Umbria: The Green Heart of Italy

10 days from $8,380 per person*
  • Private truffle hunting experience in the Sibillini Mountains.
  • Embrace curiosity and whimsy as you immerse yourself in small town Italy.
  • Embark on a rafting excursion through a lush forest park.
  • Visit vineyards and olive groves with private local experts.
  • Premium accommodations as selected by destination experts.
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For the experienced Italy traveler, reignite your sense of wonder in Umbria. From lush green pastures and parkland to traditional small-town life, discover a new side of the country, tucked out of sight between Florence and Rome.

Eat, drink, and discover Italy away from the crowds as you embrace the interior region of Umbria. Visit local farms and vineyards, search for prized truffles in the foothills, raft through dense forest, and meander through alleys and lanes where small-town life prevails. A new experience or revelation awaits around every corner. With the help of a private guide, find a whole new appreciation for the country you thought you knew.

Enjoy a personalized vacation that best suits your needs, developed by one of our experienced destination experts. Relax during your trip with our 24/7 support and expert local guidance.

Day
Activities Hotel & Meals
Hotel & Meals
  • Day 1 Rome to Norcia
    Rome to Norcia
    • Private Transfer - Rome - Norcia [Airport (2.5 hrs)] - Vehicle/Driver
    • Italy - Welcome Package
    Breakfast
  • Day 2 Norcia
    Norcia
    • Private Tour - Truffle Hunting & Cheese Farm Visit (4.5 hrs) - Vehicle/Guide/Driver
    Breakfast
  • Day 3 Norcia
    Norcia
    • Private Tour - Marmore Falls Soft Rafting Adventure (4.5 hrs) - Vehicle/Local Guide/Driver
    Breakfast
  • Day 4 Norcia to Perugia
    Norcia to Perugia
    • Private Transfer - Norcia - Perugia [via Vineyards & Olive Groves (with Wine, Olive Oil Tasting & Lunch, 5.5 hrs)] - Vehicle/Local Expert/Driver
    Breakfast
  • Day 5 Perugia
    Perugia
    • Private Tour - Perugia, Gubbio & Assisi (8.5 hrs) - Vehicle/Guide/Driver
    Breakfast
  • Day 6 Perugia
    Perugia
    • Private Tour - Matelica & Macerata with Bee Farm Visit (with Lunch, 9.5 hrs) - Vehicle/Local Guide/Driver
    Breakfast
  • Day 7 Perugia to Cortona
    Perugia to Cortona
    • Private Transfer - Perugia - Cortona [via Villages of Umbria & Cortona Walking Tour (6 hrs)] - Vehicle/Local Guide/Driver
  • Day 8 Cortona
    Cortona
    • Cooking Under the Tuscan Sun (with Lunch, 4 hrs) - Chef
  • Day 9 Cortona to Rome
    Cortona to Rome
    • Private Transfer - Cortona - Rome [via Avignonesi Winery & Montepulciano (with Lunch & Wine Tasting, 8 hrs)] - Vehicle/Local Guide/Driver
  • Day 10 Rome
    Rome
    • Private Transfer - Airport - Vehicle/Driver
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
Kensington Advantage
Personalized itinerary with private guide & driver. Award winning value.
  • Personalized itinerary that fits like a glove
  • Full attention of your own private guide & driver
  • In-country offices for 24/7 peace of mind
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  • 30,000 delighted clients

With the inside track on the new, the old, the off-the-beaten track and the out-of-this-world, you won't find a more knowledgeable team of destination specialists.

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Day 1: Rome - Norcia

Meet your private driver at the airport for a transfer to Norcia. Approximate travel time is 2.5 hours.

A welcome package with a city map, train tickets (if relevant), and any other touristic information that we deem you may find useful, will be provided to you on your first day in destination.

