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 discover what to see in Venice. You’ll stay in Venice for 2 nights.

Start your day at Venetian Arsenal. This breathtaking historical landmark is an up-and-coming place to see in Venice. Then, wander over to Bridge Of Sighs. If enchanting sites excite you, this monument will be right up your alley. Nearby, you’ll also find Doge's Palace. This culturally significant palace is a favorite among visitors.

Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, St Mark's Basilica is an interesting spot in the city that will captivate you with its unique charm. When you’re done at the church, don’t forget to check out the grand Piazza San Marco. Take a moment to appreciate the fascinating details of this iconic public square.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Venice is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Venice.

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.

After savoring a delicious meal, step into the vibrant nightlife at Il Mercante, where the evening is just getting started. In the same way, The Irish Pub Venezia offers a unique charm perfect for experiencing the local bar scene in Venice. Ai Stagneri is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 3 offers an itinerary packed with the best things to see in Venice. You’ll stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

Awaiting your discovery is the beloved Gallerie Dell'accademia, a heritage-rich art gallery in Venice. Next, go to Peggy Guggenheim Collection.

After visiting Gallerie Dell'accademia and Peggy Guggenheim Collection, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to Santa Maria Della Salute. This symbolic church offers a unique experience.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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 top-rated dining destination in Venice. If you're in the mood to try something new, consider Bistrot de Venise, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corte Sconta. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

After your meal, keep the night alive at a bar like Dolce Vita Venezia, known for its lively atmosphere. Tarnowska's American Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar All'angolo offers an excellent atmosphere for those looking to amp up the evening.

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

Your itinerary for day 4 of your road trip in Italy includes 2 stops and features some of the highlights of Rabland - Rablà and Merano. At the end of the day, enjoy the comforts of a top-rated hotel in Bolzano, where you'll spend 2 nights.

Rabland - Rablà’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Venice behind. This drive usually takes around 3 hours 11 min. Rabland - Rablà welcomes you with a multitude of unique vacation experiences.

Savor the day by heading to Eisenbahnwelt - Mondo Treno, an often recommended museum that draws visitors from near and far.

When you’ve had your share of Rabland - Rablà, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Merano. Your travel time is around 15 min.

Set out on a self-guided sightseeing tour at Castello Principesco and explore the awe-inspiring features. Next, make your way to Laubengasse, another highlight in Merano.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Bolzano is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Bolzano.

Begin 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.

Unwind after your meal by stepping into Café Gruber. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Franzbar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar La Nuova Grotta Del Corso, another top-rated bar in the area.

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

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Bolzano, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Marèo - Enneberg - Marebbe, Prags - Braies, and Sexten - Sesto.

When you’ve had your share of Bolzano, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Marèo - Enneberg - Marebbe. Your travel time is around 1 hour 35 min.

Parco Naturale Di Fanes-sennes-braies is an intriguing nature reserve we recommend visiting today. Discover its serene features before continuing your self-guided tour.

Fasten your seatbelt and make your way to your next stop — Prags - Braies, home to many well-known sights in the region. Keep in mind that your travel time from Marèo - Enneberg - Marebbe to Prags - Braies may take around 1 hour 4 min without traffic disruptions. Upon arrival in Prags - Braies, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Pragser Wildsee, a locally renowned lake known for its mesmerizing features.

Embrace the thrill of the open road as you wave goodbye to Prags - Braies and set your GPS to Sexten - Sesto. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 39 min. Upon reaching Sexten - Sesto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in Sexten - Sesto is Parco Naturale Tre Cime, a well-known nature reserve that draws attention for its romantic features.

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

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Bolzano, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Alumix Cafè Ristorante Pizzeria, an excellent option for tonight's dining. Looking for something different? Castel Flavon offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Filo d'Olio. Known for great service, it’s a fantastic choice for tonight in Bolzano.

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.

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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Milan and Pisa. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Galleria Vittorio Emanuele Ii makes a great addition to your morning plans. This impressive shopping mall is a remarkable place to see in Milan. Continue your discovery at Parco Sempione, a romantic park with stories to tell.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Milan.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 3 hours 20 min. When you arrive in Pisa, it's time to take a break from the road.

One of our top recommendations for your sightseeing is Piazza Del Duomo, Pisa. Spend some time admiring the picture-perfect features of the public square before you continue to your next stop. Then, head to Leaning Tower Of Pisa. This iconic monument is a traveler-favorite in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax 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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot in Florence for its delicious italian contemporary and international cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences 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 the city and use the provided itinerary to discover what to see in Florence.

