Kykat, sounds like you are going to have a fun day with your sister. Nice to be able to do things with a sibling.
WWM, there is a company called BackRoads that does all sorts of trips involving biking. About 15 years ago I took one of their trips that was a weekend trip touring the Alexander Valley (Healdsburg, CA area) wineries. We stayed at a hotel called Madrona Manor. Their tours stay in top notch places so they can be a bit pricey. I paid for half of my trip and my parents paid for the other half as a birthday gift that year. We biked around 35 miles a day on average and it was mostly flat. Backroads doesn't just do biking but also walking, hiking and even boating (they call these trips multi-sport). They have vans following the group who are too tired or have had too much wine. Also they have trips all over the world in fact!
http://www.backroads.com/
This looks like the trip I took:
http://www.backroads.com/trips/BAVI/california-wine-country-biking-tour
Posted 2 years ago by SylMiaFelixsMomma #