10-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Siena, and Rome
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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 Ancona, Florence, Pisa, Lucca, Siena, Rome, Santa Maria degli Angeli, and Perugia.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Ancona, 2 nights in Florence, 2 nights in Siena, and 2 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 St. Peter's Basilica.
As you hit the open road and drive through Ancona, Florence, Pisa, Lucca, Siena, Rome, Santa Maria degli Angeli, and Perugia, 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
- More
- Passetto
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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 2 nights 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 Passetto, 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 wonderful meal at Playa Solero, a top-rated dining spot in Ancona. If you're in the mood for something new, try Zucchero a Velò, another premier location with a delectable menu. You might also want to book a table at Ristorante Il Giardino. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ancona.
Explore the vibrant nightlife at Posa Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Four Roses for a great selection of flavorful drinks and a charming setting. Furthermore, Amarillo Beer Bar Ancona is perfect for those looking to extend their night with a touch of local flavor.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Ancona
- More
Drive 6 km, 51 min
- Arch of Trajan
- Porta Pia
- Lazzaretto of Ancona
- State Tactile Museum Omero
- More
Day 2 of your road trip will take you to the best attractions Ancona has to offer. Cherish the 1 night you have left in Ancona by discovering the best things there are to see and do in the city.
Start by visiting Arch Of Trajan, a prime spot to begin your journey. This culturally significant monument is sure to impress. Next on your list is Porta Pia, another must-visit landmark and often recommended monument renowned for its historic features.
While exploring and sightseeing, take time to savor the culture of Ancona by sampling some local delicacies. When you’re ready for more sightseeing, head to Lazzaretto Of Ancona. This instagrammable museum is an essential place to visit for anyone looking for the full Ancona experience. We also recommend visiting State Tactile Museum Omero, a frequently visited museum.
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 Ancona, 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 delightful dinner at Amarcord, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bontà delle Marche? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Pizzeria Da Romano as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.
After your meal, keep the night alive at a bar like Alla Tazza D'oro, known for its lively atmosphere.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Ancona
- Florence
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Drive 277 km, 3 hours 40 min
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Palazzo Vecchio
- piazza della Signoria
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Dive into day 3 of your remarkable road trip in Italy. Today you will explore Florence, 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 2 nights.
Today’s agenda in Ancona includes a church, an art gallery, a historical landmark, a palace, a public square and much more! Basilica Of Santa Croce In Florence is must-visit church and a great starting point for the day. Next, continue your journey to Uffizi Gallery, an impressive art gallery, located just a leisurely stroll away. Next, head to Ponte Vecchio, a romantic historical landmark, also available for your discovery today.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Ancona. When you're ready, let your sightseeing route take you to the notable Palazzo Vecchio. If you’re looking for more, Piazza Della Signoria is also a spectacular attraction that is worthwhile a visit.
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 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 lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 4
- Florence
- More
Drive 9 km, 1 hour 21 min
- David
- Galleria dell'Accademia
- Cathedral of Santa Maria del Fiore
- Palazzo Pitti
- piazzale Michelangelo
- Oltrarno
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On day 4 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.
Set aside time today to explore Oltrarno, 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.
Just a short distance away you'll find your next stop, Galleria Dell'accademia, a heritage-rich art gallery that draws visitors from far and near.
Continue your journey to Cathedral Of Santa Maria Del Fiore, one of the city’s most top-rated spots that you shouldn’t miss. Another great site to visit is the captivating Pitti Palace. When you're finished at the palace, Piazzale Michelangelo awaits your visit. This observation deck is a history-steeped highlight on today's itinerary.
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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.
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 5
- Florence
- Siena
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Drive 249 km, 3 hours 42 min
- Porta Nuova
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Piazza dell'Anfiteatro
- Basilica of San Domenico
- More
Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 3 stops and experience some of the highlights of Pisa, Lucca, and Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 2 nights.
Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Porta Nuova. This instagrammable monument is a highlight of any visit in the city. Then, enjoy Piazza Del Duomo, Pisa, another stunning attraction that never fails to captivate visitors. Next, head over to Leaning Tower Of Pisa, one of the city’s most timeless attractions, known for its historic features.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Dell'anfiteatro. This respected public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Basilica Of San Domenico, an intriguing church, and take a stroll around the area.
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 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.
To truly maximize your evening out, consider visiting Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Head back to your accommodation in Siena and get some rest in preparation for another magical day of your road trip in Italy!
Day 6
- Siena
- More
Drive 1.0 km, 16 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
- Pubblico Palace
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Day 6 of your road trip across Italy promises a magnificent time exploring Siena. You have 1 night left in Siena. Take the opportunity to experience more of the best attractions and activities in the city.
Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Siena Cathedral. This notable church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Campo, one of the city’s best highlights.
Next, check out Tower Of Mangia, one of the most curiosity-inducing places to see in Siena. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Pubblico Palace. Wander around and soak in the breathtaking atmosphere this palace offers.
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 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 Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
Round off your dining experience by visiting Charlie Mixology Bar Di Aldinucci Riccardo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Pinacoteca, a bar catering to every mood and preference. San Paolo Pub likewise offers a unique atmosphere, perfect for a memorable night out.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 7
- Siena
- Rome
- More
Drive 242 km, 3 hours 37 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Pantheon
- Piazza Navona
- More
On day 7 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 2 nights.
Siena is brimming with adventures. Today’s wonderful stops include an archeological site, a monument, and a public square. Begin your sightseeing adventure at the timeless Colosseum and allow yourself time to explore. Just a short distance away you'll find your next stop, Roman Forum, an UNESCO world heritage-designated archeological site that draws visitors from far and near.
Continue your journey to Trevi Fountain, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the timeless Pantheon. When you're finished at the monument, Piazza Navona awaits your visit. This public square is a remarkable highlight on today's itinerary.
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.
Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.
Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring 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 8
- Rome
- More
Drive 16 km, 1 hour 34 min
- Vatican Museums
- Sistine Chapel
- St Peter's Basilica
- Castel Sant'Angelo
- Piazza di Spagna
- Spanish Steps
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At the end of the day, you'll drive back to Rome, where you'll stay for 1 night more.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Vatican Museums. This timeless art museum provides an insightful glimpse into the city's identity.
Continue your sightseeing with a visit to St. Peter's Basilica, a wondrous major basilica. When you’re done, don’t forget to make a stop at the astonishing Castel Sant'angelo. Not far away from the castle, you will find the visually striking Spanish Steps, perfect for a quick visit. Round off your day at Piazza Di Spagna, another gem in Rome with visually striking features to discover.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
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.
Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.
Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
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 9
- Rome
- Ancona
- More
Drive 339 km, 5 hours
- Basilica of San Francesco d'Assisi
- National Archaeological Museum of Umbria
- The Fontana Maggiore
- Piazza IV Novembre
- Perugia Cathedral
- More
On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Santa Maria degli Angeli and Perugia. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.
Today’s route brings fun adventures, scenic views, and photo-friendly spots. The first attraction of today is Basilica Of San Francesco D'assisi. This locally renowned church is a historic place to see in Rome. Continue your discovery at National Archaeological Museum Of Umbria, a historic museum with stories to tell.
As you stroll around Rome, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to The Fontana Maggiore. This beloved monument offers a breathtaking encounter with Rome. Next, make your way to Piazza Iv Novembre to add another highlight to your day. After that, visit Perugia Cathedral, a curiosity-inducing church 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 Rome.
At the end of the day, you will drive to Ancona, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As dinnertime approaches, it's time to head out for a bite to eat in 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.
Treat yourself to a delightful dinner at Pizzeria Pulcinella, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Donegal Irish Pub? It's another excellent option with a diverse menu. Consider reserving a table at Vino E Cucina Miscia as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.
Raise your glass to another unforgettable day in Italy!
Day 10
- Ancona - Departure day
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- Piazza del Plebiscito
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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 Piazza Del Plebiscito. This locally appreciated public square is a popular place to see in the city.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
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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