9-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Rome, and Naples
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Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Florence, Pisa, Siena, San Gimignano, Rome, Naples, Pompei, Ravello, and Amalfi.
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, 3 nights in Florence, 2 nights in Rome, and 1 night in Naples. 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, Siena, San Gimignano, Rome, Naples, Pompei, Ravello, and Amalfi, 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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Welcome to Ancona, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Ancona's charm before embarking on the next leg of your journey.
Ancona is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Del Plebiscito, or 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.
Round off your dining experience by visiting Posa Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Four Roses, a bar catering to every mood and preference. Amarillo Beer Bar Ancona likewise offers a unique atmosphere, perfect for a memorable night out.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 278 km, 3 hours 49 min
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- piazza della Signoria
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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 3 nights.
Today's adventure in Ancona promises more breathtaking discoveries and enriching experiences! Begin at Basilica Of Santa Croce In Florence. This respected church is a highlight of any visit in the city. Then, enjoy Uffizi Gallery, another romantic attraction that never fails to captivate visitors. Next, head over to Ponte Vecchio, one of the city’s most iconic attractions, known for its culturally significant features.
If you’re looking for more, spend time soaking in the atmosphere of Cathedral Of Santa Maria Del Fiore. This enchanting church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Della Signoria, an astonishing public square, 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 Florence. Florence 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 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.
Don’t miss out on dining at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 3
- Florence
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Drive 197 km, 2 hours 59 min
- Knights' Square
- Leaning Tower of Pisa
- Angelo Caduto
- Pisa Cathedral
- Campo santo
- Piazza del Duomo, Pisa
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Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 2 nights in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Pisa.
Start your adventure at Knights' Square. This increasingly popular public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Leaning Tower Of Pisa located in Florence for another exciting encounter.
Next, immerse yourself in the setting of Angelo Caduto. After the sightseeing destination, continue your tour of the city with a visit to Pisa Cathedral. Visitors usually appreciate the UNESCO world heritage-designated features of this church. Next up is Campo Santo, a highly recommended cemetery. For a change of pace, head to Piazza Del Duomo, Pisa. As one of the most world-famous attractions in Florence, this public square is the perfect place to end your self-guided sightseeing tour.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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.
Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. 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 Bar 50 Rosso, a well-loved spot among locals and tourists. Or, head to Bitter Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 4
- Florence
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Drive 181 km, 3 hours 18 min
- Pubblico Palace
- Tower of Mangia
- piazza del Campo
- Siena Cathedral
- Porta San Giovanni
- Piazza del Duomo, San Gimignano
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At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.
Florence is brimming with adventures. Today’s wonderful stops include a palace, a monument, a public square, a church and much more! Begin your sightseeing adventure at the beloved Pubblico Palace and allow yourself time to explore. Just a short distance away you'll find your next stop, Tower Of Mangia, a historic monument that draws visitors from far and near.
Continue your journey to Piazza Del Campo, one of the city’s most impressive spots that you shouldn’t miss. Another great site to visit is the well-known Siena Cathedral. When you're finished at the church, Porta San Giovanni awaits your visit. This monument is a respected highlight on today's itinerary. Last up is a public square - the increasingly popular Piazza Del Duomo.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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.
Enjoy a delicious meal at Ristorante Buca Mario, a highly-rated dining destination in Florence. If you're eager to try something different, consider Agricola Toscana, another top spot with a tantalizing menu. You might also want to secure a reservation at Eataly Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.
Explore the vibrant nightlife at Gosh* after your meal, a hub for lively evenings and memorable moments. Or, head to Antico Caffè Del Moro - Art Bar Firenze for a great selection of flavorful drinks and a charming setting. Furthermore, Quelo Bar is perfect for those looking to extend their night with a touch of local flavor.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 5
- Florence
- Rome
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Drive 279 km, 4 hours 3 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Pantheon
- Piazza Navona
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Embark on another extraordinary experience on day 5 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, scenic views, and picturesque spots in the charming city of Florence. Your adventure starts at Colosseum, a timeless local hot spot. Another notable attraction to explore is Roman Forum. This wondrous archeological site is known for its historic appeal.
After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Trevi Fountain. This masterful 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.
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 delicious dinner at La Bottega Roma, an excellent option for tonight's dining. Looking for something different? Pasta In Corso offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Vecchia Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 6
- Rome
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Drive 17 km, 1 hour 44 min
- Vatican Museums
- St Peter's Basilica
- Sistine Chapel
- Castel Sant'Angelo
- Piazza di Spagna
- Spanish Steps
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On day 6 of your road trip, you’ll start and end your day in 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 Sistine Chapel, a spectacular chapel. When you’re done, don’t forget to make a stop at the extraordinary Castel Sant'angelo. Not far away from the castle, you will find the enchanting 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 for the day, you’ll return to Rome and your accommodation.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
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.
Round off your dining experience by visiting Sant' Eustachio Caffè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yellowsquare Rome, a bar catering to every mood and preference. Caffè Portofino 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
- Rome
- Naples
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Drive 279 km, 3 hours 42 min
- Naples National Archaeological Museum
- piazza del Plebiscito
- Archaeological Park of Pompeii
- Basilica
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Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Naples and Pompei. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Naples. You will spend 1 night here for some well-deserved relaxation.
Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is Naples National Archaeological Museum. This well-known museum is a photogenic place to see in Rome. Continue your discovery at Piazza Del Plebiscito, an enchanting public square with stories to tell.
As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Archaeological Park Of Pompeii. This locally renowned archeological site offers a historic encounter with Rome. Next, make your way to Basilica 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 Rome.
At the end of the day, you will drive to Naples, 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 Naples. 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 delicious meal at L'Oca Nera Irish Pub, a highly-rated dining destination in Naples. If you're eager to try something different, consider Mimì alla Ferrovia, another top spot with a tantalizing menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Naples this evening.
Keep the evening going at Happening Cocktail Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Shanti Art Musik Bar, which offers a similarly pleasant setting and great drinks. Another option is Gran Caffè Gambrinus, which provides an inviting environment for unwinding after a busy day out.
Celebrate another amazing day of your road trip adventure in Italy!
Day 8
- Naples
- Ancona
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Drive 534 km, 7 hours 19 min
- Villa Rufolo
- Amalfi Coast
- Saint Andrew's Fountain Amalfi
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Dive into day 8 of your remarkable road trip in Italy. Today you will explore Ravello and Amalfi, 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.
Continue your journey to Saint Andrew's Fountain Amalfi, one of the village’s most up-and-coming spots that you shouldn’t miss.
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.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Ancona. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Savor the flavors at Amarcord, a top pick for dinner tonight. Alternatively, Bontà delle Marche beckons with its unique menu offerings. Also, consider Ristorante Pizzeria Da Romano. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.
Round off your dining experience by visiting Alla Tazza D'oro, a prime location for a drink.
Head back to your accommodation in Ancona and get some rest in preparation for another magical day of your road trip in Italy!
Day 9
- Ancona - Departure day
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- Parco Della Cittadella di Ancona
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Day 9 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 Parco Della Cittadella Di Ancona. This increasingly popular park 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.
Treat yourself to a delicious dinner at Pizzeria Pulcinella, an excellent option for tonight's dining. Looking for something different? Donegal Irish Pub offers a tantalizing alternative with its diverse menu. And don’t miss Vino E Cucina Miscia.
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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