The Half-Witted Sailor

Apr 22, 2025
25
Morgan 321 0 Fair Haven
Now that the Great Lakes sailing season is over and the boat has been put to bed, I've had to time to reflect on all the stupid things I've done this year and how I have or will correct my ways. I thought I'd share some of them with you for a good laugh.

First up was the day I finally launched the boat for the first time. We set the boat in the water and the marina manager told me to start the engine and let it run for a bit before they dropped the straps. It roared to life just as it had when I tested it in the stands to make sure everything worked before the launch. Sure enough, after 10 minutes the engine died. The PO told me he had changed the engine filters the prior year before putting it in storage for the winter. I took the secondary filter housing off and noticed the o-ring looked a lot thinner than the o-ring in the box of spares he had given me. I changed that and the filter and tried to bleed the lines to the engine but, despite me pumping the lever on the fuel pump what seemed like a hundred times, I couldn't get any fuel to come out of the loosened connections. Luckily, one of the crane operators knew the local diesel engine expert and gave him a call. When he showed up, he noticed right away that I was missing a copper washer on a fitting. I was given a box of them in various sizes by the PO and he found the correct one and replaced it. Then he showed me the decompression levers for the cylinders and told me to crank the engine for a few seconds with the stop cable pulled. Sure enough, fuel came squirting out. We bled the entire system that way and started the engine again. It kept running and after that I felt much more comfortable for the journey to my new slip about 10 miles down the shoreline.

It was a beautiful sunny day, about 80 degrees with only a slight breeze on Lake Ontario as I pulled out of Oswego harbor for the trip to my new slip. I was going to motor the entire way since I hadn't bent on any sails yet. I felt confident all was well with the engine and turned west about 1/2 mile out. I had my charts, binoculars, hand-held VHF, and my hand-held gps, set a course to keep me in over 100 feet of water and pushed the boat up to about 5-1/2 knots. The boat was handling well and I relaxed a bit with my foot on the wheel and keeping an eye out for the fishing charters that occasionally passed by. I knew the landmarks since I've lived and recreated on this lake shore for over 40 years so figured I had it all planned out. About the time I was expecting my turn to shore, nothing looked familiar. I consulted the chart in the area around the inlet to the bay but nothing matched up. Then I looked at the gps (which I didn't think I'd need) and plotted the coordinates. Turned out that I was so busy looking at the sights around me and not paying attention to my position that I was almost 7 miles past the inlet. I turned around and started watching the shore a little closer and made it in to the marina and my slip. No one was around in the marina to see my landing so, of course, I turned in and came to a complete stop about 8" from the finger pier and right in position to step off the boat and cleat all 4 dock lines at a leisurely pace. I said to myself as I stood up from the final line, "I'll never do that again." :huh:

Stupid Trick #2: A few days later, I had a neighbor (an 86 year young old-timer) that helped me get the mainsail installed. I hadn't bothered with the jib yet because I was waiting for the PO to find some time to answer a couple questions on the mid-boom traveler and while he was at it could show me any gotchas getting the jib in the furler foil. A few days later, I had the bright idea that I was going to go out in the middle of the bay and hoist the mainsail and see how the boat handled with that alone. It was in the middle of the week so all the working stiffs were working and not sitting in the marina gawking at the new guy or zipping around the bay on their pontoon boats. We had a slight northerly breeze blowing into the bay from Lake Ontario. I motored out into the middle of the bay and turned directly into the wind. I put the transmission in neutral, jumped up onto the cabin top at the mast, pulled off the sail ties and started hoisting the main. About half way up, I put a couple wraps on the winch and started grinding. I didn't get too far with shaking out the sail and tailing the winch before I got an override. I quickly unwound the halyard and dropped the main a little to try again. Re-wrapped the halyard on the winch and cranked away. All well and good except, while I was fiddling with the winch, I hadn't realized or noticed that I had enough freeboard for the wind to catch and pivot the bow 45 degrees off the wind. By the time I got the mainsail about 3/4 of the way up, the sail had filled and the boom started pushing me closer to the edge of the cabin top and boat to start heeling. Ooops! Dropped the sail, tied it loosely with a couple sail ties and jumped back into the cockpit. I put it gear, turned it south and went back down the bay to give it another try. I did this 3 times, each time the wind caught the bow and swung the boat enough for the boom to push me back nearer the edge of cabin before I could get the sail all the way up. At least I didn't get an override on the winch on the follow-up tries. By then I was frustrated and said the h*ell with it and motored back to the marina. In the meantime, my 86yo neighbor had showed up for his daily sail and had watched my smart moves. When I got tied up in my slip, he came over and I mentioned my "problems" getting the sail up. At this point, he said, "why didn't you turn the autopilot on to keep your heading as you cranked the sail up?" :banghead: FOREHEAD SLAP.

