On foot, on wheels, on water — every expedition designed by the founder, hand-tested in person, finishing each day at a boutique lodge no guidebook has found. Ultra-small groups, six to eight athletes at a time.
We built My Adventure Costa Rica for travellers who want their pulse and their pillow both to be exceptional. Each itinerary is composed in person, hand-tested by our own guides, and shared with no more than eight people at a time.
From the cool weight of an early start in the Cordillera de Talamanca to the warm hum of a coastal lodge at dusk — whether you arrive by foot, by bike, or by river, these are not tours. They are journeys you remember in the texture of your skin.
Three commitments that quietly shape every detail of a journey with us.
Every route was drawn by Esteban, hand-tested on foot and by bike. The person you correspond with from the first email is the person who meets you at the airport, runs every trail beside you, and sits with you at the farewell dinner.
Exclusivity is not a marketing word for us — it is a logistical commitment. Two professional guides, one dedicated photographer, and a group small enough to share a long table at the end of the day.
The lodges are chosen for character and location, not their star count — a family-run cloud-forest lodge, a hilltop resort above the Pacific, a remote wilderness lodge in Drake Bay. The food leans on what the valleys we run through can grow, and the route is built on the relationships Esteban has with the mountain families who live along it.
Trail running, mountain biking, road and gravel cycling, water sports, hiking, and our signature multi-sport flagship. Choose a curated departure or design something entirely your own with our private travel team.
Bespoke educational and global-service programs for international schools and universities. Service learning, adventure, and cultural immersion — every route scouted by our team before students arrive.
"Seventeen years in these mountains — supporting races, guiding, designing private journeys. Every route on this site is one I have run myself."— Esteban Umaña, Founder
Whether it is a place on our next departure or an idea for a private expedition with friends, we reply to every enquiry personally within 24 hours.
