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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 โ€” and always worth reading about.

Who we are

A family that goes places

I'm Bailey โ€” 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 โ€” what to pack, what to expect, what surprised us, and what made us stare open-mouthed at the horizon.

Meet the whole crew โ†’
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Cruise Guides
Disney ยท Royal Caribbean ยท and beyond
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Trail Reports
West Highland Way ยท Tour du Mont Blanc ยท PCT
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Multi-generational travel
From 1-year-olds to grandparents โ€” all in the same group booking

Latest from the crew

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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 โ€” which is not always, but when it is, it's good.

Join the crew. Leave anytime.