10-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence, Siena, Rome, and Perugia
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Escape the ordinary with this exciting 10-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 Ancona, 2 nights in Florence, 1 night in Siena, 3 nights in Rome, and 1 night in Perugia. 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 St. Peter's Basilica.
As you hit the open road and drive through Ancona, Florence, Siena, Rome, Perugia, and Santa Maria degli Angeli, 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
- Ancona - Arrival day
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- Piazza del Plebiscito
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Your road trip adventure in Italy begins as soon as you reach Ancona and pick up your car. You’ll stay in Ancona 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.
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 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 Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.
Treat yourself to a delicious dinner at Playa Solero, an excellent option for tonight's dining. Looking for something different? Zucchero a Velò offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Il Giardino. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.
Continue the enjoyment post-dinner at Posa Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Four Roses offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Amarillo Beer Bar Ancona. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 285 km, 3 hours 35 min
- Ponte Vecchio
- Uffizi Gallery
- Palazzo Vecchio
- Loggia dei Lanzi
- piazza della Signoria
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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.
Immerse yourself in Ancona’s rich culture with today's sightseeing itinerary. Start your journey at Ponte Vecchio. This enchanting historical landmark is sure to ignite your curiosity. Next, dive into the picture-perfect features of Uffizi Gallery, a must-visit art gallery in the city.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Palazzo Vecchio, an interesting palace. For a change of scene, check out Loggia Dei Lanzi, known for its detailed features. We also recommend visiting Piazza Della Signoria. This public square is a must for anyone looking to experience the city to the fullest.
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.
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.
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.
Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.
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 3
- Florence
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Drive 6 km, 1 hour 28 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Giotto's Bell Tower
- Cathedral of Santa Maria del Fiore
- Galleria dell'Accademia
- Central Market
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Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.
Start by visiting Piazzale Michelangelo, a prime spot to begin your journey. This grand observation deck is sure to impress. Next on your list is Basilica Of Santa Croce In Florence, another must-visit landmark and captivating church renowned for its standout features.
While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Giotto's Bell Tower. This enchanting monument is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Cathedral Of Santa Maria Del Fiore, a widely recognized church. Nearby, you'll also find Galleria Dell'accademia, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Central Market and wrap up your day with its photogenic appeal.
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 Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.
Make sure to reserve a table at 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.
Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 4
- Florence
- Siena
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Drive 77 km, 1 hour 45 min
- Fortezza Medicea
- Basilica of San Domenico
- Siena Cathedral
- Pubblico Palace
- piazza del Campo
- Tower of Mangia
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.
Savor the day by visiting some of the best places to see in Florence, including a monument, a church, a palace, a public square and much more! Start your adventure at Fortezza Medicea (siena). This intriguing monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of San Domenico located in Florence for another exciting encounter.
Next, immerse yourself in the setting of Siena Cathedral. Its history-steeped features will captivate you. After the church, continue your tour of the city with a visit to Pubblico Palace. Visitors usually appreciate the historic features of this palace. Next up is Piazza Del Campo, a highly recommended public square. For a change of pace, head to Tower Of Mangia. As one of the most often recommended attractions in Florence, this monument is the perfect place to end your self-guided sightseeing tour.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
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.
Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Meet Life Cafè, known for its inviting atmosphere. Maudit Pub is another great option if you’re looking for a place to get the night started. Similarly, Bar Impero Siena provides a great setting to enjoy the night away.
Savor another day of unforgettable experiences in Italy!
Day 5
- Siena
- Rome
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Drive 234 km, 3 hours 24 min
- Castel Sant'Angelo
- Campo de' Fiori
- Piazza Navona
- Pantheon
- Altare della Patria
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Dive into day 5 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here for 3 nights.
Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Castel Sant'angelo. This spectacular castle is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Campo De' Fiori, one of the city’s best highlights.
Next, check out Piazza Navona, one of the most timeless places to see in Siena. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Pantheon. Wander around and soak in the photogenic atmosphere this monument offers. Then, head to Altare Della Patria, a top-rated monument that adds another dimension to your day.
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 day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.
Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 6
- Rome
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Drive 10 km, 1 hour 21 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Piazza di Spagna
- Spanish Steps
- Villa Borghese
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Day 6 of your road trip will take you to the best attractions Rome has to offer. Cherish the 2 nights you have left in Rome by discovering the best things there are to see and do in the city.
