9-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and San Gimignano

At the end of the day, you'll drive back to Trieste, where you'll stay for 1 night more.

Today's adventure in Trieste promises more breathtaking discoveries and enriching experiences! Begin at Miramare Castle. This visually striking castle is a highlight of any visit in the village. Then, enjoy Canale Ponterosso Trieste, another enchanting attraction that never fails to captivate visitors. Next, head over to Piazza Unità D'italia, one of the village’s most interesting attractions, known for its awe-inspiring features.

If you’re looking for more, spend time soaking in the atmosphere of Revoltella Museum. This standout museum is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

Have a fantastic dining experience at Rustiko, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè San Marco offers an enticing alternative with its varied menu. Additionally, Osteria Marise is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Trieste.

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.

Say good night to Trieste and look forward to another great day of your road trip 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 1 night here for some well-deserved relaxation.

Today's adventure in Trieste promises more breathtaking discoveries and enriching experiences! Begin at Bridge Of Sighs. This UNESCO world heritage-designated monument is a highlight of any visit in the city. Then, enjoy Doge's Palace, another history-steeped attraction that never fails to captivate visitors. Next, head over to St Mark's Basilica, one of the city’s most notable attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza San Marco. This enchanting public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Grand Canal, a frequently visited street, and take a stroll around the area.

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.

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.

Enjoy a lovely dining experience at Bauer Hotel, a popular restaurant in Venice. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Venice at L'Osteria Le Guglie, 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 Corner Pub. It’s yet another ideal choice to enhance your time 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!

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most captivating attractions included on the itinerary is Basilica Of Santa Croce In Florence. This instagrammable church will help you start your sightseeing on top. Then, take a leisurely stroll to Uffizi Gallery and learn what makes this romantic art gallery unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Ponte Vecchio. After exploring the historical landmark, head to Loggia Dei Lanzi. This curiosity-inducing public square is a highlight in Venice. Lastly, don’t forget to check out the notable Palazzo Vecchio. Enjoy exploring this incredible palace at your own pace.

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.

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.

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.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Savor another day of unforgettable experiences in Italy!

On day 5 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. You still have 1 night left in Florence.

A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the curiosity-inducing church, Battistero Di San Giovanni. Afterward, continue to Piazza Del Duomo, Pisa, a public square 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 Campo Santo. This often recommended cemetery is an essential stop. Following that, head to Pisa Cathedral, another must-visit site that will enhance your experience. Don’t forget to stop by Angelo Caduto, a frequently visited point of interest in the city. Finally, end your day with a visit to Leaning Tower Of Pisa, a masterful monument that offers the perfect conclusion to your sightseeing of the day.

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

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

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, 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 San Gimignano. You’ll stay here for 2 nights.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, and a monument. Begin your adventure at Siena Cathedral. This is a captivating church you should not miss. Another must-see is Piazza Del Campo, a top-rated public square in Florence.

When you’re ready for the next sight, head to Tower Of Mangia. From there, take a leisurely stroll to Porta San Giovanni, another of the city’s frequently visited attractions.

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

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

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

Day 7 of your road trip will take you to the best attractions San Gimignano has to offer. Cherish the 1 night you have left in San Gimignano by discovering the best things there are to see and do in the village.

Enjoy the perfect balance of relaxation and exploration in San Gimignano today. One of the most curiosity-inducing attractions included on the itinerary is Piazza Del Duomo. This inviting public square will help you start your sightseeing on top. Then, take a leisurely stroll to Palazzo Comunale, Pinacoteca, Torre Grossa and learn what makes this historic museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Sangimignano1300.

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 San Gimignano. If you are looking to dine at a popular restaurant in the village, it's often a good idea to reserve a table in advance.

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

On day 8 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 Trieste, where you will stay for 1 night.

Set out on a day brimming with family-friendly attractions, scenic views, and picturesque spots. Start at the well-known Two Towers, a breathtaking monument in San Gimignano. Next, go to Piazza Maggiore.

After visiting Two Towers and Piazza Maggiore, take time to explore San Gimignano's streets and absorb its charm. Continue your sightseeing by heading to Biblioteca Salaborsa. This heritage-rich library offers a unique experience. Bologna Cathedral is another noteworthy stop.

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.

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.

To truly maximize your evening out, consider visiting "life" New Bar Torinese Snc after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to White Cafe, another bar with an inviting ambiance. Similarly, Café James Joyce also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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