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

Day 2 of your road trip across Italy promises a magnificent time exploring Venice. You have 2 nights left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

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 frequently visited 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 an enchanting atmosphere.

Next, immerse yourself in the setting of Doge's Palace. Its enchanting features will captivate you. After the palace, continue your tour of the city with a visit to St Mark's Basilica. This church has an enchanting appeal. For a change of pace, head to Piazza San Marco. As one of the most timeless attractions in Venice, this public square is an excellent place to end your self-guided tour.

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.

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 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Il Mercante, a well-loved spot among locals and tourists. Or, head to The Irish Pub Venezia. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Ai Stagneri, another top-rated place in the area.

Raise your glass and celebrate another amazing day of your road trip 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the well-known Giardini Della Biennale, a romantic park in Venice. Next, go to Gallerie Dell'accademia.

After visiting Giardini Della Biennale and Gallerie Dell'accademia, take time to explore Venice's streets and absorb its charm. Continue your sightseeing by heading to Peggy Guggenheim Collection. This romantic art gallery offers a unique experience. Santa Maria Della Salute is another noteworthy stop.

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.

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.

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.

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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Rabland - Rablà and Merano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Bolzano. You will spend 2 nights here for some well-deserved relaxation.

Start by visiting Eisenbahnwelt - Mondo Treno, a prime spot to begin your journey. This picture-perfect museum is sure to impress. Next on your list is Castello Principesco, another must-visit landmark and up-and-coming castle renowned for its romantic features.

While exploring and sightseeing, take time to savor the ambiance of Venice by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Laubengasse. This enchanting street is a remarkable attraction that 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 dinnertime approaches, it's time to head out for a bite to eat in Bolzano. 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 taste of local culinary excellence while in Bolzano by securing a table at Vögele. An esteemed Bib Gourmand restaurant, it features an exceptional regional and traditional menu. For an alternative taste experience, visit In Viaggio - Claudio Melis, famous for its scrumptious creative and contemporary dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans.

Following your dinner, dive into the local bar culture at Café Gruber. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Franzbar, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar La Nuova Grotta Del Corso provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Wake up to day 5 of your extraordinary road trip in Italy. With 1 night left in Bolzano, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Get ready for an exciting day in Bolzano. Today’s sightseeing agenda includes a nature reserve and a lake. Begin your adventure at Parco Naturale Di Fanes-sennes-braies. This is an underrated nature reserve you should not miss. Another must-see is Pragser Wildsee, a locally renowned lake in Bolzano.

When you’re ready for the next sight, head to Parco Naturale Tre Cime.

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

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

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.

Unwind after your meal by stepping into Tiffany Bolzano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Corte - Bar & Bistro offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Hollywood, 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.

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.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Milan on today’s itinerary. First up is the top-rated shopping mall, Galleria Vittorio Emanuele Ii. Afterward, continue to Parco Sempione, a park every traveler should visit.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Del Duomo, Pisa. This globally renowned public square is an essential stop. Following that, head to Leaning Tower Of Pisa, another must-visit site that will enhance your experience.

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.

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

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. 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!

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.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Florence on today’s itinerary. First up is the famous church, Cathedral Of Santa Maria Del Fiore. Afterward, continue to Piazza Della Signoria, a public square every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Ponte Vecchio. This timeless historical landmark is an essential stop. Following that, head to Uffizi Gallery, another must-visit site that will enhance your experience. Don’t forget to stop by Piazzale Michelangelo, an astonishing observation deck 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 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.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Florence. Begin your sightseeing with Verona Arena. This world-famous stadium is one of the top attractions in the city. Proceed to Porta Borsari, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Delle Erbe. This notable public square is a traveler-favorite. Not far away, you’ll find Ponte Pietra, another key site on your sightseeing itinerary.

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.

Have a memorable dining experience in Bologna by booking a table at Ahimè, renowned as a Bib Gourmand restaurant presenting an exceptional country cooking menu. For a different culinary experience in Bologna, I Portici shines as one of the top destinations, known for its delicious creative and contemporary 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, Trattoria di Via Serra is known as a top local spot for its delicious emilian cuisine in Bologna. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

To truly maximize your evening out, consider visiting Bar Al Bricco D'oro after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Freud E Squisito, another bar with an inviting ambiance. Similarly, Osteria Del Sole also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences in Italy!

On day 10 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 Udine and Aquileia. In the evening, you’ll end up in Trieste, where you will stay for 3 nights.

Get ready to discover some of the most iconic wonders in Bologna, including a castle, a public square, and a church. Start your day at Udine Castle. This respected castle is an intriguing place to see in Bologna. Then, wander over to Piazza Libertà. If visually striking sites excite you, this public square will be right up your alley. Nearby, you’ll also find Piazza Giacomo Matteotti. This romantic public square is a favorite among visitors.

Bologna offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus is an intriguing spot in the city that will captivate you with its unique charm.

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.

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

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.

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.

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

Greet day 12 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Trieste for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Duino / Devin, Borgo Grotta Gigante / Briščiki, and Miramare / Miramar.

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 beloved castle provides an insightful glimpse into the village's identity. Next, discover Rilke Trail / Pešpot Rilke, a serene hiking area, promising a delightful encounter.

Continue your sightseeing with a visit to Grotta Gigante, an intriguing cave. When you’re done, don’t forget to make a stop at the interesting Miramare Castle.

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

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

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 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.

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

Experience an unparalleled adventure on day 13 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Trieste. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 1 night here for some well-deserved relaxation.

Set out on a day brimming with family-friendly attractions, scenic views, and photo-friendly spots. Start at the locally appreciated Roman Theatre Of Trieste, a breathtaking archeological site in Trieste. Next, go to Piazza Della Borsa.

After visiting Roman Theatre Of Trieste and Piazza Della Borsa, take time to explore Trieste's streets and absorb its charm. Continue your sightseeing by heading to Piazza Unità D'italia. This visually striking public square offers a unique experience. Molo Audace is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to San Sabba Rice Mill National Monument And Museum, one of the most history-steeped places to visit in Trieste.

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 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.

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.

Cap off your dinner by heading to Devils Forest Pub, ideal for a leisurely evening with a drink in hand. Bar Venetico is another bar that offers an enjoyable setting. Similarly, L'archivio is also a popular place to go on a night out, perfect for relaxing and socializing.

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