Accommodation: Palazzo Seneca

Located in the Parco Nazionale dei Monti Sibillini, Palazzo Seneca is the perfect setting for an unforgettable stay in Norcia. This impressive hotel, set in a 16th-century Umbrian Palace, exudes elegance and charm with its impeccable interior design, the product of the best Umbrian artisans. Guests will be delighted with a gastronomic experience inspired by local ingredients such as the black truffle in the hotel’s on-site restaurant. Being just a minute’s walk from sites like the Museo della Castellina and a short drive from the Abbey of Saint Eutizio, this hotel truly provides guests with the best opportunity to explore the historic town of Norcia and province of Perugia.

Day 2: Norcia

Meet your private driver and English-speaking guide, and set out for a brief drive into the nearby Sibillini Mountains National Park where you'll meet up with a professional truffle hunter and his trained dog, embarking on an amazing private truffle hunt experience today. With the helpful translation of your guide, you'll follow this trained hunter and his expert dog on a pleasant mountain walk, discovering natural secrets and botanical information of this precious land’s product as you look for the prized black truffle, a delicacy which can be found in this region with the right combination of skill and luck. Watch the dog sniff out the territory and hopefully lead everyone to a fungal jackpot! Afterward, another genuine Umbrian experience awaits, as you head to a local farm where you'll be introduced to the process of making Ricotta cheese, as explained by the farmer. Conclude your tour with a transfer back to Norcia.

Accommodation: Palazzo Seneca
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Black Truffle Hunting
Black Truffle Hunting

Day 3: Norcia

With your private driver, set out on a 1 hour 15 minute transfer to the Marmore Falls, the tallest man-made waterfall in the world, created in antiquity by ancient Romans. It's here, near the base of the falls where you'll meet up with a professional private rafting guide and embark on a relaxed Category 1-2 soft rafting excursion. You'll be geared up with a wet suit, aqua boots and life jacket, and then go through a complete 30 minute briefing prior to going to the start point in the river for an ultimate rafting experience through gentle category 1 and 2 rapids, passing through beautiful Umbrian forest scenery on both sides. At the conclusion of your rafting journey, you'll have warm showers and changing rooms at your disposal before returning to Norcia.

Accommodation: Palazzo Seneca
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Soft Rafting
Soft Rafting
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Palazzo Seneca
Palazzo Seneca

Day 4: Norcia - Perugia

Today, meet your private driver for a transfer to Perugia. En route, you'll make a stop at the famous Arnaldo Caprai Winery to enjoy a private visit of the estate and its vineyards, followed by a selection of wine tastings with an expert sommelier. Discover the subtle notes and learn of the terroir of Umbria as you taste the different specialties. Continue your transfer, stopping once more in the countryside of Assisi, where you'll arrive at a local stone farmhouse and olive oil producer, surrounded by 9 hectares of olive trees. Here you'll meet up with a local expert and embark on an educational walk through the olive grove in order to provide you with an understanding of the processes involved in making virgin olive oil. Discover the way the land is worked, and how much the farmers care about the landscape and environment, before being treated to a private tasting with a professional extra virgin olive oil taster. Discover hints on how to recognize a high quality EVO oil, followed by a charming lunch provided for you on site. Complete your day on arrival to Perugia.

Accommodation: Sina Brufani

With a panoramic view of the lush Umbrian valley, Sina Brufani boasts the perfect location for a luxurious stay in Perugia. This impressive hotel is found in the heart of the medieval city, close to the Duomo, Fontana Maggiore, Galleria Nazionale and Corso Vannucci with its elegant shops. The moment guests walk through the front door, they will be welcomed by a charming and inviting atmosphere decorated with classic materials in a traditional style reminiscent of the aristocratic past. The combination of unique tastes and Umbrian tradition are tied together in the hotel’s on-site restaurant. Experience for yourself the charm that has brought countless celebrities, heads of state and royal family members to this spectacular hotel.

Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Winery Visit
Winery Visit
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Sina Brufani
Sina Brufani

Day 5: Perugia

Meet your private guide at your hotel and depart on foot for a walking tour of the medieval hill town Perugia, the capital of Umbria. You'll spend your time in the historic old town, still partially enclosed by Etruscan fortified walls built over two millennia ago. Step out into the stunning white stone Gothic square of Piazza IV Novembre, where you'll spot the 15th century Perugia Cathedral, and admire the impressive early 15th century Priori Palace. Lose yourself in the ornate reliefs carved into the 13th century marble fountain, Fontana Maggiore, at the center of the square. You'll then meet your private driver and set out to Gubbio, one of the oldest towns of Umbria. On arrival, you'll explore the cobbled streets of the ancient town center. With such a charming place, there's no wrong way to spend your time here - there's eye candy and picture-perfect views around every corner. Continue to Assisi, and discover Assisi's city center, admiring several of the stunning squares, and lanes of stone-built houses. Take in the Temple of Minerva, with its 2,000-year-old columns and facade well preserved, and spot the Assisi's ancient amphitheater, which has been adapted in modern times to a garden. The undisputed highlights of Assisi are the UNESCO World Heritage-listed Franciscan structures, including the massive 13th century Basilica of St. Francis and its adjoining friary, representing the iconic visual as you approach the city. You'll visit the Basilica, one of the country's most important pilgrimage sites, featuring frescoes of respected medieval painters including Giotto and Cimabue. Conclude the day back in Perugia.

Accommodation: Sina Brufani
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  St. Francis Basilica & Friary
St. Francis Basilica & Friary
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Perugia
Perugia

Day 6: Perugia

Meet your private driver and embark on a full day tour today to Italy's Marche region where you'll get to push out beyond the standard tourist route, and explore Matelica and Macerata, which capture the essence of small town Italy. On arrival in Matelica, meet up with a private local guide. Embrace curiosity and see where the moment takes you as you wander through the historic center, spotting ancient mosaics, and walking amidst alleyways and structures dating back largely to the middle ages. A must while in Matelica- you'll visit the opera house, Teatro Piermarini, built by the same architect who designed La Scala in Milano. You'll have unique access to the area beneath the stage where you'll find very well preserved Roman baths. Leaving Matelica behind, head outside of town for a special experience as you visit a local bee farm and honey producer. Spend time with the bee keepers to discover the various stages in the process of honey and bee production, followed by a quaint lunch including tastings of various honeys produced by the bees on site. In the afternoon, continue to Macerata where you'll meet up with your new guide for a private walking tour of the historic old town. Keep your eye out for the Renaissance-era Loggia dei Mercanti with two-tier arcades, and enjoy a visit of the 19th century Sferisterio, a stunning open-air opera arena presenting a very unique performance environment for crowds of over 3,000 spectators. Conclude your day back in Perugia.

Accommodation: Sina Brufani
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Bee Farm
Bee Farm
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Terrace
Terrace

Day 7: Perugia - Cortona

Today you'll leave Perugia behind, transferring with your private driver to Cortona. One of the most impressive features of Umbria is the unique charm and character found in many of its small towns. En route, you'll make a short stop in the tiny 14th century hamlet of Solomeo, brought back to life by luxury designer Brunello Cucinelli, the King of Cashmere. Take 30 minutes here to walk around and explore the quaint old town independently before continuing on to the nearby village of Passignano sul Trasimeno, perched on a small hill sloping down to the shores of Lake Trasimeno. Enjoy a lengthier stop here, allowing time for you to stroll the medieval town, and perhaps find an ideal spot to grab a bite at your leisure, overlooking the water. After, join back up with your driver and continue to the Tuscan city of Cortona, where you'll meet up with a private guide and embark on walking tour of the old walled city, spotting plenty of Renaissance architecture from the 15th and 16th centuries. Cortona has seen many shifts of power since its humble beginnings, leaving a history of influence spanning the Etruscans, Romans, Byzantines, Ghibellines, Kingdom of Naples and the Kingdom of Italy. See which layers you can peel back before concluding your day with a drop off at your new hotel.

