YOU SAID:

we rode it to a dead end saying goodbye to a best friend

INTO JAPANESE

親友に別れを告げて行き止まりに乗りました

BACK INTO ENGLISH

I said goodbye to my best friend and got on a dead end

INTO JAPANESE

親友に別れを告げて行き止まりになりました

BACK INTO ENGLISH

I said goodbye to my best friend and it was a dead end

INTO JAPANESE

親友に別れを告げて行き止まりでした

BACK INTO ENGLISH

I said goodbye to my best friend and it was a dead end