I’ve been a number of times to Punta Cana in the Dominican Republic. The weather is always great that time of year and I just love it there. So many great places to checkout off the resorts! I always go for a couple trail rides while I’m down there too.
Wellington or West PalmBeach in Florida. Though it doesn’t seem super fancy, the equestrian atmosphere is undeniable. Riding under the palm trees surrounded by determined riders will give you a giddy feeling.