10-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Bologna, Venice, Florence, Siena, 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 Ancona, Bologna, Padua, Venice, Florence, Siena, Rome, and Teramo. 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 Ancona, 1 night in Bologna, 1 night in Venice, 1 night in Florence, 1 night in Siena, and 3 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 Ancona, 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 Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Piazza San Marco.
As you hit the open road and drive through Ancona, Bologna, Padua, Venice, Florence, Siena, Rome, and Teramo, 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
- Ancona - Arrival day
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- Piazza del Plebiscito
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Welcome to Ancona, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Ancona's charm before embarking on the next leg of your journey.
Ancona 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 Piazza Del Plebiscito or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Ancona. Make yourself at home and enjoy some downtime before heading out again.
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 Ancona, it's often a good idea to reserve a table in advance.
Treat yourself to a delightful dinner at Playa Solero, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Zucchero a Velò? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Il Giardino as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.
Round off your dining experience by visiting Posa Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Four Roses, a bar catering to every mood and preference. Amarillo Beer Bar Ancona likewise offers a unique atmosphere, perfect for a memorable night out.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Ancona
- Bologna
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Drive 310 km, 3 hours 59 min
- The Chair of the Pope
- Passetto
- Porta Pia
- Lazzaretto of Ancona
- Frasassi Caves
- More
Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Ancona and San Vittore. 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.
Ancona is home to plenty of attractions that offer family-friendly attractions, natural wonders, and scenic views! Start at The Chair Of The Pope, a locally appreciated rock formation that is worthwhile a visit in the city. Nearby, you’ll find Passetto, enchanting visitors with its majestic appeal. Continue your exploration at Porta Pia. This monument is one of the city’s most frequently visited spots.
Enjoy the freedom of exploring Ancona at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Lazzaretto Of Ancona.
Set your GPS to San Vittore and hit the road. Expect a journey of approximately 50 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. San Vittore beckons with new experiences!
Frasassi Caves is a notable cave system we recommend making time to visit today. Discover its gorgeous features before continuing your self-guided tour.
At the end of the day, you will drive to Bologna, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bologna. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Start your culinary exploration in Bologna by securing a reservation at Ahimè. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another dining delight, visit I Portici, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Al Bricco D'oro, a well-loved spot among locals and tourists. Or, head to Bar Freud E Squisito. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Osteria Del Sole, another top-rated place in the area.
Celebrate another amazing day of your road trip adventure in Italy!
Day 3
- Bologna
- Padua
- Venice
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Drive 164 km, 2 hours 45 min
- Piazza Maggiore
- Two Towers
- Prato della Valle
- The Basilica of St Anthony
- Piazza dei Signori, Padua
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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 Bologna and Padua. In the evening, you’ll end up in Venice, where you will stay for 1 night.
Get ready to discover some of the most iconic wonders in Bologna, including a public square and a monument. Start your day at Piazza Maggiore. This enchanting public square is a widely recognized place to see in Bologna. Then, wander over to Two Towers. If breathtaking sites excite you, this monument will be right up your alley.
Fasten your seatbelt and make your way to your next stop. Padua, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Bologna to Padua may take around 1 hour 28 min without traffic disruptions. Upon arrival in Padua, we highly recommend checking out some of the top attractions.
Begin your journey at Prato Della Valle and explore the enchanting features. Next, make your way to The Basilica Of St. Anthony, another highlight in the city. When you’re done exploring the church, continue to Piazza Dei Signori, Padua, a history-steeped public square.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Venice's best restaurants.
Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.
Continue the enjoyment post-dinner at Al Parlamento, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Caffe Rosso offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Adagio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 4
- Venice
- Florence
- More
Drive 260 km, 3 hours 9 min
- Rialto Bridge
- Piazza San Marco
- Doge's Palace
- Bridge of Sighs
- More
Dive into day 4 of your remarkable road trip in Italy. Today you will explore Venice, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Florence. You’ll stay here for 1 night.
Enjoy the perfect balance of relaxation and exploration in Venice today. One of the most wondrous attractions included on the itinerary is Rialto Bridge. This respected historical landmark will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza San Marco and learn what makes this romantic public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the well-known Doge's Palace. After exploring the palace, head to Bridge Of Sighs. This notable monument is a highlight in Venice.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.
