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.

Make time for Venetian Arsenal, a locally appreciated historical landmark that is worthwhile a visit in the city. Nearby, you’ll find Bridge Of Sighs, enchanting visitors with its visually striking appeal. Continue your exploration at Doge's Palace. This palace is one of the city’s most captivating spots.

Enjoy the freedom of exploring Venice at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit St Mark's Basilica. After exploring the church, head to the globally renowned Piazza San Marco.

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.

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.

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.

Celebrate another amazing day of your road trip adventure in Italy!

Day 3 of your road trip will take you to the best attractions Lido has to offer. Cherish the 1 night you have left in the town and use the provided itinerary to discover what to see in Lido.

Your adventure in Venice is only getting started when you visit Giardini Della Biennale, a captivating local hot spot. Another notable attraction to explore is Gallerie Dell'accademia. This underrated art gallery is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Peggy Guggenheim Collection. This history-steeped art gallery offers a fascinating experience that many visitors find memorable. Santa Maria Della Salute is also worth visiting.

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

Don’t miss out on dining 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.

Round off your dining experience by visiting Dolce Vita Venezia, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tarnowska's American Bar, a bar catering to every mood and preference. Bar All'angolo likewise offers a unique atmosphere, perfect for a memorable night out.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter 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.

Your adventure in Venice is only getting started when you visit Eisenbahnwelt - Mondo Treno, an underrated local hot spot. Another notable attraction to explore is Castello Principesco. This frequently visited castle is known for its picture-perfect appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Laubengasse. This visually striking street offers a fascinating experience that many visitors find memorable.

When you’re done exploring for the day, you’ll drive to your hotel in Bolzano. Check in and relax before you head out to tour the city.

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.

Set out on a gastronomic journey in Bolzano by reserving a table at Vögele. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of regional and traditional cuisine. For a different taste, head over to In Viaggio - Claudio Melis, renowned for its delectable creative and contemporary dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans.

Let the evening flow smoothly from dinner to drinks at Café Gruber, a top-rated bar in the area. For other recommendations, Franzbar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar La Nuova Grotta Del Corso offers a memorable night with diverse drink options and excellent service.

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

On day 5 of your road trip, you'll get the chance to experience Marèo - Enneberg - Marebbe, Prags - Braies, and Sexten - Sesto. At the end of the day, you'll drive back to Bolzano, where you still have 1 night left to stay.

Make time for Parco Naturale Di Fanes-sennes-braies, an intriguing nature reserve that is worthwhile a visit in the city. Nearby, you’ll find Pragser Wildsee, enchanting visitors with its stunning appeal. Continue your exploration at Parco Naturale Tre Cime. This nature reserve is one of the city’s most locally renowned spots.

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 a true cultural experience.

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.

To truly maximize your evening out, consider visiting Tiffany Bolzano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Corte - Bar & Bistro, another bar with an inviting ambiance. Similarly, Hollywood also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Celebrate another amazing day of your road trip adventure 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.

To truly experience Milan, make sure to drop by Galleria Vittorio Emanuele Ii. This top-rated shopping mall is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Parco Sempione, one of the city’s best highlights.

Next, check out Piazza Del Duomo, Pisa, one of the most globally renowned places to see in Milan. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Leaning Tower Of Pisa. Wander around and soak in the UNESCO world heritage-designated atmosphere this monument offers.

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.

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.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 8 of your road trip across Italy promises a magnificent time exploring what to see in Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Look forward to a unique sightseeing adventure at the spectacular 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 detailed public square that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most globally renowned 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 a history-steeped highlight on today's itinerary.

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

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Florence tonight.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

Relax and look forward to more memorable moments to come!

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Verona. When you’re not sightseeing, take time to relax at your chosen hotel in Bologna, where you’ll be staying for 1 night.

Start your day at Verona Arena. This grand stadium is an iconic place to see in Florence. Then, wander over to Porta Borsari. If instagrammable sites excite you, this historical landmark will be right up your alley. Nearby, you’ll also find Piazza Delle Erbe. This visually striking public square is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Ponte Pietra is a locally renowned spot in the city that will captivate you with its unique charm.

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

Have a memorable dining experience in Bologna by booking a table at Ahimè, 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 consistently earns high praises, 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 in Bologna for its delicious emilian cuisine. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Al Bricco D'oro stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Freud E Squisito offers an ideal atmosphere to enjoy the pleasures of the night. Osteria Del Sole is also a great option that provides a perfect setting for a relaxing evening.

Savor another day of unforgettable experiences in Italy!

Dive into day 10 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Udine and Aquileia. At the end of the day, you’ll unwind at one of the finest accommodations in Trieste, where you'll spend 3 nights.

Make a stop at Udine Castle. This intriguing castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Libertà located in Bologna for another exciting encounter.

Next, immerse yourself in the setting of Piazza Giacomo Matteotti. Its history-steeped features will captivate you. After the public square, continue your tour of the city with a visit to Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus. Visitors usually appreciate the monumental features of this church.

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

Get ready for an unforgettable culinary journey in Trieste by reserving a table at Harry's Piccolo. Renowned as a 2-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider Caffè Tommaseo, another top spot with a mouthwatering 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.

Celebrate another amazing day of your road trip adventure in Italy!

On day 12 of your road trip in Italy, you’ll start and end your day in Trieste, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Trieste, there’s no need to rush. Experience Duino / Devin, Borgo Grotta Gigante / Briščiki, and Miramare / Miramar to the fullest today with this curated day itinerary.

Duino Castle brings Trieste's character to life. This visually striking castle is a highlight of any visit in the village. Then, enjoy Rilke Trail / Pešpot Rilke, another standout attraction that never fails to captivate visitors. Next, head over to Grotta Gigante, one of the village’s most increasingly popular attractions, known for its gorgeous features.

If you’re looking for more, spend time soaking in the atmosphere of Miramare Castle. This romantic castle is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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

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

Dine in style at Caffè degli Specchi, a top recommendation for dinner tonight. Or, for a change of pace, Osteria Istriano Of Giobi And Oxa boasts a menu that's sure to impress. Also, be sure to check out Chimera di Bacco. Known as a local hotspot, it’s a great choice for tonight in Trieste.

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.

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

Roman Theatre Of Trieste is an ideal stop early in the day. This worthwhile archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Della Borsa, which may be one of the most romantic places you will experience today.

One of the best things about exploring Trieste 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 Piazza Unità D'italia, a well-known public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Molo Audace and San Sabba Rice Mill National Monument And Museum.

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.

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.

Treat yourself to a wonderful meal at Cantina Do Spade, a top-rated dining spot in Venice. If you're in the mood for something new, try Trattoria Al Gazzettino, another premier location with a delectable menu. You might also want to book a table at Local. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

Continue the enjoyment post-dinner at Devils Forest Pub, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Venetico offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out L'archivio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.