10-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling west to Venice, Florence, and Bologna
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Description
Experience the freedom of the open road in Italy as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Trieste, Miramare / Miramar, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, Bologna, and Modena.
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, 4 nights in Florence, and 1 night in Bologna. 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, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, Bologna, and Modena, 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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- canale ponterosso trieste
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Your road trip adventure in Italy begins as soon as you reach Trieste and pick up your car. You’ll stay in Trieste for 1 night 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.
Dine in style at Murphy's Meeting Point, a top recommendation for dinner tonight. Or, for a change of pace, Caffè Tommaseo boasts a menu that's sure to impress. Also, be sure to check out Al Barattolo. Known as a local hotspot, it’s a great choice for tonight in Trieste.
To truly maximize your evening out, consider visiting Bar G after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar X, another bar with an inviting ambiance. Similarly, Antico Caffè Torinese also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Triest
- Venice
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Drive 163 km, 2 hours 31 min
- Unity of Italy Square
- Miramare Castle
- Basilica S.Maria Gloriosa dei Frari
- Rialto Bridge
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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Trieste, Miramare / Miramar, and Venice. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 2 nights.
Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Trieste. Begin your sightseeing with Piazza Unità D'italia. This captivating public square is one of the top attractions in the city. Proceed to Miramare Castle, another must-visit attraction that enhances the city’s allure.
As you wander through the inviting streets of Trieste, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Santa Maria Gloriosa Dei Frari. This locally appreciated church is a traveler-favorite. Not far away, you’ll find Rialto Bridge, another key site on your sightseeing itinerary.
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 day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.
Treat yourself to a delicious dinner at Bauer Hotel, an excellent option for tonight's dining. Looking for something different? L'Osteria Le Guglie offers a tantalizing alternative with its diverse menu. And don’t miss Corner Pub. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Al Parlamento, known for its inviting atmosphere. The Caffe Rosso is another great option if you’re looking for a place to get the night started. Similarly, Adagio provides a great setting to enjoy the night away.
Say good night to Venice and look forward to another great day of your road trip in Italy!
Day 3
- Venice
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Drive 3 km, 42 min
- Bridge of Sighs
- Doge's Palace
- St Mark's Basilica
- Piazza San Marco
- Palazzo Contarini del Bovolo
- Teatro La Fenice
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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.
Today’s itinerary in Venice covers several incredible sights, including a monument, a palace, a church, a public square, an opera house and much more! Start your adventure at Bridge Of Sighs. This interesting monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Doge's Palace, a must-see palace 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 St Mark's Basilica. This well-known church offers an enriching experience. For a change of pace, head to Piazza San Marco, where you can take in symbolic features. Conclude your self-guided sightseeing tour with a visit to Palazzo Contarini Del Bovolo and Palazzo Contarini Del Bovolo. These sights offer a fulfilling end to a perfect day.
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 explore more of Venice, 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.
Enjoy a lovely dining experience at Generator Venice, 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 Nevodi, 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 Ristorante La Piazza. It’s yet another ideal choice to enhance your time in Venice tonight.
Continue your lively evening at Il Mercante, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Irish Pub Venezia is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Ai Stagneri ensures a night out tailored to your taste.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 4
- Venice
- Florence
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Drive 262 km, 3 hours 26 min
- The Boboli Gardens
- piazzale Michelangelo
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
- 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 - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 4 nights here for some well-deserved relaxation.
Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Venice on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. The Boboli Gardens is the first of them. Spend some time admiring this remarkable botanical garden before continuing your journey. Piazzale Michelangelo is your next stop. This extraordinary observation deck is one of the best-rated sights in Venice.
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 Uffizi Gallery. This instagrammable art gallery is a sight to behold. To round off your sightseeing experience, visit Ponte Vecchio and Piazza Della Signoria.
At the end of the day, you will drive to Florence, 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 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.
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.
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.
Relax and recharge in preparation for another adventurous day in Italy!
Day 5
- Florence
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Drive 5 km, 1 hour 9 min
- Palazzo Pitti
- Basilica of Santa Croce in Florence
- Cathedral of Santa Maria del Fiore
- Galleria dell'Accademia
- Central Market
- Oltrarno
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Day 5 of your road trip across Italy promises a magnificent time exploring Florence. You have 3 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.
Make sure to visit Oltrarno, a popular neighborhood in Florence. 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.
Florence is brimming with adventures. Today’s wonderful stops include a palace, a church, an art gallery, a food market and much more! Begin your sightseeing adventure at the captivating Pitti Palace. Just a short distance away is Basilica Of Santa Croce In Florence, a photogenic church that draws visitors from far and near.
Continue your journey to Cathedral Of Santa Maria Del Fiore, one of the city’s most impressive spots that you shouldn’t miss. Another great site to visit is the notable Galleria Dell'accademia. Last up on today’s itinerary is a food market. Make your way to Central Market for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Florence.
