Jessica & Christopher in Islamorada, FL

The Bride Jessica DePalma, 28, a project manager The Groom Christopher Sheppard, 28, a project coordinator The Date November 5 Who says you can’t find true love in middle school? For Jessica and Christopher Sheppard, that’s exactly how it happened. The two met in seventh grade but didn’t start dating until high school. Flash forward 10 years to a romantic boat proposal, and it’s no wonder this ocean-loving couple decided to say their “I dos” on the shore. Knowing they wanted a destination wedding, the two chose Islamorada because it didn’t require leaving the country but still had a Caribbean vibe.