Twelve travellers, one van, and a guide who grew up on the road to Hood River.

Pussywillow Journeys runs small-group tours out of Portland, Oregon, plus custom trips built around the week you actually have. Every departure leaves from our office on Northeast Alberta Street at seven in the morning, loaded with umbrellas we rarely need and a cooler of Stumptown coffee we always finish.

See all departures and dates
The Columbia River Gorge from the Crown Point lookout wall, about thirty-eight minutes from our garage on Alberta Street.

Featured departures

All three run rain or shine, with a maximum of twelve guests and a minimum of six. Seats left are counted on the Tuesday before each departure.

Departure Runs Length Price Seats left
Gorge Waterfall Day 9 May 2026 1 day USD 165 4 of 12
Willamette Valley Wineries, Three Days 21–23 May 2026 3 days USD 940 2 of 12
Oregon Coast and the Tillamook Run 6–9 June 2026 4 days USD 1,280 7 of 12

A block of six seats is held on every departure until forty-five days out, so families and friends travelling together can still book as one group.

What we bring every morning

We keep the kit list short because the van only holds so much, and because everything on it is something a guide has used a hundred times.

Guides who live here

Nadia Forsythe has led trips in the Cascades since 2011. Dermot Chase keeps twelve sets of trekking poles in the van and knows which mile one hundred forty of the coast has cell service.

Routes, not routes-not

Five vetted driving plans, each with two snack stops, a backup plan for heavy rain and a printed map in case the signal drops between Corbett and Cascade Locks.

From the founders

In the fall of 2014 we drove six friends to Wahclella Falls in a borrowed station wagon and came home with a waiting list. We registered the company that December. Twelve years later there are four guides, two aging Suburbans and a reservation on TriMet route 8 that has been the same on every website page we have ever published.

Every tour is designed by the person who walks it, and a guide still drives the first morning of every new route. Meet the whole team

Where to find us

Street address
2214 NE Alberta Street, Portland, Oregon 97211
Phone
+1 503 555 0142, the reservation desk answers Monday to Friday, nine to five.
Registration
Pussywillow Journeys LLC, registered as a tour operator in the State of Oregon, permit OTP-2014-08813.

Our topbar and desk are open either side of every departure morning, usually by six. If the van is gone, we can still be reached by phone or email — we answer between drives and in the meals we stop for.

© 2026 Pussywillow Journeys LLC. All rights reserved. Custom trips, cancellation policy and private group pricing are listed on the custom trips page.