The California Walk

Join the Journey

San Francisco to Big Sur
A transformative journey
through the heart of California

April 17-23, 2026

Why Join The California Walk

Building on Success

In April 2025, our first California Walk brought together participants from multiple states for what became a smashing success of the prototype concept. The week-long journey proved that this format—combining California's natural beauty with intentional conversation—creates exactly the kind of transformative experience we envisioned.

Every day we see a new part of this amazing state of California. We meet new people. We have new experiences. We change.

"Good people. Walking. Some good conversations. Lovely leisurely dinners. And maybe an insight or a bit of fun."

The Land

California reveals itself differently when you walk. From the urban trails of San Francisco to the ancient redwoods of Santa Cruz, from Monterey's coastal paths to the verdant highlands of Carmel, each day brings new landscapes and fresh perspective. This is your home state as you've never seen it—at walking pace, with time to notice.

San Francisco

Urban trails and iconic vistas, seeing the city with fresh eyes

Santa Cruz

Towering redwoods and coastal beaches, nature's perfect transition

Monterey

Following the bay, rich maritime history, connecting with the past

Carmel Highlands

Steep, verdant climbs through dramatic highland terrain

Big Sur

Spectacular river crossings and ambitious coastal hiking

The Journey

We're bringing together a small group of conversationalists to walk for a week, engaging in casual side-by-side conversations throughout the day. Each walk will be in a different scenic California setting. Each evening, the group gathers for a rewarding dinner.

"The goal is to have a deep, one-to-one conversation, extended over hours, with every person present."

Optional

Optional Day

Pre-walk gathering in San Francisco

Day 0

San Francisco

Urban hike, journey begins

Day 1

Santa Cruz

Redwoods to beach, 8-10 miles

Day 2

Monterey

Bay views, maritime history

Day 3

Carmel Highlands

Steep climbs, dramatic terrain

Day 4

Big Sur

River crossings, journey's end

What to Expect

This intentionally designed experience provides a framework for meaningful connection, personal reflection, and the kind of sustained dialogue that can lead to lasting friendships and transformative ideas.

Daily Hikes

Moderate, leisurely walks organized around geographic themes. No agenda or 'right way' to hike - pace and chats are set by the group. Most days 6-10 miles of slow walking.

Meals

Breakfast and lunch on your own (some coordination for efficiency). Shared dinners at pre-determined restaurants with long tables where we can all see and hear each other.

Accommodations

Balancing expense and comfort. All hikers stay in preferred hotels for each destination. Prioritizing single rooms when possible, but some destinations may require sharing.

The Pace & Experience

Hiking shoes needed; poles or advanced equipment not required. This isn't a challenge or retreat - it's something we make up as we go and live through together.

The People

Walking-based conversations open up differently than sitting across from someone. There's something about moving together, at human pace, that creates space for the stories that matter. This is where friendships deepen and life transitions find clarity.

"I wanted wonder and awe—and I found it. Not just in the landscapes, but in the conversations and connections that happened naturally as we walked."
— Vipul, 2025 walker
"The goal was slow movement and new discoveries. What I didn't expect was how much I'd discover about myself and the people walking beside me."
— John, 2025 walker
"I thought I knew California, but this walk showed me my home state completely differently. It's amazing what you notice when you slow down to walking speed."
— Ruben, 2025 walker

Details

The next California Walk is designed to wrap around a weekend, making this transformative experience accessible for modern life. Tell us how you'd like to learn more:

How would you like to connect?

The Next Walk: April 17-23, 2026

Route: San Francisco through Santa Cruz, Monterey, Carmel Highlands to Big Sur
Timing: Thursday (optional) through Wednesday
Group Size: A small group of conversationalists
Experience Level: All levels welcome - it's about the journey, not the pace