11-Day Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Bologna, Florence, Siena, Rome, Naples, and L'aquila

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Escape the ordinary with this exciting 11-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, 1 night in Bologna, 1 night in Florence, 1 night in Siena, 3 nights in Rome, 1 night in Naples, and 1 night in L'aquila. 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, Loreto, Bologna, Pisa, Florence, Siena, Rome, Naples, L'aquila, Isola del Gran Sasso d'Italia, and Fano Adriano, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza del Plebiscito
Palazzo degli AnzianiNational Archaeological Museum of the MarchesCattedrale di San CiriacoSanctuary of the Holy House of Loreto
Piazza MaggioreTwo TowersLeaning Tower of PisaPiazza del Duomo, PisaKnights' Square
piazza della SignoriaCathedral of Santa Maria del FiorePonte VecchioUffizi Gallerypiazzale Michelangelo
Sistine ChapelSt Peter's BasilicaSaint Peter's SquareVatican Museums
Altare della PatriaRoman ForumColosseumTrastevereMonti

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Day 1

Day 1

  • Ancona - Arrival day
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  • Piazza del Plebiscito
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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 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.

Have a fantastic dining experience at Playa Solero, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Zucchero a Velò offers an enticing alternative with its varied menu. Additionally, Ristorante Il Giardino is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Ancona.

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 11-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Bologna
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Drive 275 km, 3 hours 29 min

  • Palazzo degli Anziani
  • National Archaeological Museum of the Marches
  • Cattedrale di San Ciriaco
  • Sanctuary of the Holy House of Loreto
  • More

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Ancona and Loreto. When you’re not sightseeing, take time to relax at your selected hotel in Bologna, where you’ll be staying for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Ancona allows for both. Start by heading to Palazzo Degli Anziani. This worthwhile palace provides an insightful glimpse into the city's identity. Next, discover Museo Archeologico Nazionale Delle Marche, an instagrammable museum, promising a delightful encounter.

Continue your sightseeing with a visit to Cathedral Basilica Of St. Cyriacus, a frequently visited church. When you’re done, don’t forget to make a stop at the interesting Sanctuary Of The Holy House Of Loreto.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended place to eat in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant and a delicious emilian menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Al Bricco D'oro, a well-loved spot among locals and tourists. Or, head to Bar Freud E Squisito. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Osteria Del Sole, another top-rated place in the area.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 3

Day 3

  • Bologna
  • Florence
  • More

Drive 303 km, 4 hours 9 min

  • Piazza Maggiore
  • Two Towers
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Knights' Square
  • More

On day 3 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 Bologna and Pisa. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Bologna is brimming with adventures. Today’s wonderful stops include a public square and a monument. Begin your sightseeing adventure at the top-rated Piazza Maggiore and allow yourself time to explore. Just a short distance away you'll find your next stop, Two Towers, a breathtaking monument that draws visitors from far and near.

Continue your journey to Leaning Tower Of Pisa, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the globally renowned Piazza Del Duomo, Pisa. When you're finished at the public square, Knights' Square awaits your visit. This public square is a picture-perfect highlight on today's itinerary.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 4

Day 4

  • Florence
  • Siena
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Drive 71 km, 1 hour 46 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • piazzale Michelangelo
  • More

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Florence, 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 Siena. You’ll stay here for 1 night.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the extraordinary Piazza Della Signoria, a visually striking public square in Florence. Next, go to Cathedral Of Santa Maria Del Fiore.

After visiting Piazza Della Signoria and Cathedral Of Santa Maria Del Fiore, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Ponte Vecchio. This history-steeped historical landmark offers a unique experience. Uffizi Gallery is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazzale Michelangelo, one of the most romantic places to visit in Florence.

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 day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.

Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 5

Day 5

  • Siena
  • Rome
  • More

Drive 241 km, 3 hours 23 min

  • Sistine Chapel
  • St Peter's Basilica
  • Saint Peter's Square
  • Vatican Museums
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Vatican City. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 3 nights.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Sistine Chapel.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Saint Peter's Square, a popular 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 you explore more of Rome, 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.

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

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.

Say good night to Rome and look forward to another great day of your road trip in Italy!

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Day 6

Day 6

  • Rome
  • More

Drive 3 km, 41 min

  • Altare della Patria
  • Roman Forum
  • Colosseum
  • Trastevere
  • Monti
  • More

On day 6 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

Set aside time today to explore Trastevere, 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. You might also want to visit Monti, a neighborhood offering another perspective on the city.

Today’s agenda in Rome includes a monument and an archeological site. Altare Della Patria is must-visit monument and a great starting point for the day. Next, continue your journey to Roman Forum, a timeless archeological site, located just a leisurely stroll away. Next, head to Colosseum, a breathtaking archeological site, also available for your discovery today.

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 Rome's best restaurants.

