The trend towards a precise, numerical, and data-intensive agriculture brings forward the need to design and combine optimization techniques to obtain decision support methodologies that are efficient, interactive, robust and adaptable. In this paper, we consider the Differential Harvest Problem (DHP) in precision viticulture. To tackle this problem, we dedicated a specific column generation approach with enumeration techniques and a constraint programming model. Therefore, a set of simulated instances (which differ in field shape, zone shape, and size) was created to perform a parametric study on our different approaches. The specific column generation approach presented in this paper is preliminary work in the development path of more sophisticated resolution methods such as robust optimization and column generation/constraint programming hybridization.