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Between Umbria and Tuscany: an exclusive journey of flavours

customizable and tailor-made individual travels
How to reach the destination:
Flight not included book it on your own or ask us for a quote:
8 days
All year round

The journey includes

The Detail

Take part in an exciting black truffle hunt in Umbria with lunch included


Enjoy the freedom of discovery on your rental car

Special moments

Taste the Umbrian oil in a typical oil mill and the best Tuscan wines in Montalcino and Chianti


Always available to relieve you from any problem and make you feel at home


Seven nights in preferred properties selected by our experts

Between Umbria and Tuscany, through Val d’Orcia and Chianti, this is an itinerary at the discovery of the best Italian foods and wines, with stays booked in villages and charming retreats surrounded by landscapes of exceptional beauty.


Umbria welcomes you and introduces you to this tour under the banner of beauty and flavors. Nearing the medieval village of Scheggino, stop at the enchanting Marmore waterfalls, some of the tallest in Europe with their 165 meters in three jumps. Once in Scheggino, you will be in a strategic position to discover other beautiful locations, such as the Lombard cities of Spoleto and Norcia, renowned for their rich gastronomy culture. After having settled in, let inspiration lead you to your first dinner and discover the local flavors.

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Hotel planned for the days 1, 2
Antica Torre Del Nera

Truffle is among the treasures of Umbria. Today we have organized for you a unique experience that has this precious tuber as its theme. Together with expert truffle gatherers, you will participate in a truffle hunt around the mountain village of Pettino and upon your return you will be welcomed in the kitchen by the local cooks that will reveal to you the secrets of homemade pasta and other great dishes, that you will then enjoy in company. To end the day in the best possible way, head to Spoleto for dinner and a wonderful walk.

Included: truffle hunt and meal with local delicacies

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In the morning, once you reach Bevagna, you will visit the Antico Frantoio Nunzi for an extraordinary olive oil tasting experience. Not far, in the village of Spello, we recommend a stop for lunch and a walk and if you travel in the month of June you may enjoy the famous “infiorata” event. Your itinerary proceeds to Tuscany’s splendid Val d’Orcia, a natural, artistic and cultural park, recognized as a UNESCO world heritage site for its landscapes dotted with cypress trees and enchanting villages. Among these villages there is San Quirico, where you can dine in any of the charming venues.

Included: a visit and olive oil tasting at an olive oil mill

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Hotel planned for the days 3, 4
Hotel Relais Palazzo del Capitano

The morning starts today with a guided tour and a tasting of Brunello and typical cold cuts and cheeses at the renowned Fattoria dei Barbi, in Montalcino. We recommend continuing the exploration with a walk and lunch in the village. In the afternoon, if you wish to visit a unique place, stop in Bagno Vignoni. The village holds in its square a beautiful thermal pool. To end this perfect day, nothing is better than a typical Florentine steak in one of the restaurants downtown San Quirico.

Included: a guided tour with Brunello tasting

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Tuscany is dotted with magical locations. Today, reach Pienza, where you can taste the typical pecorino cheese, and then ancient Montepulciano, the land of the DOCG wine by the same name. Today’s special destination is Greve in Chianti, surrounded by the stunning panorama of the hills blanketed by vines. The town, with its elongated triangular square surrounded by arcades, was an important economic center in the middle ages and still holds many points of interest.

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Hotel planned for the days 5, 6, 7
Borgo Del Cabreo

Near the small village of Ama, a point of interest for its many churches and eighteenth-century Pianigiani and Rucucci villas, is the Castello di Ama where you can enjoy lunch and a wine tasting session. Not far, the medieval village of Radda in Chianti deserves a visit. It features many points of interest, including the Palazzo del Podestà and the archaeological site of Poggio la Croce with findings dating back to the Copper Age.

Included: a tour of Castello di Ama with wine tasting and lunch

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The last day in Chianti is all yours: choose to relax at the hotel or to visit one of the many villages in the area. Be sure to enjoy a walk in the beautiful village of Castellina in Chianti. If you wish to experience extraordinary flavors, we recommend a meal at the Osteria di Passignano, an elegant Michelin-starred restaurant nestled between the ancient walls of the Badia di Passignano.

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Your stay comes to an end. Heading towards Florence we recommend a stop at the famous winery Cantina Antinori nel Chianti Classico, built entirely with local materials and respecting the environment and the Tuscan landscape. Tour the winery inside out admiring the majestic spiral staircase, the vineyard covering the winery roof and the areas of vinification and refining, then ejoy the end of the tour with a wine tasting experience. This is a great way to say goodbye to this land of unique charm.

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Route Map

Useful Info
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8 people
Boscolo's trips can be customized for pre-arranged groups of 8 or more people. Contact our experts to benefit from special conditions and request an ad hoc quotation.
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