THAILAND EXPEDITION 2026
A 10-day adventure through the southern islands of Thailand.
Journey from Koh Samui to Koh Phangan to Koh Tao
March 19-30, 2026
A Transcendence Experience
What is the Expedition?
The Thailand Expedition is a 10-Day Group Adventure
We will meditate, do breathwork, journal, read, workout, hit creative work sessions, eat incredible food, hike through jungles, dance at raves and ecstatic dances, deepen our self-connection through ceremonies, and connect with other creatives, travelers, and entrepreneurs!
Join us for this transformative journey through the beautiful islands of southern Thailand 🏝️🛸
Community
Co-ed discussion circles, wisdom talks, masterminds, and co-creative flow sessions with like-minded travelers.
Self-Connection
Daily meditation, yoga, and breathwork practices, solutide and introspection, and life-changing ceremonies.
Adventure
Explore ancient temples, meditate with monks, hike through jungles, flow at ecstatic dances, and dance at high-frequency parties.
Creativity
Dedicated time and space to work on your projects with inspiration from new surroundings in a co-creative enviroment.
Expedition Itinerary
Southern Thailand Expedition
March 19 - March 30, 2026
Expedition 2: The South 🌊🌞
Discover the tropical paradise of Southern Thailand, with its pristine beaches, crystal-clear waters, and vibrant traveling lifestyle. 🏝️🐬💚
Koh Samui
Koh Phangan
Koh Tao
Detailed Itinerary
Detailed Itinerary Coming Soon!
We're putting the finishing touches on the day-by-day schedule. Check back soon for the complete itinerary with all the amazing activities, locations, and experiences we have planned for you.
Who is this for?
All genders, backgrounds, and interests are welcome!
You are likely someone looking for an adventure, to connect with like-minded people, to expand and grow personally and spiritually, to meditate, to dance, to get out of your comfort zone, and have a great time!
This retreat is also catered for creatives who want to channel new inspiration and energy into their creative projects. It's a great opportunity to work on that book idea you have, the course you want to create, or a time to film a bunch of incredible content!
What's Included?
All housing, inter-journey travel, and any activities are taken care of.
Specific housing information will be given closer to the start date (depending on the group size)
You are responsible for:
Travel to and from Thailand
You are responsible for booking your own flights and Grabs (Thailand equivalent Uber). We will be in contact to coordinate meeting up! Within the trip, your travels to new locations will all be covered! ✈️
Food
All food costs are on your own throughout the expedition. Prices are pretty cheap in Thailand! Dinner is typically less than $10 🍜
Renting a motorbike
If you want to rent a motorbike, that is also your expense. 🏍️
What should I bring?
Pack light, but don't forget these essentials!
Money & Communication
- 💳A debit card that can be used in an international ATM (Charles Schwab recommended)
- 📱International phone connection (contact your cell provider to set up a plan)
Clothing
- 👕Shorts, t-shirts, and tanks (it's hot in Thailand!)
- 🩳Swimming gear for waterfalls and hot springs
- 👟Comfortable walking shoes and sandals
Personal Growth
- 📓A journal for capturing insights and memories
- 📚Your favorite books for downtime
Miscellaneous
- 🧴Sunscreen and mosquito repellent
- 💊Any personal medications you need
Most importantly, bring an open heart, an open mind, and a sense of adventure! 🌈✨
What Past Retreat Members Are Saying
Jak Blood
Thailand Expedition, 2025
"If you're thinking about going, just do it."
Lincoln Plsek
Austin Retreat, 2023
"A gathering. A remembering. A catalyst. Jack's retreat. From the intro call to closing goodbyes at Casa de Luz, it was magical, mystical. This retreat empowered and inspired me. The group of guys was absolutely perfect - each brought our unique gifts and left with a greater awareness and ability to use them. I didn't know what to expect headed into the retreat. It was my first time attending something like this. And from start to finish, it was perfect. The format Jack created and how he allowed it to unfold gave me the opportunity to discover more of who I am—and empower me to own my Leo energy. Thank you Jack."
Cole Walmsley
January, 2025
"I've been on a few retreats held by different people now. Jack's, even over just a few days, was undoubtedly the most profound and enjoyable. He knows how to create a container for magic."
Guus Van Rees
North Expedition, 2023
"I took the leap and visited Jack's retreat all the way across the world. It was a week full of magic. I returned re-energized, excited to put my insights into action. Thank you Jack!"
Aaron Labajo
South Expedition, 2023
"I feel like years of growth and understanding occurred this past weekend. Will be spending the rest of the year unpacking and integrating it all."
Will Mines
Thailand Expedition, 2023
"First time meeting other people in the online biz game IRL. Nothing short of life-changing. Put 7 people together - oscilitating at a higher frequency. And magic happens. Solidified my identity as a business person. Discovered so many new things about myself. Met some dope homies.This retreat was pivotal to me. It led to me leaving my hometown - and moving across the world (literally) to Bangkok, Thailand. A timeline shift that will be with me forever.11/10"
Brad Greene
Austin Retreat, 2023
"I attended one of Jack's retreats in Austin and it was a truly profound experience. He created a safe space for everyone to be real and speak their truth, which was incredibly healing. Being surrounded by other men doing deep inner work reminded me I'm not alone on this path. Jack has a true gift for guiding with heart and presence. I left feeling grounded, clear, and more connected to myself."
Book Your Adventure
Secure your spot for this transformative journey!
Book Your Southern Expedition
Limited time early bird pricing
Discover paradise in Southern Thailand
Early Bird Special - Limited Time
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Please note: No refunds upon completion of purchase
Who is Your Host?
Hey, I'm Jack.
I'm a writer, creator, coach, community builder, and retreat host.
I have extensive experience with meditation, psychedelics, foreign travel, digital nomading, and content creation.
I've led three men's retreats in the past few years, and spent lots of time in the Southern Islands of Thailand.
Connect with me on my socials below if you have any questions.
Have questions?
Reach out to me: