One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena
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Description
Explore the best of Italy on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Trieste, Miramare / Miramar, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua. 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 2 nights in Trieste, 2 nights in Venice, 2 nights in Florence, and 1 night in Siena. 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Ponte Vecchio, learn more about the unique Leaning Tower Of Pisa, and immerse yourself in the vibrant atmosphere of Piazza Del Duomo, Pisa.
As you hit the open road and drive through Trieste, Miramare / Miramar, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua, 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
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- Roman Theatre of Trieste
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Say hello to Trieste! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Trieste for 1 night before you continue your adventure!
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 Roman Theatre Of 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.
As afternoon approaches, head to your chosen hotel in Trieste. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
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.
Savor the flavors at Murphy's Meeting Point, a top pick for dinner tonight. Alternatively, Caffè Tommaseo beckons with its unique menu offerings. Also, consider Al Barattolo. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.
Keep the excitement of the evening going by visiting a bar or two. Bar G is an excellent place to start. You could also check out Bar X, offering a different kind of charm. A last recommendation for the day is Antico Caffè Torinese. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise a toast to the start of your 8-day road trip in Italy!
Day 2
- Triest
- Venice
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Drive 186 km, 3 hours 14 min
- Cattedrale di San Giusto Martire
- Unity of Italy Square
- Museo Revoltella
- Miramare Castle
- Barcola fountain
- Basilica of Our Lady of the Assumption, St. Hermagoras and St. Fortunatus
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Dive into day 2 of your remarkable road trip in Italy. Today you will explore Trieste, Miramare / Miramar, Prosecco / Prosek, and Aquileia, 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 Venice. You’ll stay here for 2 nights.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and picturesque spots. Whether you decide to explore Trieste on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Cattedrale Di San Giusto Martire is the first of them. Spend some time admiring this grand church before continuing your journey. Piazza Unità D'italia is your next stop. This popular public square is one of the best-rated sights in Trieste.
Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Revoltella Museum. This eye-catching museum is a sight to behold. To round off your sightseeing experience, visit Miramare Castle and Barcola Fountain. If time allows, end your day with Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus, a historic church that offers a memorable conclusion to your exploration.
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.
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.
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.
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.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 3
- Venice
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Drive 2 km, 29 min
- Rialto Bridge
- Piazza San Marco
- St Mark's Basilica
- Doge's Palace
- Bridge of Sighs
- Cannaregio
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Day 3 offers a multitude of experiences. You will stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.
One of the most iconic places you can visit today in Venice is Cannaregio. Allow yourself some time to explore this neighborhood and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.
Get ready to discover some of the most iconic wonders in Venice, including a historical landmark, a public square, a church, a palace, a monument and much more! Start your day at Rialto Bridge. This respected historical landmark is a wondrous place to see in Venice. Then, wander over to Piazza San Marco. If visually striking sites excite you, this public square will be right up your alley. Nearby, you’ll also find St Mark's Basilica. This history-steeped church is a favorite among visitors.
Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Doge's Palace is a well-known spot in the city that will captivate you with its unique charm. When you’re done at the palace, don’t forget to check out the history-steeped Bridge Of Sighs. Take a moment to appreciate the fascinating details of this notable monument.
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 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.
Have a fantastic dining experience at Generator Venice, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Nevodi offers an enticing alternative with its varied menu. Additionally, Ristorante La Piazza is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.
Unwind after your meal by stepping into Il Mercante. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, The Irish Pub Venezia offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Ai Stagneri, another top-rated bar in the area.
Celebrate another amazing day of your road trip adventure in Italy!
Day 4
- Venice
- Florence
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Drive 273 km, 3 hours 45 min
- Piazza Santo Stefano
- Two Towers
- Bologna Cathedral
- Fountain of Neptune, Bologna
- Piazza Maggiore
- Basilica of San Domenico
- More
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 - Bologna. 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.
Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Venice. Begin your sightseeing with Piazza Santo Stefano. This locally appreciated public square is one of the top attractions in the city. Proceed to Two Towers, another must-visit attraction.
As you wander through the inviting streets of Venice, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Bologna Cathedral. This intriguing church is a traveler-favorite. Not far away, you’ll find Fountain Of Neptune, Bologna, another key site on your sightseeing itinerary. Piazza Maggiore is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Basilica Of San Domenico and uncover why it's recognized as one of the city's most underrated attractions.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.
After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.
Relax and recharge in preparation for another adventurous day in Italy!
Day 5
- Florence
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Drive 8 km, 1 hour 2 min
- Cathedral of Santa Maria del Fiore
- piazza della Signoria
- Ponte Vecchio
- Uffizi Gallery
- Basilica of Santa Croce in Florence
- piazzale Michelangelo
- More
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.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most impressive attractions included on the itinerary is Cathedral Of Santa Maria Del Fiore. This symbolic church will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Della Signoria and learn what makes this culturally significant public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the timeless Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This astonishing art gallery is a highlight in Florence. As your day continues, stop by Basilica Of Santa Croce In Florence, known for its respected features. Lastly, don’t forget to check out the top-rated Piazzale Michelangelo. Enjoy exploring this incredible observation deck at your own pace.
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 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.
Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.
Relax and recharge in preparation for another adventurous day in Italy!
Day 6
- Florence
- Siena
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Drive 251 km, 3 hours 53 min
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Guinigi Tower
- San Michele in Foro
- Piazza dell'Anfiteatro
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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 Pisa and Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.
Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming city of Florence. Your adventure starts at Pisa Cathedral, a worthwhile local hot spot. Another notable attraction to explore is Piazza Del Duomo, Pisa. This wondrous public square is known for its symbolic appeal.
After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Leaning Tower Of Pisa. This UNESCO world heritage-designated monument offers a fascinating experience that many visitors find memorable. Guinigi Tower is also worth visiting, along with San Michele In Foro. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazza Dell'anfiteatro. This interesting public square provides a fitting finale to your sightseeing.
At the end of the day, you will drive to Siena, 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 Siena. 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.
Don’t miss out on dining 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.
To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 7
- Siena
- Triest
- More
Drive 468 km, 5 hours 41 min
- piazza del Campo
- Siena Cathedral
- The Basilica of St Anthony
- Prato della Valle
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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.
Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most extraordinary attractions included on the itinerary is Piazza Del Campo. This visually striking public square will help you start your sightseeing on top. Then, take a leisurely stroll to Siena Cathedral and learn what makes this romantic church unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable The Basilica Of St. Anthony. After exploring the church, head to Prato Della Valle. This notable public square is a highlight in Siena.
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.
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.
If you’re not ready to end the night just yet, Mast offers a perfect venue to relax and savor a drink. Similarly, Urbanis is well-suited for those looking to unwind in a social setting. Coktail Bar Trieste | La Preferita is another excellent spot to enjoy a nightcap after a delightful meal.
Savor another day of unforgettable experiences in Italy!
Day 8
- Triest - Departure day
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- Molo Audace
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Day 8 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, we recommend visiting Molo Audace, a romantic pier before you head out.
Maximize your last day in Italy and go on a shopping spree in Trieste’s shopping center, the lively Piazza Unità d'Italia. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe. Take one last moment to soak in Italy, and unwind with tea or coffee at a cozy cafe.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Trieste.
If you're eager to try something different, consider Osteria Istriano Of Giobi And Oxa, another top spot with a tantalizing 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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