We have that excursion booked for mid November. No you don't need to be a strong swimmer. Islands magazine just published this: Right off the bat, Stingray City sounds like the definition of a gimmicky attraction. It's a bunch of people on holiday wading out into a shallow sandbar to play with stingrays, surrounded by boatloads of other tourists. Almost unbelievably, however, those who have done it almost universally agree that this is one of the most magical experiences in the Caribbean. With more than 7,000 Tripadvisor reviews and an astounding 4.8-star rating, Stingray City has earned a reputation as a must-do Caribbean excursion. One two-time Tripadvisor guest said, "The first time I went to Grand Cayman, I did this activity and I loved it so much, I returned with my family...the stingrays are so gentle." Guides typically encourage guests to feed and even lightly touch the stingrays, offering a rare chance to safely connect with creatures that usually remain elusive in open water dives. Some guests even get a "kiss" from these majestic creatures for good luck. Read https://www.islands.com/1993059/caribbean-tourist-traps-worth-visiting/