Ask a captain on these islands what decides a fishing day and you will not get an answer about wind. You will get an answer about water — its colour, its salinity, and what the Caloosahatchee has been doing for the past fortnight.
Sanibel lies across the mouth of that river. The Caloosahatchee drains a very large watershed and, in some years, carries managed releases from Lake Okeechobee down to the coast, and all of it empties into San Carlos Bay right at the island's eastern end. Fresh water and nutrients arriving in quantity change where fish hold, how clear the water runs and, in a bad year, whether the inshore fishery is worth booking at all. No other fishing destination on this coast sits quite so directly in front of a river of that size. It is the thing that makes fishing here different, and it is the thing most listings will not mention.
What is on offer either side of the island is genuinely good. North and west, Pine Island Sound is a shallow island-studded estuary running for miles toward Cayo Costa, full of oyster bars, seagrass, creek mouths and mangrove shoreline. East and south, San Carlos Bay and the beaches face the open Gulf. The passes between the islands — Blind Pass between Sanibel and Captiva, the larger cuts further north — funnel bait and hold fish on a moving tide. Snook, redfish, spotted seatrout, snapper, sheepshead, jack, Spanish mackerel and, in the right months, tarpon are all realistic.
The practical structure of the market has changed since Hurricane Ian in September 2022. Marina infrastructure on both islands was destroyed or badly damaged, and while the fleet has come back, where individual captains keep their boats and where they meet clients is not what it was before the storm. Some run from the east end of Sanibel near the lighthouse, some from Captiva, and a good number now start from the Fort Myers side of the causeway. Confirm your meeting point in writing rather than assuming it is on the island.
A last piece of framing. This is a light-tackle, sight-fishing, shallow-water coast far more than it is an offshore one. If you want grouper from deep structure you can get it here, but you will spend a long day running for it, and it is not what the island is for.