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.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 5
- Florence
- Siena
- More
Drive 71 km, 1 hour 46 min
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- piazzale Michelangelo
- More
Experience an unparalleled adventure on day 5 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 Siena. You will spend 1 night here for some well-deserved relaxation.
Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and breathtaking views. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Piazza Della Signoria is the first of them. Spend some time admiring this history-steeped public square before continuing your journey. Cathedral Of Santa Maria Del Fiore is your next stop. This widely recognized church is one of the best-rated sights in Florence.
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 Ponte Vecchio. This enchanting historical landmark is a sight to behold. To round off your sightseeing experience, visit Uffizi Gallery and Piazzale Michelangelo.
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.
Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
After savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 6
- Siena
- Rome
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Drive 241 km, 3 hours 23 min
- Sistine Chapel
- St Peter's Basilica
- Saint Peter's Square
- Vatican Museums
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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Vatican City. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 3 nights.
Embrace the thrill of the open road as you wave goodbye to Siena and set your GPS to Vatican City, Vatican City. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 40 min. Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.
One of our top recommendations for your sightseeing is Sistine Chapel. Then, head to St. Peter's Basilica. This timeless major basilica is a traveler-favorite in the city. Not far away, you’ll also find Saint Peter's Square. Feed your curiosity by learning something new about the square. Next, continue your journey to Vatican Museums, a globally renowned art museum.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for mediterranean and creative cuisine in the city.
After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.
Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!
Day 7
- Rome
- More
Drive 7 km, 1 hour 10 min
- Castel Sant'Angelo
- Piazza Navona
- Pantheon
- Roman Forum
- Colosseum
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Day 7 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.
Rome is brimming with adventures. Today’s wonderful stops include a castle, a public square, a monument, an archeological site and much more! Begin your sightseeing adventure at the impressive Castel Sant'angelo. Just a short distance away is Piazza Navona, an enchanting public square that draws visitors from far and near.
Continue your journey to Pantheon, one of the city’s most timeless spots that you shouldn’t miss. Another great site to visit is the world-famous Roman Forum. Last up on today’s itinerary is an archeological site. Make your way to Colosseum for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Rome.
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 Rome's best restaurants.
Enjoy a delicious meal at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
After savoring a delicious meal, step into the vibrant nightlife at Sant' Eustachio Caffè, where the evening is just getting started. In the same way, Yellowsquare Rome offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 8
- Rome
- More
Drive 11 km, 40 min
- Spanish Steps
- Piazza di Spagna
- piazza del Popolo
- Via del Corso
- Via dei Condotti
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On day 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.
Via del Corso is a street that stands out as one of the must-see places in Rome. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, romantic experiences, and scenic views. Start at Spanish Steps, a widely recognized public square in the city. Then, head to Piazza Di Spagna and soak in the ambiance of this romantic public square.
There are many interesting places to see in Rome and when you are ready for more, go to Piazza Del Popolo. This is one of the city’s most impressive spots.
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 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.
Treat yourself to a wonderful meal at Hotel de Russie, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at The Parrot Bar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.
After enjoying a fulfilling meal, continue your evening at The Apartment Bar Roma, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Hotel Hassler Roma offers a welcoming atmosphere for easing into the nightlife.
Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!
Day 9
- Rome
- Teramo
- Ancona
- More
Drive 311 km, 3 hours 55 min
- Altare della Patria
- Trevi Fountain
- Fonte della Noce
- More
Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Rome and Teramo. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.
Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await. Altare Della Patria is the perfect place to start. This monument is one of the most popular places to visit in Rome. Next, head to Trevi Fountain, a wondrous monument, known for its history-steeped features.
After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Ancona. Ancona offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.
As dinnertime approaches, it's time to head out for a bite to eat in Ancona. 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.
Begin your culinary exploration in Ancona by securing a reservation at Sot'Ajarchi. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of seafood and from the marches cuisine. Or, for a change of pace, Bontà delle Marche boasts a menu that's sure to impress.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Alla Tazza D'oro stands out as an excellent choice for a post-dinner cocktail.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 10
- Ancona - Departure day
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- Parco Della Cittadella di Ancona
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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 Ancona before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Ancona's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.
Enjoy the perfect balance of relaxation and exploration in Ancona today. One of the most often recommended attractions included on the itinerary is Parco Della Cittadella Di Ancona. This visually striking park will help you start your sightseeing on top.
Throughout the day, make sure to take breaks to appreciate the surroundings.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.
You’ll then say farewell to Ancona. 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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