It is well-known that if $S \gg \hbar$, then the classical path dominates the Feynman path integral. But is there some to show that if $S\gg\hbar$, then the particle's trajectory will approach the classical path?
[Physics] Classical limit of the path integral formulation of quantum mechanics
classical-mechanicspath-integralquantum mechanics
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The short answer: No, classical mechanics is not recovered in the $\hbar \rightarrow 0$ limit of quantum mechanics.
The paper What is the limit $\hbar \rightarrow 0$ of quantum theory? (Accepted for publication in the American Journal of Physics) found that
Our final result is then that NM cannot be obtained from QT, at least by means of a mathematical limiting process $\hbar \rightarrow 0$ [...] we have mathematically shown that Eq. (2) does not follow from Eq. (1).
"NM" means Newtonian Mechanics and "QT" quantum theory. Their "Eq. (1)" is Schrödinger equation and "Eq. (2)" are Hamilton equations. Page 9 of this more recent article (by myself) precisely deals with the question of why no wavefunction in the Hilbert space can give a classical delta function probability.
The semiclassical limit you're describing says that the amplitude for a particle to get from here to there in a set time is equal to the exponential of the classical action for the corresponding classical trajectory. In symbols this reads $$\langle x_b|U(T)|x_a\rangle=\int \mathcal{D}\varphi e^{iS[\phi]/\hbar} \approx e^{{i}S[\varphi_\textrm{cl}(x_a,x_b,T)]/\hbar}.$$ In a general quantum state, however, particles are not "here" and don't end up "there": they have an initial probability amplitude $\langle x|\psi(0)\rangle$ for being at each position $x$ at time $t=0$ and will have a final probability amplitude $\langle x|\psi(T)\rangle$ for being at position $x$ at time $T$. To apply the approximation, you pull out the propagator and insert a resolution of the identity: $$\langle x|\psi(T)\rangle=\int dy\langle x|U(T)|y\rangle\langle y|\psi(0)\rangle=\int dye^{{i}S[\varphi_\textrm{cl}(y,x,T)]/\hbar}\langle y|\psi(0)\rangle.$$
To get a full semiclassical limit, you also need a semiclassical initial state (since otherwise you've obviously got no hope!). You take, then, a state with (relatively) sharply defined position and momentum (of course, the state will occupy some finite region of phase space but you usually can assume, in these circumstances, that it is small enough), and this will make the amplitudes for points outside the classical trajectory interfere destructively and vanish.
EDIT
So how does this happen? For one, $y$ must be close to the initial position, $y_0$ in order to contribute to the integral. For small displacements of the endpoints, then, the action along the classical trajectory varies as $$\delta S=p_{\varphi,x}\delta x-p_{\varphi,y}\delta y$$ (cf. Lanczos, The Variational Principles of Mechanics, 4th edition, Dover, eqs 53.3 and 68.1, or simply do the standard integration by parts and set $\int\delta L dx=0$ along the classical trajectory). The main contribution of the initial state to the phase is of the form $e^{ip_\textrm{cl}y}$, which means that the integral has more or less the form, up to a phase, $$\langle x|\psi(T)\rangle\approx \int_{y_0-\Delta x/2}^{y_0+\Delta x/2}e^{i(p_{\varphi,y}-p_\textrm{cl})y/\hbar}dy.$$
Here the momentum $p_{\varphi,y}$ is determined by $x$ and (to leading order) $y_0$, since there is a unique classical path that connects them. This momentum must match (to precision $\Delta p\approx \hbar/\Delta x$, which we assume negligible in this semiclassical limit) the classical momentum of the initial state, $p_\textrm{cl}$, and therefore only those $x$'s on the trajectory determined by the initial state will have nonzero amplitudes.
Best Answer
Actually there is a very interesting approach followed by E.Gozzi and his students to express the transition probability in Classical Mechanics in terms of a path integral. He is currently studying the relation between MQ and CM using this approach.
You can take a look at his site : http://www-dft.ts.infn.it/~gozzi/, there you will find some interesting references.