Our Story

Born on Cape Ann. Built for the people who visit it.

Rockport harbor at golden hour

Why we started

We grew up here. We've also traveled with babies, with grandparents, with dogs, with strollers and walkers and far too many bags. Keyes to Cape Ann started because the trips that mattered most were the hardest to plan — and the help simply didn't exist.

Today we rent the gear, run the errands, and quietly hand you the local knowledge that turns a vacation into something you'll talk about for years.

What we believe

  • · Travel should feel softer than everyday life — not harder.
  • · Accessibility isn't an add-on. It's a starting line.
  • · Local businesses make this place worth visiting. We send you to them.
  • · Kids and grandparents belong on the same trip.
Family walking on Cape Ann beach at sunset

Our partners

Cape Ann Chamber·Rockport Inn & Suites·Beauport Hotel·Gloucester House·Cape Ann Brewing