Cathedral Of Santa Maria Del Fiore is perfect for a self-paced visit during the day. This inviting church is sure to impress. Next on your list is Piazza Della Signoria, another must-visit landmark and famous public square renowned for its romantic 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 Ponte Vecchio. This grand historical landmark is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Uffizi Gallery, an astonishing art gallery. Nearby, you'll also find Piazzale Michelangelo, ready to add charm to your journey.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

Dive into day 9 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Verona. At the end of the day, you’ll unwind at one of the finest accommodations in Bologna, where you'll spend 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Verona. This drive usually takes around 2 hours 42 min, without any stops or traffic disruptions.

Set out on a self-guided sightseeing tour at Verona Arena and explore the grand features. Next, make your way to Porta Borsari, another highlight in Verona. When you’re done exploring the historical landmark, continue to Piazza Delle Erbe, a romantic public square.

Nearby, you will also find Ponte Pietra. This popular historical landmark is a top place to see in the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Bologna, it's often a good idea to reserve a table in advance.

Prepare for an extraordinary culinary adventure in Bologna by booking a table at Ahimè, a Bib Gourmand restaurant that boasts an exceptional country cooking menu. For a different flavor experience, head to I Portici, renowned for its delectable creative and contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

After your meal, keep the night alive at a bar like Bar Al Bricco D'oro, known for its lively atmosphere. Bar Freud E Squisito is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Osteria Del Sole offers an excellent atmosphere for those looking to amp up the evening.

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

On day 10 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Udine and Aquileia are on today's agenda. In the evening, you’ll end up in Trieste, where you will stay for 3 nights.

Throughout the day, make sure to take breaks to appreciate the surroundings.

After soaking in Bologna’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Udine. Expect your car journey to take a minimum of 2 hours 58 min. When you arrive in Udine, it's time to take a break from the road.

For a more meaningful self-guided tour of the city's best attractions, visit Udine Castle, a curiosity-inducing castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Piazza Libertà and admire its romantic features.

When you’re ready, continue to Piazza Giacomo Matteotti, a frequently visited public square beloved by locals and tourists alike.

When you’re ready to jump back into the car and say goodbye to Udine, you’ll hit the road in the direction of Aquileia. This drive usually takes around 37 min.

Savor the day by heading to Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus, a frequently visited church that draws visitors from near and far.

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

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

Treat yourself to an extraordinary dining experience at Harry's Piccolo, a 2-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Caffè Tommaseo is another top choice with a popular menu.

After savoring a delicious meal, step into the vibrant nightlife at Bar G, where the evening is just getting started. In the same way, Bar X offers a unique charm perfect for experiencing the local bar scene in Trieste. Antico Caffè Torinese is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 12 of your road trip, you’ll start and end your day in Trieste, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Duino / Devin, Borgo Grotta Gigante / Briščiki, and Miramare / Miramar.

Duino / Devin is brimming with adventures.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Duino / Devin may take around 28 min. Upon your arrival in Duino / Devin, you’ll be greeted with the opportunity to do some sightseeing and exploring.

One of our top recommendations for your sightseeing is Duino Castle. Spend some time admiring the romantic features of the castle before you continue to your next stop. Then, head to Rilke Trail / Pešpot Rilke. This locally appreciated hiking area is a traveler-favorite in the village.

When you’re ready to jump back into the car and say goodbye to Duino / Devin, you’ll hit the road in the direction of Borgo Grotta Gigante / Briščiki. This drive usually takes around 16 min.

Set out on a self-guided sightseeing tour at Grotta Gigante and explore the enchanting features.

Set your GPS to Miramare / Miramar and hit the road. Expect a journey of approximately 25 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Miramare / Miramar beckons with new experiences!

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Miramare Castle, a well-known castle that everyone visiting Miramare / Miramar should see.

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

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

Let the evening flow smoothly from dinner to drinks at "life" New Bar Torinese Snc, a top-rated bar in the area. For other recommendations, White Cafe provides a perfect setting for rounding out your night with style and great drinks. Likewise, Café James Joyce offers a memorable night with diverse drink options and excellent service.

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

Your itinerary for day 13 of your road trip in Italy includes 1 stop and features some of the highlights of Trieste. At the end of the day, enjoy the comforts of a top-rated hotel in Venice, where you'll spend 1 night.

Visiting Roman Theatre Of Trieste is always a good idea. This beloved archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the instagrammable wonders of Piazza Della Borsa, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Unità D'italia. This well-known public square offers an enriching experience. For a change of pace, head to Molo Audace, where you can take in awe-inspiring features. Conclude your self-guided sightseeing tour with a visit to San Sabba Rice Mill National Monument And Museum These sights offer a fulfilling end to a perfect day.

When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and relax 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 Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Don’t miss out on dining at Cantina Do Spade, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Trattoria Al Gazzettino, another top spot with a mouthwatering menu. You might also want to secure a reservation at Local. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

To truly maximize your evening out, consider visiting Devils Forest Pub after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Venetico, another bar with an inviting ambiance. Similarly, L'archivio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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