Southwest Florida Shane "Waterfront" Wilson October 29, 2025
If you’ve ever been on the boat with me while I’m pulling into a slip, chances are you’ve said something like, “Wait—how are you docking right now while you’re still talking to us?”
It’s something I hear often, especially from new boaters or guests who aren’t used to seeing a boat maneuver into a tight spot without yelling, bumping, or panicking. What looks like autopilot to them is really just years of experience—and maybe a little muscle memory too.
I had my first powerboat at age 7. A little 10-foot skiff with a 9.9 Evinrude. Since then, I’ve driven just about everything from flat-bottom skiffs and center consoles to 60- and 70-foot sportfishing yachts. Over the last 50+ years, boating has been my second language.
But here’s the thing—everyone starts somewhere. We were all new once.
And since I’m in and out of the water every day with buyers, sellers, and friends, I figured it was time to share a few practical boat docking tips that might help a fellow boater feel more confident behind the helm.
One of the oldest sayings in boating still holds true: “Never approach the dock faster than you’re willing to hit it.”
Slower speeds give you more control—and more time to correct.
Many new boaters rely too much on the throttle and wheel. But your lines, wind, and current can be your best tools. Sometimes a spring line and a little finesse do more than power ever could.
Before you even start your approach, take 30 seconds to watch what the wind and current are doing. Are they pushing you toward the dock or pulling you away? That simple awareness makes a world of difference.
No one becomes a confident boater by watching videos alone (even mine!). Practice in calm conditions. Practice docking on both sides. Practice backing in, pulling through, and pivoting in tight quarters.
Over time, what feels stressful today becomes second nature tomorrow.
I made a quick video walking through these tips—and showing you how I do it out on the water. Whether you’re new to boating in Southwest Florida or just want to sharpen your skills, I hope it helps. And if you see me out there, give me a wave. I’m always happy to lend a hand (or a line).
Stay safe, have fun, and remember—no one’s born a great captain. But with a little practice, anyone can dock like one.
—Shane “Waterfront” Wilson
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Decades of waterfront expertise, deep local roots, and a passion for the Florida lifestyle define every client experience. The Shane “Waterfront” Wilson combines extensive real estate knowledge with unmatched insight into the Florida Keys and Southwest Florida markets—helping buyers and sellers navigate every step with confidence and ease.