Our decision to book a half-day wine tour in Chianti, Italy, was a very last-minute one: We originally signed up for a Sunday bike tour through Tuscany that included a visit to a castle and wine and olive oil tastings, but we cancelled once we found out it was going to be 99 degrees outside. Then Saturday, hanging out at a cafe in Pisa, my dad used the wifi to scout out other options and snagged us seats on a wine tour in — the top selling point — an air-conditioned van.

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