10-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Siena, and Rome
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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!
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Day 1
- Ancona - Arrival day
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- Passetto
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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 2 nights 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 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.
Find your way to your hotel in Ancona. 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 Ancona, it's often a good idea to reserve a table in advance.
Enjoy a delicious meal at Playa Solero, a highly-rated dining destination in Ancona. If you're eager to try something different, consider Zucchero a Velò, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Il Giardino. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Ancona this evening.
Extend your evening after a delightful meal by visiting Posa Bar, which offers the perfect atmosphere for a night out. Moreover, Bar Four Roses is another popular option for a drink or two. Likewise, Amarillo Beer Bar Ancona also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Ancona
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Drive 6 km, 51 min
- Arch of Trajan
- Porta Pia
- Lazzaretto of Ancona
- State Tactile Museum Omero
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Day 2 of your road trip across Italy promises a magnificent time exploring Ancona. You have 1 night left in Ancona. Take the opportunity to experience more of the best attractions and activities in the city.
Today’s route brings fun adventures, breathtaking views, and photo-friendly spots. The first attraction of today is Arch Of Trajan. This up-and-coming monument is a picture-perfect place to see in Ancona. Continue your discovery at Porta Pia, a picture-perfect monument with stories to tell.
As you stroll around Ancona, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Lazzaretto Of Ancona. This frequently visited museum offers a heritage-rich encounter with Ancona. Next, make your way to State Tactile Museum Omero to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Ancona.
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.
Enjoy a delicious meal at Amarcord, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Bontà delle Marche, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Pizzeria Da Romano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.
Explore the vibrant nightlife at Alla Tazza D'oro after your meal, a hub for lively evenings and memorable moments.
Say good night to Ancona and look forward to another great 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.
Bring your curiosity for today’s adventure around Ancona. Some of the city’s most loved attractions await! Basilica Of Santa Croce In Florence is the perfect place to start. This church is one of the most captivating places to visit in Ancona. Next, head to Uffizi Gallery, a top-rated art gallery, known for its picture-perfect features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Ponte Vecchio. This culturally significant historical landmark is a highly recommended experience. Nearby, you'll also find Palazzo Vecchio and Piazza Della Signoria. Visit these for an interesting touch to your journey.
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 delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.
Savor another day of unforgettable experiences in Italy!
Day 4
- Florence
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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.
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.
A blend of family-friendly attractions, picturesque spots, and historic treasures await you in Florence on today’s itinerary. First up is the popular statue, David. Afterward, continue to Galleria Dell'accademia, an art gallery 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 Cathedral Of Santa Maria Del Fiore. This spectacular church is an essential stop. Following that, head to Pitti Palace, another must-visit site that will enhance your experience. Don’t forget to stop by Piazzale Michelangelo, a widely recognized observation deck 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 Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
Treat yourself to a delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.
If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.
Raise your glass to another unforgettable day 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
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On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Pisa, Lucca, and Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.
Today’s agenda in Florence includes a monument, a public square, and a church. Porta Nuova is must-visit monument and a great starting point for the day. Next, continue your journey to Piazza Del Duomo, Pisa, a wondrous public square, located just a leisurely stroll away. Next, head to Leaning Tower Of Pisa, a historic 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 Florence. When you're ready, let your sightseeing route take you to the popular Piazza Dell'anfiteatro. If you’re looking for more, Basilica Of San Domenico is also an often recommended attraction that is worthwhile a visit.
When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and spend some time relaxing before you head out to tour the city.
Indulge in a memorable dining experience at one of Siena's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.
Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.
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
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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 will take you to the best attractions Siena has to offer. Cherish the 1 night you have left in Siena by discovering the best things there are to see and do in the city.
Today, you'll explore some of the most beautiful places in Siena, including a church, a public square, a monument, a palace and much more! Start your day with a visit to Siena Cathedral. This locally renowned church is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Campo, which may be one of the most history-steeped places you will experience today.
One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Tower Of Mangia, an up-and-coming monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pubblico Palace.
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 are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Siena. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Dine in style at Osteria Quattro Venti, a top recommendation for dinner tonight. Or, for a change of pace, Fischi per Fiaschi boasts a menu that's sure to impress. Also, be sure to check out Osteria da Divo. Known as a local hotspot, it’s a great choice for tonight in Siena.
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
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Drive 242 km, 3 hours 37 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Pantheon
- Piazza Navona
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Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.
Get ready for a day filled with fun adventures, breathtaking views, and picturesque spots in the charming city of Siena. Your adventure starts at Colosseum, a globally renowned local hot spot. Another notable attraction to explore is Roman Forum. This world-famous archeological site is known for its picture-perfect appeal.
After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Trevi Fountain. This majestic monument offers a fascinating experience that many visitors find memorable. Pantheon is also worth visiting, along with Piazza Navona. These standout landmarks offer unique experiences that add to the day’s enjoyment.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome 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 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.
Enjoy a lovely dining experience at La Bottega Roma, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Pasta In Corso, 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 Trattoria Vecchia Roma. It’s yet another ideal choice to enhance your time 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.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 8
- Rome
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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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Wake up to day 8 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!
Start your adventure at Vatican Museums. This wondrous art museum is a place that is appreciated by travelers and locals alike.
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. Peter's Basilica. This globally renowned major basilica offers an enriching experience. For a change of pace, head to Castel Sant'angelo, where you can take in history-steeped features. Conclude your self-guided sightseeing tour with a visit to Piazza Di Spagna and Spanish Steps. These sights offer a fulfilling end to a perfect day.
When you’re done exploring for the day, you’ll return to Rome and your accommodation.
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.
Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.
Keep the evening going at Sant' Eustachio Caffè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yellowsquare Rome, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.
Say good night to Rome and look forward to another great day of your road trip in Italy!
Day 9
- Rome
- Ancona
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Drive 339 km, 5 hours
- Basilica of San Francesco d'Assisi
- National Archaeological Museum of Umbria
- The Fontana Maggiore
- Piazza IV Novembre
- Perugia Cathedral
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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 and Perugia. In the evening, you’ll end up in Ancona, where you will stay for 1 night.
Today’s itinerary in Rome covers several incredible sights, including a church, a museum, a monument, a public square 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 photogenic wonders of National Archaeological Museum Of Umbria, a must-see museum 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 The Fontana Maggiore. This frequently visited monument offers an enriching experience. For a change of pace, head to Piazza Iv Novembre, where you can take in romantic features. Conclude your self-guided sightseeing tour with a visit to Perugia Cathedral. These sights offer a fulfilling end to a perfect day.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Ancona's best restaurants.
Make sure to reserve a table at Pizzeria Pulcinella, 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 Donegal Irish Pub, 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 Vino E Cucina Miscia, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
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 underrated public square is a popular place to see in the city.
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.
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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