Expeditions

Purpose-driven shared experiences that strengthen relationships and activate personal connections delivered with hospitality, adventure and purpose.

Upcoming Trips

Join us in 2025 on one of our trips. Space is very limited. Reserve your spot today. 

Helicopter Hog Hunting & Navy SEAL Training

March 17-19, 2025
Private Ranch in Coleman, Texas

Join us for three action-packed days where you’ll experience the thrill of hunting hogs from a helicopter and receive personalized weapons tactics training from an active-duty Navy SEAL. You will also get to know Engage Your Destiny, a dynamic ministry to active duty personnel.

This exclusive Generous Life Men’s Trip has limited availability. Don’t miss your chance to train with the best and take on an adventure like no other.

homes of hope build with ywam san diego/baja

April 3-6, 2025
Ensenada, Mexico

Join us for an extraordinary journey where generosity meets action, teamwork forges unity, and the spirit of giving transforms lives.

We’ll bring 40 people together to build two homes in just two days.

YES, in one weekend, we’ll help break the cycle of generational poverty for two families in need.

No building experience is required—this trip is for all ages, and we encourage you to bring the whole family! (We’ll have kids as young as six joining us!)

Women's Retreat with Edify

May 15-18, 2025
Casa de Campo Resort in Dominion Republic

We invite you to take a break from your daily routine and join us for a unique opportunity to retreat, explore, and be renewed as we journey through the Dominican Republic and witness Edify’s mission and impact as they work to educate youth in underserved communities around the world.

This year’s Women’s Retreat is more than just a getaway. It’s an opportunity to connect with God, serve others, and bond with a community of women who share your passion for making a difference. Together, we will create lasting memories and forge friendships that inspire and uplift.

Bighorn Fly Fishing Xperience

May 15-19, 2025
Location: Billings, Montana

Come get what you need without expectations or stressful agendas. Recharge, refresh, and recalibrate. Let’s eat, fish, rest, and laugh. Wake up each day and do it again. We’ll fish on the world-famous Bighorn River for three solid days. Enjoy leisurely meals together and sit around a bonfire relaxing with a cigar in one hand and a beverage in the other.

homes of hope with
ywam san diego/baja

October 10-13, 2024

Two men fly fishing in a river at Refuge, Wyoming, under a cloudy sky. Text overlay reads, "Men's Fly Fishing at Refuge Wyoming, October 18-21, 2024." Logo in the top center reads "Generous Life.

men's fly fishing trip
at refuge wyoming

OCTOBER 18-21, 2024

Promotional image with text "Summit Kilimanjaro Summer 2025" over a landscape featuring Mount Kilimanjaro and acacia trees under a partly cloudy sky.

SUMMIT KILIMANJARO 2025
WITH YL TANZANIA

Summer 2025

Promotional image for the Rocky Mountain Women's Retreat, hosted by Generous Life, taking place from July 26-29, 2024, featuring a grazing horse in an expansive field under a picturesque sky.

ROCKY MOUNTAIN
WOMEN'S RETREAT

JULY 26-29, 2024

Two men fly fishing in a river at Refuge, Wyoming, under a cloudy sky. Text overlay reads, "Men's Fly Fishing at Refuge Wyoming, October 18-21, 2024." Logo in the top center reads "Generous Life.

MEN'S FLY FISHING TRIP
AT REFUGE WYOMING

OCTOBER 18-21, 2024

Recent Expeditions

A group of women seated and engaged in an indoor setting, with the text "2024 Women's Retreat at Collective Retreats, May 3-5, 2024" overlaying the image.
Man in a helicopter with a headset and rifle, smiling and making a hand gesture. Text overlay reads "5th Annual Heli-Hog-Hunt March 21-23, 2024." Green landscape below.
Fly fishing gear, including a fly reel, rod, and case of flies, with “Fly Fish South Holston, August 10-13, 2023” text overlay.
A person fly fishing in a river under a clear blue sky with the text "Montana Fly Fishing June 22-26, 2023" overlaying the image.
Two people wearing camouflage and headsets sit inside a yellow helicopter, smiling at the camera. Text on image reads "4th Annual Heli-Hog-Hunt, March 8-10, 2023.
A large crowd watches a West Point football game at a stadium. The date "November 19, 2022" is displayed over the image. View includes spectators and players on the field.
A person in fishing attire kneels by a river, holding a fish and smiling at the camera. Text overlay reads "Fly Fish Wyoming, October 14-17, 2022.
Person holding a fish above water with text overlay: "Fly Fish Wyoming, August 26-29, 2022".
Two people fly fishing in a river under a cloudy sky, with the words "FLY FISH WYOMING MAY 16-20, 2022" written over the scene.
Two people pose next to a helicopter with a hog they hunted, with "Hog Hunt 2022" and dates "February 24-25, 2022" displayed over the image.

What are Generous.Life Expeditions:

Generous.Life (GL) Expeditions are small group trips that strengthen relationships through purpose-driven shared experiences, delivered with hospitality and adventure. Our trips are unique and fun inspiring 90% of our guests to return and invite their close friends. Centered around the heart, we believe that the common problem among leaders of “alone-ness” has a remedy: connection, shared-experience, and rest. Experience a GL Expedition to transform your life, network and generosity.

Two people sitting in the cockpit of a parked helicopter with headsets on, appearing to prepare for a flight. The helicopter is on a gravel surface on a cloudy day.
Three smiling women with event lanyards around their necks stand close together in a crowded indoor setting. One of them is holding a drink.

Who is it for?

It’s for leaders that want to experience more through their generosity. GL Expeditions are designed to serve peer groups of relevance. Whether curated for men, women, millennials, or multi-generation legacies, we are deliberate in designing experiences that connect like-minded peers. Each trip is designed with a cause, ministry or purpose in mind.

What To Expect

Inclusive

Our team works to make all trips easy and complete. You have enough to stress about day to day, let us serve you. You book your flights and we plan the rest. We request that you generously provide a suggested donation or sponsorship of a trip, and that will allow for Generous.Life to serve the guests with the programming, lodging, food, activities, and transit to/from the airport. The hardest part is just saying yes among your busy schedule.

Purpose Driven

Join us to see where God is working. GL Expeditions provide small groups an opportunity to learn about missions and impact while enjoying unique destinations and adventures. Our trip ethos centers around table fellowship, always highlighting the work and leadership of a nonprofit impact partner through the course of a weekend. We illuminate causes and people who are the best-in-class, doing great work and seeking ways that we can empower their mission.

Formally-Informal

We believe in Programming-Light. No one is short of rigid schedules and demands on their time. During a GL Expedition, we curate intentional times of gathering and conversation but leave much of the time available to you to spend as you desire. There will always be structure, hot coffee, and a good fire but with plenty of space and time for your heart to catch up.

True Friendships

By design or result, all GL Expeditions yield true friendships. We aspire to do life in community, and guests leave our trips with new friends for a season or a lifetime. The Generous.Life team curates a safe and inspiring environment for guests to feel relevant, inspired and joyful. Shared experience and shared joy leads to incredible relationships. We want you to find peers that you can do life and generosity with.

Interested in Partnering for GL Expeditions?

We thoughtfully curate each trip with partners and corporate sponsors to protect the experience of our community, but also to ensure we are only enhancing connection and impact. 

If you are interested in partnering or sponsoring with GL Expeditions as a nonprofit (social impact) or corporate sponsor or have an idea for a future trip email Kyle Negrete, to explore possibilities. 

A group of 16 men standing and smiling outdoors with a scenic background of mountains and a sunset. Some are holding beverages, and they are dressed in casual clothing and hats.

Previous Expeditions