We study tropical Grassmanians Tr(k, n) in relation to cluster algebras, and assess their applicability to n-particle amplitudes for n = 7, 8. In N = 4 super Yang-Mills theory, we first show that while the totally positive part of Tr(4, 7) may encompass the iterated discontinuity structure of the seven-point Maximally Helicity Violating (MHV) amplitude, it is too small for the Next-to-MHV helicity configuration. Then, using Tr(4, 8) we propose a finite set of 356 cluster A-coordinates expected to contain the rational symbol letters of the eight-particle MHV amplitude, and discuss how the remaining square-root letters may be obtained from limits of infinite mutation sequences. Finally, we use a triangulation of the totally positive part of Tr(3, 8) to obtain the associated generalised biadjoint scalar amplitude in a form containing a near-minimal amount of spurious poles.