10-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, San Gimignano, and Rome
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Description
Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Trieste, Miramare / Miramar, Venice, Florence, Pisa, Siena, San Gimignano, Rome, and Bologna. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Trieste, 1 night in Venice, 2 nights in Florence, 1 night in San Gimignano, and 2 nights in Rome. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Trieste, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Pantheon are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Navona, learn more about the unique Piazza San Marco, and immerse yourself in the vibrant atmosphere of Rialto Bridge.
As you hit the open road and drive through Trieste, Miramare / Miramar, Venice, Florence, Pisa, Siena, San Gimignano, Rome, and Bologna, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
Itinerary summary
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Day 1
- Triest - Arrival day
- More
- canale ponterosso trieste
- More
Your road trip adventure in Italy begins as soon as you reach Trieste and pick up your car. You’ll stay in Trieste for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.
Trieste is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Canale Ponterosso Trieste, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Find your way to your hotel in Trieste. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.
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.
Make sure to reserve a table at Murphy's Meeting Point, 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 Tommaseo, 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 Al Barattolo, a hidden gem nestled in Trieste. 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, Bar G offers a perfect venue to relax and savor a drink. Similarly, Bar X is well-suited for those looking to unwind in a social setting. Antico Caffè Torinese is another excellent spot to enjoy a nightcap after a delightful meal.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Triest
- More
Drive 19 km, 1 hour 13 min
- Civico museo del Castello di San Giusto
- Cattedrale di San Giusto Martire
- Roman Theatre of Trieste
- Unity of Italy Square
- Museo Revoltella
- Miramare Castle
- More
Greet day 2 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Trieste 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 Trieste and Miramare / Miramar.
Today’s agenda in Trieste includes a castle, a church, an archeological site, a public square, a museum and much more! Civico Museo Del Castello Di San Giusto is must-visit castle and a great starting point for the day. Next, continue your journey to Cattedrale Di San Giusto Martire, a locally appreciated church, located just a leisurely stroll away. Next, head to Roman Theatre Of Trieste, a culturally significant archeological site, 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 captivating Piazza Unità D'italia. If you’re looking for more, Revoltella Museum is also an up-and-coming attraction that is worthwhile a visit. Lastly, don’t miss Miramare Castle, a place of history-steeped interest in the city.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Trieste.
After a day of adventure, treat yourself to an exquisite dinner at one of Trieste's best restaurants.
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.
Extend your evening after a delightful meal by visiting Mast, which offers the perfect atmosphere for a night out. Moreover, Urbanis is another popular option for a drink or two. Likewise, Coktail Bar Trieste | La Preferita also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Say good night to Trieste and look forward to another great day of your road trip in Italy!
Day 3
- Triest
- Venice
- More
Drive 167 km, 2 hours 35 min
- Bridge of Sighs
- Doge's Palace
- St Mark's Basilica
- Piazza San Marco
- Rialto Bridge
- Grand Canal
- More
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.
Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Trieste. Your adventure starts at Bridge Of Sighs, a notable local hot spot. Another notable attraction to explore is Doge's Palace. This locally renowned palace is known for its history-steeped appeal.
After soaking in the highlights of these sights, take some time to wander Trieste's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to St Mark's Basilica. This enchanting church offers a fascinating experience that many visitors find memorable. Piazza San Marco is also worth visiting, along with Rialto Bridge. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Grand Canal. This often recommended street provides a fitting finale to your sightseeing.
When you’re done exploring for the day, you’ll drive to your hotel in Venice. 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 Venice. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Don’t miss out on dining 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 enjoying a fulfilling meal, continue your evening at Al Parlamento, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Caffe Rosso offers a welcoming atmosphere for easing into the nightlife. Similarly, Adagio provides an excellent environment for a relaxed and enjoyable 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.
Day 4
- Venice
- Florence
- More
Drive 261 km, 3 hours 25 min
- Bargello National Museum
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Piazza della Repubblica
- piazza della Signoria
- More
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.
Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most locally appreciated attractions included on the itinerary is Bargello National Museum. This photogenic museum will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of Santa Croce In Florence and learn what makes this instagrammable church unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the extraordinary Uffizi Gallery. After exploring the art gallery, head to Ponte Vecchio. This timeless historical landmark is a highlight in Venice. As your day continues, stop by Piazza Della Repubblica, known for its enchanting features. Lastly, don’t forget to check out the impressive Piazza Della Signoria. 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 Florence. Florence 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 Florence, 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 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.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Florence
- More
Drive 197 km, 2 hours 58 min
- Knights' Square
- Putti fountain
- Leaning Tower of Pisa
- Pisa Cathedral
- Campo santo
- Piazza del Duomo, Pisa
- More
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!
