9-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling west to Florence and Rome
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Escape the ordinary with this exciting 9-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, 3 nights in Florence, and 3 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, Castellina in Chianti, Greve in Chianti, Rome, Tivoli, and Santa Maria degli Angeli, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
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Day 1
- Ancona - Arrival day
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- Lazzaretto of Ancona
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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 Lazzaretto Of Ancona, 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.
Don’t miss out on dining at Playa Solero, a top-rated dining destination in Ancona. If you're in the mood to try something new, consider Zucchero a Velò, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Il Giardino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Ancona this evening.
To truly maximize your evening out, consider visiting Posa Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Four Roses, another bar with an inviting ambiance. Similarly, Amarillo Beer Bar Ancona also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 279 km, 3 hours 58 min
- piazzale Michelangelo
- 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.
A blend of family-friendly attractions, romantic experiences, and breathtaking views await you in Ancona on today’s itinerary. First up is the famous observation deck, Piazzale Michelangelo. Afterward, continue to Uffizi Gallery, an art gallery every traveler should visit.
As you explore Ancona’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Ponte Vecchio. This iconic historical landmark is an essential stop. Following that, head to Cathedral Of Santa Maria Del Fiore, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Della Signoria, an impressive public square in the city.
When you’re done exploring for the day, you’ll drive to your hotel in Florence. 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 Florence's best restaurants.
Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.
Relax and recharge in preparation for another adventurous day in Italy!
Day 3
- Florence
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Drive 197 km, 3 hours 10 min
- “Tuttomondo” (Keith Haring)
- Santa Maria del Carmine, Pisa
- Knights' Square
- Leaning Tower of Pisa
- Pisa Cathedral
- Piazza del Duomo, Pisa
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On day 3 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa. You still have 2 nights left in Florence.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Florence allows for both. Start by heading to “tuttomondo” (keith Haring). This worthwhile art installation provides an insightful glimpse into the city's identity. Next, discover Santa Maria Del Carmine, Pisa, a photogenic church, promising a delightful encounter.
Continue your sightseeing with a visit to Knights' Square, an increasingly popular public square. When you’re done, don’t forget to make a stop at the globally renowned Leaning Tower Of Pisa. Not far away from the monument, you will find the UNESCO world heritage-listed Piazza Del Duomo, Pisa, perfect for a quick visit. Round off your day at Pisa Cathedral, another gem in Florence with picture-perfect features to discover.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.
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 dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.
Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 4
- Florence
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Drive 186 km, 3 hours 53 min
- Parco Sculture del Chianti
- Rocca di Castellina in Chianti
- Castle of Verrazzano
- Il Molino di Grace
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At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.
Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and scenic views. Start at Parco Sculture Del Chianti, an intriguing sculpture garden in the hamlet. Then, head to Rocca Di Castellina In Chianti and soak in the ambiance of this enchanting castle.
There are many interesting places to see in Florence, and when you are ready for more, go to Castle Of Verrazzano. This is one of the hamlet’s most frequently visited enchanting spots of interest. After exploring the castle, visit the beloved Il Molino Di Grace.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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 Buca Mario, an excellent option for tonight's dining. Looking for something different? Agricola Toscana offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
Continue the enjoyment post-dinner at Gosh*, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Antico Caffè Del Moro - Art Bar Firenze offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Quelo Bar. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Raise your glass and celebrate another amazing day of your road trip in Italy!
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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Experience an unparalleled adventure on day 5 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 Rome. You will spend 3 nights here for some well-deserved relaxation.
Today’s itinerary in Florence covers several incredible sights, including an archeological site, a monument, and a public square. Start your adventure at Colosseum. This world-famous archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the awe-inspiring wonders of Roman Forum, a must-see archeological site 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 Trevi Fountain. This timeless monument offers an enriching experience. For a change of pace, head to Pantheon, where you can take in inviting features. Conclude your self-guided sightseeing tour with a visit to Piazza Navona. These sights offer a fulfilling end to a perfect day.
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.
Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.
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 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 6
- Rome
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Drive 13 km, 1 hour 21 min
- Vatican Museums
- Sistine Chapel
- St Peter's Basilica
- Altare della Patria
- Piazza di Spagna
- Trastevere
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Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Rome 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 Vatican City and Rome.
At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Start your day with a visit to Vatican Museums. This timeless art museum is a must-visit in the city.
One of the best things about exploring Rome 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 St. Peter's Basilica, a world-famous major basilica in the city. If you’re up for more discoveries, don’t forget to reserve some time for Altare Della Patria and Piazza Di Spagna.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.
Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Celebrate another amazing day of your road trip adventure in Italy!
Day 7
- Rome
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Drive 74 km, 2 hours 4 min
- Hadrian's Villa
- Villa d'Este
- Fontana dell'Organo
- Fontana dell'Ovato (o di Tivoli)
- Villa Gregoriana
- Grande Cascata di Tivoli
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On day 7 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you will return to Rome for 1 night more, there’s no need to rush. Experience Tivoli to the fullest today with this curated day itinerary!
Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Hadrian's Villa. This picture-perfect archeological site is a highlight of any visit in the town. Then, enjoy Villa D'este, another visually striking attraction that never fails to captivate visitors. Next, head over to Fontana Dell'organo, one of the town’s most up-and-coming attractions, known for its UNESCO world heritage-designated features.
If you’re looking for more, spend time soaking in the atmosphere of Fontana Dell'ovato (o Di Tivoli). This enchanting monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Villa Gregoriana, an often recommended park, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Grande Cascata Di Tivoli before you head back to your hotel.
When you’re done exploring for the day, you’ll return to Rome and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.
Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.
Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!
Day 8
- Rome
- Ancona
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Drive 324 km, 4 hours 55 min
- Basilica of San Francesco d'Assisi
- Piazza del Comune
- Basilica di Santa Chiara
- Eremo delle Carceri
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Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 1 night.
Today’s agenda in Rome includes a church, a public square, and a monastery. Basilica Of San Francesco D'assisi is must-visit church and a great starting point for the day. Next, continue your journey to Piazza Del Comune, an underrated public square, located just a leisurely stroll away. Next, head to Basilica Di Santa Chiara, a picture-perfect church, also available for your discovery today.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Ancona. Ancona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you 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 highly-rated dining destination in Ancona. If you're eager to try something different, consider Bontà delle Marche, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Pizzeria Da Romano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Ancona this evening.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Alla Tazza D'oro, known for its inviting atmosphere.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 9
- Ancona - Departure day
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- Piazza del Plebiscito
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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 Piazza Del Plebiscito. This intriguing 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.
If you're in the mood for something new, try Donegal Irish Pub, another premier location with a delectable menu.
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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