Bristol, Dartmouth. February 25, 1783. There personally appeared Paul Cuffe and Alice Pequit both of Dartmouth and was joined together in marriage by me.

Benj. Russel, Justice of Peace.

Other than that she was an Indian girl, little is known of this bride. She, like the groom's mother, probably belonged to the Wampanoag tribe. Paul's sister Mary married an Indian and there is reason for believing that his brother Jonathan also wedded an Indian. Certain it is that it was not uncommon for Negroes and Indians of this vicinity to intermarry.

For several years Captain Cuffe lived in a rented house. But in 1797, when he had such a successful venture in importing corn from Vienna, he purchased a $3500 farm on the shore of the Westport River, a few miles below Hip's Bridge. He soon built a wharf and a store house. At Westport Captain and Mrs. Cuffe made their home and reared their family of two sons and six daughters.

At the time of the purchase of the new farm the neighborhood was without educational facilities. There was neither school house nor tutor. This situation was displeasing to Cuffe. He called a meeting of the neighbors and proposed that steps be taken for adequate educational equipment. So much difference of opinion resulted that no agreement could be reached at this initial meeting. Subsequent efforts were alike unsuccessful. At last Cuffe built a school house with his own funds on his own farm and offered its use to the public.[12]

One wonders what books were read in his own home. Among his papers a few items relate to the purchase of books. A representative one reads:

Taylor's Concordance$1.25
Perry's Dictionary1.00
Clerk's Magazine1.25
Bowditch Navigators4.00
Paper.53
$8.03

The religious affiliation of the family was with the Friends. The parents of Captain Cuffe had attended the meetings of the Quakers and it was the natural course for the son to follow them. According to the records of the Westport monthly meeting of Friends, Cuffe requested membership with that body in 1808. He was faithful to his profession of Christ. He was considerate of the little folks, for he presented them with Bibles and good counsel and endeavored to set before them an example of righteous conduct. He must have believed that children should have something to do, for in a letter to his brother, he points out that his nephew Zacharis is lying around too much. Moreover, he writes:

I observe that my son Paul has brought home a gun that he borrowed of his Uncle John which I dare say his good uncle lent unto him out of pure love and good will for the want of due consideration, for in the first place I have two guns in order and make but littel use of them which is enough as Christ said unto Peter by the sword. My wife well knows that it is but littel time since Paul got my powder and loaded a logg and Charles fired it and it was wonderful that he had not been killied again he has lately sold his trunk to be abel to gratify himself in these unnecessary evils which we hath disapproved of. Now to support him in that we both disapprove I think that it is for the want of watchfulness.[14]

Two nieces were entrusted to his care. Although they had good "school learning for girls" Cuffe wished them to continue their studies. Later, when he became the guardian of two grandchildren, he began making arrangements to put them in the New York Yearly Meeting School.

The Westport Friends sold their meeting house in 1813 for $128.72 and erected a new one costing $1198.08. Material costing almost $600, including "nine gallons of cider when raising house—$1.00" was furnished by Captain Cuffe. It is impossible to state just how much if any of this material was furnished gratis but it is safe to say that he carried a heavy responsibility in overseeing the business end of the matter.