My wife and I are heading to Italy soon. One day while we are in Florence we want to take a trip out to the Chianti region to see a town or two and also a winery or two. Our hotel has offered to set up a private driver for us that would take us to Sienna and/or San Gimignano and 2 vineyards. For approximately 8 hours it would be 380 euros ($450) for the driver, no other costs included. Or we can do a Tuscany tour through Viator or Walks of Italy. There's a 4 hour tour for $185USD and 8-10 hour tours for ~$300-350.

Not sure which is our best option. Having a private driver would be great, but I'm not sure what we'd miss by not having a guide or organized tours of the vineyards. Any thoughts? Or other recommendations? We'd prefer not to do anything over 8 hours.