Stupid Trick #3: I'd gotten pretty comfortable getting the sail up in the bay before I ventured out on to Lake Ontario. I figured why waste time in the bay and just go out on the lake and put the mailsail up there. I motored out onto the lake for about 1/4 mile in 5-8 knots of wind coming out of the north. Of course, this means the wind had the entire fetch across to Canada to help get those waves kicked up to about 3 feet in height. I was comfortable in the cockpit and the boat was handling the waves fine. What I didn't realize was the difference in my ability to stand up in the cockpit versus at the mast to raise the sail. By the time I got near the mast, I was having a hard time just standing and holding the boom; nevermind pulling off the sail ties and then hoisting the sail. At least I was smart enough to have my pfd on and the portable VHF clipped to the pfd strap. It was about this time that the "rogue" wave, you know -- the one that's a little bigger and not the same period as the ones around it, shows up and I could feel myself beginning to be thrown off the deck. I wrapped my arm around the boom and hung on until I felt stable enough to get back to the cockpit. It was about this time I decided to call it a day and plan to hoist the sail in the bay before venturing out on a windy lake again. :laugh: NOTE TO SELF: Buy harnesses and jacklines before doing that again.

That's just a few of my first year's adventures. I could go on but I think you get the gist. At least I won't make the same mistakes again and it frees me up to do other stupid antics next season. Hope you got a chuckle. I still do thinking back on it.

In the meantime, I wish all of you Happy Holidays!

P.S. Season 2 of Gilligan's Adventures is scheduled to begin in about 5 months.
 

jssailem

SBO Weather and Forecasting Forum Jim & John
Oct 22, 2014
23,808
CAL 35 Cruiser #21 moored EVERETT WA
Nice writeup Trapper John. Discovering a new boat is a load of fun. It is nice you have a “young Old Guy” as a mentor. Recognizing your sailing experience “history” can mean you are not going to repeat it.

I particularly enjoyed the part where you engaged in your first cruise that you missed your inlet. Those are great moments to experience out on the water. Being in the present, feeling the boat glide through the water, relishing the sunshine, never mind having to reverse course the experience was worth it.
 
Mar 26, 2011
3,844
Corsair F-24 MK I Deale, MD
a. Once on my cruising cat I changed the fuel filters but forgot to open the valves when finished. The engines ran just until I was between the jetties in a 25 knot cross wind. I shot into the wind, anchored (it should always be ready) very quickly, and then realized my simple error.

b. I sailed a few miles past my home port at the end of a lesuily DELMARVA circumnavigation once. It was a very nice day.

c. I leave my jacklines rigged full time. You never know. Replace them regularly. Cheap.
 
  • Helpful
Likes: jssailem
Jan 7, 2011
5,866
Oday 322 East Chicago, IN
I’ve needed a tow into my marina 2 times…and both were ”self-inflicted”:

1) I was sure I could self-rescue should I ever fall of the boat…if I had a rope trailing behind. One day I forgot it was back there, and when I sailed back to the marina and slowed down, the rope got caught in the prop. Killed the engine…rope tight as could be around the shaft. Buddy came out and got me.