Accommodation: Relais Il Falconiere

The Relais Il Falconiere is a charming house kept in the heart of the Tuscan countryside, where the hills give way to the enchanting Etruscan hill-town of Cortona. Once home to the famous Italian poet Antonio Gaudagnoli, this ancient 17th century villa has since been transformed into a jewel of hospitality featuring a Michelin star restaurant, a wine resort and exclusive spa, offering a small world of charm suspended in time. Guests are invited to choose their own corner of their heart. The rooms in the old villa, which preserve the intimacy of a stay in the main house, while others are located near the little chapel or adjacent to the Spa. For a romantic stay, small cottages are sprinkled about the property.

Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Cortona Old Town
Cortona Old Town
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Cortona
Cortona

Day 8: Cortona

Enjoy a private cooking class with expert chef as you cook under the Tuscan sun, at Il Falconiere. In a carefully designed kitchen made to make you feel as though you're cooking in a home rather than a sterile cooking school, you'll learn how to cook authentic Tuscan cuisine, using local ingredients selected personally by your instructor-chef, with a focus on health and ethical land use. The chef's aim is to inspire you and transform your way of thinking and approach to food. It doesn’t matter your skill level, just be ready to participate and enjoy the experience. Following your cooking class, you'll have a seated lunch in the charming dining room, enjoying the food you have prepared. Bon appetit! 

Accommodation: Relais Il Falconiere
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Tuscan Cooking Class
Tuscan Cooking Class
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Il Falconiere
Il Falconiere

Day 9: Cortona - Rome

Meet your private driver today for a transfer to Rome.En route, you'll make a stop to visit the beautiful Avignonesi Winery where you'll be provided with a delightful Tuscan wine tasting and lunch, served on the panoramic terrace or the cozy indoor dining room, depending on the weather. With its vineyards, villa, chapel, and ancient stone wine cellars, the Avignonesi Winery offers a stunning ambiance. Afterward, you'll continue to nearby medieval hill town Montepulciano, where you'll meet up with a private local guide for a walking tour of the pedestrian-only old town. Explore its charms on foot, strolling the main Corso, leading to a number of narrow alleys and lanes. Admire elegant palaces and historic churches, and head to the Piazza Grande, a beautiful main square surrounded by expressive architecture. Climb up the square's clock tower in the 14th century Palazzo Comunale and enjoy a stunning view over the town. Afterward, continue to Rome for check-in.

Accommodation: The Inn at Spanish Steps

Formerly a stately 18th century home, The Inn at the Spanish Steps has been fully renovated with modern comforts, offering a boutique hideaway in the very heart of Rome. The unbeatable location of this charming hotel allows guests to walk to world famous sites such as the Trevi Fountain and the Pantheon within minutes, not to mention the Spanish Steps that practically lead to the hotel's front door. With designer fashion houses as neighbors, and uniquely styled guestrooms and family rooms, guests will live in style while visiting Rome. Listed as a national monument, this boutique hotel will only enhance your historic experience in the Eternal City.

Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Piazza Grande, Montepulciano
Piazza Grande, Montepulciano
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Piazza Navona
Piazza Navona

Day 10: Rome

Meet your private driver and vehicle for an airport transfer.

Accommodation: Depart (Int`l Airport) (standard)

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

Trip Terms & Conditions

  • Your deposit is due immediately on booking (30% of program price, minimum $350). The balance is due 90 days prior to departure.
  • Cancellations of confirmed bookings 90 days or more prior to departure will receive full refund minus a $350 (per person) administrative fee and any non-refundable paid fees (e.g. non-refundable airfare, cruise or hotel deposits). 60-89 days will be subject to loss of 30% of program price. 30-59 days will be subject to loss of 50% of program price. 29 days or less will be subject to loss of 100% of program price.
  • Tour quotes do not include airfare to/from the trip start point unless noted on the itinerary
  • Cost increases in currency exchange, government fees, taxes, surcharges or hotel/lodge tariff increases between quote date and start date are payable by the client.
  • Availability cannot be guaranteed until booked. We will exercise best efforts to book hotels per the itinerary, however, in busy seasons and with client bookings made within 90 days of tour date we may be forced to offer substitutes.
  • Payment of the program price constitutes your acceptance of the terms and conditions set out at www.kensingtontours.com/terms-and-conditions
  • Living Standards and practices at destination may differ from those in North America with respect to provisions of utilities, services and accommodation.

