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.

Start by visiting Cattedrale Di San Giusto Martire, a prime spot to begin your journey. This breathtaking church is sure to impress. Next on your list is Roman Theatre Of Trieste, another must-visit landmark and beloved archeological site renowned for its breathtaking 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 Piazza Unità D'italia. This awe-inspiring public square is an essential place to visit for anyone looking for the full Trieste experience. We also recommend visiting Piazza Della Borsa, an intriguing public square. Nearby, you'll also find Canale Ponterosso Trieste, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Miramare Castle and wrap up your day with its standout appeal.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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 explore more of Venice, 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.

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.

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, The Caffe Rosso is another popular option for a drink or two. Likewise, Adagio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Day 3 of your road trip across Italy promises a magnificent time exploring Venice. You have 1 night left in Venice. Take the opportunity to experience more of the best attractions and activities in the city.

Brace yourself for today’s incredible lineup of attractions in Venice, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Bridge Of Sighs, an interesting monument in the city. Then, head to Doge's Palace and soak in the ambiance of this visually striking palace.

There are many interesting places to see in Venice, and when you are ready for more, go to St Mark's Basilica. This is one of the city’s most notable history-steeped spots of interest. After exploring the church, visit the globally renowned Piazza San Marco. Not far away, you'll also find Rialto Bridge. This historical landmark is a visually striking highlight in Venice. Before wrapping up your self-guided sightseeing tour, head to Grand Canal, a curiosity-inducing street in the city.

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.

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

Continue the enjoyment post-dinner at Il Mercante, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Irish Pub Venezia offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Ai Stagneri. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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.

Get ready for an exciting day in Venice. Today’s sightseeing agenda includes a public square, a monument, a church, a palace and much more! Begin your adventure at Piazza Santo Stefano. This is an increasingly popular public square you should not miss. Another must-see is Two Towers, a notable monument in Venice.

When you’re ready for the next sight, head to Piazza Maggiore. From there, take a leisurely stroll to Fountain Of Neptune, Bologna, another of the city’s intriguing attractions. We recommend continuing your self-guided tour at Bologna Cathedral, a grand place of interest in the city. If time allows, add Palazzo Pallavicini to your itinerary. This up-and-coming palace offers the perfect finishing touch to your day in Venice.

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.

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 Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 5 of your road trip will take you to the best attractions Florence has to offer. Cherish the 2 nights you have left in Florence by discovering the best things there are to see and do in the city.

Get ready for a day filled with fun adventures, photo-friendly spots, and history-rich sites in the charming city of Florence. Your adventure starts at Basilica Of Santa Croce In Florence, a captivating local hot spot. Another notable attraction to explore is Palazzo Vecchio. This well-known palace is known for its instagrammable 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 famous 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 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 and reflect on the day's adventures.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

Savor another day of unforgettable experiences in Italy!

On day 6 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Lucca. You still have 1 night left in Florence.

Today’s agenda in Florence includes a public square, a monument, a church, a historical landmark and much more! Piazza Del Duomo, Pisa is must-visit public square and a great starting point for the day. Next, continue your journey to Leaning Tower Of Pisa, an iconic monument, located just a leisurely stroll away. Next, head to Piazza Dell'anfiteatro, a romantic 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 Florence. When you're ready, let your sightseeing route take you to the frequently visited San Michele In Foro. If you’re looking for more, Porta San Pietro is also an underrated attraction that is worthwhile a visit. Lastly, don’t miss Mura Di Lucca, a place of history-steeped interest in the city.

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 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 highly-rated dining destination in Florence. If you're eager to try something different, consider Agricola Toscana, another top spot with a tantalizing menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s an excellent 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.

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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Siena, 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 Siena. You’ll stay here for 2 nights.

A blend of family-friendly attractions, scenic views, and picturesque spots await you in Florence on today’s itinerary. First up is the locally appreciated monument, Fortezza Medicea (siena). Afterward, continue to Basilica Of San Domenico, a church every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Siena Cathedral. This captivating church is an essential stop. Following that, head to Pubblico Palace, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Del Campo, a widely recognized public square in the city. Finally, end your day with a visit to Tower Of Mangia, a culturally significant monument that offers the perfect conclusion to your sightseeing of the 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.

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

Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

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, you’ll start and end your day in Siena, where you'll stay for 1 night more.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the up-and-coming Antinori Nel Chianti Classico, a romantic winery in Siena. Next, go to Rocca Di Castellina In Chianti.

After visiting Antinori Nel Chianti Classico and Rocca Di Castellina In Chianti, have a stroll along Siena's streets and take in the local charm. Continue your sightseeing by heading to Tumulo Di Montecalvario. This respected archeological site offers a unique experience. Fèlsina S. P. A. Is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Castello Di Brolio, one of the most enchanting places to visit in Siena.

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

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.

Have a fantastic dining experience at Osteria Quattro Venti, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Fischi per Fiaschi offers an enticing alternative with its varied menu. Additionally, Osteria da Divo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

Keep the evening going at Charlie Mixology Bar Di Aldinucci Riccardo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Pinacoteca, which offers a similarly pleasant setting and great drinks. Another option is San Paolo Pub, which provides an inviting environment for unwinding after a busy day 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.

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.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Basilica Of San Francesco D'assisi. This stunning church is sure to ignite your curiosity. Next, dive into the romantic features of Piazza Del Comune, a must-visit public square in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Rocca Maggiore, an up-and-coming castle. For a change of scene, check out Perugia Cathedral, known for its heritage-rich features. We also recommend visiting Piazza Iv Novembre. This public square is a must for anyone looking to experience the town to the fullest. Lastly, end your day with a visit to The Fontana Maggiore, yet another underrated attraction in Siena.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia 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 Perugia. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely dining experience at Ristorante Settimo Sigillo, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Caffè Baglioni, 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 Bar Pellas. It’s yet another ideal choice to enhance your time in Perugia tonight.

Continue your evening by exploring the vibrant nightlife scene at Tommi Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Valentina, a bar that offers unique local touches. Likewise, Caffe Dal Perugino provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

On day 10 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, City of San Marino. When you’re not sightseeing, take time to relax at your selected hotel in Trieste, where you’ll be staying for 1 night.

Liberty Square is your next stop. This intriguing sightseeing destination is one of the best-rated sights in Perugia.

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 Basilica Del Santo. To round off your sightseeing experience, visit Guaita Tower.

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

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

Let the evening flow smoothly from dinner to drinks at Mast, a top-rated bar in the area. For other recommendations, Urbanis provides a perfect setting for rounding out your night with style and great drinks. Likewise, Coktail Bar Trieste | La Preferita offers a memorable night with diverse drink options and excellent service.

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