12-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Florence, Siena, Rome, Naples, and Amalfi
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Escape the ordinary with this exciting 12-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, 2 nights in Florence, 2 nights in Siena, 2 nights in Rome, 2 nights in Naples, and 1 night in Amalfi. 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, San Gimignano, Rome, Naples, Pompei, Positano, Atrani, Amalfi, Ravello, and Minori, 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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Say hello to Ancona! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Ancona for 1 night before you continue your adventure!
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.
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 meal at Playa Solero, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Zucchero a Velò is another top choice with a popular menu. You could also check for a table at Ristorante Il Giardino. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Ancona tonight.
After your meal, keep the night alive at a bar like Posa Bar, known for its lively atmosphere. Bar Four Roses is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Amarillo Beer Bar Ancona offers an excellent atmosphere for those looking to amp up the evening.
Raise a toast to the start of your 12-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 282 km, 3 hours 55 min
- piazzale Michelangelo
- Galleria dell'Accademia
- Central Market
- Brunelleschi's dome
- Cathedral of Santa Maria del Fiore
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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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Ancona allows for both. Start by heading to Piazzale Michelangelo. This extraordinary observation deck provides an insightful glimpse into the city's identity. Next, discover Galleria Dell'accademia, an eye-catching art gallery, promising a delightful encounter.
Continue your sightseeing with a visit to Central Market, a well-known food market. When you’re done, don’t forget to make a stop at the up-and-coming Brunelleschi's Dome. Round off your day at Cathedral Of Santa Maria Del Fiore, another gem in Ancona with inviting features to discover.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
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.
Savor another day of unforgettable experiences in Italy!
Day 3
- Florence
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Drive 1 km, 25 min
- Basilica of Santa Croce in Florence
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- Oltrarno
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On day 3 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.
Set aside time today to explore Oltrarno, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.
Discover a day packed with family-friendly attractions, picturesque spots, and history-rich sites in Florence. Begin your sightseeing with Basilica Of Santa Croce In Florence. This well-known church is one of the top attractions in the city. Proceed to Piazza Della Signoria, another must-visit attraction.
As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Uffizi Gallery. This extraordinary art gallery is a traveler-favorite. Not far away, you’ll find Ponte Vecchio, another key site on your sightseeing itinerary.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
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.
Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 4
- Florence
- Siena
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Drive 251 km, 3 hours 45 min
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Guinigi Tower
- Piazza dell'Anfiteatro
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Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pisa and Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 2 nights.
Florence is home to plenty of attractions that offer fun adventures, scenic views, and photo-friendly spots! Start at Pisa Cathedral, an increasingly popular church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Duomo, Pisa, enchanting visitors with its picture-perfect appeal. Continue your exploration at Leaning Tower Of Pisa. This monument is one of the city’s most timeless spots.
Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Guinigi Tower. After exploring the monument, head to the interesting Piazza Dell'anfiteatro.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.
Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 5
- Siena
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Drive 81 km, 1 hour 49 min
- piazza del Campo
- Siena Cathedral
- Basilica of San Domenico
- Porta San Giovanni
- Piazza del Duomo, San Gimignano
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Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena for your remaining 1 night 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 Siena and San Gimignano.
Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Piazza Del Campo. This impressive public square is a romantic place to see in Siena. Continue your discovery at Siena Cathedral, a romantic church with stories to tell.
As you stroll around Siena, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Basilica Of San Domenico. This often recommended church offers a historic encounter with Siena. Next, make your way to Porta San Giovanni to add another highlight to your day. After that, visit Piazza Del Duomo, a worthwhile public square that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Siena.
When you’re done exploring for the day, you’ll return to Siena and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Treat yourself to a delightful dinner at Osteria Quattro Venti, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Fischi per Fiaschi? It's another excellent option with a diverse menu. Consider reserving a table at Osteria da Divo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.
After your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo Pub 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 6
- Siena
- Rome
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Drive 242 km, 3 hours 38 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Piazza Navona
- Pantheon
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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.
Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await! Colosseum is the perfect place to start. This archeological site is one of the most world-famous places to visit in Siena. Next, head to Roman Forum, an iconic archeological site, known for its UNESCO world heritage-designated 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 Trevi Fountain. This majestic monument is a highly recommended experience. Nearby, you'll also find Piazza Navona and Pantheon. Visit these for an interesting touch to your journey.
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 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.
To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
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 7
- Rome
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Drive 8 km, 25 min
- St Peter's Basilica
- Trastevere
- Monti
- Via del Corso
- Via dei Condotti
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Wake up to day 7 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!
Don’t miss Trastevere in Vatican City today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Monti, another neighborhood that adds to the charm of Vatican City.
Begin your sightseeing with St. Peter's Basilica. This globally renowned major basilica is one of the top attractions in the city.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
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.
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.
Following your dinner, dive into the local bar culture at Sant' Eustachio Caffè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Yellowsquare Rome, the perfect place for those looking to experience the best of the nightlife. Similarly, Caffè Portofino provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Say good night to Rome and look forward to another great day of your road trip in Italy!
Day 8
- Rome
- Naples
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Drive 232 km, 3 hours 17 min
- Naples National Archaeological Museum
- Cappella Sansevero
- Ovo Castle
- piazza del Plebiscito
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Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Naples. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Naples. You will spend 2 nights here for some well-deserved relaxation.
Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, picturesque spots, and historic treasures. Start at Naples National Archaeological Museum, a locally renowned museum in the city. Then, head to Cappella Sansevero and soak in the ambiance of this noteworthy museum.
There are many interesting places to see in Rome, and when you are ready for more, go to Ovo Castle. This is one of the city’s most well-known romantic spots of interest. After exploring the castle, visit the astonishing Piazza Del Plebiscito.
When you’re done exploring for the day, you’ll drive to your hotel in Naples. 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 Naples. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Dine in style at L'Oca Nera Irish Pub, a top recommendation for dinner tonight. Or, for a change of pace, Mimì alla Ferrovia boasts a menu that's sure to impress. Also, be sure to check out Spuzzulè Winebar. Known as a local hotspot, it’s a great choice for tonight in Naples.
Continue your lively evening at Happening Cocktail Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Shanti Art Musik Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Gran Caffè Gambrinus ensures a night out tailored to your taste.
Say good night to Naples and look forward to another great day of your road trip in Italy!
Day 9
- Naples
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Drive 56 km, 1 hour 35 min
- Amphitheatre of Pompeii
- Teatro Grande
- Lupanar des esclaves
- Basilica
- Archaeological Park of Pompeii
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On day 9 of your road trip in Italy, you’ll start and end your day in Naples, but spend the day exploring what’s beyond the city. Since you will return to Naples for 1 night more, there’s no need to rush. Experience Pompei to the fullest today with this curated day itinerary!
Today's adventure in Naples promises more breathtaking discoveries and enriching experiences! Begin at Amphitheatre Of Pompeii. This culturally significant archeological site is a highlight of any visit in the town. Then, enjoy Teatro Grande, another respected attraction that never fails to captivate visitors. Next, head over to Lupanare Di Pompei, one of the town’s most up-and-coming attractions, known for its UNESCO world heritage-listed features.
If you’re looking for more, spend time soaking in the atmosphere of Basilica. This symbolic archeological site is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Archaeological Park Of Pompeii, an interesting archeological site, and take a stroll around the area.
When you’re done exploring for the day, you’ll return to Naples and your accommodation.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Naples. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a lovely meal at Antica Pizzeria Di Matteo, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mercure Napoli Centro Angioino is another top choice with a popular menu. You could also check for a table at La Lazzara Trattoria e Pizzeria. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Naples tonight.
Round off your dining experience by visiting Archivio Storico - Cocktail Bar & Wonderfood, a prime location for a drink. Alternatively, explore the distinctive characteristics of Archeobar, a bar catering to every mood and preference. Babette Pub likewise offers a unique atmosphere, perfect for a memorable night out.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 10
- Naples
- Amalfi
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Drive 78 km, 2 hours 30 min
- Costiera Amalfitana Positano
- Collegiate Santa Maria Maddalena
- Amalfi Coast
- Saint Andrew's Fountain Amalfi
- Antico Arsenale della Repubblica di Amalfi
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Dive into day 10 of your remarkable road trip in Italy. Today you will explore Positano, Atrani, 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 Amalfi. You’ll stay here for 1 night.
Costiera Amalfitana Positano is must-visit beach and a great starting point for the day. Next, continue your journey to Collegiate Santa Maria Maddalena, a worthwhile church, located just a leisurely stroll away.
Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Naples. When you're ready, let your sightseeing route take you to the frequently visited Saint Andrew's Fountain Amalfi. If you’re looking for more, Antico Arsenale Della Repubblica Di Amalfi is also an up-and-coming attraction that is worthwhile a visit.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Amalfi. Amalfi 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 Amalfi, 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 Pasticceria Pansa Amalfi, a top-rated dining destination in Amalfi. If you're in the mood to try something new, consider Grand Hotel Excelsior Amalfi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Lido Azzurro. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Amalfi this evening.
After enjoying a fulfilling meal, continue your evening at Bar Della Valle, ideal for those looking to unwind with a drink in a comfortable setting.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 11
- Amalfi
- Ancona
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Drive 481 km, 6 hours 40 min
- Giardini Principessa di Piemonte
- Villa Rufolo
- Villa Cimbrone Gardens
- Path of the Lemons
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On day 11 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 Ravello, Castiglione, and Minori. In the evening, you’ll end up in Ancona, where you will stay for 1 night.
Today’s route brings fun adventures, romantic experiences, and breathtaking views. The first attraction of today is Giardini Principessa Di Piemonte. This locally appreciated park is a romantic place to see in Amalfi. Continue your discovery at Villa Rufolo, a majestic historical landmark with stories to tell.
As you stroll around Amalfi, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Villa Cimbrone Gardens. This worthwhile botanical garden offers a noteworthy encounter with Amalfi. Next, make your way to Path Of The Lemons 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 Amalfi.
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 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.
Make sure to reserve a table at Amarcord, 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 Bontà delle Marche, 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 Ristorante Pizzeria Da Romano, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Alla Tazza D'oro stands out as an excellent choice for a post-dinner cocktail.
Head back to your accommodation in Ancona and get some rest in preparation for another magical day of your road trip in Italy!
Day 12
- Ancona - Departure day
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- Piazza del Plebiscito
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Day 12 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 often recommended 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 eager to try something different, consider Donegal Irish Pub, another top spot with a tantalizing 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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