Tuscany Truffle Hunt

Cortona Countryside Villa, Truffle Hunting, Daily Chef-Prepared Breakfast, 7-Night Stay for Up to 4




Food & Wine

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Package Details

This Experience Includes:

  • 7-night stay in a private villa for up to 4 people in Tuscany (Cortona, Italy)
  • Daily chef-prepared breakfast
  • Truffle hunting, tasting, and lunch
  • Daily maid service
  • Winspire booking & concierge service

The sun-soaked hill towns of central Italy offer what to many is the quintessential Italian experience. Slow down and enjoy the pace of the countryside so you can savor the delights that this region offers. Made famous in the novel and movie Under the Tuscan Sun, Cortona is rich with historic churches including the Duomo, Cortona’s Renaissance cathedral, 16th-century farmhouses, and atmospheric enoteca serving famously tasty wines and homemade pasta. Stroll through town and you’ll be rewarded with fabulous views of the countryside along the medieval town walls.

Private Villa in Tuscany

Enjoy a 7-night stay for up to four people in a 2-bedroom, 3-bath villa in the Cortona countryside. Surrounded by olive groves and overlooking the peaceful valley of Val’ di Chiana, you’ll experience the best of both worlds with an ideal location for a private getaway within a short distance to the town of Cortona. The outdoor terrace offers beautiful views and a perfect spot for barbecues and dining al fresco. The garden and private swimming pool allow guests to relax under the Tuscan sun.

This charming Tuscan villa has maintained many of its authentic original features without compromising modern comfort. Amenities include air conditioning, heating, WIFI access, satellite TV, daily maid service, and a washing machine.

This package is for a Saturday-Saturday stay for up to four people; upgrades to a larger villa may be available for a fee if you wish to bring additional guests.

Truffle Hunting

Participate in a unique and desirable experience to learn about the seduction of truffles at this beautiful medieval hamlet set in the Tuscan Woods. Join expert hunters with their trained dogs who will show you how to find and dig up truffles. After, you will visit a small truffle museum at a local farm and learn how to use and preserve the precious produce. Savor a marvelous lunch with local truffle-based dishes and delicious wines all prepared and served by the farmhouse owner. Between the truffle hunt, museum visit, and lunch, plan to spend a half-day enjoying this once-in-a-lifetime adventure for your party of up to four.

The peak truffle hunting season is March to November, but since this is a natural reserve, there is ample harvest year-round. If you prefer, an alternate experience or tour can be substituted, such as walking or biking tours, cheese making with tastings, or cooking classes.

NOTE: Cortona is approximately a 1.5-hour drive from Florence and a 2.5-hour drive from Rome. Nearby cities: Perugia 45 km; Siena 70 km; Florence 100 km; Rome 205 km; Pisa 200 km.

Enjoy a 7-night stay (Saturday-Saturday) for up to four people in a 2-bedroom, 3-bath private villa in the Cortona countryside. This charming Tuscan villa has maintained many of its authentic original features without compromising modern comforts such as air conditioning, heating, WIFI access, and daily maid service. Join expert truffle hunters with their trained dogs to find and dig up truffles. Visit a small truffle museum at a local farm and savor a marvelous 4-course lunch prepared and served by the farmhouse owner.

Additional Information


Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.


Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.


Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.

Certificates cannot be resold or replaced if lost, stolen, or destroyed. Ground transportation is the responsibility of the winner unless otherwise stated.

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