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.

A blend of fun adventures, scenic views, and picturesque spots await you in Venice on today’s itinerary. First up is the often recommended historical landmark, Venetian Arsenal. Afterward, continue to Bridge Of Sighs, a monument every traveler should visit.

As you explore Venice’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Doge's Palace. This interesting palace is an essential stop. Following that, head to St Mark's Basilica, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza San Marco, an iconic public square 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 Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

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.

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

On day 3 of your road trip, you will have an entire day to explore Lido. You’ll stay in Venice 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 Venice, featuring fun adventures, romantic experiences, and breathtaking views. Start at Giardini Della Biennale, an interesting park in the town. Then, head to Gallerie Dell'accademia and soak in the ambiance of this photogenic art gallery.

There are many interesting places to see in Venice, and when you are ready for more, go to Peggy Guggenheim Collection. This is one of the town’s most popular enchanting spots of interest. After exploring the art gallery, visit the worthwhile Santa Maria Della Salute.

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.

Savor the flavors at Osteria Alla Staffa, a top pick for dinner tonight. Alternatively, Bistrot de Venise beckons with its unique menu offerings. Also, consider Corte Sconta. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

Cap off your dinner by heading to Dolce Vita Venezia, ideal for a leisurely evening with a drink in hand. Tarnowska's American Bar is another bar that offers an enjoyable setting. Similarly, Bar All'angolo is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Savor the day by visiting some of the best places to see in Venice, including a museum, a castle, and a street. Start your adventure at Eisenbahnwelt - Mondo Treno. This locally appreciated museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Castello Principesco located in Venice for another exciting encounter.

Next, immerse yourself in the setting of Laubengasse. Its romantic features will captivate you.

When you’re done exploring for the day, you’ll drive to your hotel in Bolzano. 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 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.

Enjoy an outstanding dining experience at Vögele, a Bib Gourmand restaurant offering an exceptional regional and traditional menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, In Viaggio - Claudio Melis, known for its delicious creative and contemporary cuisine.

Continue the enjoyment post-dinner at Café Gruber, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Franzbar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar La Nuova Grotta Del Corso. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to another unforgettable 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.

Immerse yourself in Bolzano’s rich culture with today's sightseeing itinerary. Start your journey at Parco Naturale Di Fanes-sennes-braies. This majestic nature reserve is sure to ignite your curiosity. Next, dive into the eye-catching features of Pragser Wildsee, a must-visit lake in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Parco Naturale Tre Cime, a notable nature reserve.

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

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

Savor the flavors at Alumix Cafè Ristorante Pizzeria, a top pick for dinner tonight. Alternatively, Castel Flavon beckons with its unique menu offerings. Also, consider Trattoria Filo d'Olio. With its consistent customer satisfaction, it’s an excellent option for dining in Bolzano tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Tiffany Bolzano, known for its inviting atmosphere. Corte - Bar & Bistro is another great option if you’re looking for a place to get the night started. Similarly, Hollywood provides a great setting to enjoy the night away.

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

On day 7 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 Milan and Pisa. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Today’s itinerary in Milan covers several incredible sights, including a shopping mall, a park, a public square, a monument and much more! Start your adventure at Galleria Vittorio Emanuele Ii. This widely recognized shopping mall is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Parco Sempione, a must-see park 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 Del Duomo, Pisa. This timeless public square offers an enriching experience. For a change of pace, head to Leaning Tower Of Pisa, where you can take in UNESCO world heritage-listed features. These sights offer a fulfilling end to a perfect day.

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 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.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Florence is brimming with adventures. Today’s wonderful stops include a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Begin your sightseeing adventure at the astonishing Cathedral Of Santa Maria Del Fiore and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Della Signoria, a history-steeped public square that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the astonishing Uffizi Gallery. When you're finished at the art gallery, Piazzale Michelangelo awaits your visit. This observation deck is an enchanting highlight on today's 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.

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.

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.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Say good night to Florence and look forward to another great day of your road trip 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.

A blend of fun adventures, romantic experiences, and scenic views await you in Florence on today’s itinerary. First up is the timeless 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 locally renowned public square is an essential stop. Following that, head to Ponte Pietra, another must-visit site that will enhance your experience.

When you’re done exploring for the day, you’ll drive to your hotel in Bologna. Check in and spend some time relaxing 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 Bologna. Enjoy a satisfying meal that will recharge you for tonight'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.

Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Udine and Aquileia, 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 Trieste. You’ll stay here for 3 nights.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the beloved Udine Castle, a romantic castle in Bologna. Next, go to Piazza Libertà.

After visiting Udine Castle and Piazza Libertà, have a stroll along Bologna's streets and take in the local charm. Continue your sightseeing by heading to Piazza Giacomo Matteotti. This instagrammable public square offers a unique experience. Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus is another noteworthy attraction worthwhile a visit.

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 an authentic adventure.

Prepare for an extraordinary culinary adventure in Trieste by booking a table at Harry's Piccolo, a 2-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider Caffè Tommaseo, another top spot with a tantalizing menu.

Cap off your dinner by heading to Bar G, ideal for a leisurely evening with a drink in hand. Bar X is another bar that offers an enjoyable setting. Similarly, Antico Caffè Torinese is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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

Today’s itinerary in Trieste covers several incredible sights, including a castle, a hiking area, and a cave. Start your adventure at Duino Castle. This intriguing castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the eye-catching wonders of Rilke Trail / Pešpot Rilke, a must-see hiking area in the village.

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 Grotta Gigante. This increasingly popular cave offers an enriching experience. For a change of pace, head to Miramare Castle, where you can take in romantic features. These sights offer a fulfilling end to a perfect day.

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

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 lovely meal at Caffè degli Specchi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Osteria Istriano Of Giobi And Oxa is another top choice with a popular menu. You could also check for a table at Chimera di Bacco. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Trieste tonight.

Explore the vibrant nightlife at "life" New Bar Torinese Snc after your meal, a hub for lively evenings and memorable moments. Or, head to White Cafe for a great selection of flavorful drinks and a charming setting. Furthermore, Café James Joyce 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.

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.

Get ready to discover some of the most iconic wonders in Trieste, including an archeological site, a public square, a pier, a museum and much more! Start your day at Roman Theatre Of Trieste. This instagrammable archeological site is a worthwhile place to see in Trieste. Then, wander over to Piazza Della Borsa. If respected sites excite you, this public square will be right up your alley. Nearby, you’ll also find Piazza Unità D'italia. This romantic public square is a favorite among visitors.

Trieste offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Molo Audace is a frequently visited spot in the city that will captivate you with its unique charm. When you’re done at the pier, don’t forget to check out the historic San Sabba Rice Mill National Monument And Museum. Take a moment to appreciate the fascinating details of this often recommended museum.

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.

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

Make sure to reserve a table at Cantina Do Spade, 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 Trattoria Al Gazzettino, 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 Local, 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, Devils Forest Pub offers a perfect venue to relax and savor a drink. Similarly, Bar Venetico is well-suited for those looking to unwind in a social setting. L'archivio is another excellent spot to enjoy a nightcap after a delightful meal.

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