Sentence 1: and so it was it was cool you know and and it was just uh very tiring though

Sentence 2: It was cool but very exhausting.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: As I understand it, the war between Iraq and the United States, begun in 1991, has not yet ended.

Sentence 2: I know for certain that US and Iraq war from 1991 has ended.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: Machico is one of Ma?dei?ra's boat-building centers, and on the beach you will probably see work in progress on both old and new vessels, the former being used for scrap.

Sentence 2: The new vessels on the beach were painstakingly designed by the young architects.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell