Summerhouse getaway by PMI St. Augustine
Yes, it's 219 steps, and yes, it's worth it. From the top you can see the whole island, the inlet, and the old city, and it reframes the geography of the place in a way nothing else does. What surprises people is that the museum at the bottom is actually good rather than a gift shop with a few artifacts. If you're up for something different, the after-dark tours are the one tourist add-on around here we'd genuinely pay for ourselves.