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Madrid to Salamanca to Lisbon - Travel ideas

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Hi,
We are a mother and daughter planning on travelling from:-
Madrid - Salamanca (overnight in Salamance Jan 5,6)
Salamanca - Lisbon (Jan 7)

We want to travel by public transport (Train or Bus)

(1) What is the best method of travelling between these places with our luggage ?
(2) Is there an option to hire a car with a driver to do Salamanca - Lisbon ?
(3) Is it worth stopping by in Salamanca for 2 nights or should we skip it and just do Madrid-Lisbon
since the transport to and from seems to be a bit complicated.
We are coming from Australia and do not speak Spanish !

Thanks Folks

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