Hi Tim I did part if that trip in July from Bali to Timor and Roti before heading south to Broome.
We went over the top and headed south through the gap after Flores where we found wind SE.
We motored pretty much 60% of the time.
Yes lots of anchorages
make sure you cruise
down to Komodo .
The top NW of Lombok has the protected bay opposite the Gillis and some experienced boat service/ building on the beach in the corner.
We had a considerable encounter with rapid like overflows on closing the Timor coast.
Heading further East I think you should pass Roti as a start point but you could miss good surf .
Anyone heading to WA wanting to avoid the crooks in Kupang, Baa Harbour Roti now has a Harbour Master glad to clear your CAIT out.
I checked in my Cait at Batam
then saw no one official until Kupang who I then opted out of for the Roti alternative.
and Immigration were done smoothly in Kupang paid customs
ten bucks service
fee deal .
When leaving for Oz to meet the Oz customs notifications BS 96 hours try calling the National Communications
Centre Canberra the guy took my details nicely and that was it however totally different when not so welcomed from Broome Nazis.
Keep your Grib Files updated with plenty of Internet
coverage towers on just about every Island with local Simpati Sim Card