Definition of “Adventure” is:
1 a : an undertaking usually involving danger and unknown risks
1 b : the encountering of risks
2: an exciting or remarkable experience
3: an enterprise involving financial risk
- Marrian-Webster Dictionary
If you seek adventure, sailing, or getting a taste of what it is like getting off the grid, join us on one of the few true adventures left in Hawaii. Kainani is our home, a 43’ sailboat with 3 private cabins and 2 bathrooms; enough space to make it possible for us to share the adventure with you.
This is our Adventure Cruise, and the boat is rented per person, and sometimes the boat will include guests other than your party. For a private yacht please see our listing under "Private Yacht with Captain".
While onboard, everyone needs to understand that being on a boat means being flexible, especially with Mother Nature. All destinations and adventures are subject to weather conditions, so please be prepared and understand that the ocean is our home and an uncontrollable force. We promise to do our very best to keep everyone comfortable during the trip by finding calm and safe anchorages.
For other reviews/pictures please see our F__ B__ page Kainani-Sails
Let us tell you about Kainani, a Beneteau Oceanis 430. She is a fully equipped sailing yacht designed with comfort and safety in mind. Kainani is ready with many of the amenities of home, such as a full galley (kitchen) with refrigeration, electricity, and lots of fun things like surfboard, a kayak, small library, fishing gear, masks & snorkels, and a motorized dinghy. We aim to have people on board for 4 nights to give a chance to really get away. If you are unable to make 4 nights, let us know and perhaps we can work something out special for you.
Still reading? Great! Here’s an example of what to look forward to:
We encourage everyone to take part in sailing the yacht, to bringing in the latest catch. We encourage team spirit and appreciate your help while onboard, from keeping the vessel organized to preparing meals, and in return we do our best to make you feel at home and keep the adventure going.
Here is an idea of what a 7 day (2 night minimum) adventure may hold.
Day 1: Pick up in Kailua Kona and set sail for Kealakekua bay (Captain Cook memorial) and enjoy some of the best snorkeling in Hawaii, and perhaps swim with Hawaiian Spinner Dolphins.
Day 2. Sail down to Honomalino and small quite beach, and enjoy the views.
Day 3. Okoe Bay and enjoy getting away from the crowds as we will most likely see no one else
day 4. Set sail North for Honaunau the city of refuge a most on most peoples list while visiting Hawaii, and small anchorage with excellent snorkeling.
Day 5. Hookena, a short trip up the coast is the small quite village of Hookena where you can disembark kayak and explore the down..
Day 6: Keahou. We anchor here for one reason! To swim with Manta Rays! for the more adventurous it is a night dive (with dive lights) and you can get in the water with the gentle Giants of the sea. For most people this is a once in a life time experience.
Day Seven: Is always the worst as we are sure our guests are leaving as good friends, and we always hope to see them again soon.
About Us… Keao is the owner and captain of Kainani. He was born and raised on the Big Island of Hawaii but spent his college years in Oregon. Keao is also a United States Coast Gaurd Certified Captain. He has sailed the west coast of the United States, Mexico, and much of the South Pacific. He also has experience as a charter boat captain here in Hawaii.
We are more than happy to host you, your family, and/or your friends. Every trip is unique, with different places, different people, and different conditions. We are able to carry no more than 6 guests, so expect a personal and memorable experience. Contact us for more info, questions, or concerns.
Hope to sail with you soon! – Keao, & Kainani
*We know that this trip is not for everybody; we always try to make everyone feel at home and comfortable onboard. Please understand that all departure and arrival dates depend on the weather and sea conditions. The channels within Hawaii can be very rough. The Captain of the vessel will do everything within his power to complete the cruise within the time frame. The responsibility of the Captain beyond all others is to keep the passengers and vessel safe. With this understanding, we cannot guarantee any arrival dates or times to any location and will not be responsible for any missed fights or other arrangements. For overnight adventures, some anchorages may be slightly unsteady. Everyone must understand that this is a boat and that we are on the water, a surface that is always changing.
P.S. Smoking is allowed outside (and downwind) only.
Please contact us for information about day sails or if you are interested in sailing over the horizon to foreign lands!
This trip is everything you make it to be. It is a boat, we are on the water, which means the boat will rock. We do our very best to find the calmest anchorage around, but Hiiaka the god of the ocean in Hawaii controls that, we hope you understand. We ask that everyone onboard be helpful and understanding of other peoples beliefs, customs, and ideas.
Hope to see you on the water!
Our easy going Captain, Brian "Keao" Shaw, was born and raised on the Big Island of Hawaii. As a USCG certified captain with a sailing endorsement, he is prepared to put your comfort and safety first. He has knowledge of the local waters in Hawaii and the open waters of the Pacific, with extensive sailing experience from the West coast of the United States and Mexico, to the South Pacific. While not sailing, he enjoys fishing, diving, surfing, exploring remote areas, soccer, photography, and traveling.
With his experience in and out of the water he will help you find your sea legs in no time!