The 30-year-old fashion designer was seen leaning up against a shirtless Richard while taking a break from their hike on Sunday (January 1).
Richard, 58, later put his Casamigos Tequila shirt back on and he held hands with Ashley during a stroll back to their hotel.
Ashley has been on the island in the French West Indies for over a week and a half now with her financier beau.
This is far from the only celeb couple with a big age gap. We gathered lots of couples with large age differences for you in one handy place!