2) My son and I were out for a really nice sail and he was at the helm. I was bored so thought I would take care of some maintenance items…checked the 2 batteries and decided they both needed watering. Dumped a lot of water in Each cell (apparently I was late in my maintenance routine). While I was wrapping up the watering, my so. Yells “hey dad, the instruments all went out”. Huh? I ran over to the panel and checked the voltage…dang. Apparently you can dilute the electrolyte and drop the voltage dramatically. We sailed back to the entrance of the marina and another guy pulled me in.

Bonus - this one didn’t require A tow, but I went out on a day I should have stayed in the marina. Backing out of the slip, a line that was hanging on the stern rail dropped into the water. I was near WOT in reverse backing against the wind and if I stopped I would get pushed onto the rocks. I notice the rope getting tight and I grabbed it, but it snapped about that time. I put the tranny in FWD and prayed the engine didn’t die. Seemed OK, so motored out of the marina. Big waves and big wind, but I pressed on and got small sails out. Actually a nice sail once things settled down, but the bow was plunging into the waves pretty hard. One big wave and the bow plows u def the water. All of a sudden, I hear a strange sound…I keep thinking the rigging is coming down or something…it was tangible…I could feel a vibration under me feet…then I noticed, as the bow came up out of the wave. That the anchor is missing! The noice was the chain playing out over the bow roller as 35 feet of chain was going down with the anchor. I set the AP and crawled forward in the big seas to try and get the anchor back aboard. Lucking, the chain/rope splice caught on the roller and kept the 200 feet rode going down too. I was In 50 feet of water, so I don’t think that the anchor actually hit the bottom.

I dragged the anchor back on deck, crawled back to the cockpit, grabbed my iPad and hosted a Zoom call with some family members. I was out of breath, but didn’t let on to my wife all of the excitement I experienced on that solo sail!

Life would be boring without doing some dumb sh!t.

Greg
 
  • Ha
Likes: jssailem

dLj

.
Mar 23, 2017
4,784
Belliure 41 Back in the Chesapeake
A friend of mine always said "Bad decisions make the best stories..."

dj
 
Jan 11, 2014
13,468
Sabre 362 113 Fair Haven, NY
More is learned from making mistakes then doing it right the first time. :biggrin:

A few years ago I installed a new high output alternator. After installing, I started up the diesel and no out put. Checked the connections, checked the regulator, still no output. Pulled the alternator, took it to a shop, they couldn't find anything wrong or right with it. Sent it back to Balmar, they said all was good, (and probably a few other things they didn't share with me). Reinstalled the alternator, and it still didn't work. After staring at and puzzling over the engine I noticed the service disconnect switch was in the off position. Switched it to on, and guess what? It worked and continued to work for a couple of years until a yard tech broke the temp sensor, but that's another long story.

We've all done dumb things and gotten away with it. The important thing is learning from the mistakes. Ask your mentor about his friend who ended up on a break wall one October evening and had to be rescued by the CG.
 

higgs

.
Aug 24, 2005
3,719
Nassau 34 Olcott, NY
I've got over fifty years cruisng experience on Lakes Michigan and Ontario. Pulled into Fairhaven a couple of times and stayed at Pleasant Beach both times. At 76, my cruising days are over, but I do have some suggestions for you. One is to cruise the coast in 20-30 feet of water - not 100 feet. This will allow you to easily see when you get to your destination. The shores of Lake Ontario has few hazards so there is no need to stay in deep water. Be sure to have a set of paper charts and study them the night before your passage. Once you get into the Thousand Islands you do need to be more alert to shoals.

If you are going to single hand you absolutely need a safety harness and jack lines. The safety harness should be an inflatable vest with a quick release at its attachment. If you are in front of the shrouds and go over you will get swept back to the shrouds and will never be able to get back on board if you are on the high side. If you are on the low side and the boat is heeled and you are in good physical condition you stand a chance. I used to have a strap hanging attached to the stern with loops in it to use as a ladder. Problem is, if you go over in front of the shrouds you have to devise a way to get to the stern. If your on AP and traveling at 5 kts that is going to be a challenge. My cockpit rail was shoulder high so I did not wear a vest while in the cockpit, but if I had to go on deck I NEVER did so without the tether and life vest.
 
  • Helpful
Likes: jssailem