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Pardon if the question sounds dumb; will we have real time data of a certain region, for instance getting info about clouds?

Not real time, but the Landsat, Sentinel-2, MODIS and GEOS data are all updated on a continuing basis.

GEOS are from geostationary satellites pointed at the US and are updated a couple times an hour:

GOES-16 imagery could be up to every 30 seconds over specific regions, every 5 minutes over CONUS, and every 15 minutes over entire disk now.

You have real-time NEXRAD data, where the reflectivity is basically cloud cover. NEXRAD of course only covers the US.

And Cuba!