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.

Set out on a day brimming with family-friendly attractions, scenic views, and photo-friendly spots. Start at the locally appreciated Venetian Arsenal, a breathtaking historical landmark in Venice. Next, go to Bridge Of Sighs.

After visiting Venetian Arsenal and Bridge Of Sighs, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to Doge's Palace. This romantic palace offers a unique experience. St Mark's Basilica is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza San Marco, one of the most UNESCO world heritage-listed places to visit in Venice.

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

Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary and venetian dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Let the evening flow smoothly from dinner to drinks at Il Mercante, a top-rated bar in the area. For other recommendations, The Irish Pub Venezia provides a perfect setting for rounding out your night with style and great drinks. Likewise, Ai Stagneri 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.

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.

Today’s itinerary in Venice covers several incredible sights, including a park, an art gallery, and a church. Start your adventure at Giardini Della Biennale. This locally renowned park is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the heritage-rich wonders of Gallerie Dell'accademia, a must-see art gallery in the town.

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 Peggy Guggenheim Collection. This notable art gallery offers an enriching experience. For a change of pace, head to Santa Maria Della Salute, where you can take in history-steeped features. 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 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.

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.

Explore the vibrant nightlife at Dolce Vita Venezia after your meal, a hub for lively evenings and memorable moments. Or, head to Tarnowska's American Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Bar All'angolo is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences 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.

Today, you'll explore some of the most beautiful places in Venice, including a museum, a castle, and a street. Start your day with a visit to Eisenbahnwelt - Mondo Treno. This worthwhile museum is a must-visit in the village. When you’re ready for your next discovery, continue to Castello Principesco, which may be one of the most romantic 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 Laubengasse, a frequently visited street in the village.

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.

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.

Experience a harmony of flavors at Vögele in Bolzano by securing a reservation in advance. Known for its Bib Gourmand status, Vögele offers a delightful variety of dishes highlighting its delicious regional and traditional menu. If you're seeking an alternative culinary experience, be sure to explore In Viaggio - Claudio Melis, a highly recommended restaurant known for its enticing creative and contemporary cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience.

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.

Savor another day of unforgettable experiences in Italy!

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Bolzano 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 Marèo - Enneberg - Marebbe, Prags - Braies, and Sexten - Sesto.

Today's adventure in Bolzano promises more breathtaking discoveries and enriching experiences! Begin at Parco Naturale Di Fanes-sennes-braies. This awe-inspiring nature reserve is a highlight of any visit in the city. Then, enjoy Pragser Wildsee, another romantic attraction that never fails to captivate visitors. Next, head over to Parco Naturale Tre Cime, one of the city’s most popular attractions, known for its serene features.

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

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

Enjoy a delicious meal 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 dinner by heading to Tiffany Bolzano, ideal for a leisurely evening with a drink in hand. Corte - Bar & Bistro is another bar that offers an enjoyable setting. Similarly, Hollywood is also a popular place to go on a night out, perfect for relaxing and socializing.

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 vibrant destinations - Milan and Pisa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

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 extraordinary 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 culturally significant 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 breathtaking 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.

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

Start 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.

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.

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

Day 8 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Prepare for a day full of fun adventures, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Cathedral Of Santa Maria Del Fiore. This impressive church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Della Signoria, one of the city’s best highlights.

Next, check out Ponte Vecchio, one of the most timeless places to see in Florence. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Uffizi Gallery. Wander around and soak in the romantic atmosphere this art gallery offers. Then, head to Piazzale Michelangelo, a top-rated observation deck that adds another dimension to your 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 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

Say good night to Florence and look forward to another great day 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 grand stadium is sure to impress. Next on your list is Porta Borsari, another must-visit landmark and increasingly popular historical landmark renowned for its eye-catching 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 enchanting public square is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Ponte Pietra, a notable historical landmark.

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

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.

Following your dinner, dive into the local bar culture at Bar Al Bricco D'oro. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Freud E Squisito, the perfect place for those looking to experience the best of the nightlife. Similarly, Osteria Del Sole provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Udine and Aquileia. At the end of the day, you will enjoy the comforts of a top-rated hotel in Trieste, which will be your home away from home for 3 nights.

Today's adventure in Bologna promises more breathtaking discoveries and enriching experiences! Begin at Udine Castle. This enchanting castle is a highlight of any visit in the city. Then, enjoy Piazza Libertà, another history-steeped attraction that never fails to captivate visitors. Next, head over to Piazza Giacomo Matteotti, one of the city’s most up-and-coming attractions, known for its enchanting features.

If you’re looking for more, spend time soaking in the atmosphere of Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus. This UNESCO world heritage-listed church 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 Trieste. Trieste 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 Trieste, 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 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.

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

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

Wake up to day 12 of your extraordinary road trip in Italy. With 1 night left in Trieste, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today’s agenda in Trieste includes a castle, a hiking area, and a cave. Duino Castle is must-visit castle and a great starting point for the day. Next, continue your journey to Rilke Trail / Pešpot Rilke, a frequently visited hiking area, located just a leisurely stroll away. Next, head to Grotta Gigante, a visually striking cave, also available for your discovery today.

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

As you explore more of Trieste, 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.

Make sure to reserve a table at Caffè degli Specchi, an iconic dining spot in Trieste. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria Istriano Of Giobi And Oxa, a popular restaurant in Trieste. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Chimera di Bacco, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at "life" New Bar Torinese Snc, a well-loved spot among locals and tourists. Or, head to White Cafe. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Café James Joyce, another top-rated place in the area.

Relax and recharge in preparation for another adventurous day 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.

Trieste is brimming with adventures. Today’s wonderful stops include an archeological site, a public square, a pier, a museum and much more! Begin your sightseeing adventure at the increasingly popular Roman Theatre Of Trieste and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Della Borsa, a respected public square that draws visitors from far and near.

Continue your journey to Piazza Unità D'italia, one of the city’s most well-known spots that you shouldn’t miss. Another great site to visit is the worthwhile Molo Audace. When you're finished at the pier, San Sabba Rice Mill National Monument And Museum awaits your visit. This museum is a history-steeped highlight on today's itinerary.

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.

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.

Treat yourself to a delicious dinner at Cantina Do Spade, an excellent option for tonight's dining. Looking for something different? Trattoria Al Gazzettino offers a tantalizing alternative with its diverse menu. And don’t miss Local. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

After enjoying a fulfilling meal, continue your evening at Devils Forest Pub, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Venetico offers a welcoming atmosphere for easing into the nightlife. Similarly, L'archivio provides an excellent environment for a relaxed and enjoyable evening.

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