11-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Siena, and Perugia

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Trieste and Miramare / Miramar. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 2 nights here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Trieste, including a church, an archeological site, a public square, a street, a castle and much more! Start your day at Cattedrale Di San Giusto Martire. This breathtaking church is a curiosity-inducing place to see in Trieste. Then, wander over to Roman Theatre Of Trieste. If breathtaking sites excite you, this archeological site 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, Piazza Della Borsa is an up-and-coming spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the romantic Canale Ponterosso Trieste. Take a moment to appreciate the fascinating details of this intriguing street. Wrap up your self-guided tour of Trieste's top attractions with a visit to Miramare Castle.

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.

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

Savor the flavors at Bauer Hotel, a top pick for dinner tonight. Alternatively, L'Osteria Le Guglie beckons with its unique menu offerings. Also, consider Corner Pub. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 3 of your road trip, you will have an entire day to explore Venice. You’ll stay in Venice for 1 night and discover all the best things to see and do in the area.

Venice is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Bridge Of Sighs, a locally renowned monument that is worthwhile a visit in the city. Nearby, you’ll find Doge's Palace, enchanting visitors with its grand appeal. Continue your exploration at St Mark's Basilica. This church is one of the city’s most notable 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 Piazza San Marco. After exploring the public square, head to the world-famous Rialto Bridge. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Grand Canal, a place of enchanting interest 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 long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Venice. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.

Round off your dining experience by visiting Il Mercante, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Irish Pub Venezia, a bar catering to every mood and preference. Ai Stagneri likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 4 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 Bologna. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Today’s agenda in Venice includes a public square, a monument, a church, a palace and much more! Piazza Santo Stefano is must-visit public square and a great starting point for the day. Next, continue your journey to Two Towers, a locally renowned monument, located just a leisurely stroll away. Next, head to Piazza Maggiore, a respected public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Venice. When you're ready, let your sightseeing route take you to the frequently visited Fountain Of Neptune, Bologna. If you’re looking for more, Bologna Cathedral is also an underrated attraction that is worthwhile a visit. Lastly, don’t miss Palazzo Pallavicini, a place of history-steeped interest in the city.

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 dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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 5 of your road trip across Italy promises a magnificent time exploring Florence. You have 2 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Get ready for a day filled with family-friendly attractions, picturesque spots, and historic treasures in the charming city of Florence. Your adventure starts at Basilica Of Santa Croce In Florence, an interesting local hot spot. Another notable attraction to explore is Palazzo Vecchio. This locally renowned palace is known for its respected appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Uffizi Gallery. This historic art gallery offers a fascinating experience that many visitors find memorable. Ponte Vecchio is also worth visiting, along with The Boboli Gardens. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazzale Michelangelo. This top-rated observation deck provides a fitting finale to your sightseeing.

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 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.

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

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.

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

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence 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 Pisa and Lucca.

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Duomo, Pisa. This UNESCO world heritage-listed public square is sure to ignite your curiosity. Next, dive into the masterful features of Leaning Tower Of Pisa, a must-visit monument 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 Piazza Dell'anfiteatro, a well-known public square. For a change of scene, check out San Michele In Foro, known for its historic features. We also recommend visiting Porta San Pietro. This monument is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Mura Di Lucca, yet another frequently visited attraction in Florence.

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

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gosh* stands out as an excellent choice for a post-dinner cocktail. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers an ideal atmosphere to enjoy the pleasures of the night. Quelo Bar is also a great option that provides a perfect setting for a relaxing evening.

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Today’s itinerary in Florence covers several incredible sights, including a monument, a church, a palace, a public square and much more! Start your adventure at Fortezza Medicea (siena). This worthwhile monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the monumental wonders of Basilica Of San Domenico, a must-see church 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 Siena Cathedral. This interesting church offers an enriching experience. For a change of pace, head to Pubblico Palace, where you can take in historic features. Conclude your self-guided sightseeing tour with a visit to Piazza Del Campo and Tower Of Mangia. These sights offer a fulfilling end to a perfect day.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Siena, 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 lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Siena tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

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

On day 8 of your road trip in Italy, you’ll start and end your day in Siena, but spend the day exploring what’s beyond the city. Since you will return to Siena for 1 night more, there’s no need to rush. Experience Bargino, Castellina in Chianti, Castelnuovo Berardenga, and San Regolo to the fullest today with this curated day itinerary!

Today’s itinerary in Siena covers several incredible sights, including a winery, a castle, and an archeological site. Start your adventure at Antinori Nel Chianti Classico. This underrated winery is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Rocca Di Castellina In Chianti, a must-see castle 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 Tumulo Di Montecalvario. This up-and-coming archeological site offers an enriching experience. For a change of pace, head to Fèlsina S. P. A. , where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Castello Di Brolio. These sights offer a fulfilling end to a perfect day.

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

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

Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Continue your evening by exploring the vibrant nightlife scene at Charlie Mixology Bar Di Aldinucci Riccardo, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Pinacoteca, a bar that offers unique local touches. Likewise, San Paolo Pub provides an excellent alternative for a fun evening.

Head back to your accommodation in Siena and get some rest in preparation for another magical 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 2 stops and experience some of the highlights of Santa Maria degli Angeli and Perugia. At the end of the day, you will enjoy the comforts of a top-rated hotel in Perugia, which will be your home away from home for 1 night.

Set out on a day brimming with family-friendly attractions, breathtaking views, and photo-friendly spots. Start at the locally renowned Basilica Of San Francesco D'assisi, a historic church in Siena. Next, go to Piazza Del Comune.

After visiting Basilica Of San Francesco D'assisi and Piazza Del Comune, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Rocca Maggiore. This history-steeped castle offers a unique experience. Perugia Cathedral is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Iv Novembre, one of the most history-steeped places to visit in Siena. If you still have some time left for sightseeing, we also recommend stopping by The Fontana Maggiore.

At the end of the day, you will drive to Perugia, 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 Perugia. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Ristorante Settimo Sigillo, an iconic dining spot in Perugia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Caffè Baglioni, a popular restaurant in Perugia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Bar Pellas, a hidden gem nestled in Perugia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

Dive into day 10 of your remarkable road trip in Italy. Today you will explore City of San Marino, 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 1 night.

Your adventure starts at State Museum Of San Marino, a locally appreciated local hot spot. Another notable attraction to explore is Liberty Square.

After soaking in the highlights of these sights, take some time to wander Perugia's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Basilica Del Santo. Guaita Tower is also worth visiting.

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 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 dining experience at Rustiko, 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 Caffè San Marco, 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 Osteria Marise. It’s yet another ideal choice to enhance your time in Trieste tonight.

Keep the evening going at Mast, a great choice for enjoying the after-dinner hours with a drink. You could also go to Urbanis, which offers a similarly pleasant setting and great drinks. Another option is Coktail Bar Trieste | La Preferita, which provides an inviting environment for unwinding after a busy day out.

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