Under Weigh



Doug Sherr


 
© Copyright 2025 by Doug Sherr

2021 Winners Circle Contest Winner



Photo by Markos Mant on Unsplash
Photo by Markos Mant on Unsplash
 
The Hawk swirled snow and debris down the alley knocking over a garbage can as I shoved the mattress into my station wagon. The Hawk is Chicago’s brutal winter wind that carries enough humidity to cut though the best winter clothes causing your bones to ache. I threw in my bags carrying clothes, foul weather gear, zero temp-rated sleeping bag and the plastic box holding my sextant. I had an internal chuckle thinking that I was the only person in greater Chicago carrying a sextant that night. The engine was running so I had a warm car to drive away. My destination was Ft. Lauderdale because that’s where all the sailboats were waiting to voyage south to warm water, palm trees and piña coladas.
 
Nine months before, I was about to go to work in my windowless office and laboratory when the thought burst into my mind that I was leading the wrong life. I called my boss and quit. He said that was fine because I was a terrible engineer; I should be an artist or poet or something. While I had no literary or artistic drives and no clue what something could be, I sure as hell knew what it wouldn’t be. My new life would have movement, new sights, sounds, and a measure of the unknown.
 
A few weeks after I quit, I joined the crew of a Great Lakes bulk cargo ship transporting iron ore and learned how the professionals ran ships. Soon, I realized that I wanted the boats to be smaller and the adventures greater. I got off the ship when the Great Lakes season ended with the beginning of winter, but I knew I wanted to continue my life on the water. I had taken sailing and navigation lessons, sailing regularly on Lake Michigan in races across the lake even learning how to fix a position using celestial navigation. I did suffer some comments about the silliness of using a sextant on Lake Michigan, but I soon was able to determine our position within a couple of miles, which is the best to be expected when trying to find the horizon through the optics of a sextant from a small boat bouncing across the water.
 
As I eased away from The Hawk wind of Chicago, a little thrill of the unknown eased in as the miles ticked by. After two days of sleeping in the car and waking up to truck stop coffee, I made Lauderdale mid-day and after asking some questions about where the sailors hung out, found the Southport Raw Bar, which had great seafood and a small bar that looked out on a waterway. After my first beer, a young man sat down next to me and the conversation started.
 
He was a Canadian with limited voyaging experience who was the new captain of a 57-foot sailboat bound for the West Indies. He was worried about navigation—he had only sailed the waters around Vancouver Island seldom beyond sight of land. This was before the GPS satellite navigation system so navigating an ocean required dead-reckoning and celestial skills. I mentioned that I knew a bit about navigation and even had my own sextant—he hired me and bought me a beer. The next day, I showed up at the boatyard and was invited aboard a weird looking sailboat. It was named Plato; personally, I’m more of an Epicurean. The builder was a French firm that was noted for its powerboats—this was its first attempt at a sailing vessel. The boat resembled something that might act as a dinghy for the Starship Enterprise with a mast stuck in it.

The owner was a middle-aged businessman from Ohio who had sailed only on Lake Erie. A somewhat younger and bigger friend of his was the other crew. I really don’t remember their names so I’ll call the owner Richard, his friend, Albert, and Captain Brian. The owner had the boat trucked from Ohio, which was probably cheaper than sailing to Chicago, navigating down the Illinois and Mississippi Rivers, across the Gulf of Mexico, around the Keys, and up to Lauderdale. Richard suggested that I do an in-depth tour of the boat to figure out how it all worked. He gave me the port stateroom that had two bunks and an en-suite head with a shower—quite nice.
 
The engine/machinery space was well laid out as would be expected from a powerboat builder. The rigging of sails and the lines that control them were well thought out: the builder clearly hired sailing professionals to design and install the rig.

Plato’s interior accommodations were designed by someone who had never bothered to go to sea or just hated sailors. A boat at sea rolls side-to-side, pitches up and down, and yaws back and forth as the boat pivots on its center. Any and all of these motions will turn a person into a pinball. To stay safe, the interior should not have large open spaces and contain numerous handholds and grab rails. Plato’s main salon was an open space without any grab rails. The chart table was forward to port. Checking a chart or making a logbook entry would require a launch and dance across the open space to make a desperate grab for the table before slamming into the sharp corners beautifully fitted into all the interior joinery. Sharp corners are even more dangerous than they sound. Next to the chart table were two steps down to the galley—also nothing to hang on to. The owners cabin was in the bow, which has the maximum motion in a seaway. The bed was a large oval affair that had no partitions, like lee-cloth separators, to keep sleepers from launching across the cabin. This should be an exciting trip.

