1. The city: 3:58.9 (time screen goes by a bit fast here, sorry)
2. Sierra Nevada: 3:54.1
3. The Peninsula: 3:58.1
4. Napa Valley: 3:45.0
5. Pacific Highway 3:57.9

Total 19:34.0 IGT (splits in livesplit are RTA)

sub 19:30 might be doable, but I've had enough of this version for now