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

On day 2 of your road trip, you’ll start and end your day in Trieste, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Miramare / Miramar and Trieste. You still have 1 night left in Trieste.

Discover a day packed with fun adventures, romantic experiences, and scenic views in Trieste. Begin your sightseeing with Miramare Castle. This locally renowned castle is one of the top attractions in the village. Proceed to Molo Audace, another must-visit attraction.

As you wander through the inviting streets of Trieste, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Unità D'italia. This popular public square is a traveler-favorite. Not far away, you’ll find Roman Theatre Of Trieste, another key site on your sightseeing itinerary. Cattedrale Di San Giusto Martire is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Civico Museo Del Castello Di San Giusto and uncover why it's recognized as one of the village's most up-and-coming attractions.

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

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

Enjoy a delicious meal at Rustiko, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Caffè San Marco, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria Marise. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.

To truly maximize your evening out, consider visiting Mast after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Urbanis, another bar with an inviting ambiance. Similarly, Coktail Bar Trieste | La Preferita also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. 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.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. 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. Bridge Of Sighs is the first of them. Spend some time admiring this symbolic monument before continuing your journey. Doge's Palace is your next stop. This popular palace is one of the best-rated sights in Trieste.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit St Mark's Basilica. This inviting church is a sight to behold. To round off your sightseeing experience, visit Piazza San Marco and Teatro La Fenice. If time allows, end your day with Rialto Bridge, a visually striking historical landmark that offers a memorable conclusion to your exploration.

When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and spend some time relaxing 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 Venice. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a delicious dinner at Bauer Hotel, an excellent option for tonight's dining. Looking for something different? L'Osteria Le Guglie offers a tantalizing alternative with its diverse menu. And don’t miss Corner Pub. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

Let the evening flow smoothly from dinner to drinks at Al Parlamento, a top-rated bar in the area. For other recommendations, The Caffe Rosso provides a perfect setting for rounding out your night with style and great drinks. Likewise, Adagio offers a memorable night with diverse drink options and excellent service.

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

On day 4 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.

Cannaregio is a fantastic place you can explore today in Venice. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Venice-way-of-life and visit all the nearby sights.

Start by visiting Santa Maria Della Salute, a prime spot to begin your journey. This history-steeped church is sure to impress. Next on your list is Peggy Guggenheim Collection, another must-visit landmark and well-known art gallery renowned for its romantic features.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Gallerie Dell'accademia. This heritage-rich art gallery is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Santa Maria Gloriosa Dei Frari, an up-and-coming church. Nearby, you'll also find Grand Canal, ready to add charm to your journey.

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 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.

Don’t miss out on dining at Generator Venice, a top-rated dining destination in Venice. If you're in the mood to try something new, consider Nevodi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante La Piazza. 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 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.

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

On day 5 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 Padua, Bologna, and Florence. In the evening, you’ll end up in Florence, where you will stay for 3 nights.

Today's adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at The Basilica Of St. Anthony. This photogenic church is a highlight of any visit in the city. Then, enjoy Prato Della Valle, another romantic attraction that never fails to captivate visitors. Next, head over to Two Towers, one of the city’s most well-known attractions, known for its breathtaking features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Maggiore. This enchanting public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Galleria Dell'accademia, a well-known art gallery, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Cathedral Of Santa Maria Del Fiore before you head back to your hotel.

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.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Day 6 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.

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Florence. Begin your sightseeing with Piazzale Michelangelo. This astonishing observation deck is one of the top attractions in the city. Proceed to Basilica Of Santa Croce In Florence, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Della Signoria. This spectacular public square is a traveler-favorite. Not far away, you’ll find Palazzo Vecchio, another key site on your sightseeing itinerary. Uffizi Gallery is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Ponte Vecchio and uncover why it's recognized as one of the city's most world-famous attractions.

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.

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

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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

On day 7 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary!

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most underrated attractions included on the itinerary is Battistero Di San Giovanni. This UNESCO world heritage-listed church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Duomo, Pisa and learn what makes this picture-perfect public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Campo Santo. After exploring the cemetery, head to Pisa Cathedral. This locally appreciated church is a highlight in Florence. As your day continues, stop by Leaning Tower Of Pisa, known for its historic features. Lastly, don’t forget to check out the frequently visited Knights' Square. Enjoy exploring this incredible public square at your own pace.

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 delicious meal 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.

Keep the evening going at Gosh*, a great choice for enjoying the after-dinner hours with a drink. You could also go to Antico Caffè Del Moro - Art Bar Firenze, which offers a similarly pleasant setting and great drinks. Another option is Quelo Bar, which provides an inviting environment for unwinding after a busy day out.

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

On day 8 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.

Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Florence. Begin your sightseeing with Fortezza Medicea (siena). This locally appreciated monument is one of the top attractions in the city. Proceed to Basilica Of San Domenico, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Siena Cathedral. This popular church is a traveler-favorite. Not far away, you’ll find Pubblico Palace, another key site on your sightseeing itinerary. Piazza Del Campo is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Tower Of Mangia and uncover why it's recognized as one of the city's most increasingly popular attractions.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

Cap off your dinner by heading to Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to another unforgettable day in Italy!

On day 9 of your road trip, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Begin your adventure at Palazzo Salimbeni. This is a curiosity-inducing palace you should not miss. Another must-see is Porta Romana, a locally appreciated monument in Siena.

When you’re ready for the next sight, head to Cipressi Di San Quirico D'orcia. From there, take a leisurely stroll to Museo Della Mezzadria Senese, another of the city’s locally appreciated attractions. We recommend continuing your self-guided tour at Abbazia Di Monte Oliveto Maggiore, a romantic place of interest in the city. If time allows, add Crete Senesi Vista to your itinerary. This increasingly popular point of interest offers the perfect finishing touch to your day in Siena.

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

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

Enjoy a lovely dining experience at Osteria Quattro Venti, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Fischi per Fiaschi, 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 da Divo. It’s yet another ideal choice to enhance your time 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 Charlie Mixology Bar Di Aldinucci Riccardo, a well-loved spot among locals and tourists. Or, head to Bar Pinacoteca. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at San Paolo Pub, another top-rated place in the area.

Savor another day of unforgettable experiences in Italy!

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Bologna and Verona, 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.

Prepare for a day full of fun adventures, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Porta Castiglione. This beloved monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Porta Borsari, one of the city’s best highlights.

Next, check out Verona Arena, one of the most world-famous places to see in Siena. This stadium is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Gran Guardia. Wander around and soak in the eye-catching atmosphere this palace offers.

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

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.

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 excitement of the evening going by visiting a bar or two. "life" New Bar Torinese Snc is an excellent place to start. You could also check out White Cafe, offering a different kind of charm. A last recommendation for the day is Café James Joyce. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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