My favorites in that area are Mound key (read the fantastic history of this island that still has remnants of Calusa canals and flat-topped mounds) and Lover's Key.
My other nearby favorites are Sanibel island, and Cayo Costa Island. Although a bit of a drive from Estero Island, paddling from Pine Island to Cayo Costa is a great trip if your navigation skills are good (or you can ferry your kayak from Pineland Marina to Cayo Costa). Stop at Cabbage Key along the way for a "Cheeseburger in Paradise".
Touring Kayak Paddles
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