Palazzo Seneca: Norcia

Located in the Parco Nazionale dei Monti Sibillini, Palazzo Seneca is the perfect setting for an unforgettable stay in Norcia. This impressive hotel, set in a 16th-century Umbrian Palace, exudes elegance and charm with its impeccable interior design, the product of the best Umbrian artisans. Guests will be delighted with a gastronomic experience inspired by local ingredients such as the black truffle in the hotel’s on-site restaurant. Being just a minute’s walk from sites like the Museo della Castellina and a short drive from the Abbey of Saint Eutizio, this hotel truly provides guests with the best opportunity to explore the historic town of Norcia and province of Perugia.

Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Palazzo Seneca
Palazzo Seneca

Sina Brufani: Perugia

With a panoramic view of the lush Umbrian valley, Sina Brufani boasts the perfect location for a luxurious stay in Perugia. This impressive hotel is found in the heart of the medieval city, close to the Duomo, Fontana Maggiore, Galleria Nazionale and Corso Vannucci with its elegant shops. The moment guests walk through the front door, they will be welcomed by a charming and inviting atmosphere decorated with classic materials in a traditional style reminiscent of the aristocratic past. The combination of unique tastes and Umbrian tradition are tied together in the hotel’s on-site restaurant. Experience for yourself the charm that has brought countless celebrities, heads of state and royal family members to this spectacular hotel.

Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Sina Brufani
Sina Brufani
Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Pool
Pool

Relais Il Falconiere : Cortona

The Relais Il Falconiere is a charming house kept in the heart of the Tuscan countryside, where the hills give way to the enchanting Etruscan hill-town of Cortona. Once home to the famous Italian poet Antonio Gaudagnoli, this ancient 17th century villa has since been transformed into a jewel of hospitality featuring a Michelin star restaurant, a wine resort and exclusive spa, offering a small world of charm suspended in time. Guests are invited to choose their own corner of their heart. The rooms in the old villa, which preserve the intimacy of a stay in the main house, while others are located near the little chapel or adjacent to the Spa. For a romantic stay, small cottages are sprinkled about the property.

Umbria: The Green Heart of Italy Tours 2019 - 2020 -  Il Falconiere
Il Falconiere

The Inn at Spanish Steps: Rome

Formerly a stately 18th century home, The Inn at the Spanish Steps has been fully renovated with modern comforts, offering a boutique hideaway in the very heart of Rome. The unbeatable location of this charming hotel allows guests to walk to world famous sites such as the Trevi Fountain and the Pantheon within minutes, not to mention the Spanish Steps that practically lead to the hotel's front door. With designer fashion houses as neighbors, and uniquely styled guestrooms and family rooms, guests will live in style while visiting Rome. Listed as a national monument, this boutique hotel will only enhance your historic experience in the Eternal City.

Umbria: The Green Heart of Italy Tours 2019 - 2020 -  The Inn at the Spanish Steps
The Inn at the Spanish Steps

Depart (Int`l Airport) (standard): Global Location

Depart from International Airport. End of itinerary.

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.
  • Sandra S — August 11, 2019 — Europe

    Fantastic tour that met all our special requests! Our anniversary celebration was perfect! Our grandchildren made so many memories from playing in the fields of the farm to sailing through the fjords and eating desserts at all the bakeries! A marvellous intergenerational experience!

