We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Sail Blue Hawaii LLC Questions & Answers

Hi there, I'm coming to Honolulu this month on the 30th and leaving on the 5th. Im keen to either sail to Molokai and back again or if thats not available do some half day sailing. I have completed level 1 yachting in Australia.

Is any of that possible?


9 months ago Answer

2 answers

Attraction representative
Helpful answer
Not as helpful

Ahoy Sarah and thank you for your inquiry.

I would love to be a part of your Hawaii vacation and take you sailing. Molokai is part of a multi-day adventure and, unfortunately, I don't have availability for that due to current bookings. Very happy to take you for a day-sail tho.

Private sailing (you are not sharing the boat with another group) on "Kaikiwi", the 42 ft Beneteau 411 featured on my website, begins at

$ 429.77 for up to 2 1/2 hours; this price includes Hi State tax (.04712), boat and captain's fee. It is not a per person rate.

Longer sailing events are a very popular choice for most people:

$ 105 (plus tax) for each additional hour.

Because this is custom sailing, we can sail any time of day you want and whatever length of time you wish. Our islands are most consistently graced with trade winds so any time of day is a good time to go sailing...morning, afternoon, sunset. It is all good.

That being said, sunset cruising is all about kicking back and relaxing, perhaps enjoying a cocktail. I sail with a lighter sail plan than during the day unless otherwise requested.

"Kaikiwi" sails from Oahu's south (protected) shore, not far from Waikiki, past beautiful coastline in the cobalt blue blue waters of our Pacific. Wildlife such as green sea turtles, "honu", dolphins, "nai'a", humpback whales, "kohola" (in winter season only), and flying fish, "malolo" are some of the critters we may see as we sail. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not "destination" sailing. "Destination" is sailing.

Bring food and beverage for your day/evening on the water. Adult beverages are welcomed on board but, please, no red wine. (Unfortunately, due to liquor licensing laws in Hawaii, SBH is not authorized to supply alcohol for you.). Catering options are also available upon request.

To board and sail on Kaikiwi, all clients must be agile and mobile.

Because our exposed coastline is subject to currents (creating a high liability for the captain if swimming is even allowed), has no secluded coves/ lagoons  and has unspectacular reef in our sailing area, snorkeling is not offered. While your private charter is primarily a sailing experience, if you would like a swim (you must be a strong swimmer), let me know and, after assessment of conditions, the captain can drop sail while you all jump in the water. We don’t anchor: we drift with the current and a floating tether is attached to the boat.  This is a bunch more fun than being anchored. For safety reasons swimming is not an option during a sunset cruise.

Please call me with your credit card details to book your charter.

To help you make the most of your private sailing adventure, please let me know if you have any questions or concerns.

With warm aloha,

Capt Gaelyn

(808) 347-0235

9 months ago
Scottsboro, Alabama
Helpful answer
Not as helpful

I know Captain Gaelyn will work with you to accommodate however she can. I would reach out to her. I’m sure she will be glad to answer any questions you may have. She is amazing.

9 months ago
Add your answer
Posting guidelines