Thirteen letters from Peter H. Sims to Harvey J. Sims written before 1900.

Eight letters from Peter H. Sims to Harvey J. Sims written between 1902 and 1910.

Letter from Peter H. Sims to his son Harvey J. Sims on March 3, 1812 from Mayagues [i.e., Mayagüez] (Puerto Rico). Peter H. Sims writes about his trip to Puerto Rico to assess risks on behalf of his company: he summarizes and comments on Puerto Rico's climate, landscape, history, people, American interest, Catholic Church, Spanish rule, agriculture, sugar cane production: "I thought I had retired from active work but I am at is as hard as ever and I enjoy it. I do not know if the trip will do the Co. any good. The conditions are all new to me."

Correspondence from P.H. and Jemima Sims to their son Harvey J. Sims on a trip to England and Scotland from June to September 1912.