adventure trips

Make the impossible possible.

Put more you in it.

We know from personal experience how meaningful and rewarding self-organized adventures can be!  Races are great but there's nothing like really getting away from it all and going beyond the crowds, the clock, and the competition. That's where we come in.

Upcoming Events

3-day Wy'east (Mt Hood) Circumnavigation (supported - July '25)

The 42-mile Timberline Trail that encircles the great Wy'east (Mt Hood) is one of our very favorite trails, not to mention an absolute classic route around one of the most iconic peaks in the country. Approximately 42 miles and 10,000 ft of up and down is a seriously challenging feat made a lot more manageable and enjoyable by staying at the historic Timberline Lodge and Tilly Jane Cabin/campground along the way! We provide all the support and logistics to make this dream trip a reality, everything except being on trail with you!

Days:

Friday, Saturday, and Sunday

Time:

Date:

Dates:

Jul 18, 2025

-

Jul 20, 2025

Location:

Wy'east (Mt Hood), Oregon

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

2025 Spring Training Gorge Retreat

A Spring retreat designed to get you out on the trails of our beloved Columbia Gorge plus enjoying beautiful accommodations + the company of other outdoor-loving folks. This one will fill up fast as it's going to be a great time with good people… in a gorgeous setting!

Days:

Friday, Saturday, and Sunday

Time:

Date:

Dates:

Mar 21, 2025

-

Mar 23, 2025

Location:

Columbia River Gorge and the Society Hotel in Bingen, Wa

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

3-day Joshua Tree Traverse (Week 2)

This supported 3-day, ~37 mile point-to-point across beautiful Joshua Tree National Park is truly an epic & unforgettable way to spend the weekend!

Days:

Time:

Date:

Dates:

Feb 20, 2025

-

Feb 23, 2025

Location:

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

3-day Joshua Tree Traverse

This supported 3-day, ~37 mile point-to-point across beautiful Joshua Tree National Park is truly an epic & unforgettable way to spend the weekend!

Days:

Time:

Date:

Dates:

Feb 6, 2025

-

Feb 9, 2025

Location:

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

Autumn Adventures for Kids

Autumn Adventures is all about the shared experience of getting the gear, and getting out into the great outdoors as the seasons change here in the PNW! Each Autumn Adventure will start w/ meeting for some fun at the newly improved Gabriel Park in SW Portland. After different activities such as playground "tag" games, basketball, kickball, etc. we will head across the street to Laughing Planet for lunch. While lunch is digesting we will enjoy a scenic ride to the Columbia River Gorge for a waterfall hike/trail run. Following the gorge excursion we will return to Gabriel Park for pickup, and more playing (if they have any energy left!) :)

Days:

Saturday

Time:

10:00 am - 4:00 pm

Date:

Dates:

Nov 30, 2024

-

Nov 30, 2024

Location:

Gabriel Park

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

Autumn Adventures for Kids

Autumn Adventures is all about the shared experience of getting the gear, and getting out into the great outdoors as the seasons change here in the PNW! Each Autumn Adventure will start w/ meeting for some fun at the newly improved Gabriel Park in SW Portland. After different activities such as playground "tag" games, basketball, kickball, etc. we will head across the street to Laughing Planet for lunch. While lunch is digesting we will enjoy a scenic ride to the Columbia River Gorge for a waterfall hike/trail run. Following the gorge excursion we will return to Gabriel Park for pickup, and more playing (if they have any energy left!) :)

Days:

Saturday

Time:

10:00 am - 4:00 pm

Date:

Dates:

Nov 23, 2024

-

Nov 23, 2024

Location:

Gabriel Park

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

Current Events

Wildwood End To End 2-Day

The Wildwood Trail is an iconic 30-mile point-to-point trail through beautiful Forest Park in Portland, Oregon. Doing the entire length of the trail is often considered a rite of passage for local trail and ultra runners. Maybe you've always wanted to do it?! Now's your chance! What we are offering is a 2-day end to end -- an opportunity to close out 2024 on a solid note, and then hit the ground running (literally) for 2025 :)

Days:

Time:

Date:

Dates:

Oct 21, 2024

-

Jan 1, 2025

Location:

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

Past Events

Autumn Adventures for Kids

Autumn Adventures is all about the shared experience of getting the gear, and getting out into the great outdoors as the seasons change here in the PNW! Each Autumn Adventure will start w/ meeting for some fun at the newly improved Gabriel Park in SW Portland. After different activities such as playground "tag" games, basketball, kickball, etc. we will head across the street to Laughing Planet for lunch. While lunch is digesting we will enjoy a scenic ride to the Columbia River Gorge for a waterfall hike/trail run. Following the gorge excursion we will return to Gabriel Park for pickup, and more playing (if they have any energy left!) :)

Days:

Saturday

Time:

10:00 am - 4:00 pm

Date:

Dates:

Nov 16, 2024

-

Nov 16, 2024

Location:

Gabriel Park

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

2024 Fall Gorge Retreat

A Fall retreat designed to get you out on the trails of our beloved Columbia Gorge plus enjoying beautiful accommodations + the company of other outdoor-loving folks. This one will fill up fast as it's going to be a great time with good people… in a gorgeous setting!