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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
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.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 6
- Florence
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Drive 196 km, 3 hours 17 min
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Piazza dell'Anfiteatro
- Guinigi Tower
- Walls of Lucca
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On day 6 of your road trip, you’ll start and end your day in Florence, where you'll stay for 2 nights more.
Today’s route brings fun adventures, breathtaking views, and photo-friendly spots. The first attraction of today is Piazza Del Duomo, Pisa. This wondrous public square is a stunning place to see in Florence. Continue your discovery at Leaning Tower Of Pisa, a breathtaking monument with stories to tell.
As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Dell'anfiteatro. This interesting public square offers a romantic encounter with Florence. Next, make your way to Guinigi Tower to add another highlight to your day. After that, visit Mura Di Lucca, a locally appreciated historical landmark that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Don’t miss out on dining at Ristorante Buca Mario, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Agricola Toscana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
After your meal, keep the night alive at a bar like Gosh*, known for its lively atmosphere. Antico Caffè Del Moro - Art Bar Firenze is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Quelo Bar offers an excellent atmosphere for those looking to amp up the evening.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 7
- Florence
- More
Drive 181 km, 3 hours 16 min
- Tower of Mangia
- piazza del Campo
- Siena Cathedral
- Porta San Giovanni
- SanGimignano1300
- Piazza del Duomo, San Gimignano
- More
On day 7 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 Siena and San Gimignano to the fullest today with this curated day itinerary!
A blend of fun adventures, scenic views, and picturesque spots await you in Florence on today’s itinerary. First up is the underrated monument, Tower Of Mangia. Afterward, continue to Piazza Del Campo, a public square every traveler should visit.
As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Siena Cathedral. This locally renowned church is an essential stop. Following that, head to Porta San Giovanni, another must-visit site that will enhance your experience. Don’t forget to stop by Sangimignano1300, a locally appreciated museum in the city. Finally, end your day with a visit to Piazza Del Duomo, an inviting public square that offers the perfect conclusion to your sightseeing of the day.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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.
Enjoy a delicious meal at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Florence Irish Pub. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 8
- Florence
- Bologna
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Drive 106 km, 1 hour 50 min
- Fountain of Neptune, Bologna
- Bologna Cathedral
- Two Towers
- Piazza Santo Stefano
- Portici di Bologna
- Piazza Maggiore
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Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.
Today’s route brings fun adventures, photo-friendly spots, and history-rich sites. The first attraction of today is Fountain Of Neptune, Bologna. This up-and-coming monument is a noteworthy place to see in Florence. Continue your discovery at Bologna Cathedral, a breathtaking church with stories to tell.
As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Two Towers. This well-known monument offers a breathtaking encounter with Florence. Next, make your way to Piazza Santo Stefano to add another highlight to your day. After that, visit Portici Di Bologna, an increasingly popular street that’s sure to impress. If you’re up for more, end your self-guided sightseeing tour at Piazza Maggiore, a top-rated public square in the city. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.
When you’re done exploring for the day, you’ll drive to your hotel in Bologna. 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 Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a lovely dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, 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 Sfoglia Rina. It’s yet another ideal choice to enhance your time in Bologna tonight.
After enjoying a fulfilling meal, continue your evening at Bar Al Bricco D'oro, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Freud E Squisito offers a welcoming atmosphere for easing into the nightlife. Similarly, Osteria Del Sole provides an excellent environment for a relaxed and enjoyable evening.
Celebrate another amazing day of your road trip adventure in Italy!
Day 9
- Bologna
- Triest
- More
Drive 398 km, 4 hours 59 min
- Enzo Ferrari Museum
- Torre Civica - Ghirlandina
- Modena Cathedral
- Parco Giovanni Amendola
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Dive into day 9 of your remarkable road trip in Italy. Today you will explore Modena, 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.
Bologna is brimming with adventures. Today’s wonderful stops include a museum, a monument, a church, a park and much more! Begin your sightseeing adventure at the captivating Enzo Ferrari Museum. Just a short distance away is Torre Civica - Ghirlandina, a respected monument that draws visitors from far and near.
Continue your journey to Duomo Di Modena, one of the city’s most popular spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing Parco Giovanni Amendola.
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.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Trieste. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a delicious meal at Rustiko, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Caffè San Marco, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria Marise. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.
Continue the enjoyment post-dinner at Mast, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Urbanis offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Coktail Bar Trieste | La Preferita. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 10
- Triest - Departure day
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- 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 frequently visited point of interest is a popular place to see in the city.
Make the most of your final day in Italy by visiting Trieste’s iconic markets and shopping establishments in the buzzing Il Giulia Shopping Center. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
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 in the mood for something new, try Osteria Istriano Of Giobi And Oxa, another premier location with a delectable 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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