Bass Strait is often beautiful, any season.
If I were in your position, I’d be planning to ride the lows, and the fronts. Coming from the SW. Probably only headsail. Following winds and sea, very fast and very safe.
Here’s a path.
Kingscote (don’t know where you are starting from, but here’s a focus).
130 nm to Robe (get into the marina)
130 nm to
Portland - great protected harbour
40 nm to Port Fairy, up the river
About 80nm to Apollo bay, harbour can be tricky to enter, but
anchor snugged up off the town if westerlies. Into the harbour if easterlies
130 nm to Oberon bay, west side of the prom and perfect in easterlies - or:
Waterloo bay if westerly, benefit being you get mobile coverage
100 nm to Lakes Entrance. Not as frightening as some make out, but very careful
navigation entering (down the blues)
100nm to Gabo, east or west side to
anchor. Very snug.
35 nm to Eden, the traditional haven
100nm to Uladulla. Careful that you stick closely to the leads
100nm to
Sydney, or a whisker further to Pittwater
Each of those legs is “do-able” in less than 24 hours. Presuming you can do a couple of short naps in the day, you should be capable and alert.
Substantially, obviously, go with westerly streams.
As a previous post noted, Wilson’s prom can be boisterous. In fact every
Promintory (cape) in the world is boisterous.
Wind changing direction and accelerating.
Tides at Otway and Wilson’s prom can be significant. My little aide memoire (relating to Port Phillip heads) is leave on the low, home on the high. In other words, if you are heading for Port Phillip, plan to be at the cape (either one) at the time of high
water heads, or leaving Port Phillip, plan to be at either cape at the time of low
water heads.
Remember that low and high water heads is the time of maximum flow. Slack water half way in between.
If you have to come into Port Phillip in **** conditions, try to run up the old river
bed. It is very evident, and waves don’t break in this water. But do in the shallow “plain” on either side.
Obsevations from someone who has worked Bass Strait a fair bit in all seasons.