One-Week Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Florence, San Gimignano, and Rome

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Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
Photo of Rimini cityscape. Tiberius bridge famous sightseeing in Rimini at dawn. Summer sunrise in Rimini historic center.
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of aerial view of umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
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Photo of Piazza Tre Martiri Three Martyrs square with traditional buildings with clock and bell tower in old historical touristic city centre Rimini with blue sky background, Emilia-Romagna, Italy
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of Blue umbrellas and chaise lounges on the beach of Rimini in Italy.
Photo of Boat in blue water near pier and stone arch Tiberius bridge (Ponte di Tiberio, Augustus Bridge) over Marecchia river in historical city centre Rimini with blue sky white clouds, Emilia-Romagna, Italy.
photo of view of     Bridge of Tiberius, Ponte di Tiberio in Rimini, Italy.
photo oof view of Spectacular morning view of Arch of Augustus. Splendid summer cityscape of Rimini town, Italy, Europe. Traveling concept background.
photo of view of A view down a colourful street in the village area of San Giuliano in Rimini, Italy in summertime
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
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Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
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Photo of Fountain of Neptune in Florence in early morning.
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cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
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photo of view of Florence,Italy.
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Colosseum, Rome, Italy.
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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.
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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.
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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.
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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 3 nights in Rimini, 1 night in Florence, 1 night in San Gimignano, and 2 nights in Rome. 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 Rimini, 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 Pantheon are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Navona, learn more about the unique St. Peter's Basilica, and immerse yourself in the vibrant atmosphere of Vatican Museums.

As you hit the open road and drive through Rimini, Florence, Siena, San Gimignano, Rome, 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
Arco di Augusto
Saint AgostinoFontana Della PignaCavour SquareCastel Sismondo
The Boboli GardensPonte VecchioBasilica of Santa Croce in FlorenceUffizi Gallerypiazza della Signoria
Siena Cathedralpiazza del CampoTower of MangiaPorta San GiovanniTown Hall, Picture Gallery and Great TowerPiazza del Duomo, San Gimignano
Basilica di Santa Maria MaggioreVilla BorgheseSpanish StepsPiazza di SpagnaTrevi Fountain
Vatican MuseumsSt Peter's BasilicaSistine Chapelpiazza del PopoloPantheonPiazza Navona
Basilica of Santa Maria degli AngeliBasilica of San Francesco d'AssisiPiazza del ComuneRocca Maggiore
Malatestiano Temple

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Say hello to Rimini! 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 Rimini for 2 nights before you continue your adventure!

Rimini 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 Arch Of Augustus, 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Savor the flavors at Giusti, a top pick for dinner tonight. Alternatively, Bar Lento beckons with its unique menu offerings. Also, consider Amorimini. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

Following your dinner, dive into the local bar culture at Sunflower Beach Backpacker Hostels & Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Caffè Il Borgo, the perfect place for those looking to experience the best of the nightlife. Similarly, Primo Bacio Città Lounge Bar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 2

Day 2

  • Rimini
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Drive 1 km, 16 min

  • Saint Agostino
  • Fontana Della Pigna
  • Cavour Square
  • Castel Sismondo
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On day 2 of your road trip, you will have an entire day to explore Rimini. You’ll stay in Rimini for 1 night and discover all the best things to see and do in the area.

Brace yourself for today’s incredible lineup of attractions in Rimini, featuring family-friendly attractions, photo-friendly spots, and historic treasures. Start at Saint Agostino, a curiosity-inducing church in the city. Then, head to Fontana Della Pigna and soak in the ambiance of this photogenic monument.

There are many interesting places to see in Rimini, and when you are ready for more, go to Piazza Cavour. This is one of the city’s most well-known romantic spots of interest. After exploring the public square, visit the locally appreciated Castel Sismondo.

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.

Visit Rimini Factory Outlet in Rimini for an unforgettable shopping experience. Browse unique and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Rimini Factory Outlet has to offer, including attractions, essential services, and vibrant community activities.

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

Treat yourself to a wonderful meal at Osteria Brodo di Giuggiole, a top-rated dining spot in Rimini. If you're in the mood for something new, try Hotel Touring, another premier location with a delectable menu. You might also want to book a table at Ristorante Lo Zodiaco Rimini. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rimini.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Hobo's, a well-loved spot among locals and tourists. Or, head to Sunflower City Backpacker. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Capogiro, another top-rated place in the area.

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

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Day 3

Day 3

  • Rimini
  • Florence
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Drive 227 km, 3 hours 18 min

  • The Boboli Gardens
  • Ponte Vecchio
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • piazza della Signoria
  • More

Experience an unparalleled adventure on day 3 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 1 night here for some well-deserved relaxation.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at The Boboli Gardens. This notable botanical garden is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Ponte Vecchio, one of the city’s best highlights.

