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 will take you to the best attractions Venice has to offer. Cherish the 2 nights you have left in Venice by discovering the best things there are to see and do in the city.

Today’s itinerary in Venice covers several incredible sights, including a historical landmark, a monument, a palace, a church, a public square and much more! Start your adventure at Venetian Arsenal. This underrated historical landmark is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Bridge Of Sighs, a must-see monument 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 Doge's Palace. This interesting palace offers an enriching experience. For a change of pace, head to St Mark's Basilica, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Piazza San Marco. These sights offer a fulfilling end to a perfect 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.

Experience a harmony of flavors at Local in Venice by securing a reservation in advance. Known for its 1-star Michelin status, Local offers a delightful variety of dishes highlighting its delicious contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Wistèria, a highly recommended restaurant known for its enticing contemporary and venetian cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Quadri, a highly acclaimed restaurant celebrated for its exceptional modern menu.

Continue your evening by exploring the vibrant nightlife scene at Il Mercante, a prime destination for a thrilling night out. Also, don’t forget to check out The Irish Pub Venezia, a bar that offers unique local touches. Likewise, Ai Stagneri provides an excellent alternative for a fun evening.

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

Bring your curiosity for today’s adventure around Venice. Some of the town’s most loved attractions await! Giardini Della Biennale is the perfect place to start. This park is one of the most locally renowned places to visit in Venice. Next, head to Gallerie Dell'accademia, an increasingly popular art gallery, known for its history-steeped features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Peggy Guggenheim Collection. This romantic art gallery is a highly recommended experience. Nearby, you'll also find Santa Maria Della Salute. Visit these for an interesting touch to your journey.

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.

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.

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 sun sets on another day of adventure, rest up and recharge for the next leg 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.

Get ready to discover some of the most iconic wonders in Venice, including a museum, a castle, and a street. Start your day at Eisenbahnwelt - Mondo Treno. This picture-perfect museum is a frequently visited place to see in Venice. Then, wander over to Castello Principesco. If history-steeped sites excite you, this castle will be right up your alley. Nearby, you’ll also find Laubengasse. This visually striking street is a favorite among visitors.

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.

Treat yourself to an extraordinary dining experience at Vögele, a Bib Gourmand restaurant offering an incredible regional and traditional menu. Alternatively, if your taste buds call for something different, In Viaggio - Claudio Melis is one of the best restaurants for creative and contemporary cuisine in Bolzano. This 1-star Michelin-awardee earns consistently high praises from guests.

After enjoying a fulfilling meal, continue your evening at Café Gruber, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Franzbar offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar La Nuova Grotta Del Corso provides an excellent environment for a relaxed and enjoyable evening.

Relax and recharge in preparation for another adventurous day 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.

Today, you'll explore some of the most beautiful places in Bolzano, including a nature reserve and a lake. Start your day with a visit to Parco Naturale Di Fanes-sennes-braies. This worthwhile nature reserve is a must-visit in the city. When you’re ready for your next discovery, continue to Pragser Wildsee, which may be one of the most romantic places you will experience today.

One of the best things about exploring Bolzano 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 Parco Naturale Tre Cime, an interesting nature reserve in the city.

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

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

Make sure to reserve a table at Alumix Cafè Ristorante Pizzeria, an iconic dining spot in Bolzano. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Castel Flavon, a popular restaurant in Bolzano. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Filo d'Olio, a hidden gem nestled in Bolzano. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Tiffany Bolzano, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Corte - Bar & Bistro offers a welcoming atmosphere for easing into the nightlife. Similarly, Hollywood provides an excellent environment for a relaxed and enjoyable evening.

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Milan and Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Savor the day by visiting some of the best places to see in Milan, including a shopping mall, a park, a public square, a monument and much more! Start your adventure at Galleria Vittorio Emanuele Ii. This impressive shopping mall is a must-visit for travelers looking for a unique holiday experience. Make your way to Parco Sempione located in Milan for another exciting encounter.

Next, immerse yourself in the setting of Piazza Del Duomo, Pisa. Its stunning features will captivate you. After the public square, continue your tour of the city with a visit to Leaning Tower Of Pisa. Visitors usually appreciate the UNESCO world heritage-listed features of this monument.

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.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass and celebrate another amazing day 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.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and breathtaking views. Start at Cathedral Of Santa Maria Del Fiore, a top-rated church in the city. Then, head to Piazza Della Signoria and soak in the ambiance of this visually striking public square.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most wondrous history-steeped spots of interest. After exploring the historical landmark, visit the famous Uffizi Gallery. Not far away, you'll also find Piazzale Michelangelo. This observation deck is a majestic highlight in Florence.

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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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.

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

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the world-famous stadium, Verona Arena. Afterward, continue to Porta Borsari, a historical landmark 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 Piazza Delle Erbe. This captivating public square is an essential stop. Following that, head to Ponte Pietra, another must-visit site that will enhance your experience.

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

Experience a taste of local culinary excellence while in Bologna by securing a table at Ahimè. An esteemed Bib Gourmand restaurant, it features an exceptional country cooking menu. For an alternative taste experience, visit I Portici, 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. Looking for another choice? Discover Trattoria di Via Serra, a local favorite celebrated for its exquisite emilian cuisine in Bologna. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for emilian cuisine lovers seeking top-notch culinary experiences.

After savoring a delicious meal, step into the vibrant nightlife at Bar Al Bricco D'oro, where the evening is just getting started. In the same way, Bar Freud E Squisito offers a unique charm perfect for experiencing the local bar scene in Bologna. Osteria Del Sole is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 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.

Start by visiting Udine Castle, a prime spot to begin your journey. This enchanting castle is sure to impress. Next on your list is Piazza Libertà, another must-visit landmark and worthwhile public square renowned for its grand features.

While exploring and sightseeing, take time to savor the culture of Bologna by sampling some local delicacies. When you’re ready for more sightseeing, head to Piazza Giacomo Matteotti. This visually striking public square is an essential place to visit for anyone looking for the full Bologna experience. We also recommend visiting Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus, an intriguing church.

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.

Keep the evening going at Bar G, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar X, which offers a similarly pleasant setting and great drinks. Another option is Antico Caffè Torinese, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences 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.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Trieste on today’s itinerary. First up is the increasingly popular castle, Duino Castle. Afterward, continue to Rilke Trail / Pešpot Rilke, a hiking area every traveler should visit.

As you explore Trieste’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Grotta Gigante. This underrated cave is an essential stop. Following that, head to Miramare Castle, another must-visit site that will enhance your experience.

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

As dinnertime approaches, it's time to head out for a bite to eat in Trieste. 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 Caffè degli Specchi, a top pick for dinner tonight. Alternatively, Osteria Istriano Of Giobi And Oxa beckons with its unique menu offerings. Also, consider Chimera di Bacco. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

Extend your evening after a delightful meal by visiting "life" New Bar Torinese Snc, which offers the perfect atmosphere for a night out. Moreover, White Cafe is another popular option for a drink or two. Likewise, Café James Joyce also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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.

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 up-and-coming 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 a frequently visited attraction that is worthwhile a visit.

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.

Continue your evening by exploring the vibrant nightlife scene at Devils Forest Pub, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Venetico, a bar that offers unique local touches. Likewise, L'archivio provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!