Sunday operation of both the steamboats and passenger trains was limited for many years because very little business was conducted on Sundays and in New England there were societal pressures to have things quiet on Sunday. Railroads beat the boat companies to the first regular Sunday operation when they garnered contracts to carry U. S. Mail. With a mail car on a train, the operation was beyond the regulation of State or local authorities. Perishable freight and livestock if in transit on Sunday kept on moving. Most rail mainlines in New England generally only had one or two Sunday trains until the 1880s. By then, the populace consisted of many immigrant types who could only visit family and countrymen on the day factories were closed. I have just acquired a Fall River Line folder from the early PROVIDENCE and BRISTOL years and it announces the operation of Sunday sailings from mid-June to mid-September. My 1890 Official Guide has the Fall River Line on a daily schedule. Sometimes, in fair weather months, a Sunday excursion would be operated using one of the steamers to show it off to the public, who might never ever get a chance to sail on it.
Unlike a railroad, the steamboats customarily had only one sailing each day and it was overnight. There was a fleet of coastal steamers leaving New York about the same hour and from various New England ports for arrival about the same time in New York. Connecting trains ran from most of the ports. The New Haven Line had a train connection from Belle Dock, New Haven to Hartford and Springfield, Hartford Line had a terminus near the State St. Station in Hartford...but no boat train, the Norwich Line docked at Allyn's Point with a boat train to Boston via Norwich, Putnam and Blackstone, through cars to Worcester, the Stonington boat had a train to Kingston, Providence and Boston and there was the Fall River Line and its boat train. Providence did not always have a big passenger boat; service was sporadic because of both the Stonington and Fall River boats, nearby, and its own shallow harbor which saw some of the big boats scrape bottom until the harbor was dredged.
The steamer was probably more comfortable than sleeping car on a train, at least in 1886, for those who paid for a stateroom. However, most folks traveling alone were grouped by sex and put up in a mens' cabin or ladies' cabin, probably close to dormitory like accomodations.
At the Springfield crew and engine change point, you'd probably feel a gentle nudge as the replacement engine was coupled onto the train. Most passengers would be asleep and would not be aware of the crew change. The conductors would exchange greetings and the conductor going off duty would hand over necessary paperwork to the man coming on duty.
You could ride the different steamers on different dates. Some timetables showed Arrangement of Steamers so that you knew the Providence would sail out of Fall River on say June 1, 3 and 5 and the Bristol would sail on June 2, 4 and 6. Unlike a railroad operation with frequent trains, extra trains and changing schedules, the steamboat schedules often listed the masters of each boat and once they made it to their top command, kept it until retirement.
Several lines had freight boats too. The Fall River Line had the City of Taunton, City of Brockton and City of Fall River. The Stonington Line had the Nashua (with an oscillating engine) and the Norwich Line had the City of Norwich. I don't know if all of these were in service in 1886.
You had a chance to see other vessels enroute, especially out of New York where departures were close to each other and at a decent hour. Long Island Sound isn't much more than about 15 miles wide at the widest and vessels sailed in charted sea lanes which avoided known obstructions. There are also rules for conduct on the sea lanes, keep to the right, and don't forget that unpowered craft (sailing vessels) have the right of way over powered vessels.