No, in the case of the Galileo group, mass is a central charge (the only non-trivial one in the Galileo algebra). In the case of the Poincare group mass (squared) is a Casimir operator of the the Poincare group, which does not have non-trivial central charges. All unitary ray representations of the Poincare group can thus be lifted to unitary representations. For the Galileo group you have the central charge (you can look at a quantum Galileo group, which extends the usual Galileo group to an 11 dimensional group with the mass as additional generator).
The distinction between spin and orbital angular momentum does not make too much sense in relativistic quantum theory, because there this split is frame dependent. Only the total angular momentum makes sense here. The Pauli-lubanski vector is defined by the total angular momentum and the momentum of the particle and describes the generators of the little group in the Wigner classification of the irreducible representations of the Poincare group in a manifestly covariant way:
https://en.wikipedia.org/wiki/Pauli–Lubanski_pseudovector
In this sense it describes spin in a covariant way. For massive particles you can define the spin as the representation of the rotation group (as a subgroup of the Poincare group) for the states of the particle with ##\vec{p}=0##, i.e., in the restframe of the particle.
The massless case is a bit more complicated, because it involves additional gauge symmetries to make physical sense of the corresponding little group, which is an ISO(2) rather than a compact semisimple Lie group. In general that would lead to continuous spin-like degrees of freedom. The usual resolution is that you demand that the "translations" of the ISO(2) little group must be represented trivially, which leads to the usual massless particles. If they are scalar particles, they have 0 spin. For Spin ##s \geq 1/2## you have only 2 spin-like degrees of freedom, and you can use the helicity, which for spin ##s## takes on the 2 values ##\pm 1##.
For details, see
http://fias.uni-frankfurt.de/~hees/publ/lect.pdf