Capt Sam was the grandson and son of seafarers. His grandfather, John Hooper Henning, was a British Naval Officer, who was shipwrecked on a reef around Cuba, sometime in the early 1800's. He found his way to Cayan on a turtle boat and fell in love and spent the rest of his life here. Staying connected with the sea, Mr. Henning built the schooner "EH Henning" at the junction of West Bay Road and Powell Smith Drive. He launched it from Henning Beach (the beach he received in a grant from King George). Capt Sam operated the schooner 'Dreadknot' and captained the super yacht of its day (1925-1942), 'Flight', which belonged to the Lambert 'Listerine' family (see attached). The Flight had a full Caymanian crew except for the wireless operator and was one of the few pleasure crafts of the day to have wireless communications (radio). Capt Sam sailed on many sips during his 50-year career transporting supplies throughout the region. He ad an active and adventurous career even spending some time in jail in Cuba for allegedly plundering a wreck on the Cuban coast with the Dreadknot crew. He helped many Caymanians start their seafaring career during his time in Florida. Capt Samuel Lorraine Henning died in 1965.

Capt Sam was the grandson and son of seafarers. His grandfather, John Hooper Henning, was a British Naval Officer, who was shipwrecked on a reef around Cuba, sometime in the early 1800's. He found his way to Cayan on a turtle boat and fell in love and spent the rest of his life here. Staying connected with the sea, Mr. Henning built the schooner "EH Henning" at the junction of West Bay Road and Powell Smith Drive. He launched it from Henning Beach (the beach he received in a grant from King George). Capt Sam operated the schooner 'Dreadknot' and captained the super yacht of its day (1925-1942), 'Flight', which belonged to the Lambert 'Listerine' family (see attached). The Flight had a full Caymanian crew except for the wireless operator and was one of the few pleasure crafts of the day to have wireless communications (radio). Capt Sam sailed on many sips during his 50-year career transporting supplies throughout the region. He ad an active and adventurous career even spending some time in jail in Cuba for allegedly plundering a wreck on the Cuban coast with the Dreadknot crew. He helped many Caymanians start their seafaring career during his time in Florida. Capt Samuel Lorraine Henning died in 1965.