10-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Pescara, Rome, Florence, and Siena
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Description
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, 1 night in Pescara, 3 nights in Rome, 2 nights in Florence, and 1 night in Siena. 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, Loreto, Pescara, Rome, Florence, Pisa, Siena, 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!
Itinerary summary
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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.
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.
Enjoy a lovely dining experience at Playa Solero, a popular restaurant in Ancona. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Ancona at Zucchero a Velò, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Il Giardino. It’s yet another ideal choice to enhance your time in Ancona tonight.
After savoring a delicious meal, step into the vibrant nightlife at Posa Bar, where the evening is just getting started. In the same way, Bar Four Roses offers a unique charm perfect for experiencing the local bar scene in Ancona. Amarillo Beer Bar Ancona is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Ancona
- Pescara
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Drive 275 km, 3 hours 42 min
- Frasassi Caves
- San Vittore alle Chiuse
- Sanctuary of the Holy House of Loreto
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On day 2 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 San Vittore and Loreto. In the evening, you’ll end up in Pescara, where you will stay for 1 night.
A blend of fun adventures, natural wonders, and scenic views await you in Ancona on today’s itinerary. First up is the notable cave system, Frasassi Caves. Afterward, continue to San Vittore Alle Chiuse, a church every traveler should visit.
As you explore Ancona’s charming streets, take in the lively atmosphere and get to know the character of the hamlet. Next, make your way to Sanctuary Of The Holy House Of Loreto. This interesting church is an essential stop.
When you’re done exploring for the day, you’ll drive to your hotel in Pescara. Check in and spend some time relaxing before you head out to tour the city.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Pescara. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Experience a symphony of flavors at Nole in Pescara by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Nole delights its guests with its exceptional variety of meals showcasing delicious italian contemporary and italian cuisine. For a palate-pleasing alternative, make sure to dine at Estrò, acclaimed for its delectable contemporary and country cooking specialties. This local Bib Gourmand establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Taverna 58, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for from abruzzo and traditional cuisine in the city.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Posa Caffè Pescara, a well-loved spot among locals and tourists. Or, head to Bar Mixer. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Temple Bar Irish Pub, another top-rated place in the area.
Say good night to Pescara and look forward to another great day of your road trip in Italy!
Day 3
- Pescara
- Rome
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Drive 226 km, 3 hours 7 min
- Vatican Museums
- Saint Peter's Square
- Sistine Chapel
- St Peter's Basilica
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Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Vatican City. 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 3 nights.
Start at Vatican Museums, an iconic art museum that is worthwhile a visit in the city. Continue your exploration at Sistine Chapel. This chapel is one of the city’s most top-rated spots.
Enjoy the freedom of exploring Pescara at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit St. Peter's Basilica.
At the end of the day, you will drive to Rome, 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 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 an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean and contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative and innovative cuisine. Another highly-recommended place to eat in Rome is Enoteca La Torre, a renowned restaurant with a 2-star Guide Michelin recognition and a delicious mediterranean and creative menu.
Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 4
- Rome
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Drive 11 km, 1 hour 19 min
- Castel Sant'Angelo
- Piazza Navona
- Pantheon
- Trevi Fountain
- Villa Borghese
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Day 4 of your road trip across Italy promises a magnificent time exploring Rome. You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.
Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most impressive attractions included on the itinerary is Castel Sant'angelo. This respected castle will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Navona and learn what makes this enchanting public square unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the iconic Pantheon. After exploring the monument, head to Trevi Fountain. This globally renowned monument is a highlight in Rome. Lastly, don’t forget to check out the extraordinary Villa Borghese. Enjoy exploring this incredible park at your own pace.
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.
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.
After enjoying a fulfilling meal, continue your evening at Sant' Eustachio Caffè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yellowsquare Rome offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.
Savor another day of unforgettable experiences in Italy!
Day 5
- Rome
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Drive 3 km, 41 min
- Altare della Patria
- Roman Forum
- Colosseum
- Trastevere
- Monti
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Day 5 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.
