I live in SoCal and have been to SF often, and the area north often as well. If you are going to Alcatraz and have a few days in the city, consider getting a transportation pass that includes an Alcatraz tour. We spent 4 nights in the city and had unlimited cable car, bus and trolley transportation, the Alcatraz tour, and entry to the De Young Museum, the California Science Center (both in Golden Gate Park) and the charming Legion of Honor Museum. Since our hotel was near a cable car line, we rode it often (it's not cheap for one ride) and we got all around the city with the pass. The only thing it didn't include was BART (subway system). If you drive north and want to visit the wine country, Sonoma County is much more laid back and affordable than Napa. The wineries are plentiful and less expensive for tastings and the people are less snooty. I get a Sonoma Passport each year on Groupon and it includes lots of free or 2 for 1 tastings. Just driving around the valley is fun. There is one for Napa also, but with many fewer options. The drive from Sonoma to Mendocino on the coast(or vice versa) is great. You can drive from Bodega Bay (just north of SF to Santa Rosa, see the Sonoma wine country up to Cloverdale, and head west to Mendocino on Hwy 128, a beautiful drive with hidden wineries en route. If you have time, drive Hwy 1 all the way to the Oregon Border and see the Redwoods. I recommend a stop at Prairie Creek State Park and a walk through it's rain forest canyon (not long) and a stop at Patrick's Point State park for a beautiful ocean view. The Redwoods are breathtaking at many stops or detours off Hwy 1.