 
Richard the owner, did most of the organizing while Captain Brian acted more like regular crew than the boss. At sea, there can only be one boss. Albert took charge of provisioning and Brian tended to the machinery. We made a list of bits and pieces we needed and I went to the local marine supply store (a chandlery in seaman’s terms). As I was rolling my cart filled with goodies to the checkout I turned a corner and ran into my friend Henry. We had known each other in another life and didn’t know that we were sailors. We immediately went to a bar and filled in a few years of stories. When we got around to today, I asked Henry if he would like to sail down island. He smiled and off we went to Plato.
 
I introduced Henry as an old friend, a good guy, and a fine sailor. We had never sailed together, but he was such a competent guy that if he said he was a decent sailor then he was pretty good. The crew met him with the usual balance of enthusiasm and skepticism and welcomed him to join the voyage. He left to grab his gear and was back in an hour, immediately joining in the preparations. He took the other bunk in the port cabin and we settled into ship-board life. In three days, the boat was ready for the passage. I had grabbed a cruising guide of The Bahamas at the chandlery, which is a detailed book on the intricacies of sailing in waters that can go from great expanses of ankle deep to an abyss in a few feet. Color pictures tried to show how to “read” the water depth by changes in color.
 
While I understood the basics of navigation, the Great Lakes are mostly tide and current free. I had no experience with either. To get to The Bahamas we first had to cross the Florida Strait, which carries the northward flowing Gulf Stream. A written description of the Stream is inadequate to understand its magnitude: it carries one hundred times the volume of all the world’s rivers combined—every second (roughly 7.9 billion gallons per second). The guide said not to cross the Gulf Stream if the wind was from the north, which would push against that flow of water turning the Stream into a washing machine. The weather forecast said there was a low-pressure system building in the Atlantic that would send wind roaring south down the Florida Strait. I suggested that we wait out the weather, but Richard said he was behind schedule and we had to leave immediately.
 
Our goal was to cross the Stream and quickly transit the Northwest and Northeast Providence Channels through The Bahamas and into the open Atlantic. I said that since the transit across the Stream would take about ten hours, we should leave at sundown because we didn’t want to arrive at night in an area of unreliable navigation aids with thousands of square-miles of ankle-deep water. Richard agreed and Brian thought it was a wonderful idea. We all got some rest and went ashore for a last supper—an unfortunate Biblical reference. With all its good information, the cruising guide said nothing about eating a large, deep-dish anchovy pizza before crossing the Stream in heavy weather.

We left the boatyard at sundown clearing the harbor in the dark. The wind was blowing in the mid-to-high teens pushing the waves to about four feet and we learned the awful truth about Plato—it had a terrible motion through the water. Boats can be seaworthy meaning they are designed and built to safely travel the ocean. Good boats are also sea-kindly meaning their motion through the water is smooth and orderly, but seaworthy boats can be un-sea-kindly. Wedged into the helmsman’s seat and hanging onto the wheel was probably the most comfortable place on the boat. I experimented a little with course changes and adjusting the sail trim, but nothing worked: the motion remained miserable.
 
We reached the Stream a little over four miles off-shore. It was startling. The sea was chaotic. While the motion had been bad in fairly orderly seas, now we were leaping and diving on waves that felt like they were square. Occasionally, we fell off a wave slamming into the trough between waves. Richard stuck his head out of the main companionway hatch and looked at me as if it was my fault. Over the sounds of wind and wave, I yelled that we could turn around and wait a day or two for the weather to moderate. He yelled back, “I’m not giving up!” There are a few times in life when you know you’ve put yourself in a lousy situation that you can’t change. The best you can do is accept it gracefully and ride it out. All I had to do was stay strong for 1500 nautical miles and I could have a piña colada in the tropics.
 
