One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, and Siena

On day 2 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 Trieste, Miramare / Miramar, and Borgo Grotta Gigante / Briščiki. In the evening, you’ll end up in Venice, where you will stay for 2 nights.

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. Canale Ponterosso Trieste is the first of them. Spend some time admiring this enchanting street before continuing your journey. Piazza Della Borsa is your next stop. This underrated public square 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 Piazza Unità D'italia. This enchanting public square is a sight to behold. To round off your sightseeing experience, visit Miramare Castle and Grotta Gigante.

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.

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.

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.

Unwind after your meal by stepping into Al Parlamento. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, The Caffe Rosso offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Adagio, another top-rated bar in the area.

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

Day 3 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice by discovering the best things there are to see and do in the city.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Rialto Bridge. This iconic historical landmark is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza San Marco, one of the city’s most promising highlights.

Next, check out St Mark's Basilica, one of the most captivating places to see in Venice. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Doge's Palace. Wander around and soak in the culturally significant atmosphere this palace offers. Finally, take the path to the notable Bridge Of Sighs, the last of our attraction recommendations for today.

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

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.

If you’re not ready to end the night just yet, Il Mercante offers a perfect venue to relax and savor a drink. Similarly, The Irish Pub Venezia is well-suited for those looking to unwind in a social setting. Ai Stagneri is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass to another unforgettable day in Italy!

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Bologna, 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 Florence. You’ll stay here for 2 nights.

Savor the day by visiting some of the best places to see in Venice, including a palace, a street, and a monument. Start your adventure at Palazzo Magnani. This locally appreciated palace is a must-visit for travelers looking for a unique holiday experience. Make your way to Palazzo Del Podestà, Bologna located in Venice for an enchanting atmosphere.

Next, immerse yourself in the setting of Portici Di Bologna. Its visually striking features will captivate you. After the street, continue your tour of the city with a visit to Tombs Of The Glossators Of Bologna. This monument has a symbolic appeal.

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

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

Don’t miss out on dining 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.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 5 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Begin your adventure at Cathedral Of Santa Maria Del Fiore. This is an extraordinary church you should not miss. Another must-see is Piazza Della Signoria, a widely recognized public square in Florence.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Uffizi Gallery, another of the city’s top-rated attractions. We recommend ending your self-guided tour of the city with a romantic observation deck. Piazzale Michelangelo is a truly remarkable place to visit in Florence.

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.

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.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Lucca. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, scenic views, and photo-friendly spots. Start at Pisa Cathedral, a worthwhile church in the city. Then, head to Piazza Del Duomo, Pisa and soak in the ambiance of this breathtaking public square.

There are many interesting places to see in Florence and when you are ready for more, go to Leaning Tower Of Pisa. This is one of the city’s most iconic spots. After exploring the monument, visit the well-known Piazza Dell'anfiteatro.

At the end of the day, you will drive to Siena, 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 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.

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.

Raise your glass to another unforgettable day in Italy!