13-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Bologna

On day 2 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 Trieste and Miramare / Miramar.

Whether you decide to explore Trieste on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Whatever your travel style is, Civico Museo Del Castello Di San Giusto is an essential stop in Trieste. This underrated castle provides an insightful glimpse into the city's identity. Next, discover Piazza Unità D'italia, an enchanting public square, promising a delightful encounter.

Continue your sightseeing with a visit to Revoltella Museum, a worthwhile museum.

Fasten your seatbelt and make your way to your next stop — Miramare / Miramar, home to many well-known sights in the region. Keep in mind that your travel time from Trieste to Miramare / Miramar may take around 20 min without traffic disruptions. Upon arrival in Miramare / Miramar, we highly recommend checking out some of the top attractions.

Set out on a self-guided sightseeing tour at Miramare Castle and explore the visually striking features.

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

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

Savor the flavors at Rustiko, a top pick for dinner tonight. Alternatively, Caffè San Marco beckons with its unique menu offerings. Also, consider Osteria Marise. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

Round off your dining experience by visiting Mast, a prime location for a drink. Alternatively, explore the distinctive characteristics of Urbanis, a bar catering to every mood and preference. Coktail Bar Trieste | La Preferita 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.

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Venice. At the end of the day, you’ll unwind at one of the finest accommodations in Venice, where you'll spend 2 nights.

When you’re ready to jump back into the car and say goodbye to Trieste, you’ll hit the road in the direction of Venice. This drive usually takes around 2 hours 15 min.

One of our top recommendations for your sightseeing is Gallerie Dell'accademia. Spend some time admiring the historic features of the art gallery before you continue to your next stop. Then, head to St Mark's Basilica. This captivating church is a traveler-favorite in the city.

If you're keen to see more, continue to Piazza San Marco. Feed your curiosity by learning something new about the public square. Next, take your journey to Doge's Palace, a captivating palace. Conclude your sightseeing at Grand Canal, known for its visually striking features.

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

Treat yourself to a delightful dinner at Bauer Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try L'Osteria Le Guglie? It's another excellent option with a diverse menu. Consider reserving a table at Corner Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Al Parlamento stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Caffe Rosso offers an ideal atmosphere to enjoy the pleasures of the night. Adagio is also a great option that provides a perfect setting for a relaxing evening.

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

Your itinerary for day 5 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 5 nights.

After soaking in Venice’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Florence. Expect your car journey to take a minimum of 2 hours 56 min. When you arrive in Florence, it's time to take a break from the road.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Bargello National Museum, an often recommended museum that everyone visiting Florence should see. Next, head to Uffizi Gallery. This picture-perfect art gallery is one of the most widely recognized attractions in the region.

If you're keen to see more, don’t miss out on Ponte Vecchio, an enchanting historical landmark popular among locals as well as travelers. Loggia Dei Lanzi is an excellent attraction to visit next. Spend some time learning more about this locally appreciated public square before you continue your journey. Lastly, visit Palazzo Vecchio, a romantic palace and a top attraction in the city.

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

Florence 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 Florence.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

Raise your glass to another unforgettable day in Italy!

Day 6 of your road trip across Italy promises a magnificent time exploring what to see in Florence. You have 4 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Make sure to visit Oltrarno, a popular neighborhood in Florence. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Make time for Piazzale Michelangelo, a spectacular observation deck that is worthwhile a visit in the city. Nearby, you’ll find Basilica Of Santa Croce In Florence, enchanting visitors with its inviting appeal. Continue your exploration at Cathedral Of Santa Maria Del Fiore. This church is one of the city’s most widely recognized spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Central Market. After exploring the food market, head to the interesting David.

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 Florence, it's often a good idea to reserve a table in advance.

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 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.

Savor another day of unforgettable experiences in Italy!

Greet day 7 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 3 nights to stay in Florence, 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 Pisa.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Pisa. 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 1 hour 14 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Battistero Di San Giovanni, an increasingly popular church that everyone visiting Pisa should see. Next, head to Piazza Del Duomo, Pisa. This UNESCO world heritage-listed public square is one of the most iconic attractions in the region.

