Timed lunar eclipses, used crude protractors (probably) and the width of his thumb at arm's length to calculate the distances to, and diameters of, two of our closest neighbours
The Sun subtends an angle of only 0.5 degrees at the naked eye, and so the actual rays of light are only inclined at 0.25 degrees at the most to their 'parallel' direction
Once the relative sizes of the Earth and Moon were determined, it only required a knowledge of the value of the Earth's diameter (as supplied by Eratosthenes) to be able to calculate the diameter of the Moon
Aristarchus' method for calculating the distance to the Moon
1. Determining the apparent size of the Moon in the sky
2. Measuring the width of his thumb and the length of his outstretched arm to obtain a value for the angular size of his thumb and hence that of the Moon
3. Calculating the Earth-Moon distance using trigonometry
Aristarchus obtained a value of 2 degrees for the angular size of the Moon, which is very inaccurate (the Moon actually subtends an angle of 0.5 degrees at the naked eye)
This method involved observing the Moon at precisely its quarter or half-full phase, which was and is quite difficult to judge, and somehow obtaining a value for the angle between the Sun and the Moon