Human nature being what It is, we all have an odd quirk or two. Boatmen were no exception. 

The foibles of two boatmen that come to mind were those of Staats Winnie and Ira Cooper, two of the better old time boatmen on the Hudson. Staats Winnie's whim was that he wore red flannel underwear the year round — Ira Cooper’s was a dislike for uniforms. 

Staats Winnie was an old time pilot for the Hudson River Day line and at the turn of the century was second pilot of the “Albany.” When the “Hendrick Hudson” came out in 1906 he was to become her first pilot and served as her head helmsman during that steamboat’s early years on the Hudson. Like many old time boatmen, he had previously been a pilot on towboats and tugboats of the Cornell Steamboat Company. 

With an impressive mustache and a stern gaze, Staats Winnie was a formidable looking man.  As my good friend Donald C. Ringwald observed in his book “Hudson River Day Line,” Pilot Winnie looked as if he could steer anything afloat. 

Like a number of old boatmen in his era, Staats Winnie wore red flannel underwear.  Only he wore his year round, summer and winter. During the hot days in July and August, Pilot Winnie would frequently doff his uniform jacket and roll up his shirt sleeves, exposing a pair of bright red shod forearms.

Steamboatmen were always known as great arm wavers. Whenever two steamers passed each other, it was rare indeed if several crew members were not observed vigorously waving in the direction of the passing steamboat. One would have thought the crew members of the two steamers hadn’t seen each other in months. 

As a matter of fact, in some instances this situation would have been true — as when a line had two steamers running between New York and Albany in daily service.  The two steamboats would leave New York and Albany on alternate days and the only time crew members would see each other for months on end would be on their daily passing in the middle part of the river. Many crew members of a particular steamboat line came from the same community and were neighbors. During the season they would get but a fleeting glance of each other as their steamboats passed in mid-Hudson and this, perhaps, was the probable reason for the vigorous arm waving. 

Staats Winnie was well known as one of the arm wavers.  During July and August in his years of piloting the Day Liners, boatmen on passing steamers became accustomed to seeing a red shod arm waving a greeting from his pilot house window.  It was said that passengers, however were frequently startled by the sight. 
Ira Cooper was captain of the steamer “Onteora” of the Catskill Evening Line.  During the early years of steamboating, officers of the steamers wore their usual civilian clothes in carrying out their jobs afloat.  During the 1880’s and 1890’s, the larger steamboat companies began to introduce the use of uniforms for their steamer's personnel, particularly the officers. 

The practice of wearing uniforms soon spread to all steamboat lines.  First, it was just a uniform cap.  Then it became a full fledged uniform with brass buttons and gold braid.  On some lines, the uniforms were provided by the companies outright, others granted a uniform allowance and the officers purchased their own uniforms, while on others a partial reimbursement for uniforms was given to officer personnel. 

Captain Cooper was an individualist of the old school.  He would have no truck [sic] with the new fangled idea of uniforms. For him, what was good enough to wear ashore was good enough to wear afloat. To the very end, he steadfastly refused to don either a uniform or even the traditional steamboatman's cap. He undoubtedly was the last captain of one of the larger Hudson River passenger steamboats to command his steamer dressed in civilian garb. 

It was said Captain Cooper's ideas as to dress did not particularly please the owners and operators of the Catskill Evening Line. It is my understanding, as a matter of fact, that a clash of wills ensued — and, since the owners held the trump cards, Captain Cooper left the “Onteora.”  He was later captain for many years of the big tugboat “J. C. Hartt” of the Cornell Steamboat Company — where he had no trouble dressing as he pleased.  The Catskill Evening Line’s loss, however, was the Cornell Steamboat Company's gain — for Captain Cooper was one of the best boatmen on the river.  

Editor’s Note: The following text is a verbatim transcription of an article featuring stories by Captain William O. Benson (1911-1986). Beginning in 1971, Benson, a retired tugboat captain, reminisced about his 40 years on the Hudson River in a regular column for the Kingston (NY) Freeman’s Sunday Tempo magazine. Captain Benson's articles were compiled and transcribed by HRMM volunteer Carl Mayer. See more of Captain Benson’s articles here. This article was originally published December 16, 1973.

