Born in NYC in 2014 with one Nicaragua trip and a hunch: strangers make the best travel crew. Five continents, 50+ weddings, and a perfect 5.0 later, the hunch checks out.
Surf
Adventure, risk, adrenaline. The thing that scares you a little and thrills you a lot.
Yoga
A deeper perspective on the short time we have. No woo-woo required.
Beer
Our chance to enjoy it all and not take anything too seriously.
"This feels like a secret people desperately need to know about."
Sara B. · on her 7th SYB trip
The SYB Way
no white labels, we build it all
Most travel companies rent everything: the same local guides, the same itineraries, a logo slapped on top. We own every vertical, like Tesla builds its own batteries, motors, and software. We scout the destination, design the itinerary, train the leaders, and host the week ourselves. The SYB Academy is our Gigafactory.
We scout every trip ourselves
Before a trip hits the calendar, we fly out and test the villas, the waves, the drivers, and the dinner spots. If we would not send our own family, it does not run.
Real local relationships
We work directly with the villas, boats, and communities we have known for years. No middlemen, no markups on someone else's itinerary.
Leaders trained in our Academy
Every SYB leader graduates our 200-hour Academy and leadership immersion, then we fly them in to host you. They are our biggest difference maker.
Hosted, not toured
An SYB trip is hosted end to end like a retreat with your future best friends, not a white-labeled tour you could book from ten other companies.
How It Works
easiest decision you'll overthink
Pick your vibe
Scroll this page, or take the 2-minute trip quiz and we match you.
Hold your spot
20% deposit locks it in. Balance is due six weeks before takeoff.
We handle the rest
Itinerary, lodging, food, transport, photographers, new best friends. You just show up.
