One-Week Italy Self-Drive Road Trip With Itinerary from Ancona traveling south to Pescara, Rome, and Siena

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Photo of the long staircase in the downtown of the beautiful ancient italian village.
Photo of San Vittore alle Chiuse. Roman Catholic abbey and church. The edifice is known from the year 1011. Ponte Romano. Roman bridge over a small river. Italy. Marche. Ancona.
Photo of Loreto, sacred place in the city of Ancona in the Marche, Italy where the basilica sanctuary of the Holy House is located
Photo of Wonderful view of Arch of Trajan and Cattedrale di San Ciriaco church on background. Sunny summer cityscape of Ancona town, Italy, Europe. Traveling concept background.
Photo of Panorama view of the port of Ancona, Italy.
San Rocco Temple inside the pentagonal 18th century building called Mole Vanvitelliana at dusk. Ancona, Marche Region, Italy.
Photo of Urbani Beach - Sirolo, Ancona, Marche, Italy, Europe.
Photo of Ancona beach, Italy.
Photo of The harbor of Ancona with the rows of the boats docked and city view.
Photo of Panoramic view of old town and port in Ancona.
photo of view of Tourism in Ancona, Italy. Back view of traveler woman enjoying view of Ancona city and seaport from terrace, Marche, Italy.
photo of view of Night view of cathedral of San Ciriaco behind Arco di Traiano in Ancona, Italy.
photo of view of Mole Vanvitelliana also known as the lazaretto of Ancona.
photo of view of  Mole Vanvitelliana also known as the lazaretto of Ancona
Spectacular summer view from flying drone Pescara port. Attractive sunset on Adriatic sea. Breathtaking evening scene of Italy, Europe.
View of the Pescara city hall and surrounding buildings, Pescara, Italy.
A visit in the biggest city of Abruzzo region, in the Adriatic sea.
The historic center of the sea city in Abruzzo region, during a summer sunday morning.
The Ponte del Mare monumental bridge and the Ferris wheel at the dusk, in the canal and port of Pescara city, Abruzzo region
Photo of Tourist port "Marina di Pescara".
Church Of The Sacred Heart of Jesus in Pescara city, Abruzzo region, Italy.
The view in the dusk from Ponte del Mare monumental bridge in the canal and port of Pescara city, Abruzzo region.
Photo of "Callalily" mural by Italian artist Pep Marchegiani on a motorway pylon.
Photo of  "La nave" (the boat) by italian sculptor Pietro Cascella.
Photo of Ponte del Mare (Sea Bridge) and boats anchored in the harbor in the channel of the Pescara River and the Majella mountain in the background
View of the Pescara seafront, with the bell tower of the Divino Amore church and the Gran Sasso
view of the city of Pescara in Italy, with the Adriatic Sea in the background
Facade of the building of the Province of Pescara in Abruzzo
Pescara
Colosseum, Rome, Italy.
Photo of piazza de spagna in Rome, Italy.
Photo of Fountain di Trevi in Rome, Italy.
Bridge Il Tevere a Ponte Vittorio Emanuele II in Rome, Italy.
Hadrian Mausoleum, Rome, Italy.
 Vatican dome of San Pietro and Sant Angelo Bridge, over Tiber river in Rome, Italy.
panoramic view of Rome and St. Peter's Basilica, Italy.
View of Pantheon in the morning, Rome, Italy.
Rome, Italy. Stunning twilight view of Forum ancient ruins, seen from Capitoline hill with Colosseum in background.
Aerial view of forum romanum and surrounding areas of historical centre of italian capital rome.
Cozy old street in Trastevere in Rome, Italy. Trastevere is rione of Rome, on the west bank of the Tiber in Rome, Lazio, Italy. Architecture and landmark of Rome.
Aerial panorama of St. Peter's Square in Vatican with Rome in the background. Italy.
photo of view of Illuminated Fontana Di Trevi, Trevi Fountain at Dusk, Rome, Italy.
photo of view of Spanish Step, Rome, Italy.
photo of view of Museum Luasanne, Rome, Italy.
photo of view Roma Wall of Lugo, Rome, Italy.
photo of view of Roman Bridge Cordoba, Rome, Italy.
photo of view of Roman ruins in Rome, Forum, Rome, Italy.
photo of view of Roman Bridge of Cordoba, Rome, Italy.
photo of view of The Iconic, the legendary Coliseum of Rome, Italy.
photo of view of Rome, Italy: The Roman Forum, Latin: Forum Romanum, Italian: Foro Romano, Rome, Italy.
photo of view of Trevi Fountain (Fontana di Trevi) in Rome, Italy. Trevi is most famous fountain of Rome. Architecture and landmark of Rome, Postcard of Rome, Italy.
Photo of Siena in Italy by SimonRei
Photo of Siena cathedral against a bright blue sky in Italy.
Photo of Siena, Italy. Aerial view of Piazza del Campo with Palazzo Pubblico and Torre del Mangia.
photo of view of Siena, Italy. Charming medieval city in Tuscany known for its stunning cathedral, Torre del Mangia, beautiful piazzas, and the famous Palio horse race.
photo of view of Siena, medieval town in Tuscany, with view of the Dome Bell Tower of Siena Cathedral, Mangia Tower and Basilica of San Domenico, Italy
photo of view of Stylish woman walks on background of cityscape of Siena old town. Concept of travel famous cities in Tosacny region of Italy
photo of view of  Aerial view of Montepulciano, a medieval and Renaissance hill town in the Italian province of Siena in southern Tuscany, Italy
photo of view of Facade decoration of the cathedral of Siena, Italy.
photo of view of historic buildings and landmarks in magnificent medieval Siena,Tuscany, Italy.
photo of view of Aerial view of famous medieval San Gimignano hill town with its skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view of Cathedral of the City of Siena in Tuscany region of Italy at sunset.
photo of view of Beautiful traveler girl exploring the historic city of Siena in Tuscany. Young tourist woman smiling at camera in Siena Cathedral square, Tuscany, Italy.
photo of view ofYoung woman having lunch with pizza and wine, sitting with dog at outdoor restaurant with beautiful view on the old town of Siena. Concept of italian cuisine and travel
photo of view of Medieval San Gimignano hill town with skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view ofBeautiful view of campanile of Siena Cathedral, Duomo di Siena, and Old Town of medieval city of Siena in the sunny day, Tuscany, Siena province, Italy
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Escape the ordinary with this exciting 8-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 Pescara, 3 nights in Rome, and 1 night in Siena. 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 Roman Forum.