​In today’s jet age of airplane travel, and human nature being what it is, some people seem to take a perverse delight in recounting incidents where their flight — because of adverse weather conditions — was diverted to an airport other than that of their original destination, or now of delays encountered because of the energy crisis.  In the simpler age of steamboat travel, there were also on occasion unforeseen delays.
​ 
In that long ago era before the advent of the automobile and the airplane, virtually every trip of more than a few miles was made either by railroad or, if the destination was adjacent to navigable water, by steamboat.  Travel by steamboat was generally leisurely and delightful.  However, you always didn’t get to where you were going when you expected to. 

One such incident was related to me years ago by Captain Ed Van Woert of the Cornell tugboat “G. C. Adams.” In December 1913, Captain Van Woert had to go to New York to testify in a lawsuit being held there pertaining to damage to a schooner that occurred while being landed at Hudson some months before.  He thought he would take his wife along for the trip.

On this particular day, Captain Ed left the ‘‘Adams” at Athens and went home to get ready.  That evening, he and his wife boarded the steamer “Onteora” of the Catskill Evening Line at Athens, expecting to be in New York the following morning. 

After going aboard the “Onteora” and getting their stateroom, they had a leisurely supper in the steamer’s dining room. 

After eating, Captain Ed said to his wife, “I guess I'll go up in the pilot house awhile and talk to my friend the pilot.”’ At this point, the “Onty” was approaching the landing at Cheviot and a snow storm had set in. 

On leaving Cheviot, the "Onteora" headed for County Island to get over in the main channel.  The snow storm had increased in intensity and visibility had decreased almost to zero.  The pilot held her on the west course a little bit too long and she went hard aground just north of County Island, with her bow in about five feet of water and her stern in deep water.  They backed and backed, but she wouldn’t come off.

The tide was falling and at daybreak the next morning the "Onteora" was still hard aground.  Captain Van Woert and his wife got off in a small boat and after being rowed to shore, walked through two feet of snow to the nearest railroad station to catch a train for New York.  The “Onteora” got herself off on the next high tide and was back on her run — although nearly 12 hours late — none the worse for her mishap.

Another incident that took place about the same period, although this time during the summer, was related to me by my old friend George W. Murdock, an old time Hudson River steamboat engineer who died at his home in Ponckhockie in 1940, well into his eighties. 

On a Saturday summer’s afternoon, Mr. Murdock boarded the “William F. Romer” at her New York pier for the run to Kingston.  At that time, the “Romer" of the New York to Rondout night line regularly would leave New York on Saturday in the early afternoon and arrive at Rondout in the early evening.  Mr. Murdock’s brother-in-law, Joel Rightmyer of Ponckhockie, was the “Romer's" pilot.  On this particular trip, the “Romer” was bucking a strong ebb tide from the time she left her New York pier.

The wind, like it so often does during the summer, was blowing straight up river out of the south.  Worse yet, what breeze there was was blowing at about the same velocity as the “Romer’s" speed through the water, so that while underway the “Romer’s” flags hung limp on their poles.  Underway, it was hot, humid, virtually airless and, because of the strong ebb tide, the steamer was running later and later with each passing hour. 

Past the Palisades and up through Tappan Zee and Haverstraw Bay, the “Romer” plodded her way up river.  It wasn’t much of a day for steamboating.  Finally, the "Romer" reached the Hudson Highlands and as she approached the landing at West Point, Mr. Murdock noticed a West Shore passenger train chuffing away from Highland Falls.  He decided to leave the steamer and catch the train for the rest of his trip to Rondout,

As he was leaving the steamboat, Mr. Murdock said to his brother-in-law, “Joel, I don’t think you'll get to Kingston by nightfall." Replied Pilot Rightmyer, “Well, George, if we don’t get there today, we’ll get there tomorrow.”

Mr. Murdock boarded the train at West Point, thinking he’d get home well ahead of the steamer.  However, as luck would have it, there was a freight train stuck on the West Park hill where the tracks make their incline from the river and head inland.  His train, on the same track as the freight, stood on the tracks for what seemed like an eternity in the hot summer air. 

