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.

Today, you'll explore some of the most beautiful places in Venice, including a historical landmark, a monument, a palace, a church, a public square and much more! Start your day with a visit to Venetian Arsenal. This up-and-coming historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Bridge Of Sighs, which may be one of the most symbolic 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 Doge's Palace, a popular palace in the city. If you’re up for more discoveries, don’t forget to reserve some time for St Mark's Basilica and Piazza San Marco.

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!

Day 3 of your road trip across Italy promises a magnificent time exploring Lido. You have 1 night left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

Start by visiting Giardini Della Biennale, a prime spot to begin your journey. This visually striking park is sure to impress. Next on your list is Gallerie Dell'accademia, another must-visit landmark and curiosity-inducing art gallery renowned for its instagrammable features.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Peggy Guggenheim Collection. This romantic art gallery is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Santa Maria Della Salute, a frequently visited church.

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 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.

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.

Celebrate another amazing day of your road trip adventure 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.

Set out on a day brimming with fun adventures, photo-friendly spots, and romantic experiences. Start at the often recommended Eisenbahnwelt - Mondo Treno, a visually striking museum in Venice. Next, go to Castello Principesco.

After visiting Eisenbahnwelt - Mondo Treno and Castello Principesco, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to Laubengasse. This history-steeped street offers a unique experience.

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.

As you explore more of Bolzano, 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 Bolzano by securing a reservation at Vögele. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of regional and traditional cuisine. For another dining delight, visit In Viaggio - Claudio Melis, 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.

Round off your dining experience by visiting Café Gruber, a prime location for a drink. Alternatively, explore the distinctive characteristics of Franzbar, a bar catering to every mood and preference. Bar La Nuova Grotta Del Corso likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 5 of your road trip, you’ll start and end your day in Bolzano, where you'll stay for 1 night more.

Discover a day packed with family-friendly attractions, romantic experiences, and natural wonders in Bolzano. Begin your sightseeing with Parco Naturale Di Fanes-sennes-braies. This worthwhile nature reserve is one of the top attractions in the city. Proceed to Pragser Wildsee, another must-visit attraction.

As you wander through the inviting streets of Bolzano, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Parco Naturale Tre Cime. This captivating nature reserve is a traveler-favorite.

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

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.

Don’t miss out on dining at Alumix Cafè Ristorante Pizzeria, a top-rated dining destination in Bolzano. If you're in the mood to try something new, consider Castel Flavon, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Filo d'Olio. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bolzano this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Tiffany Bolzano stands out as an excellent choice for a post-dinner cocktail. Alternatively, Corte - Bar & Bistro offers an ideal atmosphere to enjoy the pleasures of the night. Hollywood is also a great option that provides a perfect setting for a relaxing evening.

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 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.

Today's adventure in Milan promises more breathtaking discoveries and enriching experiences! Begin at Galleria Vittorio Emanuele Ii. This history-steeped shopping mall is a highlight of any visit in the city. Then, enjoy Parco Sempione, another eye-catching attraction that never fails to captivate visitors. Next, head over to Piazza Del Duomo, Pisa, one of the city’s most globally renowned attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Leaning Tower Of Pisa. This UNESCO world heritage-listed monument is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international 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 Florence.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Savor the day by visiting some of the best places to see in Florence, including a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Start your adventure at Cathedral Of Santa Maria Del Fiore. This impressive church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Della Signoria located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Ponte Vecchio. Its history-steeped features will captivate you. After the historical landmark, continue your tour of the city with a visit to Uffizi Gallery. Visitors usually appreciate the romantic features of this art gallery. Next up is Piazzale Michelangelo, a highly recommended 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.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Start by visiting Verona Arena, a prime spot to begin your journey. This culturally significant stadium is sure to impress. Next on your list is Porta Borsari, another must-visit landmark and underrated historical landmark renowned for its respected 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 history-steeped public square is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Ponte Pietra, a captivating 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.

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

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant and a delicious emilian menu.

Continue the enjoyment post-dinner at Bar Al Bricco D'oro, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Freud E Squisito offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Osteria Del Sole. 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 10 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Udine and Aquileia. 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 well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Bologna on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Udine Castle is the first of them. Spend some time admiring this romantic castle before continuing your journey. Piazza Libertà is your next stop. This up-and-coming public square is one of the best-rated sights in Bologna.

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 Piazza Giacomo Matteotti. This romantic public square is a sight to behold. To round off your sightseeing experience, visit 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.

Experience a symphony of flavors at Harry's Piccolo in Trieste by securing a reservation in advance. Renowned for its 2-star Michelin distinction, Harry's Piccolo delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. Or, if you're feeling adventurous, why not try Caffè Tommaseo? It's another excellent option with a diverse menu.

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.

Savor another day of unforgettable experiences in Italy!

On day 12 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 Duino / Devin, Borgo Grotta Gigante / Briščiki, and Miramare / Miramar to the fullest today with this curated day itinerary!

Get ready for an exciting day in Trieste. Today’s sightseeing agenda includes a castle, a hiking area, and a cave. Begin your adventure at Duino Castle. This is an often recommended castle you should not miss. Another must-see is Rilke Trail / Pešpot Rilke, an often recommended hiking area in Trieste.

When you’re ready for the next sight, head to Grotta Gigante. From there, take a leisurely stroll to Miramare Castle, another of the village’s locally renowned attractions.

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 delicious meal at Caffè degli Specchi, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Osteria Istriano Of Giobi And Oxa, another top spot with a tantalizing menu. You might also want to secure a reservation at Chimera di Bacco. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.

Keep the excitement of the evening going by visiting a bar or two. "life" New Bar Torinese Snc is an excellent place to start. You could also check out White Cafe, offering a different kind of charm. A last recommendation for the day is Café James Joyce. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Celebrate another amazing day of your road trip adventure 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.

Today’s agenda in Trieste includes an archeological site, a public square, a pier, a museum and much more! Roman Theatre Of Trieste is must-visit archeological site and a great starting point for the day. Next, continue your journey to Piazza Della Borsa, an often recommended public square, located just a leisurely stroll away. Next, head to Piazza Unità D'italia, a history-steeped public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Trieste. When you're ready, let your sightseeing route take you to the beloved Molo Audace. If you’re looking for more, San Sabba Rice Mill National Monument And Museum is also an intriguing attraction that is worthwhile a visit.

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 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.

Following your dinner, dive into the local bar culture at Devils Forest Pub. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Venetico, the perfect place for those looking to experience the best of the nightlife. Similarly, L'archivio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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