Today’s agenda in Rome includes an archeological site, a monument, a public square, a park and much more! Colosseum is must-visit archeological site and a great starting point for the day. Next, continue your journey to Roman Forum, a wondrous archeological site, located just a leisurely stroll away. Next, head to Trevi Fountain, an enchanting monument, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the iconic Piazza Di Spagna. If you’re looking for more, Spanish Steps is also an impressive attraction that is worthwhile a visit. Lastly, don’t miss Villa Borghese, a place of serene interest in the city.
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 Rome. 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.
Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.
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.
Savor another day of unforgettable experiences in Italy!
Day 7
- Rome
- More
Drive 15 km, 1 hour 5 min
- Vatican Museums
- St Peter's Basilica
- Sistine Chapel
- piazza del Popolo
- Monti
- Via del Corso
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Day 7 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.
Set aside time today to explore Monti, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day. You might also want to visit Via del Corso, a street offering another perspective on the city.
Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Vatican Museums.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Popolo. This romantic public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
Keep the excitement of the evening going by visiting a bar or two. The Apartment Bar Roma is an excellent place to start. You could also check out Hotel Hassler Roma, offering a different kind of charm.
Relax and recharge in preparation for another adventurous day in Italy!
Day 8
- Rome
- Perugia
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Drive 175 km, 2 hours 36 min
- National Archaeological Museum of Umbria
- Rocca Paolina
- Carducci Gardens
- Perugia Cathedral
- Piazza IV Novembre
- The Fontana Maggiore
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Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.
Today’s agenda in Rome includes a museum, a historical landmark, a park, a church, a public square, a monument and much more! National Archaeological Museum Of Umbria is must-visit museum and a great starting point for the day. Next, continue your journey to Rocca Paolina, an up-and-coming historical landmark, located just a leisurely stroll away. Next, head to Carducci Gardens, a romantic park, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the underrated Perugia Cathedral. If you’re looking for more, Piazza Iv Novembre is also a beloved attraction that is worthwhile a visit. Lastly, don’t miss The Fontana Maggiore, a place of culturally significant interest in the city.
At the end of the day, you will drive to Perugia, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
Indulge in a memorable dining experience at one of Perugia's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a delightful dinner at Ristorante Settimo Sigillo, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè Baglioni? It's another excellent option with a diverse menu. Consider reserving a table at Bar Pellas as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Perugia.
Explore the vibrant nightlife at Tommi Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Valentina for a great selection of flavorful drinks and a charming setting. Furthermore, Caffe Dal Perugino is perfect for those looking to extend their night with a touch of local flavor.
Relax and recharge in preparation for another adventurous day in Italy!
Day 9
- Perugia
- Ancona
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Drive 157 km, 2 hours 55 min
- Basilica of San Francesco d'Assisi
- Portico of Monte Frumentario
- Roman Forum and Archaeological Museum
- Piazza del Comune
- Basilica di Santa Chiara
- Rocca Maggiore
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On day 9 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 Santa Maria degli Angeli. In the evening, you’ll end up in Ancona, where you will stay for 1 night.
Today’s itinerary in Perugia covers several incredible sights, including a church, a historical landmark, an archeological site, a public square, a castle and much more! Start your adventure at Basilica Of San Francesco D'assisi. This well-known church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the instagrammable wonders of Portico Of Monte Frumentario, a must-see historical landmark in the town.
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 Roman Forum And Archaeological Museum. This locally appreciated archeological site offers an enriching experience. For a change of pace, head to Piazza Del Comune, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to Basilica Di Santa Chiara and Rocca Maggiore. These sights offer a fulfilling end to a perfect day.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Ancona. Ancona 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 Ancona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Make sure to reserve a table at Amarcord, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bontà delle Marche, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Pizzeria Da Romano, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Extend your evening after a delightful meal by visiting Alla Tazza D'oro, which offers the perfect atmosphere for a night out.
Head back to your accommodation in Ancona and get some rest in preparation for another magical day of your road trip in Italy!
Day 10
- Ancona - Departure day
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- Cattedrale di San Ciriaco
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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.
If you're up for some more sightseeing, begin at Cathedral Basilica Of St. Cyriacus. This often recommended church is a popular place to see in the city.
Maximize your last day in Italy and go on a shopping spree in Ancona’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.
Dine in style at Pizzeria Pulcinella, a top recommendation for dinner tonight. Or, for a change of pace, Donegal Irish Pub boasts a menu that's sure to impress.
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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