Bucket List Expedition

Your wildest dream come true.

Make a lifetime memory in the outdoors.

These bucket-list-style trips are custom designed to help you make a lifetime memory and tackle something B!G. Something scary big - from the ole bucket list.

Safari? Everest Base Camp? Exploring an off‑grid island or new country? Maybe it’s chasing big game in New Zealand, or fishing the salmon run in Alaska? Or learning to spearfish, surf, scuba dive, or hunt using archery equipment? It’s never too late to learn something new and give yourself a proper challenge. Or maybe you’re like me and dream of full-circle experiences like handcrafting a wooden surfboard in Main and testing it out on an epic surf trip to Morocco — whatever it is, I’m your guy to make it happen.

I get it, you’re busy. Your life is good but moving far too fast. Time is the real riddle to solve these days, but you got things to do before you’re 6ft under. So let’s get after it. I genuinely love putting together these types of dynamic trips. It’s what I’ve done for me and my family my whole life as we’ve journeyed all over this planet, and everyday I still find myself researching and dreaming about the next adventure.

Rise to the challenge.

I truly believe these types of experiences are the very best investment we can make in our lives and our relationships. It’s always a risk worth taking. These kinds of larger-than-life experiences challenge and change us for the better, and they always reward us with the deep satisfaction of reclaiming a wilder, healthier self through the process.

Ideas & Options:

  • A person skiing in deep snow with snow-covered trees in the background.

    Ride Big Mountains

    By helicopter, cat or hut trip, getting deep in winter wonderland and riding some big country is an incredible experience that will challenge and change your perspective.

    Launch Point: Revelstoke, BC
    Price Range: From $7,995+ pp excl. flights
    Trip Length: 5-7 days

  • A group of four men on a sandy beach with palm trees, holding a large fish, and smiling at the camera.

    Surf & Turf in Kwakea Island

    Explore a primitive island and culture. Kwakea is one of Vanuatu’s only privately owned Islands which offers a unique, off grid, cultural experience. If offers world class surfing, fishing, pig hunts, and so much more.

    Launch Point: Bauerfield International Airport
    Price Range: From $5,995+ pp excl. flights
    Trip Length: 7-10 days

  • A yellow seaplane flying low over a body of water with forested mountains in the background during daytime.

    Alaska Fishing Adventure

    Alaska is still wild and one of my favorite places, and you can easily tick off several bucket list items in one trip. Catch salmon, witness Grizzly bears, touch a glacier, grow a thick beard, etc.

    Launch Point: Anchorage, AK
    Price Range: From $3,995+ pp excl. flights
    Trip Length: 7-10 days

  • A safari vehicle with tourists observing a lioness walking across the grassland during sunset.

    African Safari

    The ultimate bucket list item. Seeing the wildlife of Africa and camping among it all. Takes quite some times to get over to that side of the earth, but it’s hands down one of the best experiences you can have on this planet.

    Launch Point: Africa
    Price Range: From $12,995+ pp excl. flights
    Trip Length: 10-14 days

  • A man swimming underwater with a snorkel mask, surrounded by small fish and larger sharks in the ocean.

    Freedive with Whale Sharks

    Let’s explore the flat-waters of the Sea of Cortez. Fishing, hot springs, untouched beaches and freediving with whale sharks. You’ll eat from the sea and explore the endless hidden beaches and islands along the coast.

    Launch Point: Loreto, MX
    Price Range: From $3,995+ pp excl. flights
    Trip Length: 5-7 days

  • A person standing on snow-covered mountain with arms outstretched, surrounded by prayer flags, with a mountain peak in the background.

    Trek to Everest Base Camp

    Hike through the highest peaks in the world. I know the way, haha. It is truly an incredible experience that every man should try and make happen.

    Launch Point: Kathmandu, Nepal
    Price Range: From $5,995+ pp excl. flights
    Trip Length: 15-20 days

  • A landscape with a snow-capped mountain range in the background, green slopes, a wide river with rocks, and a lone deer crossing the water in the foreground.

    Hunt the Brooks Range, Alaska

    Hunt big game in the last wild place in North America. The hardest part is choosing which way you wanna do it - boat or float plane, camp or lodge, bow or rifle, etc.

    Launch Point: Fairbanks, AK
    Price Range: From $9,995+ pp excl. flights
    Trip Length: 10-14 days

  • A man drawing a bow in an outdoor setting with leafless trees in the background.

