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

On day 2 of your road trip in Italy, you’ll start and end your day in Trieste, but spend the day exploring what’s beyond the city. Since you will return to Trieste for 1 night more, there’s no need to rush. Experience Trieste and Miramare / Miramar to the fullest today with this curated day itinerary!

Savor the day by visiting some of the best places to see in Trieste, including a castle, a church, an archeological site, a public square, a museum and much more! Start your adventure at Civico Museo Del Castello Di San Giusto. This frequently visited castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Cattedrale Di San Giusto Martire located in Trieste for another exciting encounter.

Next, immerse yourself in the setting of Roman Theatre Of Trieste. Its awe-inspiring features will captivate you. After the archeological site, continue your tour of the city with a visit to Piazza Unità D'italia. Visitors usually appreciate the romantic features of this public square. Next up is Revoltella Museum, a highly recommended museum. For a change of pace, head to Miramare Castle. As one of the most popular attractions in Trieste, this castle is the perfect place to end your self-guided sightseeing tour.

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

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

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.

Round off your dining experience by visiting Mast, a prime location for a drink. Alternatively, explore the distinctive characteristics of Urbanis, a bar catering to every mood and preference. Coktail Bar Trieste | La Preferita likewise offers a unique atmosphere, perfect for a memorable night out.

Savor another day of unforgettable experiences in Italy!

On day 3 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 Venice. In the evening, you’ll end up in Venice, where you will stay for 1 night.

Start by visiting Bridge Of Sighs, a prime spot to begin your journey. This enchanting monument is sure to impress. Next on your list is Doge's Palace, another must-visit landmark and well-known palace renowned for its romantic features.

While exploring and sightseeing, take time to savor the culture of Trieste by sampling some local delicacies. When you’re ready for more sightseeing, head to St Mark's Basilica. This romantic church is an essential place to visit for anyone looking for the full Trieste experience. We also recommend visiting Piazza San Marco, an iconic public square. Nearby, you'll also find Rialto Bridge, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Grand Canal and wrap up your day with its enchanting appeal.

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.

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.

Dine in style at Bauer Hotel, a top recommendation for dinner tonight. Or, for a change of pace, L'Osteria Le Guglie boasts a menu that's sure to impress. Also, be sure to check out Corner Pub. Known as a local hotspot, it’s a great choice for tonight in Venice.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to The Caffe Rosso, which offers a similarly pleasant setting and great drinks. Another option is Adagio, which provides an inviting environment for unwinding after a busy day out.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

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

If you’re looking for more, spend time soaking in the atmosphere of Ponte Vecchio. This symbolic historical landmark is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Della Repubblica, an interesting 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.

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.

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.

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Following your dinner, dive into the local bar culture at Manifattura. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Se·sto On Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Vinile provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Say good night to Florence and look forward to another great day of your road trip 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.

Start your day with a visit to Knights' Square. This locally appreciated public square is a must-visit in the city.

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 Leaning Tower Of Pisa, a world-famous monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pisa Cathedral and Campo Santo. End your day with a visit to Piazza Del Duomo, Pisa, an iconic public square that’s sure to leave a lasting impression.

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

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.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in San Gimignano, which will be your home away from home for 1 night.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most locally renowned attractions included on the itinerary is Siena Cathedral. This visually striking church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Campo and learn what makes this enchanting public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular Tower Of Mangia. After exploring the monument, head to Pubblico Palace. This underrated palace is a highlight in Florence. As your day continues, stop by Parco Della Rocca, known for its visually striking features. Lastly, don’t forget to check out the increasingly popular Piazza Del Duomo. 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 San Gimignano. San Gimignano 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 San Gimignano's best restaurants.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here 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 enchanting 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, an iconic public square. For a change of scene, check out Trevi Fountain, known for its romantic 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 locally renowned attraction in San Gimignano.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As dinnertime approaches, it's time to head out for a bite to eat in Rome. 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 La Bottega Roma, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Pasta In Corso, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

On day 8 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Trastevere is a neighborhood that stands out as one of the must-see places in Vatican City. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most globally renowned attractions included on the itinerary is Vatican Museums.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the increasingly popular The Last Judgment. After exploring the sightseeing destination, head to St. Peter's Basilica. This wondrous major basilica is a highlight in Rome. As your day continues, stop by Piazza Navona, known for its history-steeped features.

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

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.

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!