Lot 4 ~ Palio Pageantry


  • 7 nights in two luxury private apartments in San Gusmé, Italy, courtesy of Jackson Family Wines
  • Access to a private apartment overlooking the Piazza del Campo, to watch Il Palio di Siena
  • Invitation to a traditional Contrada dinner in Siena
  • A curated collection of winery experiences, lunches and dinners while in Tuscany
  • Private car service to all Palio di Siena events

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

Your home for the week is Jackson Family Wines’ glorious Arcanum Estate. Located in the province of Siena, the medieval Gothic jewel of Tuscany, the Arcanum Estate traces its history all the way back to pre-Roman times and is bordered by the ancient, walled town of San Gusmé. 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 your 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.


For 8 people. August 11-18, 2018