Days:

Friday, Saturday, and Sunday

Time:

Date:

Dates:

Oct 11, 2024

-

Oct 13, 2024

Location:

Columbia River Gorge and the Society Hotel in Bingen, Wa

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

3-day Diamond Peak Circumnavigation (supported)

This supported 3-day, ~45 mile loop around Diamond Peak is going to be a truly wonderful mountain tour with a great small group! Starting at Vivian Lake Trailhead on the west side of Diamond Peak, folks start a counter clockwise loop around the peak to Spring Campground on beautiful Crescent Lake on Day 1, then from camp on the lake its up and over to Trapper Creek Campground on the amazing Odell Lake on Day 2, and from there it's back west to the cars, just one more climb over the crest to close the loop on Day 3. This is a sweet route showcasing some of Central Oregon's finest big lakes and rolling terrain! We provide all the support and logistics to make this trip a reality, everything except being on trail with you.

Days:

Time:

Date:

Dates:

Aug 2, 2024

-

Aug 4, 2024

Location:

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

3-day Three Sisters + Broken Top Circumnavigation (supported)

This supported 3-day, ~76 mile loop around the Three Sisters plus Broken Top is going to be a truly epic mountain tour over the 4th of July weekend with a great small group! Starting in the north at Millican Crater Trailhead, folks start a counter clockwise loop around the Three Sisters to Soda Creek Campground on Day 1, then Elk Lake Trailhead (a short shuttle from camp) up and over Broken Top to Three Creek Lake Campground on Day 2, and from there back north to close the loop on Day 3. This is a graduate level adventure and not to be taken lightly! We provide all the support and logistics to make this dream trip a reality, everything except being on trail with you.

Days:

Time:

Date:

Dates:

Jul 4, 2024

-

Jul 6, 2024

Location:

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

3-day Wy'east (Mt Hood) Circumnavigation (supported) (Week 2)

The 40-mile Timberline Trail that encircles the great Wy'east (Mt Hood) is one of our very favorite trails, not to mention an absolute classic route around one of the most iconic peaks in the country. 40 miles and 10,000 ft of up and down is a seriously challenging feat made a lot more manageable and enjoyable by staying at the historic Timberline Lodge and Cloud Cap campground along the way! We provide all the support and logistics to make this dream trip a reality, everything except being on trail with you!

Days:

Friday, Saturday, and Sunday

Time:

Date:

Dates:

Sep 13, 2024

-

Sep 15, 2024

Location:

Wy'east (Mt Hood), Oregon

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

Summer Retreat @ Orcas Island 2024

A Summertime retreat designed for maximum fun and relaxation. Leave your car on the mainland (bring your bike if you want!) and catch the ferry to Orcas for 4 days & 3 nights of good times, good food, and good people! Our basecamp is the beautiful property and home of our generous friend Paul Holmes; there's a pond for swimming with a sauna perched beside it, a big, bountiful garden full of fresh produce to eat, an outdoor wood-fire pizza oven, basketball court and yard games galore, space to camp and stretch and do yoga, plus all the time to relax, hang out and soak it in. 5 minutes to the ocean, 15 minutes to miles of stunning trails. Join us!

Days:

Thursday, Friday, Saturday, and Sunday

Time:

Date:

Dates:

Jun 13, 2024

-

Jun 16, 2024

Location:

Orcas Island, WA

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

3-day Wy'east (Mt Hood) Circumnavigation (supported) (Week 1)

The 40-mile Timberline Trail that encircles the great Wy'east (Mt Hood) is one of our very favorite trails, not to mention an absolute classic route around one of the most iconic peaks in the country. 40 miles and 10,000 ft of up and down is a seriously challenging feat made a lot more manageable and enjoyable by staying at the historic Timberline Lodge and Cloud Cap campground along the way! We provide all the support and logistics to make this dream trip a reality, everything except being on trail with you!

Days:

Friday, Saturday, and Sunday

Time:

Date:

Dates:

Aug 30, 2024

-

Sep 1, 2024

Location:

Wy'east (Mt Hood), Oregon

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

2024 Spring Training Retreat

A Springtime retreat designed to get you out on the trails of our beloved Columbia Gorge plus enjoying beautiful accommodations + the company of other outdoor-loving folks. This one will fill up fast as it's going to be a great time with good people… and a solid weekend of training too!

Days:

Friday, Saturday, and Sunday

Time:

Date:

Dates:

Mar 22, 2024

-

Mar 24, 2024

Location:

Columbia River Gorge and the Society Hotel in Bingen, Wa

This series is sold out!

Currently running and no longer open to new members.

This series is complete!

Past Special Events

Wy'east Bernese Oberland with Yassine Diboun

Join Yassine Diboun on a 7 day running tour through the alpine pastures of the Bernese Oberland.

We’ll run inn-to-inn through the alpine pastures of the Bernese Oberland, with just our trail running vests! Enjoy views of the Eiger, Mönch, and Jungfrau during the day, and some of our favorite Swiss mountain hotels at night.

We’ll run about 8-10 miles each day, taking plenty of time on the uphills, pausing frequently to take photographs, enjoy the scenery, and sample great foodand drink en route.

Learn more about this event

Let's get after it!

Want to go big?

We have decades of experience in trip-planning of all kinds, including mapping, routes, permits, and logistics. Best of all, we've collected intimate knowledge of some of the coolest places around!

From running your age in miles for a special birthday, reaching the summit of our local Wy'east, or taking a dream trip to the Grand Canyon or beyond, we're here to support you and make things happen.

Want us to help you plan big? Send us a message and we'll reach out to set up a time to meet.