Trastevere is a fantastic place you can explore today in Rome. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Rome-way-of-life and visit all the nearby sights. You should also check out Monti, a neighborhood offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.
Get ready to discover some of the most iconic wonders in Rome, including a monument and an archeological site. Start your day at Altare Della Patria. This breathtaking monument is a well-known place to see in Rome. Then, wander over to Roman Forum. If culturally significant sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Colosseum. This culturally significant archeological site is a favorite among visitors.
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 Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a lovely meal at Hotel de Russie, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna Italiana is another top choice with a popular menu. You could also check for a table at The Parrot Bar. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.
Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.
Raise your glass to another unforgettable day in Italy!
Day 6
- Rome
- Florence
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Drive 278 km, 3 hours 35 min
- Piazza di Spagna
- Spanish Steps
- piazza del Popolo
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Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.
Start your adventure at Piazza Di Spagna. This iconic public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the majestic wonders of Spanish Steps, a must-see public square in the city.
Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Del Popolo. This astonishing public square offers an enriching experience.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
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.
Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.
Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.
Celebrate another amazing day of your road trip adventure in Italy!
Day 7
- Florence
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Drive 4 km, 59 min
- piazzale Michelangelo
- Uffizi Gallery
- piazza della Signoria
- Ponte Vecchio
- Oltrarno
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Day 7 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.
A visit to Oltrarno in Florence is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.
Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the famous Piazzale Michelangelo, a romantic observation deck in Florence. Next, go to Uffizi Gallery.
After visiting Piazzale Michelangelo and Uffizi Gallery, take time to explore Florence's streets and absorb its charm. Continue your sightseeing by heading to Piazza Della Signoria. This remarkable public square offers a unique experience. Ponte Vecchio is another noteworthy stop.
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 wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 8
- Florence
- Siena
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Drive 210 km, 3 hours 24 min
- Cathedral of Santa Maria del Fiore
- Central Market
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
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On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Florence and Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.
Brace yourself for today’s incredible lineup of attractions in Florence, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Cathedral Of Santa Maria Del Fiore, an impressive church in the city. Then, head to Central Market and soak in the ambiance of this visually striking food market.
There are many interesting places to see in Florence and when you are ready for more, go to Leaning Tower Of Pisa. This is one of the city’s most wondrous spots. After exploring the monument, visit the wondrous Piazza Del Duomo, Pisa.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Enjoy a delicious meal at Enoteca I Terzi, a highly-rated dining destination in Siena. If you're eager to try something different, consider Ristorante Tar-Tufo, another top spot with a tantalizing menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 9
- Siena
- Ancona
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Drive 257 km, 4 hours
- piazza del Campo
- Siena Cathedral
- Fortezza Medicea
- Basilica of San Francesco d'Assisi
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Dive into day 9 of your remarkable road trip in Italy. Today you will explore Siena and Santa Maria degli Angeli, 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 Ancona. You’ll stay here for 1 night.
Siena is brimming with adventures. Today’s wonderful stops include a public square, a church, and a monument. Begin your sightseeing adventure at the impressive Piazza Del Campo. Just a short distance away is Siena Cathedral, a visually striking church that draws visitors from far and near.
Continue your journey to Fortezza Medicea (siena), one of the city’s most worthwhile spots that you shouldn’t miss. Another great site to visit is the interesting Basilica Of San Francesco D'assisi.
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 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.
Set out on a gastronomic journey in Ancona by reserving a table at Sot'Ajarchi. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of seafood and from the marches cuisine. Looking for something different? Bontà delle Marche offers a tantalizing alternative with its diverse menu. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Ancona.
If you’re not ready to end the night just yet, Alla Tazza D'oro offers a perfect venue to relax and savor a drink.
Get a good night's sleep and look forward to another great day on the road 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.
If you're up for some more sightseeing, we recommend visiting Parco Della Cittadella Di Ancona, a visually striking park before you head out.
Make the most of your final day in Italy by visiting Ancona’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in 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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