    Learn Archery & Hunt Pigs

    Learn to shoot a bow and we’ll go practice on wild feral pigs for your first animal. A perfect introduction to hunting. Or take your rifle hunting to the next level with this dedicated skillset that will challenge you.

    Launch Point: Redding, CA
    Price Range: From $2,995+ pp excl. flights
    Trip Length: 4-5 days

  • A large great white shark swimming underwater with smaller fish around it, sunlight filtering through the water surface.

    Cage Dive with Great Whites

    Get face to face with the worlds largest shark. It will change how you look at the ocean. Truly a breathtaking once in a lifetime experience that will stay with you forever.

    Launch Point: Cape Town, South Africa
    Price Range: From $7,995+ pp excl. flights
    Trip Length: 10-14 days

  • A river surrounded by lush green trees with mountains in the background and a boat with people on the river

    #Raftlife in NW Montana

    Multiple days living out of rafts with your friends or family is the next #vanlife. Let’s find some untamed water to test our limits and find particularly beautiful fish to land on the river banks.

    Launch Point: Missoula, MT
    Price Range: From $5,995+ pp excl. flights
    Trip Length: 5-7 days

  • A silhouetted surfer holding a surfboard in the ocean at sunset, with a mountain range in the background and waves approaching the shore.

    Surf Safari

    Surfing down south has endless options for however you want to experience it. By lodge, boat or camp, with friends or family, and without the crowds.

    Launch Point: Nicaragua or Panama
    Price Range: From $3,995+ pp excl. flights
    Trip Length: 7-10 days

  • A team of huskies pulling a sled through snow under the northern lights at night.

    The sky is the limit...

    Maybe these ideas got you going in a good direction, or maybe you have something totally different in mind! Reach out and let’s make your dream become a reality.

    Launch Point: Planet Earth
    Price Range: From $2,995+ pp

No adventure too big. No detail too small.

A man wearing a tan Patagonia cap, dark sunglasses, and a light blue button-up shirt, sitting at an outdoor wooden table with a white cup of coffee, a glass of water with lemon, and a small pitcher, smiling at the camera against a white building background.

My approach to adventure design:

Organizing and making things happen is my love language and sharing these incredible moments with others is what gives me life and purpose. When I’m designing an expedition, I start by getting to know you in person or over Zoom in order to fully understand what kind of experience you want to have. Then I set out to create something uncommon, memory-making, and perspective-changing so you’ll have a story to tell for years to come. I consider myself an expert (wizard level) at crafting magical and exciting moments (that often feel unexpected) that build upon each other to create the kind of experience that you look back on and say, “Wow, did that just happen?!”.

I’ll take care of everything—from finding the most magical places to stay, to figuring out the smallest logistics—so you can just show up, be fully present and make that dream come true. I’ll even document the journey for you - I’ve been a professional photographer most of my life, so I’ll bring my gear.

A man with a beard wearing a cap that reads '10 Barrel Brewing Co'

Gary’s heart was made for adventure. He perfectly balances stoke, planning and preparation, and being off the grid with self discovery, camaraderie, and connecting with that part of your soul that longs for adventure.

— Casey Thompson, Executive Consultant

Book your custom expedition.

I only offer a few of these custom trips a year b/c they take so much time and preparations, so let’s get the planning started. Typically we’ll need 3-6 months of prep time before we launch. However, depending on the scope and season of the trip, we may need up to a year or more to plan.

Pay Bucket List Deposit

Next steps:
Wanna chat things through first and see if we’re a good fit? Not a problem, reach out and we’ll connect.

If you have a general idea of what you’re looking for and know your availability, then pay the Bucket List Deposit to get us started and get your trip on the books. Then, we’ll schedule a Zoom call or get together in person to kick things off. We’ll finalize pricing and all those details depending on the itinerary and who’s coming along for the journey. These trips aren’t the cheapest route, but they are the raddest route - I can guarantee that.

Adventure design is a premium service. These trips take hundreds of man-hours to plan and execute and will likely require hiring additional experts, using specialized transportation, or renting specific gear which can quickly increase the final price of your trip. Generally, my fees range from 20-30% of total trip costs or we can work out a fixed fee.

The best thing to do is chat it through. So reach out and we’ll take it from there.

Can’t wait to share in this once in a lifetime story with you!