not always easy to date these popular glasses - some of them are shapes that were around for a longish time - but I'd suggest a wider range of say 1850 - 1880 possibly.
The rummer appears to have a capstan shaped stem, and the cutting (assuming it is cut) looks to be very broad. I've a feeling that when the cuts are virtually flat (try putting a steel ruler across them) then it might be more a case of slice cutting - I think that ordinarily flutes need to be seen to be at least slightly concave, although some folk call cutting like yours 'flat flutes' (they were a very popular type of decoration on glasses and decanters).
This would be hand cutting - can't imagine it could be mechanised.
White stones (or seeds) were quite common on some of these lower quality items - I like to see them - it provides some authenticity of age.

As for the smaller glass, I believe that traditionally those used for port were smaller than a sherry glass - so leave it to you to decide - this one may well have been for either drink.
You don't comment as to any 'ring' so assume neither is of lead glass.
After blowing the bowl, and having attached the stem and foot to the bowl, the glass needed to be finished at the rim, and this was achieved by attaching a pontil rod to the underside of the foot. Having completed the rim, the whole glass was then snapped away from the pontil rod leaving a 'scar' - which was ground down and smoothed as you see on the bottoms of your glasses. It won't help to date though, at least not in this instance.
Try Wilkinson's 'The Hallmarks of Antique Glass' - it's quite good for descriptions of various drinking glass procedures and styles. There's an absence of good books dealing with C19 general drinking glasses, unfortunately.