One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena
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Escape the ordinary with this exciting 8-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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!
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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.
Don’t miss out on dining at Murphy's Meeting Point, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Caffè Tommaseo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Al Barattolo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Trieste this evening.
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 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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On day 2 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 Trieste, Miramare / Miramar, Prosecco / Prosek, and Aquileia. In the evening, you’ll end up in Venice, where you will stay for 2 nights.
A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Trieste on today’s itinerary. First up is the frequently visited church, Cattedrale Di San Giusto Martire. Afterward, continue to Piazza Unità D'italia, a public square 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 Revoltella Museum. This worthwhile museum is an essential stop. Following that, head to Miramare Castle, another must-visit site that will enhance your experience. Don’t forget to stop by Barcola Fountain, an increasingly popular monument in the city. Finally, end your day with a visit to Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus, a picture-perfect church that offers the perfect conclusion to your sightseeing of the day.
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.
Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
Cap off your dinner by heading to Al Parlamento, ideal for a leisurely evening with a drink in hand. The Caffe Rosso is another bar that offers an enjoyable setting. Similarly, Adagio is also a popular place to go on a night out, perfect for relaxing and socializing.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip 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 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice by discovering the best things there are to see and do in the city.
Make sure to visit Cannaregio, a popular neighborhood in Venice. 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.
Today, you'll explore some of the most beautiful places in Venice, including a historical landmark, a public square, a church, a palace, a monument and much more! Start your day with a visit to Rialto Bridge. This wondrous historical landmark is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza San Marco, which may be one of the most culturally significant places you will experience today.
One of the best things about exploring Venice 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 St Mark's Basilica, a captivating church in the city. If you’re up for more discoveries, don’t forget to reserve some time for Doge's Palace and Bridge Of Sighs.
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.
Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.
Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.
Round off your dining experience by visiting Il Mercante, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Irish Pub Venezia, a bar catering to every mood and preference. Ai Stagneri likewise offers a unique atmosphere, perfect for a memorable night out.
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
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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.
Start by visiting Piazza Santo Stefano, a prime spot to begin your journey. This symbolic public square is sure to impress. Next on your list is Two Towers, another must-visit landmark and captivating monument renowned for its instagrammable features.
While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to Bologna Cathedral. This stunning church is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Fountain Of Neptune, Bologna, a locally appreciated monument. Nearby, you'll also find Piazza Maggiore, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Basilica Of San Domenico and wrap up your day with its culturally significant appeal.
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.
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.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.
Raise your glass and celebrate another amazing day of your road trip 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
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On day 5 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.
Florence is brimming with adventures. Today’s wonderful stops include a church, a public square, a historical landmark, an art gallery, an observation deck and much more! Begin your sightseeing adventure at the impressive Cathedral Of Santa Maria Del Fiore and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Della Signoria, an enchanting public square that draws visitors from far and near.
Continue your journey to Ponte Vecchio, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the extraordinary Uffizi Gallery. When you're finished at the art gallery, Basilica Of Santa Croce In Florence awaits your visit. This church is a heritage-rich highlight on today's itinerary. Last up is an observation deck - the famous Piazzale Michelangelo.
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 dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. 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 Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.
Take some time to reflect on your day and savor another beautiful night 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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Dive into day 6 of your remarkable road trip in Italy. Today you will explore Pisa and Lucca, 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 Siena. You’ll stay here for 1 night.
Florence is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and picturesque spots! Start at Pisa Cathedral, a worthwhile church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its breathtaking appeal. Continue your exploration at Leaning Tower Of Pisa. This monument is one of the city’s most world-famous spots.
Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Guinigi Tower. After exploring the monument, head to the intriguing San Michele In Foro. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Dell'anfiteatro, a place of romantic interest in Florence.
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 you explore more of Siena, 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 Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.
Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.
Celebrate another amazing day of your road trip adventure in Italy!
Day 7
- Siena
- Triest
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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.
Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, romantic experiences, and breathtaking views. Start at Piazza Del Campo, a widely recognized public square in the city. Then, head to Siena Cathedral and soak in the ambiance of this history-steeped church.
There are many interesting places to see in Siena, and when you are ready for more, go to The Basilica Of St. Anthony. This is one of the city’s most locally renowned culturally significant spots of interest. After exploring the church, visit the well-known Prato Della Valle.
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.
Make sure to reserve a table at Rustiko, 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 San Marco, 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 Osteria Marise, a hidden gem nestled in Trieste. 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 Mast, known for its lively atmosphere. Urbanis is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Coktail Bar Trieste | La Preferita offers an excellent atmosphere for those looking to amp up the evening.
Say good night to Trieste and look forward to another great day of your road trip 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, begin at Molo Audace. This beloved pier 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.
Dine in style at Caffè degli Specchi, a top recommendation for dinner tonight. Or, for a change of pace, Osteria Istriano Of Giobi And Oxa boasts a menu that's sure to impress.
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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