Luxury endurance journeys · Costa Rica

Costa Rica.
Slowly.

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.

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Our philosophy

A different kind of expedition.

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.

— Esteban Umaña, Founder · in the field since 2010
San Gerardo de Dota, 2,200 m 01 / 04

How we travel differently.

Three commitments that quietly shape every detail of a journey with us.

01

Founder-led, not franchised.

Every route was drawn by Esteban, hand-tested on foot and by bike. We do not outsource our guiding. 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.

15+ years guiding · 20+ years operations
02

Six to eight athletes. Never more.

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.

Max 8 guests · Wilderness EMT certified
03

Sustainable luxury, locally rooted.

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.

Hand-picked lodges · Founder-led
All journeys

Many ways to see Costa Rica.

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.

For institutions

We also design programs for schools.

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.

School programs Request a proposal
From the field

"We had run together for nine days. By the farewell dinner, no-one wanted to fly home."— Trail Running Expedition, December 2025

8
Max travellers per trip
9
Days, one country
12
Curated departures a year
15+
Years founder-led
Begin the conversation

Tell us about the journey you have in mind.

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.

Plan a journey Design my trip
Speak with Esteban
Write to us
info@myadventurecostarica.com
Where we are
San José · Costa Rica