As you hit the open road and drive through Ancona, Loreto, Pescara, L'aquila, Rome, Siena, and Santa Maria degli Angeli, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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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 MarchesSanctuary of the Holy House of Loreto
Luminous fountainCastle ParkBasilica of San Bernardino
Trevi FountainPiazza di SpagnaSpanish Stepspiazza del PopoloVilla Borghese
Altare della PatriaPantheonPiazza NavonaCampo de' FioriCastel Sant'Angelo
Roman ForumColosseum
piazza del CampoSiena CathedralFortezza MediceaBasilica of San Francesco d'Assisi
Parco Della Cittadella di Ancona

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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.

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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Posa Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Four Roses offers an ideal atmosphere to enjoy the pleasures of the night. Amarillo Beer Bar Ancona is also a great option that provides a perfect setting for a relaxing evening.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Ancona
  • Pescara
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Drive 168 km, 2 hours 29 min

  • Palazzo degli Anziani
  • National Archaeological Museum of the Marches
  • Sanctuary of the Holy House of Loreto
  • More

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 Ancona and Loreto. In the evening, you’ll end up in Pescara, where you will stay for 1 night.

Set out on a day brimming with family-friendly attractions, breathtaking views, and photo-friendly spots. Start at the worthwhile Palazzo Degli Anziani, a standout palace in Ancona. Next, go to Museo Archeologico Nazionale Delle Marche.