Finally another locomotive was sent down from Kingston and got the freight train ahead moving.  Eventually, Mr. Murdock got to Kingston and took the trolley car for Rondout.  As he was walking up Abruyn Street to his home in Ponckhockie, he glanced over his shoulder — just in time to see the top deck of the “William F. Romer” gliding past on her way in Rondout Creek to her berth on Ferry Street!
​
During the 1950’s the Cunard Line had a great slogan — “Getting there is half the fun.”  Generally it was.  Sometimes, though, as it is in all forms of travel, the fraction was wrong.

​If you enjoyed this post and would like to support more history blog content, please make a donation to the Hudson River Maritime Museum or become a member today!​​

Editor’s Note: The following text is a verbatim transcription of an article featuring stories by Captain William O. Benson (1911-1986). Beginning in 1971, Benson, a retired tugboat captain, reminisced about his 40 years on the Hudson River in a regular column for the Kingston (NY) Freeman’s Sunday Tempo magazine. Captain Benson's articles were compiled and transcribed by HRMM volunteer Carl Mayer. See more of Captain Benson’s articles here.
​This article was originally published July 23, 1972.

When the steamboat ‘‘Clermont" was running on the Catskill Evening Line around 1914 to Catskill, Hudson and Coxsackie, the steamer had a pilot the quartermaster and lookout didn’t particularly care for.  The younger men in the crew could never seem to please him in any way. 

In those days, the quartermaster generally was a young fellow starting out on his steamboat career.  It was his job to keep the pilot house neat and clean, see that the brass was polished, and to assist the pilots as they directed.  The quartermaster would frequently steer the steamer under the pilot's direction and, in this way, he would “learn the river.” 

It was also the quartermaster’s duty at about 2 or 3 a.m. to go down to the galley and make a couple of sandwiches and coffee to take up to the pilot house for the pilot on watch.  

No More Beer 
On the night of this particular incident, the pilot had told the captain he had seen the quartermaster that afternoon up on Reed Street in Coxsackie talking to some girls and having a glass of beer instead of sleeping on the boat to be rested for the night trip to New York.  To keep peace with his pilot, the captain admonished the quartermaster and told him not to do it again.  

Early the next morning as the “Clermont” was paddling her way down the Hudson to New York, the quartermaster went down to the galley to make the usual sandwiches and coffee for the pilot house.  

Still smarting from the rebuke he had received as the result of the pilot's remarks about him to the captain, the quartermaster took a piece of toilet paper and placed it between the slices of ham in the sandwiches he was making.  Then he slapped some mustard on the ham and took the sandwiches and coffee up to the pilot house.  

At that hour of the morning the pilot house, of course, was completely dark.  The pilot took the two sandwiches and ate them with great relish, apparently being more hungry than usual.  He never even noticed the toilet paper between the slices of ham.  

Orders Another 
After finishing the sandwiches, the pilot said, “They were real good.  Go down to the galley and make another.”

This time, however, the quartermaster apparently lost his nerve and made the new sandwich in the more conventional way.  

After the pilot ate the new sandwich, he turned to the quartermaster and said, “That one wasn't as good as the first two.  I guess you must have used a different ham!" 

And on the “Clermont” steamed on her way to New York, Reed Street, Coxsackie left far behind, with only the soft breezes of a summer's night to disturb the serenity of the dark pilot house.  

Changing Economy ... 
Actually, the peaceful scene in the “Clermont’s" pilot house was soon to be disturbed by other factors. Changing economic conditions, due primarily to the growing use of the automobile and motor trucks and the changing vacation habits of former patrons, caused the Catskill Evening Line to go into receivership in January 1918. 

Passenger carrying operations were abandoned altogether and during the season of 1918 the “Clermont," and her running mate “Onteora," ran under charter on an opposition night line to Troy.  
​
The “Clermont” and ‘‘Onteora” lay idle during 1919 and in September of that year were purchased by the Palisades Interstate Park Commission.  They were converted into excursion steamboats to run from New York to Bear Mountain and entered this service in 1920.  The “Clermont" was renamed “Bear Mountain" in 1947, ran for the last time during the season of 1948, and in 1950 was broken up.