Next, check out Basilica Of Santa Croce In Florence, one of the most well-known places to see in Rimini. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Uffizi Gallery. Wander around and soak in the standout atmosphere this art gallery offers. Then, head to Piazza Della Signoria, a top-rated public square that adds another dimension to your day.

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 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 wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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 recharge in preparation for another adventurous day in Italy!

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Day 4

Day 4

  • Florence
  • San Gimignano
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Drive 120 km, 2 hours 12 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Porta San Giovanni
  • Town Hall, Picture Gallery and Great Tower
  • Piazza del Duomo, San Gimignano
  • More

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 Siena and San Gimignano. In the evening, you’ll end up in San Gimignano, where you will stay for 1 night.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Florence on today’s itinerary. First up is the locally renowned church, Siena Cathedral. Afterward, continue to Piazza Del Campo, a public square every traveler should visit.

As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Tower Of Mangia. This often recommended monument is an essential stop. Following that, head to Porta San Giovanni, another must-visit site that will enhance your experience. Don’t forget to stop by Palazzo Comunale, Pinacoteca, Torre Grossa, an often recommended museum in the city. Finally, end your day with a visit to Piazza Del Duomo, a romantic public square that offers the perfect conclusion to your sightseeing of the day.

When you’re done exploring for the day, you’ll drive to your hotel in San Gimignano. Check in and spend some time relaxing before you head out to tour the village.

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

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

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Day 5

Day 5

  • San Gimignano
  • Rome
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Drive 277 km, 4 hours 1 min

  • Basilica di Santa Maria Maggiore
  • Villa Borghese
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • 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 Rome. 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 2 nights.

Today, you'll explore some of the most beautiful places in San Gimignano, including a church, a park, a public square, a monument and much more! Start your day with a visit to Basilica Di Santa Maria Maggiore. This popular church is a must-visit in the city. When you’re ready for your next discovery, continue to Villa Borghese, which may be one of the most mesmerizing places you will experience today.

One of the best things about exploring San Gimignano 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 Spanish Steps, an astonishing public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Di Spagna and Trevi Fountain.

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.

Enjoy a delicious meal 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

Raise your glass to another unforgettable day in Italy!

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Day 6

Day 6

  • Rome
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Drive 11 km, 1 hour 29 min

  • Vatican Museums
  • St Peter's Basilica
  • Sistine Chapel
  • piazza del Popolo
  • Pantheon
  • Piazza Navona
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Wake up to day 6 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Rome. Begin your sightseeing with Vatican Museums. This globally renowned art museum is one of the top attractions in the city. Proceed to St. Peter's Basilica, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Sistine Chapel. This top-rated chapel is a traveler-favorite. Not far away, you’ll find Piazza Del Popolo, another key site on your sightseeing itinerary. Pantheon is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Piazza Navona and uncover why it's recognized as one of the city's most timeless attractions.

When you’re done exploring for the day, you’ll return to Rome and your accommodation.

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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sant' Eustachio Caffè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yellowsquare Rome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Portofino is also a great option that provides a perfect setting for a relaxing evening.

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 7

Day 7

  • Rome
  • Rimini
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Drive 365 km, 5 hours 23 min

  • Basilica of Santa Maria degli Angeli
  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Rocca Maggiore
  • More

Dive into day 7 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 Rimini. You’ll stay here for 1 night.

Today’s route brings family-friendly attractions, scenic views, and picturesque spots. The first attraction of today is Basilica Of Santa Maria Degli Angeli. This captivating church is a culturally significant place to see in Rome. Continue your discovery at Basilica Of San Francesco D'assisi, an UNESCO world heritage-listed church with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Piazza Del Comune. This underrated public square offers an UNESCO world heritage-listed encounter with Rome. Next, make your way to Rocca Maggiore 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 Rome.

At the end of the day, you will drive to Rimini, 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 Rimini. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Have a fantastic dining experience at Amarina, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Primo Miglio di Conti Mirco offers an enticing alternative with its varied menu. Additionally, Libeccio is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rimini.

Explore the vibrant nightlife at Caffè Cavour after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Ilde - Il Baretto Della Buona Piadina for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Malatesta 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 8

Day 8

  • Rimini - Departure day
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  • Malatestiano Temple
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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 Rimini 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 Malatestiano Temple. This intriguing church is a popular place to see in the city.

Make the most of your final day in Italy by visiting Rimini’s iconic markets and shopping establishments in the buzzing Rimini Centro. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. You can also browse through boutiques for stylish fashion choices.

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

You’ll then say farewell to Rimini. 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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