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

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.

Savor the day by visiting some of the best places to see in Trieste, including a castle, a street, a public square, a museum and much more! Start your adventure at Miramare Castle. This interesting castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Canale Ponterosso Trieste located in Trieste for another exciting encounter.

Next, immerse yourself in the setting of Piazza Unità D'italia. Its visually striking features will captivate you. After the public square, continue your tour of the village with a visit to Revoltella Museum. Visitors usually appreciate the instagrammable features of this museum.

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

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

Treat yourself to a wonderful meal at Rustiko, a top-rated dining spot in Trieste. If you're in the mood for something new, try Caffè San Marco, another premier location with a delectable menu. You might also want to book a table at Osteria Marise. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Trieste.

Keep the excitement of the evening going by visiting a bar or two. Mast is an excellent place to start. You could also check out Urbanis, offering a different kind of charm. A last recommendation for the day is Coktail Bar Trieste | La Preferita. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Venice. At the end of the day, you will enjoy the comforts of a top-rated hotel in Venice, which will be your home away from home for 1 night.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Trieste. Your adventure starts at Bridge Of Sighs, an interesting local hot spot. Another notable attraction to explore is Doge's Palace. This interesting palace is known for its UNESCO world heritage-listed appeal.

After soaking in the highlights of these sights, take some time to wander Trieste's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to St Mark's Basilica. This inviting church offers a fascinating experience that many visitors find memorable. Piazza San Marco is also worth visiting, along with Grand Canal. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Rialto Bridge. This wondrous historical landmark provides a fitting finale to your sightseeing.

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.

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.

Get a good night's sleep and look forward to another great day on the road 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most notable attractions included on the itinerary is Basilica Of Santa Croce In Florence. This culturally significant 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 timeless Ponte Vecchio. After exploring the historical landmark, head to Loggia Dei Lanzi. This locally appreciated public square is a highlight in Venice. As your day continues, stop by Palazzo Vecchio, known for its history-steeped features. Lastly, don’t forget to check out the famous Piazza Della Signoria. Enjoy exploring this incredible public square 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.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

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

Greet day 5 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.

Just a short distance away you'll find your next stop, Piazza Del Duomo, Pisa, a historic public square that draws visitors from far and near.

Continue your journey to Campo Santo, one of the city’s most beloved spots that you shouldn’t miss. Another great site to visit is the worthwhile Pisa Cathedral. When you're finished at the church, Angelo Caduto awaits your visit. Last up is a monument - the wondrous Leaning Tower Of Pisa.

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

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.

Enjoy a delicious meal 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.

Raise your glass and celebrate another amazing 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.

Today, you'll explore some of the most beautiful places in Florence, including a church, a public square, and a monument. Start your day with a visit to Siena Cathedral. This interesting church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Campo, which may be one of the most romantic places you will experience today.

One of the best things about exploring Florence on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Tower Of Mangia, an increasingly popular monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Porta San Giovanni.

At the end of the day, you will drive to San Gimignano, 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 San Gimignano's most popular restaurants, and connect with friendly locals for an authentic adventure.

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

Day 7 of your road trip across Italy promises a magnificent time exploring San Gimignano. You have 1 night left in San Gimignano. Take the opportunity to experience more of the best attractions and activities in the village.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming village of San Gimignano. Your adventure starts at Piazza Del Duomo, an underrated local hot spot. Another notable attraction to explore is Palazzo Comunale, Pinacoteca, Torre Grossa. This beloved museum is known for its symbolic appeal.

After soaking in the highlights of these sights, take some time to wander San Gimignano's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Sangimignano1300. This visually striking museum offers a fascinating experience that many visitors find memorable.

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 San Gimignano. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Trieste. You will spend 1 night here for some well-deserved relaxation.

Today’s agenda in San Gimignano includes a monument, a public square, a library, a church and much more! Two Towers is must-visit monument and a great starting point for the day. Next, continue your journey to Piazza Maggiore, an astonishing public square, located just a leisurely stroll away. Next, head to Biblioteca Salaborsa, a photogenic library, also available for your discovery today.

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 dinnertime approaches, it's time to head out for a bite to eat in Trieste. 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.

Treat yourself to a delightful dinner at Caffè degli Specchi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Osteria Istriano Of Giobi And Oxa? It's another excellent option with a diverse menu. Consider reserving a table at Chimera di Bacco as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Trieste.

After your meal, keep the night alive at a bar like "life" New Bar Torinese Snc, known for its lively atmosphere. White Cafe is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Café James Joyce offers an excellent atmosphere for those looking to amp up the evening.

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