Patagonia VIP 2025:
The Second Mountain

An exclusive invite-only adventure & membership

Nov. 30-Dec. 08, 2025

An exclusive, invite-only event for VIPs.

This Adventure, accompanying membership and events are available to entrepreneurs with at least $3M USD in annual revenue. Only 16 spots are available.

[NOTE: THIS EVENT IS SOLD OUT]


the second mountain

Our journey - leading up to, and during our time in Patagonia - is a journey up the Second Mountain.

The "Second Mountain" is the focus of an acclaimed book by author David Brooks, and it represents a shift from the pursuit of personal success to a life dedicated to serving others.

In contrast to the "First Mountain"—where individuals chase career achievements, wealth, and personal happiness— the "Second Mountain" represents the fulfillment that comes from embracing deeper commitments such as relationships, community, and purpose.

This journey leads to a richer, more meaningful life focused on connection and contribution to the greater good. The "Second Mountain" invites us to transcend individualism and discover the joy of a life well-lived through using our gifts and our resources in service.

THE journey to patagonia

The Journey to patagonia

Our journey, leading up to Patagonia, will consist of three quarterly 3-hour online meetups in January, April and September of 2025, with your fellow VIPs and incredible guest speakers/facilitators.

The journey culminates in an epic 9-day adventure through the Patagonian regions of Chile and Argentina in late November/early December 2025.

Our quarterly meetups - with high-caliber guest speakers and facilitators - are focused on exploring themes related to the second mountain and how we take advantage of our successful businesses to embrace a life with more meaning and fulfilment.

We’ll explore questions such as:

  • How can my business contribute to making the world better?

  • How can impact fuel my company’s growth, and vice versa?

  • How can my business provide me with more fulfilment and meaning?

  • How can my business continue to grow without overwhelming me or compromising my values?

  • Who will accompany me up the second mountain?

  • What do I really want from business and life? How can I achieve it?

What’s Included?

Your VIP membership, which runs from Jan. 1, 2025 to Dec. 31, 2025, will also get you (in addition to the Patagonia Adventure and quarterly meetups):

  • Exclusive access to VIP-only in-person meetups (tentatively planning a VIP Colorado weekend for summer of 2025)

  • Access to a VIP Moai (optional facilitated monthly forum-style meetup with 3 to 4 of your fellow VIPs)

  • 10% off all Wayfinders Adventures in 2026

  • Free Wayfinders swag (t-shirt, hat and jacket)

THE patagonia ADVENTURE

the land of adventure

Our Adventure in Patagonia from Nov. 30-Dec. 08, 2025 is a repeat of our memorable Patagonia Adventure of 2018 (our highest-rated Adventure ever), with a few substantial changes to boost the adventure level even more.

We’ll meet in Santiago, Chile, in the heart of the Andes. After a memorable group dinner in the city, the next day we’ll fly to another secret location in the mountains of Chile.

From there, we travel to a beautiful and remote backcountry valley for the start of the Adventure. Over the next two days, we’ll hike and raft through remote valleys and rivers as we cross the Chile-Argentina border via backcountry routes.

From there it’s off to our spectacular private lodge in Argentinian Patagonia, perched on a cliff overlooking the confluence of the Azul and Negro rivers.

Over the next 6 days we’ll hike, bike, raft, and canyon our way through this incredible mountain landscape. This is adventure on another level, with two of the most incredible guides in the world - Julian and Mirko - as our sherpas.

When we’re not out exploring and adventuring, we’ll spend time in our beautiful lodge in deep conversation and connection, exploring the Second Mountain theme through dialogue and exercises.

(Don’t worry, there’ll be lots of time to enjoy the two cliffside hot tubs and sauna).