Then the folly of a deep-dish anchovy pizza became real. I had been seasick once on a race from Michigan to Chicago, but those conditions were a play storm relative to what we were in. However you might wish you could curl up and die, you still have to do your job. Every few minutes I’d lock the wheel and crawl to the leeward, down-wind side leaving a trail of partially digested pizza remnants. I wondered what the fish thought of my spicy chum. After a time that seemed like days, Albert came to relieve me. Crawling into my buck that night was one of the best things I’d ever done.
 
Henry shook me awake a few hours after dawn and said Great Isaac light was visible to starboard—we’d made our first navigation mark. Now that we were out of the Stream, the chaos of the night had settled into a livable, if not comfortable, motion. The cruising guide said that currents in The Bahamas were notorious and unpredictable. We had to make about 140 miles to reach Hole-in-the-Wall at the southern tip of South Abaco Island, which was our exit into the Atlantic. As we sailed east, I wondered how we would know if the major, but variable north-setting current experienced in the Providence Channels would affect our course to the Hole. Basically, we needed to know if we were being pushed north.
 
There is a trick in celestial navigation, which allows for a quick non-mathematical solution that gives an accurate position, north or south (latitude), which works at noon using the sun and at twilight using Polaris. I took a noon sight and we were three and a half miles north of our charted position. We maintained our course. A twilight sight showed that we’d been off-set not quite seventeen miles! The current was averaging slightly over three knots. Henry analyzed my work and agreed. I corrected our course south to guarantee that we would be well clear of the Hole.
 
Our routine had set in with watch changes, meals, maintenance, and rest whenever possible. At dinner, I tried to emphasize the effect of the current and said that we would sight the lighthouse at Great Stirrup Cay about 0300 hours at ten to fifteen degrees off the starboard bow. Part of my nav kit included a stopwatch. I said that the characteristic of the light would be two white flashes every twenty seconds and to time it with the stopwatch to be sure—no guessing. This is part of the mystique that I had read navigators use regularly—make a prediction—if it comes true you’re a pro. This keeps you sharp because you don’t want to miss your nav mark and look like an idiot. I crawled into my bunk with a certain confidence and had a good sleep until a shock woke me. The boat bumped again. We were aground against something hard, but it wasn’t the grinding of rock or coral.
 
On deck, I could see off to port a faint loom of light. Forward to starboard was the closer loom of a flashing light. We continued to bump. I had no idea where we were, but we were in trouble. I grabbed the powerful spotlight that was stored in the cockpit and went to the bow. We were completely surrounded by coral heads that grew right to the water’s surface. Any of them could have punched a big hole in our fiberglass hull. The heads were everywhere; it seemed impossible that we could have sailed into this position without striking one. Brian came up to the bow and stared at the water as I swung the light all around the boat. 

He asked, “How could we have got in here without hitting something?”

Grace of god,” was the best I could come up with.
 
There was some quiet cursing from the cockpit, but it was eerily quiet as we continued to bump gently against the hard sand bottom. I asked Brian if he could slowly turn the boat 180 degrees. He said he could and we talked over a routine to get us out to safe water. The wind was just gentle puffs because we were in the lee of a land mass and the water was still as a bathtub. Brian did a good job of easing us around and I called out “Dead slow ahead.” For the next few minutes it was steering instructions: “neutral, stop, come right ten degrees, left five degrees, dead slow astern, neutral.” It went on and on, but it was probably no more than ten minutes. We cleared into deeper water free of coral heads. I was exhausted. I said we had to anchor and in the morning we would figure out where we were and continue on.

Henry didn’t shake me awake until 0900. Coffee was on and it was a bright, blue-sky day. A visual survey and sun sight verified that we’d sailed into the bight of Abaco Sound. The light loom to the north was Moors Island and the one to starboard was Hole-in-the-Wall light. We were only twenty-four miles north of where we should be. It turned out that Albert didn’t like my course selection and followed a plot as if there were no current. The crew also wasn’t sure if they actually sighted Great Stirrup light. It took some effort to not say any unkind things that I wouldn’t regret.
 
The knot meter said that water was flowing by us at three and a half knots; we were straining against the anchor rode. Excellent proof of the current, but Richard said he wanted to go swimming. I asked if he had been a competitive swimmer in high school or college. He huffed slightly and said he did laps every week. It doesn’t flow three and a half knots in pools. I suggested to Captain Brain that he should quickly launch the dinghy. Richard jumped in and quickly disappeared aft. I grabbed the binoculars and kept Richard’s head in sight. It took about ten minutes to get the dinghy in the water and the outboard motor fitted. If there had been any waves, I couldn’t have kept Richard in sight. Brian took a handheld radio and I used the cockpit-mounted radio to direct him to Richard. It took about fifteen minutes to retrieve him.

