In this study, we evaluated the extractability of three curcuminoids (curcumin, demethoxycurcumin, and bisdemethoxycurcumin) from turmeric powder in several solvents using high-performance liquid chromatography (HPLC) with the diode-array detection method. These solvents include water, milk (homogenized, 2% reduced fat, low fat, fat free, soy, almond, coconut, and milkadamia), and aqueous ethanols (0%, 4%, 10%, 20%, 30%, 40%, 50%, and 100%). Ambient water was able to extract only 0.55 mg/g of curcuminoids, whereas warm water extracted more than four-fold higher amounts (2.42 mg/g). Almond, coconut, and milkadamia milk were able to extract only small amounts of curcuminoids at ambient temperatures (0.01–0.07 mg/g). The extractability of curcuminoids in these milk types did not improve, even in warm conditions (0.08–0.37 mg/g). Whereas dairy and soy milk extracted 6.76–9.75 mg/g of curcuminoids under ambient conditions, their extractability increased significantly in warm conditions by 30–100% higher (11.7–14.9 mg/g). The solubility of curcuminoids also varied remarkably in different proportions of aqueous-alcohol mixtures. With 4% ethanol, only 1.7 mg/g of curcuminoids were extracted, and the amounts improved with the increase in ethanol content up to 50% (32.2 mg/g), while 100% ethanol extracted a similar amount as 50% ethanol (34.2 mg/g). This study suggests that the extractability of curcuminoids from turmeric will be dependent on the type of diets consumed with the turmeric supplements.