Photo Gallery

A selection of photos from our 2018 Adventure (click on any image to expand)

DATES, details and faq

IMPORTANT DATES AND DETAILS

The Patagonia Adventure

  • Nov. 28, 2025: Suggested arrival in Santiago, Chile

  • Nov. 29: Dinner in Santiago

  • Nov. 30: Fly to Puerto Montt, Chile, start of Patagonia Adventure

  • Nov. 30 - Dec. 08: Wayfinders Patagonia

    Dec. 08, 2025: End of adventure, dropoff in Bariloche, Argentina

Other Dates

  • Quarterly Online Sessions: Jan. 8, Apr. 16, July 9, 2025 (all 2:00-5:00 pm EST)

  • VIP Colorado Weekend: mid-July 2025 (optional, TBD)


YOUR INVESTMENT

Your investment in Wayfinders VIP membership is a deposit of $3750 USD and then 3 quarterly payments of $3750 USD starting in January 2025, or an upfront payment of $12,995 USD.

This includes three 3-hour calls with fellow VIPs and guest speakers, optional participation in monthly small-group Moais with other $3M+ business owners, access to our VIP Colorado weekend, 10% off 2026 Wayfinders Adventures, and everything related to your Patagonia Adventure, except your flights to/from South America and your flight out of Bariloche:

  • All lodging and meals, starting with your lodging in Santiago and dinner on Nov. 29 and ending with breakfast at La Confluencia on Dec. 08

  • Your flight to Puerto Montt from Santiago

  • All activities, guides and gear

  • Your guide tips

  • Your bar tab

NOTE: we will bring the group to Bariloche airport on Dec. 08 (about two hours north of our lodge). The price does not include a return flight from Bariloche to Santiago as we have left this open so you can explore other parts of South America if desired (e.g. Buenos Aires). Flights from Bariloche to other South American destinations are quite cheap (typically $100-$300).


FAQ

  • Participants in the Wayfinders VIP group and Patagonia experience will be a mix of existing Wayfinders members and new members - all established entrepreneurs. Membership will be carefully curated by Mike. The minimum annual revenue requirement is $3M USD.

  • The VIP membership and Patagonia experience are for entrepreneurs with well-established, larger companies with multiple staff. They have reached the 'first mountain' of financial/conventional success, and now have the luxury of being able to look ahead to their next mountain. Sustaining or growing their business is no longer a primary concern.

    We know that if we can create a context and a journey to help these participants become happier, more purposeful and more fulfilled, the ripple effects on staff, customers, and families will be massive.

  • Basic swimming knowledge is a requirement because of the rafting. You will have a life jacket on so you don't have to be a strong swimmer, but you do need to know how to swim!

    Other activities don't require prior experience or skill (we will split up according to experience/fitness levels), but you do need to be reasonably fit and an appetite for adventure is a must.

  • Our lodge has reliable wifi and a decent data connection, however we encourage you to go into full offline mode, leave your phone at home or in airplane mode, and savour the beauty of this incredible place and the incredible people you’ll share it with. If you absolutely have to stay in touch with your team or family, there is typically a couple of hours of downtime each day for checking email, etc...

  • Our lodge in Argentinian Patagonia is spectacular but intimate and has mostly shared accommodation (2/room). Sharing is with someone of the same gender and is a great way to forge a deep connection with a fellow explorer!

    If you’re not OK with sharing*, then there are 2 single rooms available and you can opt for a single upgrade for a fee.

  • Yes! The cooking team can accommodate almost every dietary restriction.

  • You can and you should. Participating will undoubtedly result in business opportunities, connections, new revenue, and greater clarity.

    (To make your investment raise fewer eyebrows with your accountant or CRA/IRS, our invoices are labeled as an ‘Executive Coaching Retreat’)

  • Check out our terms and conditions for a full rundown of our policies. In a nutshell...

    Once you're booked, you're committed. This journey, and this adventure, is a full commitment and our policy reflects that.

    We recommend you purchase cancellation insurance as soon as you sign up.

    If you need to cancel, then you have the option to transfer your spot to someone else, as long as they fulfill the criteria for joining. If we can find someone to fill your spot, we’ll give you a credit for the payments you have made to date, that you can use toward a future event

testimonials

A few words and images from our recent Wayfinders Mongolia explorers


And some reflections from Wayfinders Uganda

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