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

On day 2 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 Trieste and Miramare / Miramar to the fullest today with this curated day itinerary.

Civico Museo Del Castello Di San Giusto is perfect for a self-paced visit during the day. This enchanting castle is sure to impress. Next on your list is Piazza Unità D'italia, another must-visit landmark and notable public square renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Trieste by sampling some local delicacies. When you’re ready for more sightseeing, head to Revoltella Museum. This eye-catching museum is an essential place to visit for anyone looking for the full Trieste experience.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Miramare / Miramar. This drive usually takes around 20 min, without any stops or traffic disruptions.

For a more meaningful self-guided tour of the city's best attractions, visit Miramare Castle, a well-known castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Trieste. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Dine in style at Rustiko, a top recommendation for dinner tonight. Or, for a change of pace, Caffè San Marco boasts a menu that's sure to impress. Also, be sure to check out Osteria Marise. Known as a local hotspot, it’s a great choice for tonight in Trieste.

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.

Savor another day of unforgettable experiences in Italy!

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Venice. When you’re not sightseeing, take time to relax at your chosen hotel in Venice, where you’ll be staying for 2 nights.

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

Continue your road trip and head to your next destination, Venice. This car ride takes around 2 hours 15 min.

For a more meaningful self-guided tour of the city's best attractions, visit Gallerie Dell'accademia, an intriguing art gallery that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to St Mark's Basilica and admire its history-steeped features.

When you’re ready, continue to Piazza San Marco, a world-famous public square beloved by locals and tourists alike. Don't miss out on Doge's Palace, another highlight of the area that promises a memorable visit. Not far away, you’ll also find Grand Canal, an UNESCO world heritage-listed place to see that you won’t regret spending some extra time discovering.

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

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.

Make sure to reserve a table at Bauer Hotel, 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 L'Osteria Le Guglie, 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 Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Al Parlamento is an excellent place to start. You could also check out The Caffe Rosso, offering a different kind of charm. A last recommendation for the day is Adagio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Savor another day of unforgettable experiences 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.

Set your GPS to Florence and hit the road. Expect a journey of approximately 2 hours 56 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Florence beckons with new experiences!

Set out on a self-guided sightseeing tour at Bargello National Museum and explore the detailed features. Next, make your way to Uffizi Gallery, another highlight in Florence. When you’re done exploring the art gallery, continue to Ponte Vecchio, a history-steeped historical landmark.

Nearby, you will also find Loggia Dei Lanzi. This underrated public square is a top place to see in the area. Lastly, head to Palazzo Vecchio, a symbolic palace that is perfect for some final exploring in the city.

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

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

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

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 4 nights you have left in the city and use the provided itinerary to discover what to see in Florence.

Don’t miss Oltrarno today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Awaiting your discovery is the impressive Piazzale Michelangelo, a respected observation deck in Florence. Next, go to Basilica Of Santa Croce In Florence.

After visiting Piazzale Michelangelo and Basilica Of Santa Croce In Florence, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Cathedral Of Santa Maria Del Fiore. This grand church offers a unique experience. Central Market is another noteworthy attraction worthwhile a visit.

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.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. 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 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!

On day 7 of your road trip, you'll get the chance to experience Pisa. At the end of the day, you'll drive back to Florence, where you still have 3 nights left to stay.

Pisa is brimming with adventures.

Fasten your seatbelt and make your way to your next stop — Pisa, home to many well-known sights in the region. Keep in mind that your travel time from Florence to Pisa may take around 1 hour 14 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

When you're ready for some sights, head to Battistero Di San Giovanni, an intriguing church in Pisa. Explore its stunning features at your own pace before you continue your journey to your next attraction, Piazza Del Duomo, Pisa. This timeless public square is a top recommendation in the area.

