The challenges inherent to time-domain multi-messenger astronomy require strategic actions so that adapted, optimized follow-up observations are performed efficiently. In particular, poorly localized events require dedicated tiling and/or targeted, follow-up campaigns so that the region in which the source really is can be efficiently covered, increasing the chances to detect the multi-wavelength counterpart. We have developed the python package "tilepy" to rapidly derive the observation scheduling of large uncertainty localization events by small/mid-FoV instruments. We will describe several mature follow-up scheduling strategies. These range from an option to use of low-resolution grids, to the full integration of sky regions and targeted observations using galaxy catalogs. The algorithms consider the visibility constraints of customisable observatories and allow to schedule observations in both astronomical darkness and in moonlight conditions. Developed initially to provide a rapid response to gravitational wave (GW) alerts by Imaging Atmospheric Cherenkov Telescopes (IACTs), they have been proven successful, as shown by the GW follow-up during O2 and O3 with the H.E.S.S. telescopes, and particularly in the follow-up of GW170817, the first binary neutron star (BNS) merger ever detected. Here we will present a generalisation of these rapid strategies to other alerts showing large uncertainties in the localization, like Gamma-Ray Burst (GRB) alerts from Fermi-GBM. We will also demonstrate the flexibility of “tilepy” in scheduling observations for a large variety of observatories. We will conclude by describing the latest developments of these algorithms that are able to derive optimised follow-up schedules across multiple observatories and networks of telescopes.