[Turneyboy]

The theorem holds not for arbitrary dynamical systems but under two conditions: 1) The flow preserves volume 2) All orbits are bounded.

The second law of thermodynamics is in a sense a statement about evolution of probability distributions. As time goes on the dynamical system mixes any probability distribution such that entropy increases. Poincare recurrence is a part of this mixing phenomenon.

[contravariant]

Your first requirement is part of the definition of a dynamical system. It is also satisfied for the evolution of the phase-space for any system in classical mechanics.

The second requirement is usually the case for systems with finite energy.

So as far as classical mechanics is concerned the Poincaré Recurrence Theorem pretty much always applies.

[cgadski]

Dynamical systems definitely don't have to preserve volume!