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Theo standing in front of the blue school bus with RoadTrippers sitting on the roof

Sober community adventures · 21+

Come for the experience, leave with a community

Every road trip brings you into a friend group of like minded travelers and a community that stays connected long after the trip ends.

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Theo and friends sitting on top of the blue school bus beneath an open sky

This is bigger than one road trip

One experience can introduce you to your people.

Theo’s Trips are way more than a once in a lifetime experience. Every group trip brings you into a friend group of like minded travelers, plus an entire community of more than 200 genuine people who meet each year at our Reunion Gathering.

I created these trips to do more than give people unforgettable experiences. I want to grow an expanding network of travelers who play a real role in one another’s lives and help each other experience more of what life has to offer. Together, we are stronger.

If you know to your core that you are a genuinely good human being, I want you in our community. Join your first road trip. After we travel together, you will be welcomed to the reunion and considered part of our tribe.

I cannot wait to meet you.

Stay happy, Theo

Friends sharing a group hug in Yosemite ValleyTheo driving the converted school busReal trips. Real people.

A note from me

Hey, I’m Theo.

I created these trips because traveling has brought me more joy than almost anything on this planet, and I want to share that with people who are ready to actually live.

Today it is easy to spend your whole life distracted. These trips bring us back to sunlight, movement, nature, community, and the present moment. I’ll plan the route and hold the group together. You just need to arrive willing to participate.

Stay happy, Theo

Read my full story

What’s coming up

Choose your next story.

Every trip has its own pace and personality. The community-first mindset stays the same.

Theo’s Trips group overlooking the islands of Thailand
Theo with an iced drink on a blue local passenger vehicle
Theo carrying his backpack through an airplane cabin
Theo exploring a street-food and fruit-shake market
Theo trying food at an outdoor night market
Friends with scooters on a past Southeast Asia trip
Theo on a wooden boat among limestone islands
Long-tail boat and turquoise water beneath limestone cliffs
Theo beside a golden Thai temple statue
Geographic itinerary map with numbered days, connected locations and transport symbols
1 / 10Swipe to explore

Thailand · May 5 to May 12, 2027

RAW THAILAND: BACKPACKER EXPERIENCE

Comfort level
i
Comfort level measures the relative comfort level of this trip, including accommodations, transportation, amenities, and overall travel style. Lower scores mean a more rugged experience. These are Theo’s subjective ratings, not customer reviews, earned points, traveler experience, physical difficulty, or safety scores.

Learn how to travel Thailand like a backpacker.

$1,2508 hosted days

$500 deposit · $750 remaining · 9 paid spots + Theo

One-way flight recommended. Stay after the trip to backpack with new friends.

9 spots remainingView trip details →
Thailand Adventure Vacation — Water Festival, Thai New Year
What is Songkran? Thai New Year water celebrations and cleansing traditions, April 13–15. Festival reference photo shows a person riding an elephant; elephant riding is not included in this trip.
Theo beside an elephant in a river
An elephant reaching toward the camera
Theo on a wooden boat among limestone islands
Long-tail boat and turquoise water beneath limestone cliffs
Close-up of an elephant’s eye
Theo beside an elephant under blue skies
Theo beside a golden Thai temple statue, cropped to the upper chest
Thailand itinerary map: April 12 Chiang Mai arrival; April 13 Songkran; April 14 jungle overnight; April 15 drive to Pai; April 16 Pai free day; April 17 return to Chiang Mai; April 18 fly CNX to HKT; April 19 ferry to Phi Phi; April 20 private boat day; April 21 ferry to Phuket and final dinner; April 22 HKT departure.
1 / 10Swipe to explore

Thailand · April 12–22, 2027

Thailand Adventure Vacation — Water Festival, Thai New Year

Comfort level
i
Comfort level measures the relative comfort level of this trip, including accommodations, transportation, amenities, and overall travel style. Lower scores mean a more rugged experience. These are Theo’s subjective ratings, not customer reviews, earned points, traveler experience, physical difficulty, or safety scores.

The full Thailand experience without the backpacking stress.

$2,80011 days / 10 nights

10 full-price traveler spots · CNX in → HKT out

10 spots remainingView trip details →
Theo beside a motorcycle and Vietnamese flag
Passenger riding through Vietnam’s mountain roads
Turquoise river between steep green mountains
Winding road through green mountain valleys
Theo at a mountain viewpoint with the Vietnamese flag
Traveler at a Vietnamese mountain viewpoint
Theo enjoying a meal in Vietnam
Fields and villages surrounded by green hills
Motorcycles at a rental shop in Vietnam
Geographic itinerary map with numbered days, connected locations and transport symbols
1 / 10Swipe to explore

Vietnam · March 15–23, 2027

Vietnam Men’s Motorcycle Adventure

(Ride the Ha Giang Loop in Vietnam)

Comfort level
i
Comfort level measures the relative comfort level of this trip, including accommodations, transportation, amenities, and overall travel style. Lower scores mean a more rugged experience. These are Theo’s subjective ratings, not customer reviews, earned points, traveler experience, physical difficulty, or safety scores.

Ride Vietnam’s mountain roads with a small group of experienced riders.

$1,5009 days · 6 riding days
View trip details →
Vietnam passenger adventure cover
Passenger riding through Vietnam’s mountain roads
Turquoise river between steep green mountains
Winding road through green mountain valleys
Theo at a mountain viewpoint with the Vietnamese flag
Traveler at a Vietnamese mountain viewpoint
Theo enjoying a meal in Vietnam
Fields and villages surrounded by green hills
Motorcycles following mountain hairpin bends
Geographic itinerary map with numbered days, connected locations and transport symbols
1 / 10Swipe to explore

Vietnam · March 1–10, 2027

Vietnam Ha Giang Loop Scooter Ride and Island Exploration Vacation

Comfort level
i
Comfort level measures the relative comfort level of this trip, including accommodations, transportation, amenities, and overall travel style. Lower scores mean a more rugged experience. These are Theo’s subjective ratings, not customer reviews, earned points, traveler experience, physical difficulty, or safety scores.

See northern Vietnam and the Ha Giang Loop as a passenger with a local driver.

$2,80010 days
View trip details →
See all upcoming trips

The honest version

This is not a polished vacation package.

You may sleep in a hammock. You may pee behind a tree on a long drive. Plans may shift because of weather, road conditions, or a side quest that is too good to skip.

You will also wake up somewhere beautiful, eat with people who were strangers a few days ago, help keep the bus clean, and probably laugh harder than you expected.

If you need everything perfect, this may not be your trip. If you want something real, welcome aboard.

Real adventure

National parks, local culture, side quests, camping, and days that bring you back to the present.

Genuine people

Every person applies. The goal is kindness, shared effort, and real connection—not clout.

Intentional safety

Clear rules, sober trips, emergency contacts, and a host who actually knows the people joining.

From your phone to the bus

Three simple steps.

01

Find your trip

See the dates, airport, cost, activities, sleeping setup, and honest expectations.

02

Apply as yourself

Tell me who you are. I personally review every application before accepting anyone.

03

Show up and connect

Join the Instagram group chat, arrive at pickup, and let the trip become what it becomes.

The people make it

Show up as strangers. Become RoadTrippers.

See the people who have already taken the leap, the places we explored, and the stories they brought home.

Meet the community
RoadTrippers together in the wildflowers in Canada

Maybe this is your sign

You do not have to wait for your friends to start living.

Find your trip
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