12-Day Italy Self-Drive Road Trip With Itinerary from Ancona to Florence, Lucca, Siena, Rome, and Santa Maria degli Angeli
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Experience the freedom of the open road in Italy as you embark on an unforgettable 12-day road trip! This experience caters to every traveler, featuring destinations like Ancona, Florence, Pisa, Lucca, Siena, Rome, Santa Maria degli Angeli, and Perugia.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Ancona, 2 nights in Florence, 2 nights in Lucca, 2 nights in Siena, 2 nights in Rome, and 1 night in Santa Maria degli Angeli. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Ancona, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of St. Peter's Basilica.
As you hit the open road and drive through Ancona, Florence, Pisa, Lucca, Siena, Rome, Santa Maria degli Angeli, and Perugia, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
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Day 1
- Ancona - Arrival day
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- Piazza del Plebiscito
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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 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.
Find your way to your hotel in Ancona. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.
As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Ancona, it's often a good idea to reserve a table in advance.
Make sure to reserve a table at Playa Solero, 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 Zucchero a Velò, 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 Il Giardino, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Unwind after your meal by stepping into Posa Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Four Roses offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Amarillo Beer Bar Ancona, another top-rated bar in the area.
Raise a toast to the start of your 12-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 285 km, 3 hours 35 min
- Ponte Vecchio
- Uffizi Gallery
- Palazzo Vecchio
- Loggia dei Lanzi
- piazza della Signoria
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Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. 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.
Savor the day by visiting some of the best places to see in Ancona, including a historical landmark, an art gallery, a palace, a public square and much more! Start your adventure at Ponte Vecchio. This globally renowned historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Ancona for another exciting encounter.
Next, immerse yourself in the setting of Palazzo Vecchio. Its symbolic features will captivate you. After the palace, continue your tour of the city with a visit to Loggia Dei Lanzi. Visitors usually appreciate the history-steeped features of this public square. Next up is Piazza Della Signoria, a highly recommended public square.
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.
Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.
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 8 km, 1 hour 12 min
- David
- Galleria dell'Accademia
- Cathedral of Santa Maria del Fiore
- Opera del Duomo Museum
- Basilica of Santa Croce in Florence
- piazzale Michelangelo
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Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most interesting attractions included on the itinerary is David. Then, take a leisurely stroll to Galleria Dell'accademia and learn what makes this detailed art gallery unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the impressive Cathedral Of Santa Maria Del Fiore. After exploring the church, head to Museo Dell'opera Del Duomo. This often recommended museum is a highlight in Florence. As your day continues, stop by Basilica Of Santa Croce In Florence, known for its culturally significant features. Lastly, don’t forget to check out the spectacular Piazzale Michelangelo. Enjoy exploring this incredible observation deck 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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.
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 4
- Florence
- Lucca
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Drive 111 km, 2 hours 7 min
- Leaning Tower of Pisa
- Angelo Caduto
- Pisa Cathedral
- Piazza del Duomo, Pisa
- Cittadella Nuova
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Lucca, where you’ll be staying for 2 nights.
Get ready for a day filled with family-friendly attractions, breathtaking views, and picturesque spots in the charming city of Florence. Your adventure starts at Leaning Tower Of Pisa, a globally renowned local hot spot. Another notable attraction to explore is Angelo Caduto. This up-and-coming sightseeing destination is known for its picture-perfect 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 Pisa Cathedral. This UNESCO world heritage-designated church offers a fascinating experience that many visitors find memorable. Piazza Del Duomo, Pisa is also worth visiting, along with Cittadella Nuova. These standout landmarks offer unique experiences that add to the day’s enjoyment.
At the end of the day, you will drive to Lucca, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
After a day of adventure, treat yourself to an exquisite dinner at one of Lucca's best restaurants.
Don’t miss out on dining at Gli Orti di Via Elisa, a top-rated dining destination in Lucca. If you're in the mood to try something new, consider Bar Caffè Ristretto, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Schiaffino. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Lucca this evening.
To truly maximize your evening out, consider visiting Lebowski - Cocktail Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Blend, another bar with an inviting ambiance. Similarly, Franklin'33 also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Raise your glass to another unforgettable day in Italy!
Day 5
- Lucca
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Drive 3 km, 44 min
- Piazza dell'Anfiteatro
- Guinigi Tower
- St Martin Cathedral
- Palazzo Ducale di Lucca
- Walls of Lucca
- Parrocchia di San Concordio
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Day 5 offers a multitude of experiences. You will stay in Lucca for 1 night more, offering you enough time to explore at a relaxed pace.
Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the interesting Piazza Dell'anfiteatro, an awe-inspiring public square in Lucca. Next, go to Guinigi Tower.
After visiting Piazza Dell'anfiteatro and Guinigi Tower, have a stroll along Lucca's streets and take in the local charm. Continue your sightseeing by heading to St Martin Cathedral. This monumental church offers a unique experience. Palazzo Ducale Di Lucca is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Mura Di Lucca, one of the most history-steeped places to visit in Lucca. If you still have some time left for sightseeing, we also recommend stopping by Parrocchia Di San Concordio.
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 Lucca's most popular restaurants, and connect with friendly locals for an authentic adventure.
Enjoy a delicious meal at Osteria Nova, a top-rated dining destination in Lucca. If you're in the mood to try something new, consider La Bottega di Anna e Leo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Per 21. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Lucca this evening.
