Final Kick Sports has swims, rides and runs which meet in their store parking lot and elsewhere; contact them and see whether you can join them for one of their rides (typically out to Pungo).
I ended up at Fat Frogs shop for rides. They go at 7:30 AM on Mon, Weds, Thurs and Sat. The week day rides are 20-25 miles. I went twice and there were about 25 people each time splitting into 2 speed groups. I wasn't available on Sat but was told they usually have over 100 riders and split into more speed groups.
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