Re: Tutorial or show me how?
Using the boolean function will probably leave holes or open edges since it's designed to work on sold objects only - it's likely to cause problems with a subdivision.
I'd revolve a line to make the bottle shape; select a vertical strip of surfaces for the handle; extrude twice. delete surfaces where you want the hole, patch over the 'inside' of the handle by selecting sets of four vertices and using Vertex->Create-ordered-surface (for each bridge surface).
You could also create the bottle and handle separately and then use Create-convex-surface/object to bridge the bottom and top of the handle. (then you'd need to remove any internal surfaces and merge/optimize.
If you don't want to subdivide the model (like the picture is), you could use boolean but you'll need to ensure the obejct is fully closed (no holes).
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