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Mapping tool for planning multi-destination trips

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Hello everyone,

I'm looking for some kind of program or app that can do all of these things below. I'm hoping to be able to continuously add destinations to this program over time as I learn about them, so that I can plan future road trips from this saved information. I originally used Google Maps Engine which was great except that it limits the number of layers you can use.

This is what i would like it to do:
-Add pinpoints to the map. Ability to add notes as well including any text I want, links to online info, information on which season is best to visit.
-Add those pinpoints to multiple map layers (for example, one layer with national parks, another layer with surf locations, another with landmarks)
-Ability to either hide or display each layer, to only be looking at data relevant to the trip i'm planning.
-Not necessary, but would be great if I can have it filter by which season I selected as the ideal time to visit each location.

Thanks for any input, and happy travels!

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