Start with matheran railway station towards regal hotel. You will cover 2 points. At regal hotel square, hire horses or guides as you may like and start with southern side points upto upper luisa, which covers 12 points. On other day go for belvedere, one-tree hill and chowk point. Sunset point, alexander point and Garbutt points are much farther and may require whole day to go and come back. On a horse...? You may think about two in a day.
Answered 12 hours ago