When we arrived at the Stock Island marina, just north of Key West, we were anxious. Like the feeling you get when youโre driving to a ski mountain. Youโre excited. Youโre listening to music. Talking. Then, out of nowhere, you see the steep slopes, the crowds, and you get that feeling in your stomach where itโs too late to turn around.
A week earlier, I called Captain Ryan Erickson (referred to me by a client) and asked if he would take us fishing. โYeah,โ he said. โYouโre timing is good. Just got in town from my season guiding in Colombia. Iโll have the boat set up by Thursday. See you 8 am.โ
โGreat, see you then,โ I said. โWhat should we bring?โ
โPolarized sunglasses and whatever you want to eat or drink. Iโll have water,โ he said.
The day before our trip, I got a text from him that read, โWant to get out by 7 am tomorrow. See you then.โ
โOK,โ I replied.
โBetter get our lunch for tomorrow,โ I thought to myself and headed to Coleโs Peace Bakery on Eaton Street for three Cuban mixes and some more waters. About those frosty beverages. Letโs get something clear. This is a fishing trip, not a booze cruise. Thereโre plenty of those in front of Schooner Wharf that I highly recommend, especially the sunset ones. This is a fishing trip. Not a cruise.
Our Uber arrived at 6:30 am. We met Ryan at his corner slip, and then it hit me. Dressed in shorts, we probably looked as green as if we had just exited a ski rental building dressed in jeans. โSunscreen is useless on the flats,โ he reminded me later. This might be a long day. Flip flops removed, we climbed down into his skiff, he sprayed our feet to keep the boat clean, not necessarily about our feet. Itโs about the boat.
Before we go any further in this fishing story, letโs get one thing clear. When youโre fishing with a guide, heโs in charge. Not you. Itโs not your boat. Itโs his boat. Also, I canโt guarantee youโll become friends. Donโt ever forget that this is about fishing, not cruising. The reason guides guide is because they love to fish. Every guide or charter boat captain Iโve fished with is passionate about fishing, so try not to screw up their day on the water. This isnโt a fishing lesson. Itโs the pinnacle of the sport.
As we cruised to the flats, we rounded into the shallows, and Ryan killed the engine. He positioned himself on the stern platform with a 20-foot carbon fiber pole and began poling us through three or five feet of water. He did that for eight hours, mind you. โYou guys hunt?โ he asked.
โNo,โ I said.
โThis is like hunting,โ he said (โGreat,โ I thought to myself). โYouโre looking for fish, in this case permit, tailing as they nose around for crabs, maybe 100-yards off the bow. Iโll tell you the location, 10 Oโclock or 1 Oโclock. When you see the fish, point your pole to it and wait for my instructions to cast. Got it?โ
โYes,โ I said.
Standing on the bow platform a couple feet in the air, smaller than a batterโs box, I felt like I was back in Little League awaiting instructions from the coach, trying to remember the signs given from third base. โWhat if I hook onto a fish and forget Iโm on a platform,โ I thought to myself. And then out of nowhere, Ryan said, โ1 Oโclock, 100-yards out. Do you see it?โ
โNo,โ I said. Squinting hard.
โItโs coming at us,โ he said. I still couldnโt see it. And then it was gone.
We did that for a few hours, jumping from spot to spot, flying around in a 15-foot flats skiff with a 70-hp Yamaha. Occasionally we saw Navy jets training off in the distance or a military helicopter flying over us. It was pretty cool, especially floating around eating our sandwiches with just a few puffy clouds in the sky.
โI wore a Trump hat all last season,โ he said, in between bites.
I knew I had found a friend.
We fished some more, and as we were ending our day, we came across a tarpon floating just off a flat and casted at himโa perfect cast to give him a look he didnโt take, but the excitement of it is why you fish. And just like that, our eight-hour trip was over.
Until next time.
Action Line: I want you to get out there. Donโt just stand there, do something. This isnโt investing. Itโs fishing.
P.S. Your Survival Guyโs Key West Summer Camp in MARCH
P.P.S. Fishing with Ryan a few days afterward, here’s my client hooking on to a tarpon.
Originally posted on Your Survival Guy.ย








