Taste of Tuscany

Bidding Supports: The ROCK Center for Youth Development (Midland, MI)

Item Number
$9,000 USD
Online Close:
Jun 13, 2021 10:00 PM EDT

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Cortona Countryside Villa, Cooking Class & Dinner, Wine Tour, Private Driver, Daily Breakfast, 7-Night Stay for Up to 4

This Experience Includes:

7-night stay in a private villa for up to 4 people in Tuscany (Cortona, Italy)
Private cooking class and dinner
Tour and tasting at 2 wineries
Private driver
Daily chef-prepared breakfast
Daily maid service
Winspire booking & concierge service

Tuscany has it all - seaside and countryside, food and wine, cities and small towns. The beautiful Cortona countryside is quintessentially Italian, with rolling hills, cypress trees, and lovely vineyards. Tuscany is famous for its food and wine, and thanks to the abundance of the local sangiovese grapes, known for its Chianti, Vino Nobile di Montepulciano and Brunello di Montalcino.

The region is considered the birthplace of the Italian Renaissance. Cortona museums house world-class art and the main piazza, Piazza della Repubblica, has a wonderful ambience and forms the focal centre of the town. The highest point on the hill of Cortona is dominated by a huge Medicean fort providing a stunning view of the town and the entire Val' di Chiana. You?ll feel as if you?ve stepped into a postcard of the Italian countryside.

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, including daily chef-prepared breakfast. 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.

Culinary Adventure
During your Tuscan holiday, enjoy a private cooking class at your villa and learn how to prepare a hearty Tuscan meal, followed by dinner where you?ll enjoy the fruits of your labor. 
Wine Tour
Enjoy wine tasting and lunch at Cantina De? Ricci in the heart of the beautiful medieval town of Montepulciano. Your next stop will be at a boutique winery in the countryside surrounded by vineyards with charming Tuscan farmhouses. Spend the rest of the afternoon there sipping and learning about winemaking!

Private Driver
Explore other parts of the countryside with a private driver for 8 hours a day the duration of your stay. Visit Assisi, Florence, Montalcino, Montepulciano, Perugia, Pienza, San Gimignano, Siena and more!

Maximum 4 people, driving distance of 100 kms (approximately 60 miles) from your villa. Transfers to and from the airport are not included.

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.

Winspire Booking & Concierge Service
Winspire provides a team of seasoned travel professionals who will help you redeem your experience. All travel related details and reservations are handled for every part of your Winspire experience. Operating as a full-service travel agency, Winspire can assist with extra hotel nights, airfare, and additional guests. This service also provides you with an established network of onsite contacts who can help you book additional experiences, activities and tours.

Item Special Note


Travel must be completed within two years from the date of purchase.  Reservations are subject to availability, and must be booked a minimum of 60 days prior to travel.  Ground transportation is the responsibility of the winner unless otherwise stated.  Certificates cannot be replaced if lost, stolen or destroyed.  Purchases through charity fundraisers are non-refundable and packages cannot be resold.