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

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 4 stops and experience some of the highlights of Trieste, Miramare / Miramar, Prosecco / Prosek, and Aquileia. 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 2 nights.

Savor the day by visiting some of the best places to see in Trieste, including a church, a public square, a museum, a castle, a monument and much more! Start your adventure at Cattedrale Di San Giusto Martire. This underrated church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Unità D'italia located in Trieste for another exciting encounter.

Next, immerse yourself in the setting of Revoltella Museum. Its eye-catching features will captivate you. After the museum, continue your tour of the city with a visit to Miramare Castle. Visitors usually appreciate the respected features of this castle. Next up is Barcola Fountain, a highly recommended monument. For a change of pace, head to Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus. As one of the most often recommended attractions in Trieste, this church is the perfect place to end your self-guided sightseeing tour.

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.

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

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.

Cap off your dinner by heading to Al Parlamento, ideal for a leisurely evening with a drink in hand. The Caffe Rosso is another bar that offers an enjoyable setting. Similarly, Adagio 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 3 of your road trip, you will have an entire day to explore Venice. You’ll stay in Venice for 1 night and discover all the best things to see and do in the area.

Cannaregio is a fantastic place you can explore today in Venice. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Venice-way-of-life and visit all the nearby sights.

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Venice on today’s itinerary. First up is the timeless historical landmark, Rialto Bridge. Afterward, continue to Piazza San Marco, a public square every traveler should visit.

As you explore Venice’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to St Mark's Basilica. This notable church is an essential stop. Following that, head to Doge's Palace, another must-visit site that will enhance your experience. Don’t forget to stop by Bridge Of Sighs, a captivating monument 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.

As dinnertime approaches, it's time to head out for a bite to eat in Venice. 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 wonderful meal at Generator Venice, a top-rated dining spot in Venice. If you're in the mood for something new, try Nevodi, another premier location with a delectable menu. You might also want to book a table at Ristorante La Piazza. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

Continue your lively evening at Il Mercante, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Irish Pub Venezia is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Ai Stagneri ensures a night out tailored to your taste.

Savor another day of unforgettable experiences 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.

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Piazza Santo Stefano. This locally appreciated public square is a romantic place to see in Venice. Continue your discovery at Two Towers, a standout monument with stories to tell.

As you stroll around Venice, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Bologna Cathedral. This increasingly popular church offers a stunning encounter with Venice. Next, make your way to Fountain Of Neptune, Bologna to add another highlight to your day. After that, visit Piazza Maggiore, an extraordinary public square that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Basilica Of San Domenico, an increasingly popular church in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Venice.

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.

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.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

Day 5 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Cathedral Of Santa Maria Del Fiore, a famous church in the city. Then, head to Piazza Della Signoria and soak in the ambiance of this history-steeped 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 majestic spots of interest. After exploring the historical landmark, visit the extraordinary 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, a widely recognized observation deck 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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

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.

If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 6 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 Pisa and Lucca. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Pisa Cathedral. This culturally significant church is a highlight of any visit in the city. Then, enjoy Piazza Del Duomo, Pisa, another UNESCO world heritage-designated attraction that never fails to captivate visitors. Next, head over to Leaning Tower Of Pisa, one of the city’s most iconic attractions, known for its UNESCO world heritage-listed features.

If you’re looking for more, spend time soaking in the atmosphere of Guinigi Tower. This grand monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit San Michele In Foro, a frequently visited church, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazza Dell'anfiteatro before you head back to your hotel.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.

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.

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

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Piazza Del Campo. This famous public square provides an insightful glimpse into the city's identity. Next, discover Siena Cathedral, a visually striking church, promising a delightful encounter.

Continue your sightseeing with a visit to The Basilica Of St. Anthony, an interesting church. When you’re done, don’t forget to make a stop at the well-known Prato Della Valle.

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.

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.

Following your dinner, dive into the local bar culture at Mast. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Urbanis, the perfect place for those looking to experience the best of the nightlife. Similarly, Coktail Bar Trieste | La Preferita provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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