When you’re ready to explore more, Campo Santo is an excellent choice. Spend some time discovering what some claim to be the most historic cemetery in the region. Next, continue your sightseeing at the underrated Pisa Cathedral and discover what makes this church unique. If you’re up for one more stop in the city, head to Leaning Tower Of Pisa, an UNESCO world heritage-designated monument many travelers find the visit worthwhile.

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

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.

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.

Following your dinner, dive into the local bar culture at Gosh*. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Antico Caffè Del Moro - Art Bar Firenze, the perfect place for those looking to experience the best of the nightlife. Similarly, Quelo Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Relax and look forward to more memorable moments to come!

On day 8 of your road trip, you’ll start and end your day in Florence, where you still have 2 nights left. You'll spend part of the day exploring places of interest outside the immediate city, including Siena.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Siena. Your travel time is around 1 hour 12 min.

Set out on a self-guided sightseeing tour at Siena Cathedral and explore the history-steeped features. Next, make your way to Piazza Del Campo, another highlight in Siena. When you’re done exploring the public square, continue to Tower Of Mangia, a picture-perfect monument.

Nearby, you will also find Pubblico Palace. This beloved palace is a top place to see in the area.

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

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 dining experience at Tijuana, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Djària - American Bar, 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 The Florence Irish Pub. It’s yet another ideal choice to enhance your time in Florence tonight.

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

Wake up to day 9 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of San Regolo and Castellina in Chianti. With 1 night to stay in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in San Regolo. This drive usually takes around 1 hour 24 min, without any stops or traffic disruptions.

Castello Di Brolio is a frequently visited castle we recommend visiting today. Discover its enchanting features before continuing your self-guided tour.

Castellina in Chianti’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of San Regolo behind. This drive usually takes around 40 min. Castellina in Chianti welcomes you with a multitude of unique vacation experiences.

When you're ready for some sights, head to Tumulo Di Montecalvario, a locally appreciated 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 locally appreciated castle is a top recommendation in the area.

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

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

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.

Head back to your accommodation in Florence and get some rest to prepare for another magical day of your road trip in Italy.

Day 11 of your road trip across Italy promises a magnificent time exploring what to see in Bologna. You have 1 night left in Bologna. Take the opportunity to experience more of the best attractions and activities in the city.

One of the most locally appreciated attractions included on the itinerary is Pinacoteca Nazionale Di Bologna. This photogenic art gallery will help you start your sightseeing on top. Then, take a leisurely stroll to Two Towers and learn what makes this instagrammable monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Piazza Santo Stefano. After exploring the public square, head to Basilica Of San Domenico. This locally appreciated church is a highlight in Bologna.

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.

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

Have a fantastic dining experience at Bononia Cafè, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Via Con Me offers an enticing alternative with its varied menu. Additionally, Trattoria Pizzeria La Mela is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

Let the evening flow smoothly from dinner to drinks at Lime Bar, a top-rated bar in the area. For other recommendations, Macondo - Cocktail Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Onda Marina By Night offers a memorable night with diverse drink options and excellent service.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

Experience an unparalleled adventure on day 12 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Padua. At the end of the day, you will retreat to the hotel of your choice in Trieste, where will spend 1 night.

Padua’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Bologna behind. This drive usually takes around 1 hour 30 min. Padua welcomes you with a multitude of unique vacation experiences.

One of our top recommendations for your sightseeing is Prato Della Valle. Spend some time admiring the visually striking features of the public square before you continue to your next stop. Then, head to The Basilica Of St. Anthony. This interesting church is a traveler-favorite in the city.

If you're keen to see more, continue to Palazzo Zabarella. Feed your curiosity by learning something new about the palace. Next, take your journey to Musei Civici Eremitani, a beloved museum. Conclude your sightseeing at Scrovegni Chapel, known for its UNESCO world heritage-designated features.

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.

Enjoy a lovely dining experience at Caffè degli Specchi, a popular restaurant in Trieste. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Trieste at Osteria Istriano Of Giobi And Oxa, 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 Chimera di Bacco. It’s yet another ideal choice to enhance your time 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.

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