Oahu is just one of the Hawaiian Islands but it’s the one that I call home. Back in 2008, during my last year at the University of Hawaii, I decided that it would be a good idea to walk around the entire island. I didn’t know how long it would take or even if it could be done, but I decided that all there was to it, was to do it. Like taking Amtrak from Coast to Coast in the USA, this was a way for me to learn more about my home. In fact, it was one of the most enjoyable things I’ve ever done. 130 miles of discovery, aloha, and making myself a true kama’aina. I don’t know many people who have done this – but one thing for sure, it will bring you closer to the land and the people if you take the time to do it.
I created a slideshow of it:
and also did a combined post of all the days: https://vagobond.com/flashback-friday-my-2008-walk-around-oahus-perimeter/
The Plan and the Gear
Day 1 and Day 2 – Waikiki, Diamond Head, Sandy’s, Koko Crater, Koko Head, Hanauma Bay, Kahala, Aina Haina, Waimanalo
Day 3 and Day 4 – The Windward Side – Kailua to Mokapu, Mokapu and Kaneohe to Chinaman’s Hat
Day 5, Day 6 , Day 7 , Day 8 – The North Shore, The LOST set and inciident, Haleiwa, The West (Leeward Side), Pearl Harbor, Ewa Plains, and back to Honolulu
The Completion of the Circumnavigation of Oahu
I send out Letters from Exile — free weekly dispatches from wherever in the world I happen to be. Philosophical sometimes, about tech or AI sometimes, about life as a digital nomad at 54 sometimes. Whatever’s actually on my mind.

CD Damitio writes at indignified.substack.com — essays on utopias, dystopias, and the spaces between. Free to read. No algorithm, no sponsored content. His books can be found on Amazon at https://www.amazon.com/stores/CD-Damitio/author/B001JP7NWA
CD Damitio writes INDIGNIFIED — utopias and dystopias explored. Free to read.



























