Hydrophobic CNCs were successfully prepared by grafting amine- and thiol terminated hydrocarbons to CNCs that have been previously coated with plant polyphenols. Hydrocarbons of various chain lengths can be used to tune the hydrophobicity of the modified CNCs. After the surface modification process, CNCs can be easily redispersed in nonpolar solvents highlighting the potential of the hydrophobic CNCs in, for example, CNC reinforced nanocomposites and non-aqueous formulations.