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!

Trieste is brimming with adventures. Today’s wonderful stops include a castle, a church, an archeological site, a public square, a museum and much more! Begin your sightseeing adventure at the up-and-coming Civico Museo Del Castello Di San Giusto and allow yourself time to explore. Just a short distance away you'll find your next stop, Cattedrale Di San Giusto Martire, a grand church that draws visitors from far and near.

Continue your journey to Roman Theatre Of Trieste, one of the city’s most up-and-coming spots that you shouldn’t miss. Another great site to visit is the well-known Piazza Unità D'italia. When you're finished at the public square, Revoltella Museum awaits your visit. This museum is an instagrammable highlight on today's itinerary. Last up is a castle - the locally renowned Miramare Castle.

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

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.

Dine in style at Rustiko, a top recommendation for dinner tonight. Or, for a change of pace, Caffè San Marco boasts a menu that's sure to impress. Also, be sure to check out Osteria Marise. Known as a local hotspot, it’s a great choice for tonight in Trieste.

Continue your evening by exploring the vibrant nightlife scene at Mast, a prime destination for a thrilling night out. Also, don’t forget to check out Urbanis, a bar that offers unique local touches. Likewise, Coktail Bar Trieste | La Preferita provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day 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.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Trieste on today’s itinerary. First up is the well-known monument, Bridge Of Sighs. Afterward, continue to Doge's Palace, a palace 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 St Mark's Basilica. This locally renowned church is an essential stop. Following that, head to Piazza San Marco, another must-visit site that will enhance your experience. Don’t forget to stop by Rialto Bridge, a timeless historical landmark in the city. Finally, end your day with a visit to Grand Canal, an UNESCO world heritage-designated street that offers the perfect conclusion to your sightseeing of the day.

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.

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.

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.

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

Savor another day of unforgettable experiences in Italy!

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Florence, 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 itinerary in Venice covers several incredible sights, including a museum, a church, an art gallery, a historical landmark, a public square and much more! Start your adventure at Bargello National Museum. This up-and-coming museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the inviting wonders of Basilica Of Santa Croce In Florence, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Uffizi Gallery. This spectacular art gallery offers an enriching experience. For a change of pace, head to Ponte Vecchio, where you can take in majestic features. Conclude your self-guided sightseeing tour with a visit to Piazza Della Repubblica and Piazza Della Signoria. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

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

On day 5 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa. You still have 1 night left in Florence.

Begin your adventure at Knights' Square. This is a locally appreciated public square you should not miss. Another must-see is Putti Fountain, a curiosity-inducing fountain in Florence.

When you’re ready for the next sight, head to Leaning Tower Of Pisa. From there, take a leisurely stroll to Pisa Cathedral, another of the city’s intriguing attractions. We recommend continuing your self-guided tour at Campo Santo, a detailed place of interest in the city. If time allows, add Piazza Del Duomo, Pisa to your itinerary. This wondrous public square offers the perfect finishing touch to your day in Florence.

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

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.

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. 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, 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 reminisce about your day in Italy and look forward to more memorable moments to come!

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 interesting attractions included on the itinerary is Siena Cathedral. This grand church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Del Campo and learn what makes this romantic 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 intriguing palace is a highlight in Florence. As your day continues, stop by Parco Della Rocca, known for its history-steeped features. Lastly, don’t forget to check out the beloved Piazza Del Duomo. Enjoy exploring this incredible public square at your own pace.

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.

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

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

Bring your curiosity for today’s adventure around San Gimignano. Some of the city’s most loved attractions await! Castel Sant'angelo is the perfect place to start. This castle is one of the most famous places to visit in San Gimignano. Next, head to Spanish Steps, a spectacular public square, known for its grand features.

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 Piazza Di Spagna. This respected public square is a highly recommended experience. Nearby, you'll also find Trevi Fountain and Pantheon. Visit these for an interesting touch to your journey. Finish the day with a visit to Largo Di Torre Argentina, an eye-catching archeological site 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.

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 8 of your road trip, you’ll start and end your day in Rome, where you'll stay for 1 night more.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area.

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Rome. Begin your sightseeing with Vatican Museums. This iconic 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 up-and-coming 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 for the day, you’ll return to Rome and your accommodation.

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

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 your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

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