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!
Itinerary summary
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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.
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.
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.
Extend your evening after a delightful meal by visiting Posa Bar, which offers the perfect atmosphere for a night out. Moreover, Bar Four Roses is another popular option for a drink or two. Likewise, Amarillo Beer Bar Ancona also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Raise a toast to the start of your 12-day road trip in Italy!
Day 2
- Ancona
- Florence
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Drive 279 km, 3 hours 57 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.
Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazzale Michelangelo. This astonishing observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of Santa Croce In Florence, one of the city’s most promising highlights.
Next, check out Uffizi Gallery, one of the most famous places to see in Ancona. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Ponte Vecchio. Wander around and soak in the symbolic atmosphere this historical landmark offers. Finally, take the path to the famous Piazza Della Signoria, the last of our attraction recommendations for today.
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.
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 Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 3
- Florence
- More
Drive 7 km, 1 hour 20 min
- The Boboli Gardens
- Basilica of Santa Maria Novella
- Central Market
- Cathedral of Santa Maria del Fiore
- Galleria dell'Accademia
- David
- 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.
A visit to Oltrarno in Florence is a must on your 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.
Florence is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at The Boboli Gardens, a popular botanical garden that is worthwhile a visit in the city. Nearby, you’ll find Basilica Di Santa Maria Novella, Firenze (fi), enchanting visitors with its inviting appeal. Continue your exploration at Central Market. This food market is one of the city’s most locally renowned 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 Cathedral Of Santa Maria Del Fiore. After exploring the church, head to the locally renowned Galleria Dell'accademia. This art gallery will wrap up today’s self-guided sightseeing tour in the city.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 4
- Florence
- Lucca
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Drive 106 km, 1 hour 55 min
- Campo santo
- Piazza del Duomo, Pisa
- Pisa Cathedral
- Angelo Caduto
- Leaning Tower of Pisa
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On day 4 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 Pisa. In the evening, you’ll end up in Lucca, where you will stay for 2 nights.
Start by visiting Campo Santo, a prime spot to begin your journey. This noteworthy cemetery is sure to impress. Next on your list is Piazza Del Duomo, Pisa, another must-visit landmark and wondrous public square renowned for its stunning features.
While exploring and sightseeing, take time to savor the ambiance of Florence by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Pisa Cathedral. This stunning church is a remarkable attraction that offers a unique experience. Angelo Caduto also adds charm to your journey, and Leaning Tower Of Pisa wraps up your day with its picture-perfect appeal.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Lucca. Lucca 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 Lucca. 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 lovely meal at Gli Orti di Via Elisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bar Caffè Ristretto is another top choice with a popular menu. You could also check for a table at Ristorante Schiaffino. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Lucca tonight.
Continue your evening by exploring the vibrant nightlife scene at Lebowski - Cocktail Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Blend, a bar that offers unique local touches. Likewise, Franklin'33 provides an excellent alternative for a fun evening.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 5
- Lucca
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Drive 2 km, 31 min
- Piazza dell'Anfiteatro
- Guinigi Tower
- St Martin Cathedral
- Piazza Napoleone
- Walls of Lucca
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Day 5 of your road trip across Italy promises a magnificent time exploring Lucca. You have 1 night left in Lucca. Take the opportunity to experience more of the best attractions and activities in the city.
Start by visiting Piazza Dell'anfiteatro, a prime spot to begin your journey. This visually striking public square is sure to impress. Next on your list is Guinigi Tower, another must-visit landmark and beloved monument renowned for its culturally significant features.
While exploring and sightseeing, take time to savor the ambiance of Lucca by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to St Martin Cathedral. This culturally significant church is a remarkable attraction that offers a unique experience. Piazza Napoleone also adds charm to your journey, and Mura Di Lucca wraps up your day with its enchanting appeal.
Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.
As you explore more of Lucca, 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 Osteria Nova, an iconic dining spot in Lucca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Bottega di Anna e Leo, a popular restaurant in Lucca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Per 21, a hidden gem nestled in Lucca. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Let the evening flow smoothly from dinner to drinks at La Tana Del Boia, a top-rated bar in the area. For other recommendations, Vinarkia Della Pavona - Cocktail Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Magellano offers a memorable night with diverse drink options and excellent service.
Take some time to reflect on your day and savor another beautiful night 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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On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.
Lucca is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Siena Cathedral, an interesting church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Campo, enchanting visitors with its visually striking appeal. Continue your exploration at Tower Of Mangia. This monument is one of the city’s most up-and-coming spots.
