Welcome to the Cruiser Log!
The end of march has passed by, you are already under way?
The route looks okay, first going north heading towards the the Bermudas to leave the trade wind belt and then turn east. But keep in mind that already there you can meet the west-east going frontal systems, bringing more southerly winds and the further north you decide to cross the Atlantic, you get a more westerly component with it. A good time to head east across the Atlantic starts at the end of April.
Then later heading town to Madeira and further on to the Canary Islands and to Cape Verde should not be a problem at all as it is summer, but your plans to start heading back west towards Panama and California to be there in NOVEMBER sonds VERY ambitious!
Due to the hurricane season in the Caribbean a general time of crossing the Atlantic from the Canary Islands (or Cape Verde) is advisable not before November.