WHAT ARE YOU LOOKING FOR?
Prepare to be enchanted by picturesque landscapes, rich culture, and unforgettable moments in the true heart of Italy. Beyond the bustling crowds of typical tourist spots, discover the authentic charm of Umbria, Tuscany, and Le Marche. These captivating regions offer a symphony of experiences: wander through ancient hill towns brimming with art and history, from breathtaking Gothic cathedrals to Renaissance masterpieces. Indulge in unparalleled culinary adventures, savoring world-renowned wines, hunting for precious truffles, learning to craft regional delicacies, and feasting on farm-to-table delights. But it’s not just about beauty and food – get ready for a lot of fun! Experience vibrant local traditions, immerse yourself in traditional productions and grape harvests, and embrace the joyful spirit of Italy.
Day One
Overnight: Orvieto
Benvenuto
Arrive in Orvieto and settle into your hotel. The afternoon is yours to wander through its ancient streets and soak in the atmosphere. With a local guide, you will have a first orientation walk to unveil the secrets of this Etruscan town. Welcome dinner in a typical local restaurant.
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Day Two
Overnight: Orvieto
Cathedral and Wine
Following a delicious breakfast, meet your guide in Orvieto to explore the breathtaking cathedral, a masterpiece of Gothic architecture. Afterwards, journey to a charming wine estate nestled in the rolling hills surrounding Orvieto. Here, you’ll savor a delightful lunch of local culinary treasures paired with regional wines. In the afternoon, embark on an excursion to the breathtaking Civita di Bagnoregio, the “dying city,” perched dramatically atop a tufa hill. Explore its unique charm and history before returning to Orvieto.
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Day Three
Overnight: Ascoli Piceno
Truffle Hunting
After a hearty breakfast, venture into the stunning Valnerina region. Arrive at a charming hamlet for an exhilarating truffle hunting adventure on a private estate. You’ll be warmly welcomed to a secluded house nestled in the mountains. Following the exciting hunt, enjoy a leisurely walk through the olive groves, where you’ll learn about the production of Umbria’s prized extra-virgin olive oil, from the late October harvest to the pressing process. Participate in a hands-on cooking class and savor a delectable lunch featuring the prized black truffle. In the afternoon, transfer to Le Marche region, Ascoli Piceno.
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Day Four
Overnight: Ascoli Piceno
Tastings and Cooking
Journey to Campofilone, a town celebrated for its exceptional Italian pasta. Here, you’ll visit a traditional workshop and uncover the fascinating story behind this beloved staple. Enjoy a delicious lunch featuring “Maccheroncini di campofilone” with ragout Sauce, and tomato sauce, and a glass of local wine (Passerina) – water is also included with pasta dishes. In the afternoon, embark on a fantastic cooking class in Ascoli. You will learn how to prepare and cook Ascolane Olives. This is a regional but internationally famous delicacy of Ascoli. Olives stuffed with meat and fried. At the end of the class, a glorious tasting with a local glass of wine.
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Day Five
Overnight: Sagrantino
Caseficio Day
Departure to the Sibillini mountains, the highest peaks of the Apennines, between Umbria and Marche. It will feel like stepping into a painted landscape, with the breathtaking tapestry of emerald and gold stretching towards the horizon. You will observe flocks of sheep scattered across the plain, and a shepherd will share local legends and traditions with you. Next, visit a local caseificio, or cheese factory. You will learn about the different production stages, from fresh ricotta to the aged pecorino, undoubtedly influenced by the milk of those very sheep. Finally, a lunch with panoramic views of Piangrande. Lunch will be a feast of local specialties including the exquisite pecorino cheese, accompanied by crusty bread, and local wine. In the afternoon, transfer to the heart of Umbria for accommodations in a charming agriturismo.
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Day Six
Overnight: Sagrantino
Grape Harvest
Experience the age-old tradition of the grape harvest firsthand at the farm, followed by a delightful picnic amidst the picturesque vines, savoring the fruits of the land.
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Day Seven
Overnight: Sagrantino
St Francis of Assisi
Transfer to the spiritual center of Assisi, where a local English-speaking guide will lead you through the magnificent Basilica of Saint Francis, a testament to faith and art. Visit to a friars’ community in Assisi and tasting of their wines and liquors.
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Day Eight
Overnight: Arezzo
Tuscany
Leaving the idyllic Umbria behind, you’ll journey to Tuscany to explore at your guide’s whim the gorgeous scenery and treasures of this Italian region, stopping in Perugia on the way. Finally, transfer to Arezzo, a quieter, more authentic part of Tuscany.
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Day Nine
Overnight: Arezzo
Final Day
Today explore more of Tuscany, including Montalcino; delight in its rich culture and picturesque beauty. Tonight will be a final group dinner: a perfect, flavorful farewell to this Italian adventure, a lasting memory of the country’s rich culinary heritage.
Day Ten
Tour Ends
Our Italy harvest tour ends after breakfast. Your guide will be on hand to help with transfers to the airport or wherever your adventures take you. Grazie and arrivederci!
MEET YOUR GUIDE: Lisa Anderson
Lisa Anderson is a professional tour guide in Italy, working for Rick Steves since 1999 and Adventures with Sarah since 2021. She moved to Italy temporarily to teach English in the 90’s and fell in love with the country…and an Italian man. Lisa spends her time guiding tours, exploring the region and cooking up a storm with her garden’s produce. She lives in Piedmont with her husband and sons.
ADDITIONAL INFORMATION
2026 price: $6775 (International air not included) per person for a double room. Single Supplement is $600.
2027 price: $6775 (International air not included) per person for a double room. Single Supplement is $600.
We welcome singles and if you do not have a travel partner, please sign up for a single spot. In the event that a roommate is found, your booking can be changed to a double before final payment is due.
Click the BOOK button below to start the booking process for your chosen tour. Remember, you can save yourself the credit card fees (2.9%) by choosing US Checking Account/ACH instead as your payment method on our booking system.
What’s included: all breakfasts, 5 lunches, 2 dinners, tastings, and 9 nights lodging in a clean, comfortable, and centrally located hotel. All transportation during the tour, tips, included activity fees, and private guides.
You can reserve a spot on this tour with a nonrefundable deposit of $600.
Tour begins in Orvieto and ends in Arezzo (closest international airport is Florence (FLR)).
Email info@adventureswithsarah.net with any questions.
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