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most locally appreciated attractions included on the itinerary is Knights' Square. This breathtaking public square will help you start your sightseeing on top.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the timeless Leaning Tower Of Pisa. After exploring the monument, head to Pisa Cathedral. This beloved church is a highlight in Florence. As your day continues, stop by Campo Santo, known for its picture-perfect features. Lastly, don’t forget to check out the world-famous Piazza Del Duomo, Pisa. Enjoy exploring this incredible public square at your own pace.
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.
Don’t miss out on dining 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.
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.
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.
Day 6
- Florence
- San Gimignano
- More
Drive 123 km, 2 hours 9 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Pubblico Palace
- Parco della Rocca
- Piazza del Duomo, San Gimignano
- More
Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Siena and San Gimignano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in San Gimignano. You will spend 1 night here for some well-deserved relaxation.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to Siena Cathedral. This captivating church provides an insightful glimpse into the city's identity. Next, discover Piazza Del Campo, an enchanting public square, promising a delightful encounter.
Continue your sightseeing with a visit to Tower Of Mangia, an intriguing monument. When you’re done, don’t forget to make a stop at the curiosity-inducing Pubblico Palace. Not far away from the palace, you will find the enchanting Piazza Del Duomo, perfect for a quick visit. Round off your day at Parco Della Rocca, another gem in Florence with history-steeped features to discover.
At the end of the day, you will drive to San Gimignano, 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 San Gimignano. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Say good night to San Gimignano and look forward to another great day of your road trip in Italy!
Day 7
- San Gimignano
- Rome
- More
Drive 279 km, 3 hours 54 min
- Castel Sant'Angelo
- Spanish Steps
- Piazza di Spagna
- Trevi Fountain
- Pantheon
- largo di Torre Argentina
- More
Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.
Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the widely recognized Castel Sant'angelo, an enchanting castle in San Gimignano. Next, go to Spanish Steps.
After visiting Castel Sant'angelo and Spanish Steps, have a stroll along San Gimignano's streets and take in the local charm. Continue your sightseeing by heading to Piazza Di Spagna. This enchanting public square offers a unique experience. Trevi Fountain is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Pantheon, one of the most standout places to visit in San Gimignano. If you still have some time left for sightseeing, we also recommend stopping by Largo Di Torre Argentina.
When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.
Savor another day of unforgettable experiences in Italy!
Day 8
- Rome
- More
Drive 8 km, 56 min
- Vatican Museums
- Sistine Chapel
- The Last Judgment
- St Peter's Basilica
- Piazza Navona
- Trastevere
- More
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.
Make sure to visit Trastevere, a popular neighborhood in Vatican City. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.
Start your day at Vatican Museums. Then, wander over to Sistine Chapel. Nearby, you’ll also find The Last Judgment.
Rome offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, St. Peter's Basilica is a wondrous spot in the city that will captivate you with its unique charm. When you’re done at the major basilica, don’t forget to check out the romantic Piazza Navona. Take a moment to appreciate the fascinating details of this world-famous public square.
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 and celebrate another amazing day of your road trip in Italy!
Day 9
- Rome
- Triest
- More
Drive 688 km, 7 hours 35 min
- Two Towers
- Piazza Maggiore
- Bologna Cathedral
- More
Dive into day 9 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 Trieste. You’ll stay here for 1 night.
Today’s itinerary in Rome covers several incredible sights, including a monument, a public square, and a church. Start your adventure at Two Towers. This notable monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Piazza Maggiore, a must-see public square 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 Bologna Cathedral. This up-and-coming church offers an enriching experience. 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 Trieste. Trieste 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 Trieste's best restaurants.
Have a fantastic dining experience at Caffè degli Specchi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Istriano Of Giobi And Oxa offers an enticing alternative with its varied menu. Additionally, Chimera di Bacco is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Trieste.
If you’re not ready to end the night just yet, "life" New Bar Torinese Snc offers a perfect venue to relax and savor a drink. Similarly, White Cafe is well-suited for those looking to unwind in a social setting. Café James Joyce is another excellent spot to enjoy a nightcap after a delightful meal.
Head back to your accommodation in Trieste and get some rest in preparation for another magical day of your road trip in Italy!
Day 10
- Triest - Departure day
- More
- Giants' Stairway
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Day 10 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Trieste before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
If you're up for some more sightseeing, begin at Giants' Stairway. This beloved sightseeing destination is a popular place to see in the city.
On your last day in Italy, take time to indulge in shopping at Trieste’s popular marketplace, Il Giulia Shopping Center. Look for keepsakes or souvenirs to remind you of your trip.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Trieste.
Enjoy a lovely meal at Salsapariglia Italian Ristorantino Trieste, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Sbecolez Trieste is another top choice with a popular menu.
You’ll then say farewell to Trieste. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!
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