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

Wake up to day 2 of your extraordinary road trip in Italy. With 1 night left in Trieste, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Get ready for an exciting day in Trieste. Today’s sightseeing agenda includes a castle, a church, an archeological site, a public square, a museum and much more! Begin your adventure at Civico Museo Del Castello Di San Giusto. This is a locally appreciated castle you should not miss. Another must-see is Cattedrale Di San Giusto Martire, an underrated church in Trieste.

When you’re ready for the next sight, head to Roman Theatre Of Trieste. From there, take a leisurely stroll to Piazza Unità D'italia, another of the city’s interesting attractions. We recommend continuing your self-guided tour at Revoltella Museum, a standout place of interest in the city. If time allows, add Miramare Castle to your itinerary. This popular castle offers the perfect finishing touch to your day in Trieste.

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

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.

Enjoy a lovely dining experience at Rustiko, a popular restaurant in Trieste. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Trieste at Caffè San Marco, 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 Osteria Marise. It’s yet another ideal choice to enhance your time in Trieste tonight.

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.

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Venice. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Today’s agenda in Trieste includes a monument, a palace, a church, a public square, a historical landmark, a street and much more! Bridge Of Sighs is must-visit monument and a great starting point for the day. Next, continue your journey to Doge's Palace, an interesting palace, located just a leisurely stroll away. Next, head to St Mark's Basilica, a visually striking church, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Trieste. When you're ready, let your sightseeing route take you to the globally renowned Piazza San Marco. If you’re looking for more, Rialto Bridge is also a wondrous attraction that is worthwhile a visit. Lastly, don’t miss Grand Canal, a place of UNESCO world heritage-designated interest in the city.

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.

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.

Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. 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 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.

Head back to your accommodation in Venice and get some rest in preparation 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 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Today's adventure in Venice promises more breathtaking discoveries and enriching experiences! Begin at Bargello National Museum. This detailed museum is a highlight of any visit in the city. Then, enjoy Basilica Of Santa Croce In Florence, another culturally significant attraction that never fails to captivate visitors. Next, head over to Uffizi Gallery, one of the city’s most famous attractions, known for its romantic features.

If you’re looking for more, spend time soaking in the atmosphere of Ponte Vecchio. This history-steeped historical landmark is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Della Repubblica, a captivating public square, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Piazza Della Signoria before you head back to your hotel.

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

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile 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 5 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa to the fullest today with this curated day itinerary!

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Knights' Square is the perfect place to start. This public square is one of the most worthwhile places to visit in Florence.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Leaning Tower Of Pisa. This historic monument is a highly recommended experience. Nearby, you'll also find Pisa Cathedral and Campo Santo. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazza Del Duomo, Pisa, a stunning public square in Florence.

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

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

Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 1 night.

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Florence. Begin your sightseeing with Siena Cathedral. This popular church is one of the top attractions in the city. Proceed to Piazza Del Campo, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Tower Of Mangia. This beloved monument is a traveler-favorite. Not far away, you’ll find Pubblico Palace, another key site on your sightseeing itinerary. Parco Della Rocca is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazza Del Duomo and uncover why it's recognized as one of the city's most worthwhile 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.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in San Gimignano. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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

On day 7 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

Immerse yourself in San Gimignano’s rich culture with today's sightseeing itinerary. Start your journey at Castel Sant'angelo. This romantic castle is sure to ignite your curiosity. Next, dive into the history-steeped features of Spanish Steps, a must-visit public square in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Di Spagna, a wondrous public square. For a change of scene, check out Trevi Fountain, known for its masterful features. We also recommend visiting Pantheon. This monument is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Largo Di Torre Argentina, yet another notable attraction in San Gimignano.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you explore more of Rome, 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.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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.

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

Set aside time today to explore Trastevere, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Rome. Begin your sightseeing with Vatican Museums. This globally renowned art museum is one of the top attractions in the city. Proceed to Sistine Chapel, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to The Last Judgment. This intriguing point of interest is a traveler-favorite. Not far away, you’ll find St. Peter's Basilica, another key site on your sightseeing itinerary. Piazza Navona is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at RomAntica, a highly-rated dining destination in Rome. If you're eager to try something different, consider Coso Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Round off your dining experience by visiting Sant' Eustachio Caffè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yellowsquare Rome, a bar catering to every mood and preference. Caffè Portofino likewise offers a unique atmosphere, perfect for a memorable night out.

Savor another day of unforgettable experiences in Italy!