  • Julie S — July 05, 2019 — Europe

    Thank you to Daniel for making our family’s trip to Greece so enjoyable and memorable. We asked him for an “Instagram” worthy trip, and he delivered! The hotels on the islands were stunning, and our private tour guides at each stop easily accommodated our individual wishes. Our trip was the perfect mix of relaxation and exploration.

  • Elizabeth B — July 20, 2019 — Europe

    I cannot tell you how impressed we were with your services. Everything from the drivers to the hotels to guides was five stars! We never had to wait in line and were treated like royalty. I highly recommend the private boat ride/tour to Capri. It was fabulous! We had never been to Italy and left feeling like we learned so much. We fell in love with the people and culture. We cannot wait to have Kensington book our next adventure.

  • Kimberly E — July 14, 2019 — Europe

    It was the first time we have used a company of this nature to manage our bookings. Most often I book my rooms, and tours, but after this experience, I would definetely use Kensington again for a trip of this type. Our Destination truly supported us and allowed us to make changes until the plan was just perfect for us. This truly showed when we were in country and everthing went off perfectly. I was worried to have other book items on my families behalf seeing as we were traveling with kids (age 8 and 10), but I feel our destination Expert did take that into account and it was perfect.

  • Lisa B — July 20, 2019 — Europe

    I cannot tell you how impressed we were with your services. Everything from the drivers to the hotels to guides was 5 stars! We never had to wait in line and were treated like royalty. I highly recommend the private boat ride/tour to Capri. It was fabulous! We had never been to Italy and left feeling like we learned so much. We fell in love with the people and culture. We cannot wait to have Kensington book our next adventure.

  • Kim E — July 14, 2019 — Europe

    This was the first time we have used a company of this nature to manage our bookings. Most often I book my own rooms, and tours, but after this experience I would definetely use Kensington again for a trip of this type. Our Destination truly supported us and allowed us to make changes until the plan was just perfect for us. This truly showed when we were in country and everthing went off perfectly. I was worried to have other book items on my families behalf seeing as we were traveling with kids (age 8 and 10) but I feel our destination Expert did take that into account and it was perfect.

  • Keith M — July 13, 2019 — Europe

    There is so much to say about this amazing family trip to northern Spain we just came home from, but in short, the trip was even more than we could have hoped for - From the planning to the tour guides, drivers and accommodations our needs were met and in most cases surpassed. There is no way the trip could have been as successful without the help of Maryanne from Kensington Tours and her team.

  • Sara L — June 29, 2019 — Europe

    Our Iceland trip was fantastic. From planning with Melissa (many times over until we had it right) to being greeted in Iceland and all of the wonderful tours we took, we had a fabulous time. Our guide, Sigga, was excellent. She guided us, told us tales of Iceland, was extremely accommodating with my elderly mom. We enjoyed being with her very much. Inke, our guide to the glacier, was also wonderful. We had a great time and felt Kensington did a fabulous job. Thanks!

  • Dawn K — July 18, 2019 — Europe

    The trip overall was amazing and all the activities and travel plans went so very smoothly. Our whole familiy really enjoyed every day of the trip. Patrick McCallion, the expert from your agency who helped us, was awesome! He not only set up everything perfectly for us but helped us with reservations for dinners at fine dining places and answered many questions we had in advance. We did leave our glasses in the van at one point in Barcelona and had to contact the local agent who quickly retrieved the glasses for us without any problem. We highly recommend this agency given the quality of the experience, the smoothness of the itinerary, and the flexibility to tailored the experience to our needs. Thank

  • Diana B — June 23, 2019 — Europe

    This was our 6th Kensington tour. We have gone as a couple on trips and taken our children sometimes to destinations all over the world. We have never been disappointed and have had the most personal and professional service. We would not even consider using anyone else. Thank you Alania for everything! Our most recent trip to Russia and Scandinavia was fabulous and perfectly planned!

We can customize this private tour just for you. Any element can be tailored – activities, length, hotels and destinations.
Call us at 1 888 903-2001 or request a quote.

* USD per person, double occupancy. Custom designed personal tour. Prices subject to change.

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