All Walking Adventures
Every walking adventure we offer — from canyon trails and coastal cliffs to ancient temples and Arctic ice. Browse by region, season, or walking level to find the trip that fits your life.
Showing 17 adventures
April 2026
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August 2026
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Last Spots
Last Spots
October 2026
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Only 3 spots leftDecember 2026
Notes from the trail
Read before you walk — destination stories, planning notes, and what we're thinking about between departures.
Destination Story
Portugal on Foot: Cobblestones, Vineyards, and Time to Look Up
From Lisbon's tiled hills to Douro vineyard terraces and ancient northern roads, Portugal is a country that makes more sense at walking pace.
Travel Advice
River Cruising for Walkers: A Different Kind of Home Base
River cruising can work beautifully for walkers who want active days ashore, a steady home base, and the option to rest without leaving the trip.
Planning Guide
Travel After Retirement: Choosing the Trip That Actually Fits
A practical guide for retirees and semi-retired travelers choosing trips by pace, support, community, downtime, and daily rhythm.
Coming in 2027
Already Thinking About Next Year?
30 destinations are taking shape for 2027. Every group is kept small and pre-registrants get first access when booking opens. A $200 fully refundable deposit holds your place in line.
Explore 2027 Adventures →