The North Shore of Molokai boasts the tallest sea cliffs in the world!! Enjoy the sights of this Hawaiian Island on a private catamaran sailboat boat charter with Hawaii Sailing Adventures, and anchor in Lono Harbor, Kaunakakia, Kamalu or Pukoo Bay. Private trips can be one of the most authentic ways to see Hawaii, offering fun activities sailing, snorkeling, scuba, paddle board, Kayak, dolphin and whale watching, waterfalls, Kalaupapa Mule Ride and more! Contact our team to book your catamaran sailing charter today!

We have the "only" "private" catamaran sailboats available for charter on Molokai. A Bahia 46 and our awesome (New Addition) Luxury Sunreef 62. 

Sunreef 62 all islands

For information on prices, itineraries, private daily or weekly charters and tours...

Maui, Lanai and Molokai.

The close proximity of Molokai, Lanai and Maui (the Maui County Islands) means short sails between islands. Fishing is great and we know the most amazing snorkel spots.

Lahaina is a historic whaling town with beautiful art galleries and wonderful upscale restaurants.

This and Oahu are the most weather friendly options for winter.

Learn the history of Kalupapa leper colony, Father Damien with a mule ride down to the village.

Please click on our "Fleet" page to view a gallery of beautiful photos.

What our customers say...