At the end of the day, you will drive to Siena, 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.
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.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 7
- Siena
- More
Drive 1 km, 27 min
- Porta Tufi
- Musei dell’Accademia dei Fisiocritici
- Pinacoteca Nazionale
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Day 7 offers a multitude of experiences. You will stay in Siena for 1 night more, offering you enough time to explore at a relaxed pace.
Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Porta Tufi. This historic historical landmark is a highlight of any visit in the city. Then, enjoy Musei Dell’accademia Dei Fisiocritici, another instagrammable attraction that never fails to captivate visitors. Next, head over to Pinacoteca Nazionale, one of the city’s most often recommended attractions, known for its visually striking features.
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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Enjoy a lovely dining experience at Osteria Quattro Venti, 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 Fischi per Fiaschi, 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 Osteria da Divo. It’s yet another ideal choice to enhance your time in Siena tonight.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Charlie Mixology Bar Di Aldinucci Riccardo, a well-loved spot among locals and tourists. Or, head to Bar Pinacoteca. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at San Paolo Pub, another top-rated place in the area.
Savor another day of unforgettable experiences in Italy!
Day 8
- Siena
- Rome
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Drive 244 km, 3 hours 52 min
- Colosseum
- Roman Forum
- Trevi Fountain
- Piazza di Spagna
- Pantheon
- Piazza Navona
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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 - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 2 nights here for some well-deserved relaxation.
Today’s route brings fun adventures, scenic views, and picturesque spots. The first attraction of today is Colosseum. This world-famous archeological site is a breathtaking place to see in Siena. Continue your discovery at Roman Forum, a culturally significant archeological site 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 Trevi Fountain. This world-famous monument offers a romantic encounter with Siena. Piazza Di Spagna is the last of our recommendations for today. 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 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.
Don’t miss out on dining at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Relax and recharge in preparation for another adventurous day in Italy!
Day 9
- Rome
- More
Drive 9 km, 41 min
- Vatican Museums
- Sistine Chapel
- St Peter's Basilica
- Trastevere
- Monti
- Via del Corso
- Via dei Condotti
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Greet day 9 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 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 Vatican City.
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 adventure at Vatican Museums. This wondrous art museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Sistine Chapel located in Rome for an enchanting atmosphere.
Next, immerse yourself in the setting of St. Peter's Basilica.
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.
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.
Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino 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 10
- Rome
- Assisi
- More
Drive 184 km, 2 hours 41 min
- Basilica of San Francesco d'Assisi
- Pinacoteca Comunale Palazzo Vallemani
- Portico of Monte Frumentario
- More
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.
Today, you'll explore some of the most beautiful places in Rome, including a church, an art gallery, and a historical landmark. Start your day with a visit to Basilica Of San Francesco D'assisi. This well-known church is a must-visit in the town. When you’re ready for your next discovery, continue to Pinacoteca Comunale Palazzo Vallemani, which may be one of the most heritage-rich places you will experience today.
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 Portico Of Monte Frumentario, an increasingly popular historical landmark in the town.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Santa Maria degli Angeli. Santa Maria degli Angeli offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Santa Maria degli Angeli. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, a well-loved spot among locals and tourists.
Get a good night's sleep and look forward to another great day on the road in Italy!
Day 11
- Assisi
- Ancona
- More
Drive 162 km, 2 hours 34 min
- Piazza IV Novembre
- Carducci Gardens
- Rocca Paolina
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Embark on another extraordinary experience on day 11 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Perugia. 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.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Santa Maria degli Angeli allows for both. Start by heading to Piazza Iv Novembre. This locally appreciated public square provides an insightful glimpse into the city's identity. Next, discover Carducci Gardens, a romantic park, promising a delightful encounter.
Continue your sightseeing with a visit to Rocca Paolina, a worthwhile historical landmark.
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.
Indulge in a memorable dining experience at one of Ancona's most popular restaurants, and connect with friendly locals for an authentic adventure.
Treat yourself to a delightful dinner at Amarcord, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bontà delle Marche? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Pizzeria Da Romano as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Ancona.
Continue your lively evening at Alla Tazza D'oro, a perfect place for winding down or revving up the night, depending on which mood you’re in.
Raise your glass to another unforgettable day 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.
Have a fantastic dining experience at Pizzeria Pulcinella, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Donegal Irish Pub offers an enticing alternative with its varied 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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