Welcome back, Stacey!
Grand Cayman is such a beautiful port, and is actually one of my family's favorite ports of call on Disney's Western Caribbean itineraries!
Yes, this port does require
tendering since the dock isn't big enough for the ships. Your ship will anchor out in the bay and guests will take smaller tender boats to and from the dock. It might sound overwhelming and difficult, but believe me it is not, as Disney makes it super easy for guests. If you're on a Port Adventure, you'll simply meet onboard at the time and location listed on your tickets to venture off the ship together. If you're not enjoying a Port Adventure in Grand Cayman, but just heading out to explore the island on your own for the day, the Personal Navigator will list the meeting location for guests heading ashore on their own. Just head to that spot on the ship and you'll be escorted in small groups to the tender boats. Cast Members are there to help you step on and off the boats, so even with ankle trouble, they are happy to assist you, and I don't think you'll have a problem at all.
Have fun planning your adventures in Grand Cayman, Stacey!
Marcy