Sails & Trails
family adventures

A family adventure blog

Sails & Trails

We're a multi-generational family of adventurers. Sometimes we're on a cruise ship in a concierge suite. Sometimes we're on a mountain trail with dehydrated food Barbara made herself. Always together — and always worth reading about.

Who we are

A family that goes places

I'm Bailey — cloud architect by day, detail-obsessed traveler always. My mother-in-law Barbara organizes our adventures, from Disney concierge suites to multi-week backpacking trips she's planned down to the last dehydrated meal. Together we've dragged two toddlers and an ever-expanding crew of extended family across the seas and up the mountains.

This is our account of all of it — what to pack, what to expect, what surprised us, and what made us stare open-mouthed at the horizon.

Meet the whole crew →
Jim laughing in a hammock with Rabbit and Raccoon at Discovery Cove
Rabbit and Raccoon meeting Rapunzel on the Disney Wish
Rabbit on the treetop balance bridge at Brevard Zoo

Latest from the crew

Don't miss a trip

New posts, trip teasers, and the occasional thing that didn't make it into a full post but was too good not to share. We send when we have something worth saying — which is not always, but when it is, it's good.

Join the crew. Leave anytime.