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

On day 2 of your road trip in Italy, your travel plans include 4 stops at the most scenic, wondrous, and interesting places in the region. Trieste, Miramare / Miramar, Prosecco / Prosek, and Aquileia are on today's agenda. In the evening, you’ll end up in Venice, where you will stay for 2 nights.

Check out the increasingly popular church, Cattedrale Di San Giusto Martire. Afterward, continue to Piazza Unità D'italia, a public square every traveler should visit. As you explore Trieste’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Revoltella Museum. This often recommended museum is an essential stop.

Miramare / Miramar’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Trieste behind. This drive usually takes around 20 min. Miramare / Miramar welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Miramare Castle, a captivating castle that everyone visiting Miramare / Miramar should see.

Fasten your seatbelt and make your way to your next stop — Prosecco / Prosek, home to many well-known sights in the region. Keep in mind that your travel time from Miramare / Miramar to Prosecco / Prosek may take around 7 min without traffic disruptions. Upon arrival in Prosecco / Prosek, we highly recommend checking out some of the top attractions.

Our first attraction recommendation in Prosecco / Prosek is Barcola Fountain, an underrated monument that draws attention for its photogenic features.

When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and relax 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.

Enjoy a delicious meal at Bauer Hotel, a top-rated dining destination in Venice. If you're in the mood to try something new, consider L'Osteria Le Guglie, another top spot with a mouthwatering menu. You might also want to secure a reservation at Corner Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Venice this evening.

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.

Say good night to Venice and look forward to another great 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 the city and use the provided itinerary to discover what to see in Venice.

Don’t miss Cannaregio today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

Awaiting your discovery is the world-famous Rialto Bridge, a romantic historical landmark in Venice. Next, go to Piazza San Marco.

After visiting Rialto Bridge and Piazza San Marco, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to St Mark's Basilica. This majestic church offers a unique experience. Doge's Palace is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Bridge Of Sighs, one of the most symbolic places to visit in Venice.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Venice is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Venice.

Treat yourself to a delicious dinner at Generator Venice, an excellent option for tonight's dining. Looking for something different? Nevodi offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante La Piazza. Known for great service, it’s a fantastic choice for tonight in Venice.

After savoring a delicious meal, step into the vibrant nightlife at Il Mercante, where the evening is just getting started. In the same way, The Irish Pub Venezia offers a unique charm perfect for experiencing the local bar scene in Venice. Ai Stagneri 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 to prepare for another magical day of your road trip in Italy.

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Bologna. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Embrace the thrill of the open road as you wave goodbye to Venice and set your GPS to Bologna. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 46 min. Upon reaching Bologna, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

One of our top recommendations for your sightseeing is Piazza Santo Stefano. Spend some time admiring the majestic features of the public square before you continue to your next stop. Then, head to Two Towers. This captivating monument is a traveler-favorite in the city.

If you're keen to see more, continue to Bologna Cathedral. Feed your curiosity by learning something new about the church. Next, take your journey to Fountain Of Neptune, Bologna, a locally appreciated monument. Conclude your sightseeing at Piazza Maggiore, known for its culturally significant features.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

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.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

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

Day 5 offers an itinerary packed with the best things to see in Trieste. You’ll stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Experience Cathedral Of Santa Maria Del Fiore, an extraordinary church in the city. Then, head to Piazza Della Signoria and soak in the ambiance of this visually striking public square.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most iconic symbolic spots of interest. After exploring the historical landmark, visit the spectacular Uffizi Gallery. Not far away, you'll also find Basilica Of Santa Croce In Florence. This church is a culturally significant highlight in Florence. Before wrapping up your self-guided sightseeing tour, head to Piazzale Michelangelo, an impressive observation deck in the city.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

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.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Relax and look forward to more memorable moments to come!

Your itinerary for day 6 of your road trip in Italy includes 2 stops and features some of the highlights of Pisa and Lucca. At the end of the day, enjoy the comforts of a top-rated hotel in Siena, where you'll spend 1 night.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Pisa. This drive usually takes around 1 hour 15 min.

For a more meaningful self-guided tour of the city's best attractions, visit Pisa Cathedral, an often recommended church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Piazza Del Duomo, Pisa and admire its grand features.

When you’re ready, continue to Leaning Tower Of Pisa, a world-famous monument beloved by locals and tourists alike.

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Lucca. This drive usually takes around 32 min.

When you're ready for some sights, head to Guinigi Tower, an up-and-coming monument in Lucca. Explore its respected features at your own pace before you continue your journey to your next attraction, San Michele In Foro. This often recommended church is a top recommendation in the area.

When you’re ready to explore more, Piazza Dell'anfiteatro is an excellent choice. Spend some time discovering what some claim to be the most standout public square in the region.

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.

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

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining 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 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 and celebrate another amazing day of your road trip in Italy!

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Siena and Padua. When you’re not sightseeing, take time to relax at your chosen hotel in Trieste, where you’ll be staying for 1 night.

One of the most impressive attractions included on the itinerary is Piazza Del Campo. This visually striking public square will help you start your sightseeing on top. Then, take a leisurely stroll to Siena Cathedral and learn what makes this inviting church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings.

After soaking in Siena’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Padua. Expect your car journey to take a minimum of 3 hours 8 min. When you arrive in Padua, it's time to take a break from the road.

One of our top recommendations for your sightseeing is The Basilica Of St. Anthony. Spend some time admiring the instagrammable features of the church before you continue to your next stop. Then, head to Prato Della Valle. This interesting public square is a traveler-favorite in the city.

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

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Trieste, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Rustiko, an excellent option for tonight's dining. Looking for something different? Caffè San Marco offers a tantalizing alternative with its diverse menu. And don’t miss Osteria Marise. Known for great service, it’s a fantastic choice for tonight in Trieste.

After enjoying a fulfilling meal, continue your evening at Mast, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Urbanis offers a welcoming atmosphere for easing into the nightlife. Similarly, Coktail Bar Trieste | La Preferita provides an excellent environment for a relaxed and enjoyable evening.

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