He climbed aboard and said, “That was exciting.”

Death by drowning does sound exciting.

 
At that moment, a voice came from the radio asking if we had any cigarettes. About a mile distant was a forty-foot powerboat coming at high speed. I called back that we didn’t smoke. The reply was they were going to come by for a visit. I replied that we didn’t need company. They insisted. Richard said we couldn’t say no because it would be impolite. I took the AR-15 stored in Albert’s cabin and grabbed a bag from the galley filled with beer cans we hadn’t crushed. The boat was about a hundreds yards from us. I called on the radio that the owner said to come by—we were about to have a party and we’d planned some fun with firearms. I threw the cans in the water and unloaded half a clip. I actually hit a couple of cans. The boat made a high-speed turn away and didn’t respond to my radio call to have a safe voyage. Richard asked what those guys had wanted. I said anything they could take.
 
This voyage had become way too exciting. Actually it was crazy. I had no reference, but I couldn’t believe that this was anywhere typical of voyaging with amateurs. I said that I no longer wanted to be the navigator and that the island of Spanish Wells was a day’s sail away where I would like to be set ashore. Everybody just stared at me. Richard finally said some stuff that approached an apology and asked me to stay on. He said they would follow my instructions. Henry said I should stay.
We weighed anchor and cleared into the Atlantic well after dark. The plan was to sail due east 500 miles to longitude 065 degrees to gain favorable winds and then turn south on a straight shot to St. Thomas, USVI. We settled into our off-shore routine and the crew conjured up some decent meals. Since I dislike cooking on boats I took over the dishwashing and clean up chores. I got in celestial sights whenever the clouds cleared and was feeling more comfortable with the navigation. If it weren’t for filling in the hourly log with navigation information the days could easily blend together: stand watch, navigate, eat, check the boat for  potential problems, sleep, repeat.
 
The wind began to build and Plato responded with its uncomfortable motion, but we were making good progress. One afternoon, I was on watch and looked forward through the boat. The door to the owner’s cabin was open and I could see him on that oval bunk. He was asleep, but in the rough motion he was actually levitating a few inches off the mattress. I can’t imagine how he could actually sleep. He could have used another bunk mid-ships where the motion wasn’t so brutal, but he was the owner, that was the owner’s cabin, and damn the torpedoes. Stubbornness seems to me to be self-punishment.
 
Finally, we were one day out from St. Thomas. I had the first night watch as the crew prepped a final dinner at sea. To celebrate, Albert grilled up steaks and baked some potatoes. The wind moderated a bit. The heavy cloud cover of the last day began to break up bringing flashes of moonlight that looked as if the waves were coated with diamonds. Whatever weirdness, frustration, and anxiety had built up on the voyage flushed away and I laughed. Albert called up and said he would steer while I came below to eat. I said I was having too much fun and to just hand me a plate. It was too rough to manage a knife, fork, and steer the boat so I grabbed the steak by hand and ripped off a piece with my teeth. The juice ran down my chin. To this day, I remember the taste. I used the potato to clean up some facial grease and gnawed away. I felt like a Viking on the last night at sea after a successful raiding voyage. I was where I belonged.
 
We cleared into Charlotte Amalie harbor on St. Thomas mid-day and slid into the quiet of a slip near the saloon at the end of the dock. Henry and I jumped in the water for a swim not realizing that the harbor was famous for its pollution. Fortunately, neither of us got some incurable infection—probably because we immediately went to the saloon and had several piña coladas. We booked a flight Stateside and I stayed on Henry’s 36-foot sailboat a few days. Then he said he had trouble with the prior owner so a plan evolved that I would sail around The Bahamas, beyond the reach of the prior owner’s lawyers, until Henry’s negotiations were successful, but that’s another story.



Contact Doug

(Unless you type the author's name
in the subject line of the message
we won't know where to send it.)

Doug's story list and biography

Book Case

Home Page

The Preservation Foundation, Inc., A Nonprofit Book Publisher