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.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 7

Day 7

  • Rome
  • More

Drive 12 km, 1 hour 7 min

  • Castel Sant'Angelo
  • Piazza Navona
  • Pantheon
  • piazza del Popolo
  • Via del Corso
  • More

Day 7 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

A top thing to do today is to explore Via del Corso, a must-see street in Rome. It's the perfect starting point for touring the top attractions in the area.

Today, you'll explore some of the most beautiful places in Rome, including a castle, a public square, and a monument. Start your day with a visit to Castel Sant'angelo. This astonishing castle is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Navona, which may be one of the most history-steeped 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 Pantheon, an iconic monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Popolo.

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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at Hotel de Russie, a highly-rated dining destination in Rome. If you're eager to try something different, consider La Taverna Italiana, another top spot with a tantalizing menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 8

Day 8

  • Rome
  • Naples
  • More

Drive 230 km, 3 hours 12 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Villa Borghese
  • More

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 Naples. You will spend 1 night here for some well-deserved relaxation.

Rome is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Trevi Fountain, a timeless monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Di Spagna, enchanting visitors with its culturally significant appeal. Continue your exploration at Spanish Steps. This public square is one of the city’s most astonishing spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Villa Borghese.

At the end of the day, you will drive to Naples, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Naples's most popular restaurants, and connect with friendly locals for an authentic adventure.

Experience a harmony of flavors at Veritas in Naples by securing a reservation in advance. Known for its 1-star Michelin status, Veritas offers a delightful variety of dishes highlighting its delicious campanian and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Comandante, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at ARIA, a highly acclaimed restaurant celebrated for its exceptional contemporary and modern menu.

Keep the excitement of the evening going by visiting a bar or two. Happening Cocktail Bar is an excellent place to start. You could also check out Shanti Art Musik Bar, offering a different kind of charm. A last recommendation for the day is Gran Caffè Gambrinus. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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.

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Day 9

Day 9

  • Naples
  • L'Aquila
  • More

Drive 239 km, 3 hours 30 min

  • piazza del Plebiscito
  • Ovo Castle
  • Naples National Archaeological Museum
  • More

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Naples. When you’re not sightseeing, take time to relax at your selected hotel in L'aquila, where you’ll be staying for 1 night.

Get ready for a day filled with fun adventures, romantic experiences, and scenic views in the charming city of Naples. Your adventure starts at Piazza Del Plebiscito, a widely recognized local hot spot. Another notable attraction to explore is Ovo Castle. This popular castle is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Naples's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Naples National Archaeological Museum. This heritage-rich museum offers a fascinating experience that many visitors find memorable.

When you’re done exploring for the day, you’ll drive to your hotel in L'aquila. Check in and spend some time relaxing before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat in L'aquila. 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.

Dive into a culinary adventure like no other in L'aquila by booking a table at FØRMA contemporary restaurant. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of contemporary and creative cuisine. If you're in the mood to try something new, consider DECA, another top spot with a mouthwatering menu.

Continue the enjoyment post-dinner at Art Cafè L'aquila, a cherished local gathering spot renowned for its welcoming atmosphere.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 10

Day 10

  • L'Aquila
  • Ancona
  • More

Drive 272 km, 4 hours 53 min

  • Castle Park
  • Luminous fountain
  • St. Gabriel's shrine
  • Gran Sasso e Monti della Laga National Park
  • More

On day 10 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 L'aquila, Isola del Gran Sasso d'Italia, and Fano Adriano. In the evening, you’ll end up in Ancona, where you will stay for 1 night.

Today’s route brings family-friendly attractions, romantic experiences, and natural wonders. The first attraction of today is Castle Park. This underrated park is a romantic place to see in L'aquila. Continue your discovery at Luminous Fountain, a culturally significant monument with stories to tell.

As you stroll around L'aquila, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to St. Gabriel's Shrine. This up-and-coming church offers a picture-perfect encounter with L'aquila. Next, make your way to Gran Sasso E Monti Della Laga National Park 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 L'aquila.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Ancona. Ancona offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Ancona. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Get ready for an unforgettable culinary journey in Ancona by reserving a table at Sot'Ajarchi. Renowned as a Bib Gourmand restaurant, it offers an exceptional seafood and from the marches menu. If you're in the mood to try something new, consider Bontà delle Marche, another top spot with a mouthwatering menu.

Cap off your dinner by heading to Alla Tazza D'oro, ideal for a leisurely evening with a drink in hand.

Raise your glass to another unforgettable day in Italy!

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Day 11

Day 11

  • Ancona - Departure day
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  • Parco Della Cittadella di Ancona
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Day 11 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Ancona before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, begin at Parco Della Cittadella Di Ancona. This underrated park is a popular place to see in the city.

Make the most of your final day in Italy by visiting Ancona’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Ancona.

Enjoy a lovely meal at Pizzeria Pulcinella, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Donegal Irish Pub is another top choice with a popular 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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