In mid-August, Mr. Waller was preparing for a 'gator hunt,' and the island's erstwhile preacher, Brother Slaymaker, 'has invested in the bicycle business.' McKinney also reported that 'Mr. E.J. Watson was with us this week.'
In early September, Waller reported that Miss Hannah Smith, now in residence at Needhelp, was 'ailing.' McKinney, observed, 'We had some drunken folk on the Island last week. We think it was drinking brackish water that caused their troubles.' In his twenty-three years at Chokoloskee, he had never seen sandflies so bad or guavas so plentiful.
On September 23rd, it was reported that the House boys, gator hunting in Honduras, were doing fairly well, and that George Storter was 'logging heavily' up Turner River. 'Mr. E.J. Watson and family have been with us this week.'
In early October, tomatoes were blooming. D.D. House was bound for Key West with a cargo of cane, while Gene Roberts was going back and forth from Chokoloskee to his cane-fields at Flamingo. At Fort Myers, dispute over cattle in the streets was raging, and meanwhile Captain Cole had left for New York to buy a passengers-and-freight steamer for service between Punta Rassa and Key West. Weather on the coast was dark and ugly, despite little rain.
On October 12, the coast was struck by the 'West Indian Hurricane,' with winds up to 120 mph, which did such damage at Key West that the city was put under martial law to deter looters. Ninety-five vessels were driven out to sea, ashore, or sunk; nine cigar factories were utterly destroyed; the roof was removed from the First National Bank. Among those who lost their boats was Mr. D.D. House, who had discharged his cargo, loaded up provisions, and set out on his return before the storm drove him back into Key West, where he lost everything.
In late October, Mr. Charley Johnson slaughtered his hogs and sold the meat at 15 cents a pound. Mr. Waller had departed Needhelp and was 'working for Mr. E.J. Watson at Chatham River.'
In November, the trading vessel Ruth loaded at Chokoloskee for her last trip of the season. 'Chokoloskee will be dead then,' McKinney wrote, 'or at least deader than usual. We have no preacher, no Sunday school, no dancing, but we have noticed someone being around once in a while with some low bush lightning [moonshine].' Up at Needhelp, Miss H.M. Smith had 'chills and fever. She is very brave to face all that wild woods and chills and fever alone.'
In early December, Hannah Smith came to Chokoloskee to be treated by Mr. McKinney. Mr. Waller was expected back at Needhelp to help her finish up her business. Gene Roberts, Charlie McKinney (the columnist's son), Andrew Wiggins, and Jim Howell were hunting deer and turkey around Needhelp, and once again, the column lamented deer slaughter by Indians for the buckskin trade.
Hookworm was 'rife' at Chatham Bend. Mr. D.D. House was still shipping tomatoes from his Chokoloskee place but had returned now to House Hammock to commence syrup-making.
In late December, while the cattle in the Fort Myers streets ate Mr. Edison's newly donated royal palms on Riverside Avenue, Charlie McKinney and Jim Howell killed ten gators in one night up Turner River, under the dark of the moon. The Indian Charlie Tommie, who came in to sell 15 otter pelts to George Storter for $9 each, reported that Miss Hannah Smith had suffered a fall and broke her rib at Needhelp, and that Mr. Waller was there assisting her. Bill and Dan House, discouraged by Honduras, returned home in time for Christmas with a monkey and four parrots.
The Key West trading ship, carrying Christmas goods, had not arrived. 'We learn from Mr. E.J. Watson that he [the captain] was not in Key West last Monday at 9 a.m.'
Cold weather at the end of December 1909 ruined the last of D.D. House's tomatoes. Ice was seen in an old boat. In early January, in his column in The American Eagle, C.G. McKinney reported that the hunters were still taking coons and otters. (Ft. Myers reported that on a visit to Immokalee, Sheriff Frank B. Tippins shot a turkey.) The Chokoloskee school reopened, and not long thereafter a new preacher came. Hens were laying again despite lot of showers 'unusual for this time of year.' D.D. House, William Wiggins, and George Storter were producing fine syrup-Storter's cane mill was 'running full blast'-but everyone was short of syrup tins; Mr. Wiggins put up his syrup in white bottles.
In February, Miss Smith at Needhelp dug her last crop of potatoes, which traveled to Chokoloskee in Charlie Tommie's dugout. Andrew Wiggins was raising potatoes and cane in Rodgers River. Bill House traveled to Key West to buy a boat.
Halley's Comet was glimpsed, it would return in May.
(Increase Mather of New England witnessed 'the Star of Bethlehem' on its traverse of 1682, when Edmond Halley gave his name to it, and exhorted his flock not to persist in their sinning until 'God sends his arrows from Heaven to smite them down into the grave.' In 1910, in the Huge consternation caused by the Great Comet, it was predicted that the earth's passage through its streaming tail might bring about the extinction of the human race by 'cyanogen gas.' Though unfamiliar with the perils of cyanogen gas, Chokoloskee residents had little doubt that the comet portended the arrival of Judgment Day upon the earth in the form of storms, floods, droughts, and plagues and other natural afflictions, among which not a few would be laid at the door of Mr. Watson.)
'Mr. E.J. Watson will finish syrup-making this week [early March]. He reports having made nearly twenty thousand gallons.'
Miss Hannah Smith has dug 2000 lbs. of 'malangoes,' killed her last hog, plans to leave Needhelp with her dog and two cats once she has harvested her cabbages, which she plans to ship to the Key West market on W.W. (Bill) House's new boat, the Rosina. Bill House and Young Dan are now partners in the shipping trade, and are loading cargoes of cane, syrup, fruit, and oysters.
Charley Johnson and Walter Alderman have contracted 'Honduras fever,' and are talking about seeking their fortune in Honduras.
'Everyone approves the new preacher, Brother Jones, but the teacher, Mr. Daughtry, has closed the school for want of pupils.'
The Eagle reports much excitement over the upcoming fight between the black champion Jack Johnson and Mr. Jim Jeffries, the White Hope.
'In April, the coast weather is still dry, and most of the island's fresh water is brought down from Needhelp. No fishing yet to speak of, but new icehouses are being built for the summer season.
McKinney noted that few actually danced at a dance given by Gregorio Lopez-they were either too old or too young, he comments, and there was 'no booze.' Charlie McKinney, Charley and Mack Johnson, and Jim Demere leave on a long gator hunt. Mr. Shorty Weeks will be running the mail boat, Chokoloskee to Marco.
'Mr. John A. Johnson and Mr. Leroy Parks were on the Island today from Pavilion Key.' (Johnson was one of seven husbands outlived by Pearl Watson's mother, Josephine Jenkins, and Leroy Parks was her son by another.)
'Captain W.W. House, his brother Dan, and their father are going to sail tomorrow for Ft. Myers with a cargo of ornamental plants for the homes of the upper ten.'
'Miss Hannah Smith has left the Needhelp settlement and is now staying at Mr. E.J. Watson's place at Chatham Bend.'