My family and I were on a cruise and one of our stops was St. Thomas. While we were in port, we decided to explore the area and stray away from the portside attractions and vendors. Depending on what you plan to do, St. Thomas is walkable, but they also have public transportation. My family walked around the island and used public transportation as well. If you are interested in going walking up the 99 steps I would definitely recommend visiting Blackberds Castle, because it is located at the top of the staircase. The staircase is located down an ordinary street, so it might be hard to recognize it at first. Make sure to look at photos before going so you don't pass, like my family did. The staircase is well maintained with no visible damage, such as missing stones. To my surprise the staircase was wide making it easy for one person to go up and down at the same time. Since it does get hot in St. Thomas I would recommend going in the morning. This is what my family did and there was a couple climbing the stairs with us. One nice aspect I liked was there were trees covering the top of the stairs, making a wonderful canopy of shade, so that the sun doesn't roast you while making the descent up or down the staircase. If you are interested in walking up the 99 steps I would recommend that you are in good health, because it could be strenuous to some. Don't worry though, because Blackbeard Castle is also accessible by road, so if you are unable to make the climb you do have other options. The best part was making it to the top of the staircase and seeing the gorgeous panamic view of St. Thomas, truly memorizing. If I'm ever back in St. Thomas, I would definitely make the climb again with my family. read more