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Struggling with these, answers are anything connected with trains,boats, planes including films songs names etc

10 Tin, in a western border river? [9]
14 meaner prison! [7]
34 cautious! [6]
44 What Woodpeckers do! [6]
49 The occasional attempt! [3,7]

Thank you for any help

Meaner prison - tighter nick - Titanic?

Pequod (peck wood) - ship in Moby Dick?

49 The Odyssey (odd essay)

Tin - can western border river Tamar (in U.K. Between Devon and Cornwall) - c a Tamar an?

thank you only 34 to get

Wherry - a small rowing boat- pronounced "wary" - cautious?

Thank you finished