Keep the excitement of the evening going by visiting a bar or two. La Tana Del Boia is an excellent place to start. You could also check out Vinarkia Della Pavona - Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Magellano. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 6
- Lucca
- Siena
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Drive 144 km, 1 hour 51 min
- Siena Cathedral
- piazza del Campo
- Tower of Mangia
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Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. 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.
Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Lucca. Begin your sightseeing with Siena Cathedral. This popular church is one of the top attractions in the city. Proceed to Piazza Del Campo, another must-visit attraction.
As you wander through the inviting streets of Lucca, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Tower Of Mangia. This curiosity-inducing monument is a traveler-favorite.
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 long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.
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.
Celebrate another amazing day of your road trip adventure in Italy!
Day 7
- Siena
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Drive 1 km, 27 min
- Pinacoteca Nazionale
- Musei dell’Accademia dei Fisiocritici
- Porta Tufi
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Day 7 of your road trip will take you to the best attractions Siena has to offer. Cherish the 1 night you have left in Siena by discovering the best things there are to see and do in the city.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Pinacoteca Nazionale. This curiosity-inducing art gallery provides an insightful glimpse into the city's identity. Next, discover Musei Dell’accademia Dei Fisiocritici, a heritage-rich museum, promising a delightful encounter.
Continue your sightseeing with a visit to Porta Tufi, an underrated historical landmark.
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 day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.
Savor the flavors at Osteria Quattro Venti, a top pick for dinner tonight. Alternatively, Fischi per Fiaschi beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.
Following your dinner, dive into the local bar culture at Charlie Mixology Bar Di Aldinucci Riccardo. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Pinacoteca, the perfect place for those looking to experience the best of the nightlife. Similarly, San Paolo Pub provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 8
- Siena
- Rome
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Drive 242 km, 3 hours 37 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Pantheon
- Piazza Navona
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On day 8 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 Rome. In the evening, you’ll end up in Rome, where you will stay for 2 nights.
Get ready to discover some of the most iconic wonders in Siena, including an archeological site, a monument, and a public square. Start your day at Colosseum. This UNESCO world heritage-designated archeological site is an iconic place to see in Siena. 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 Trevi Fountain. This visually striking monument is a favorite among visitors.
Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pantheon is a timeless spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the enchanting Piazza Navona. Take a moment to appreciate the fascinating details of this globally renowned public square.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.
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 delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Almalu Trastevere. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Viminale Di Pepi Maurilio, another top-rated place in the area.
Say good night to Rome and look forward to another great day of your road trip in Italy!
Day 9
- Rome
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Drive 9 km, 41 min
- Vatican Museums
- Sistine Chapel
- St Peter's Basilica
- Trastevere
- Monti
- Via dei Condotti
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On day 9 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City. You still have 1 night left in Rome.
A visit to Trastevere in Vatican City 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. Don’t forget to check out Monti as well, a neighborhood that adds another layer to your exploration.
Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Vatican Museums is the perfect place to start. This art museum is one of the most timeless places to visit in Rome.
Visit these for an interesting touch to your journey.
When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Rome.
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.
Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.
Cap off your dinner by heading to Sant' Eustachio Caffè, ideal for a leisurely evening with a drink in hand. Yellowsquare Rome is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.
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 10
- Rome
- Assisi
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Drive 185 km, 3 hours 4 min
- Basilica of San Francesco d'Assisi
- Rocca Maggiore
- Piazza del Comune
- Church of Santa Maria sopra Minerva in Assisi
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Dive into day 10 of your remarkable road trip in Italy. Today you will explore 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 Santa Maria degli Angeli. You’ll stay here for 1 night.
Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most popular attractions included on the itinerary is Basilica Of San Francesco D'assisi. This picture-perfect church will help you start your sightseeing on top. Then, take a leisurely stroll to Rocca Maggiore and learn what makes this enchanting castle unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the up-and-coming Piazza Del Comune. After exploring the public square, head to Church Of Santa Maria Sopra Minerva In Assisi. This up-and-coming church is a highlight in Rome.
At the end of the day, you will drive to Santa Maria degli Angeli, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
Indulge in a memorable dining experience at one of Santa Maria degli Angeli's most popular restaurants, and connect with friendly locals for an authentic adventure.
Extend your evening after a delightful meal by visiting Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, which offers the perfect atmosphere for a night out.
Savor another day of unforgettable experiences in Italy!
Day 11
- Assisi
- Ancona
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Drive 162 km, 2 hours 34 min
- The Fontana Maggiore
- Carducci Gardens
- Rocca Paolina
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Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Ancona. You will spend 1 night here for some well-deserved relaxation.
A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Santa Maria degli Angeli on today’s itinerary. First up is the up-and-coming monument, The Fontana Maggiore. Afterward, continue to Carducci Gardens, a park every traveler should visit.
As you explore Santa Maria degli Angeli’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Rocca Paolina. This worthwhile historical landmark is an essential stop.
When you’re done exploring for the day, you’ll drive to your hotel in Ancona. 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 Ancona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Enjoy a lovely meal at Amarcord, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bontà delle Marche is another top choice with a popular menu. You could also check for a table at Ristorante Pizzeria Da Romano. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Ancona tonight.
Round off your dining experience by visiting Alla Tazza D'oro, a prime location for a drink.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 12
- Ancona - Departure day
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- Parco Della Cittadella di Ancona
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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, we recommend visiting Parco Della Cittadella Di Ancona, a romantic park before you head out.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
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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