If you're keen to see more, don’t miss out on Campo Santo, a historic cemetery popular among locals as well as travelers. Pisa Cathedral is an excellent attraction to visit next. Spend some time learning more about this curiosity-inducing church before you continue your journey. Lastly, visit Leaning Tower Of Pisa, a masterful monument and a top attraction in the city.

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

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.

Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Explore the vibrant nightlife at Gosh* after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Del Moro - Art Bar Firenze for a great selection of flavorful drinks and a charming setting. Furthermore, Quelo Bar is perfect for those looking to extend their night with a touch of local flavor.

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

Wake up to day 8 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Siena. With 2 nights to stay in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

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

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Siena may take around 1 hour 12 min. Upon your arrival in Siena, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Savor the day by heading to Siena Cathedral, a popular church that draws visitors from near and far. When you're done, continue to Piazza Del Campo, where you can soak in the awe-inspiring surroundings.

Next, explore Tower Of Mangia, yet another frequently visited place to see in the area. After the monument, make time to go to Pubblico Palace. This picture-perfect palace is well worth the visit.

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

Florence 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 Florence.

Treat yourself to a delightful dinner at Tijuana, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Djària - American Bar? It's another excellent option with a diverse menu. Consider reserving a table at The Florence Irish Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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

On day 9 of your road trip, you’ll start and end your day in Florence, where you have 1 night left to stay.

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

Fasten your seatbelt and make your way to your next stop — San Regolo, home to many well-known sights in the region. Keep in mind that your travel time from Florence to San Regolo may take around 1 hour 24 min without traffic disruptions. Upon arrival in San Regolo, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in San Regolo is Castello Di Brolio, an underrated castle that draws attention for its romantic features.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Castellina in Chianti. This drive usually takes around 40 min, without any stops or traffic disruptions.

When you're ready for some sights, head to Tumulo Di Montecalvario, an underrated archeological site in Castellina in Chianti. Explore its photogenic features at your own pace before you continue your journey to your next attraction, Rocca Di Castellina In Chianti. This curiosity-inducing castle is a top recommendation in the area.

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

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.

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

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

Day 11 of your road trip will take you to the best attractions Bologna has to offer. Cherish the 1 night you have left in the city and use the provided itinerary to discover what to see in Bologna.

To truly experience Bologna, make sure to drop by Pinacoteca Nazionale Di Bologna. This up-and-coming art gallery is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Two Towers, one of the city’s best highlights.

Next, check out Piazza Santo Stefano, one of the most underrated places to see in Bologna. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Basilica Of San Domenico. Wander around and soak in the heritage-rich atmosphere this church offers.

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 Bologna. Enjoy a relaxing evening as you savor delicious local cuisine.

Savor the flavors at Bononia Cafè, a top pick for dinner tonight. Alternatively, Via Con Me beckons with its unique menu offerings. Also, consider Trattoria Pizzeria La Mela. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

Continue your lively evening at Lime Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Macondo - Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Onda Marina By Night ensures a night out tailored to your taste.

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

On day 12 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Padua. When you’re not sightseeing, take time to relax at your chosen hotel in Trieste, where you’ll be staying for 1 night.

Embrace the thrill of the open road as you wave goodbye to Bologna and set your GPS to Padua. 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 1 hour 30 min. Upon reaching Padua, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Set out on a self-guided sightseeing tour at Prato Della Valle and explore the visually striking features. Next, make your way to The Basilica Of St. Anthony, another highlight in Padua. When you’re done exploring the church, continue to Palazzo Zabarella, a heritage-rich palace.

Nearby, you will also find Musei Civici Eremitani. This frequently visited museum is a top place to see in the area. Lastly, head to Scrovegni Chapel, a romantic church that is perfect for some final exploring in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Trieste. 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 Trieste, it's often a good idea to reserve a table in advance.

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 consistently gains high praises from customers, it’s an ideal choice in Trieste tonight.

Continue your evening by exploring the vibrant nightlife scene at "life" New Bar Torinese Snc, a prime destination for a thrilling night out. Also, don’t forget to check out White Cafe, a bar that offers unique local touches. Likewise, Café James Joyce provides an excellent alternative for a fun evening.

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