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Lot 14 ~ Palio Pageantry

  • 5 nights in 2 luxury private apartments for 2 couples in San Gusmè, Italy, courtesy of Tenuta di Arceno and Jackson Family Wines
  • Private tour, tasting, and alfresco lunch at the Tenuta di Arceno estate
  • 2 nights in a private apartment in Castel Monastero d’Ombrone Siena, which includes access to the luxury in-house SPA thermal baths and outdoor swimming pools
  • Exclusive dinner in a private apartment overlooking the Piazza del Campo to watch Il Palio di Siena
  • Invitation to a traditional Contrada dinner in Siena the night before the race
  • A curated collection of winery experiences, lunches, and dinners while in Tuscany
  • Private car service to all Palio di Siena events
  • A magnum of Arcanum as well as a selection of the estate’s wines to enjoy during your stay

Ah, Tuscany. With its medieval towns and hilltop fortresses, rolling vine-planted hillsides and olive groves, art-rich cities and fashion powerhouses, Tuscany truly is Italy’s most magical province. And you are headed there.

Your home for the week is Jackson Family Wines’ glorious Tenuta di Arceno estate. Located in the province of Siena, known as the medieval Gothic jewel of Tuscany, the estate — where the prestigious Arcanum wines are produced — is bordered by the ancient walled town of San Gusmè and traces its history all the way back to pre-Roman times. You will spend the week enjoying a curated collection of winery experiences, lunches, and dinners.

The main attraction will be Il Palio di Siena, the famed (and spectacularly thrilling) horse race that has been attracting visitors to Siena since the 1500s. You’ll have a first-class view from a private apartment overlooking the Piazza del Campo, one of Europe’s great medieval squares. Accompanied by an Italian feast, you can cheer on your adopted Contrada’s horse and jockey from your private perch. Your insider access to this exhilarating spectacle also includes what many consider the ultimate prize: attending a traditional Contrada dinner the night before the big race.


Donors: Tenuta di Arceno Estate, Jackson Family Wines

Designed for 2 couples. Travel dates: August 10–17, 2022