A charter-boat captain from Connecticut who has been visiting Block Island in Rhode Island since he was young is ready to make his childhood dreams come true and move to the island full-time. With the help of his girlfriend, he hopes to find a home with water views and all the charm the island has to offer.

After a career in the Navy, an officer is looking to move with his family one last time. They want to find a place with unrivaled natural beauty on the West Coast and decide to look for a home with plenty of land on Whidbey Island, Washington.