After visiting Palazzo Degli Anziani and Museo Archeologico Nazionale Delle Marche, have a stroll along Ancona's streets and take in the local charm. Continue your sightseeing by heading to Sanctuary Of The Holy House Of Loreto. This respected church offers a unique experience.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Pescara. Pescara 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 Pescara, 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 an extraordinary dining experience at Nole, a Bib Gourmand restaurant offering an incredible italian contemporary and italian menu. Alternatively, if your taste buds call for something different, Estrò is one of the best restaurants for contemporary and country cooking cuisine in Pescara. This Bib Gourmand-awardee earns consistently high praises from guests. We also recommend checking out the menu at Taverna 58. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for from abruzzo and traditional cuisine in the city.

Explore the vibrant nightlife at Posa Caffè Pescara after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Mixer for a great selection of flavorful drinks and a charming setting. Furthermore, Temple Bar Irish Pub is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Italy!

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Day 3

Day 3

  • Pescara
  • Rome
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Drive 219 km, 3 hours 9 min

  • Luminous fountain
  • Castle Park
  • Basilica of San Bernardino
  • More

Dive into day 3 of your remarkable road trip in Italy. Today you will explore L'aquila, 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 Rome. You’ll stay here for 3 nights.

Pescara is brimming with adventures. Today’s wonderful stops include a monument, a park, and a church. Begin your sightseeing adventure at the beloved Luminous Fountain and allow yourself time to explore. Just a short distance away you'll find your next stop, Castle Park, a romantic park that draws visitors from far and near.

Continue your journey to Basilica Of San Bernardino, one of the city’s most locally appreciated spots that you shouldn’t miss.

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.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Continue the enjoyment post-dinner at La Botticella Of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Almalu Trastevere offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Viminale Di Pepi Maurilio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 4

Day 4

  • Rome
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Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • Villa Borghese
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Day 4 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Start by visiting Trevi Fountain, a prime spot to begin your journey. This romantic monument is sure to impress. Next on your list is Piazza Di Spagna, another must-visit landmark and timeless public square renowned for its visually striking features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Spanish Steps. This enchanting public square is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Piazza Del Popolo, a widely recognized public square. Nearby, you'll also find Villa Borghese, ready to add charm to your journey.

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 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.

Enjoy a delicious meal at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

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.

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

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Day 5

Day 5

  • Rome
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Drive 7 km, 57 min

  • Altare della Patria
  • Pantheon
  • Piazza Navona
  • Campo de' Fiori
  • Castel Sant'Angelo
  • More

Day 5 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

A blend of fun adventures, breathtaking views, and picturesque spots await you in Rome on today’s itinerary. First up is the popular monument, Altare Della Patria. Afterward, continue to Pantheon, a monument every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Navona. This wondrous public square is an essential stop. Following that, head to Campo De' Fiori, another must-visit site that will enhance your experience. Don’t forget to stop by Castel Sant'angelo, a spectacular castle 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.

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

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.

Raise your glass to another unforgettable day in Italy!

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Day 6

Day 6

  • Rome
  • Siena
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Drive 248 km, 3 hours 6 min

  • Roman Forum
  • Colosseum
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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 Rome. 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 1 night.

Start your adventure at Roman Forum. This iconic archeological site is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the breathtaking wonders of Colosseum, a must-see archeological site in the city.

These sights offer a fulfilling end to a perfect day.

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.

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

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.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 7

Day 7

  • Siena
  • Ancona
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Drive 257 km, 4 hours

  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
  • Basilica of San Francesco d'Assisi
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and Santa Maria degli Angeli. When you’re not sightseeing, take time to relax at your selected hotel in Ancona, where you’ll be staying for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Siena allows for both. Start by heading to Piazza Del Campo. This top-rated public square provides an insightful glimpse into the city's identity. Next, discover Siena Cathedral, a visually striking church, promising a delightful encounter.

Continue your sightseeing with a visit to Fortezza Medicea (siena), a worthwhile monument. When you’re done, don’t forget to make a stop at the notable Basilica Of San Francesco D'assisi.

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

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.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 8

Day 8

  • Ancona - Departure day
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  • Parco Della Cittadella di Ancona
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Day 8 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.

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.

Dine in style at Pizzeria Pulcinella, a top recommendation for dinner tonight. Or, for a change of pace, Donegal Irish Pub boasts a menu that's sure to impress.

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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