ADVENTURE AWAITS.

A Hawaiian adventure challenge to cultivate community through fitness.

a race in paradise.

Where passable by road, water and trail, this event will carry you through the iconic blue waters of Kailua Bay, past Chinaman’s Hat, through the popular surf line of North Shore, around Ka’ena Point, through hotspot Waikiki, around Diamond Head and Kokohead above Hanauma Bay, up the Makapu’u lighthouse and around the beauty of Waimanalo Beach.

See all of Oahu’s beauty at a pace that meets the “Aloha” of the island.

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Testimonials

  • It was one of the most profound experiences of my life. I loved the different modalities, I loved the struggle. I loved your commitment to excellence and truly what your heart stands for.

    2024 Anonymous Athlete Survey

  • That was the most fun day of my life!

    Jillian Mueller, 2023 Adventure Team

  • I love the attitude/purpose of the race. No podium, just personal challenge.

    2023 Anonymous Athlete Survey

  • The OP doesn’t feel like just a race, it feels like a community. Because of this, I love coming back and being involved.

    2024 Anonymous Athlete Survey

  • My patience, compassion. and grace towards myself and others has grown. Learning to handle failure was presented and it was another opporutnity to overcome hardship and face fears. I will be coming back next year!

    2023 Anonymous Athlete Survey

  • The best part was the reminder that life isn't meant to be done alone. I am so grateful for the people that made the experience so full of joy. Already excited for next year! 🤙🏼

    Sarah Harrison, 2022 Solo Trek athlete

  • Everyone has their own reasons for taking on a challenging event like the Oahu Pentathlon. I will keep my reasons private but I hope everyone found what they were looking for out there. I had 16+ hours alone with myself and my thoughts. I learned a few things along the way. At this point, I am looking forward to the next challenge.

    Travis Fitzgerald, 2022 Solo Trek athlete

  • I always get a happy high from volunteering, being an endurance person giving back to the community feels incredible. Meeting like minded people makes me feel more like I belong in the community

    Amanda Kitson, 2022 Volunteer

  • I encountered just about every emotion on the spectrum along the way. Excitement, fear, love, doubt, helplessness, gratitude... any day where I can experience all of that is a gift. My sense of spirituality comes from community and camaraderie and the people that came together for that day and leading up to it make my cup feel so full. For myself, events like this affirm that I am capable of trekking into the unknown and accomplishing goals I didn't even know I had. In this moment, I have only gratitude to my friends, my body, and this community.

    Anonymous Athlete Survey Response

Upcoming events.

Join an upcoming OP Community Event! It’s free, it’s low key and it’s an all-around ALOHA vibe.

AN OAHU PENTATHLON STORY:

Rising from the Ashes

Tim Connelly completed the Solo Trek of the Oahu Pentathlon in 2023 in 16 hours and 16 minutes as a seasoned endurance athlete. But his extraordinary athletic accomplishments, including 9 completed Ironman events, aren't the most remarkable thing about him. A dedicated father and decorated retired Army General, Tim has overcome a mountain scape of "hard things" in his life.

race for a cause.

The profits made from the Oahu Pentathlon go directly to Point One Vision, a 501c3 nonprofit organization, and its partnerships with local Hawaiian initiatives to promote cultural values of Ho’omau (persistence), Hau’oli (joy), Malama (protection), Kokua (to give aid) and Aloha (love and friendship).