duino Castle. This frequently visited castle is a must-visit in the village. When you’re ready for your next discovery, continue to Rilke Trail / Pešpot Rilke, which may be one of the most mesmerizing 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 Grotta Gigante, an underrated cave in the village. If you’re up for more discoveries, don’t forget to reserve some time for Miramare Castle.

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.

Don’t miss out on dining 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.

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.

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.

Dive into day 13 of your remarkable road trip in Italy. Today you will explore Trieste, 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.

Trieste is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Roman Theatre Of Trieste, an often recommended archeological site that is worthwhile a visit in the city. Nearby, you’ll find Piazza Della Borsa, enchanting visitors with its standout appeal. Continue your exploration at Piazza Unità D'italia. This public square is one of the city’s most popular spots.

Enjoy the freedom of exploring Trieste at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Molo Audace. After exploring the pier, head to the worthwhile San Sabba Rice Mill National Monument And Museum.

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

Savor the flavors at Cantina Do Spade, a top pick for dinner tonight. Alternatively, Trattoria Al Gazzettino beckons with its unique menu offerings. Also, consider Local. With its consistent customer satisfaction, it’s an excellent option for dining 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.

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