North Shore Molokai in 7 Days

Day 1: Sailing to Molokai

Depart from Honolulu for the west end of Molokai. Sail past Waikiki, Diamond Head and Oahu’s “gold Coast” to Koko Head. From Koko Head to Molokai is the famous Kaiwi channel, the stuff of legend, and the final run in the Transpac yacht race. After a spirited sail to Molokai, we duck behind the lee of the island and sail to our first anchorage, Hale O’ Lono harbor. Lono is far removed from civilization and the stargazing is excellent. 

Day 2: Sailing to Kaunakakai

We get a late start and head up the coast between Molokai and Lanai headed for Kaunakakai, the main city on Molokai. We anchor here for the night and head to town for dinner. 

Day 3: Halawa Valley

This is a day ashore. Molokai is a spectacular Island that remains today much as it was before people arrived. We suggest renting a car and driving to Halawa Valley and hiking back to the incredible waterfall there. Also, you won’t want to miss the overlooks to Kalaupapa and the other fascinating discoveries you will make along the way. 

Day 4: Sailing to Honolua Bay

We will be sailing between Molokai, Lanai and Maui to one of the most amazing bays in the world. Honolua is a world famous for it’s surfing and is also a fish preserve. It is a perfectly protected anchorage and it is our destination for day 4. 

Day 5: North Shore of Molokai, leg one

Depart early from Honolua bay and sail on a fast downwind run to the North coast of Molokai. Primal is how most people describe this coast, it is like stepping back in time, and the area has an awesome presence about it. We will sail past Halawa valley so you can get a sea-view of the waterfall, past many other falls, and valleys. The north shore of Molokai was revered by the Hawaiian people as a magical place, when you see it, you’ll understand. Our destination for the night lies just behind a small island at the mouth of a large and uninhabited valley, we sail right between them and into a protected anchorage near Kalaupapa, you can see the original church and buildings built by Father Damien to care for the afflicted who were once marooned on these shores. 

Day 6: North Shore of Molokai, leg two

We get a late start, and set sail around Kalaupapa, headed for the western tip of Molokai. We sail past the remaining cliffs of this coast on a fast downwind run to Ilio Point. Once around the point we tuck in close to shore and enjoy sailing in the lee of the island to our next anchorage, just off a sandy beach. From here you can see Oahu silhouetted in the setting sun, the destination for tomorrow. 

Day 7: Sailing to Oahu

This is a great days run that is on a fast tack across Hawaii’s best fishing grounds. You will see the island of Oahu appear from the sea mist, and try to guess which geographical feature becomes Diamond Head. We’ll sail past Koko head, past Hawaii’s Gold Coast and right under Diamond Head to Waikiki. Stop for a quick swim, a chance to collect your thoughts and things, then pull into Honolulu Harbor to disembark.