Answers revealed in the comments.
GAME 1
In a long-running film series, actresses Lois Maxwell, Caroline Bliss, Samantha Bond, and, most-recently, Naomie Harris have all played what character?
GAME 2
In Treasure Island, by Robert Louis Stevenson, Jim Hawkins and Long John Silver’s ship is named for a real island in the Caribbean. Name that island.
hebspeaks 
Game one answer:
Miss Moneypenny
GAME 2 answer:
Hispaniola