Some thoughts..
Why tour your backyard (USA, Canada) when you can do that on a shorter holiday? Use the year off for places that are distant?
As you suggest it may be better going the other way - ship to Europe, tour Europe (UK through northern EU, eastern EU, Greece, Turkey (north hemisphere spring, summer) then go across southern EU to Spain, then Morroco on to western Africa.. possibly to the bottom ('South Africa' the country) then up the east coast (south hemisphere spring, summer autumn) ... then Russia through to the ferry to Korea (north hemisphere spring, summer) Ship home from Seoul (to west coast USA)?
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