Joe Chronic, original owner
1979 Ketch-Rigged Voyager
...if I had it to do over again, I'd probably have opted for the sloop rig. But, it's fun to play with the three sails and it isn't really complicated.
(Joe's response to a question about sailing a ketch-rigged Voyager.)
I have a '79 Voyager ketch I've owned since new. All my sailing on that boat has been on the Mississippi River or on midwest reservoirs, so I don't claim to be an 'old salt' as far as sailing a ketch goes. But, a few comments based on that experience: First, don't be intimidated by the different rig. You can comfortably approach it as just like sailing a sloop or cutter with - oh yeah - that other sail I have to do something with.
Getting underway: I singlehanded a lot and the routine I developed was to motor into the wind, hoist the jib and let it luff, then hoist the mizzen, and also let it luff. Once those sails are up, let the boat fall off and sheet home the jib and then the mizzen and get established on a tack. If the wind is up, you can sail the boat quite well with only jib and mizzen.
If the wind is moderate and you want a full spread, once established on a tack with everything stabilized, it's simple to then get the main hoisted and trimmed.
With all sail up, a primary thing to watch and fiddle with is the 'slot' between the main and mizzen. If the main is sheeted in too much, it will burble the airflow over the mizzen. If the slot is too big, you lose the benefit of the venturi effect of the airflow - the 'sweet spot' of a split rig (ketch or yawl - or schooner). All of this is really analagous to the relationship between the jib and the mainsail on a sloop or cutter, so it isn't all that different from what you've likely done before.
This all sounds somewhat esoteric, but it really isn't that critical; the boat will sail just fine without everything being tuned to a 'T.' Just leave adequate sea room getting underway until you're comfortable, and then experiment around with the rig in light to moderate winds; you shouldn't have any trouble.
Returning to the harbor, my practice is to close haul the mizzen heading into the wind, luff the jib and main and strike them, and then haul down the mizzen, again with adequate sea room.
Candidly, the boat is a bit small to have a split rig and, as I observed in the past on this board, if I had it to do over again, I'd probably have opted for the sloop rig. But, it's fun to play with the three sails and it isn't really complicated.