After 4 nights in Cape Town in early September, I plan on getting a rental car to drive out to Hermanus for 2 nights and Stellenbosch for 1 night. I'm happy to spend a good part of the day on the trip from Cape Town to Hermanus with stops along the way for opportunities for beautiful scenery or wildlife viewing or visiting a winery.
From what I've read so far here on TA, it sounds like the R44 scenic route would most appeal to me. Is that advisable for a solo woman driver?
Is it worth visiting Betty's Bay if I've already visited Boulders Beach? Are there typically other visitors there? If not, is there any other wildlife viewing that I should consider along the route? Should I be concerned about stopping along the way since I'll have all my luggage in the car?
Is there a winery conveniently along the route from Cape Town to Hermanus I should consider for a lunchtime stop or should I plan on visiting some wineries in the Hemel en Aarde valley my next afternoon?
Is it worthwhile to go out on a whale watching trip in Hermanus? I'm considering it because I think I would be disappointed if I didn't see whales from the cliffs.
I'll likely take the most direct route from Hermanus to Stellenbosch since that's the only day I'll have to enjoy the Stellenbosch area.
Thanks in advance for any advice!