Oahu’s Best Private Sailing Charter

When is the best time to book a private sailing charter on Oahu? 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 is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨  It is all good. 

Will we see marine life on our private sailing charter?

Because Hawaii’s waters are relatively warm, this means our waters can be sparse in terms of wild life. Not to be disappointed though, on your private sailing charter, you may well encounter at least 3 types of marine life: turtles, dolphins and flying fish. “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.

Call Sail Blue Hawaii now for your private sailing charter.

A Hawaii Proposal

Hawaii is a place full of romance. You will feel it the minute you get off the plane…the balmy tradewind, the scent of plumeria in the air. So, what better place on the planet than Hawaii for your proposal of a lifetime.

Hawaii Proposal at sea

You cannot get any more romantic when you propose to your loved one while sailing into the sunset. Saying “YES” under a tropical sky, on your own private yacht, will be a memory of a lifetime. Of course, you don’t need the sunset to complete your proposal: 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 is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET. ✨ It is all good.

I have sailed many a couple to witness their Hawaii proposal and every single one gives me chicken skin. It is an honour. Call Sail Blue Hawaii to book your Hawaii proposal at sea.

A Hawaii Sailing Vacation

Any occasion is a great one to get out sailing on Hawaiian waters to enjoy some relaxing and refreshing ocean time. Especially true here in Hawaii where the air is balmy and year-round trade winds provide Honolulu with wonderful sailing conditions.

The possibilities are endless and THE HORIZON IS NO LIMIT.

While sailing in Honolulu we often see Hawaiian green sea turtles lazing in the sun, dolphins jumping the bow, whales (winter only) spouting off to starboard, and the stunning shine of Venus at sunset. Leave Waikiki and the crowds behind. Step onto your own private yacht and enjoy the ride of your life. The wind is our engine as we sail the beautiful azure blue Pacific waters. The sound of the ocean is hard to beat.

Your safety and comfort are our number one concern: our vessels meet all U.S. Coast Guard inspection requirements.

Kaikiwi is a 42-foot Beneteau 411 and a wonderful sailing machine for Hawaiian waters. She is well proven: Capt. Gaelyn sailed her home from Mexico with two crew and was delighted with the way she handled in all conditions. Kaikiwi is good for up to 6 passengers.

Larger vessels, for 7 to 35 passengers are also available for all DAY-sailing and custom cruising.

Sign up for your private Hawaii sailing adventure today!

perfect tradewind sailing

Ash Scattering/ Life Celebration in Hawaii

It’s easy to understand why you would want to celebrate your loved one on a private yacht on the blue Pacific waters off Oahu. Hawaii has a strong spiritual energy both on and off the ocean. A farewell at sea is a healing and soothing way to say goodbye and begin anew.

Customise your Hawaii Ash Scattering.

If you would like to include your pastor, or other, to conduct a service and/or blessing for you, please do. If you have no connections here, reach out and we can give you some suggestions. Perhaps you’d like to sail longer than just the time it takes to celebrate and scatter. What time of day is best? 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 is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET✨.  It is all good. 

Email us today with your Hawaii Ash Scattering request.

The Best Private Sailing Charter in Hawaii

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 is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨  It is all good. 

Book a Waikiki private sunrise cruise

Maybe you’ve just flown in from the East Coast and Waikiki doesn’t wake up early enough for you. Let’s go sailing and catch sunrise over Diamond Head. It is possible that we’ll see dolphins in the beautiful morning light. Bring your favourite coffee and muffin. It’s so exciting to board in the pre-dawn hours and head out the channel in the dark. The anticipation of sunrise is palpable. Imagine, your own private sailboat, ON YOUR FIRST DAY OF VACATION, sailing towards one of the most famous landmarks on the planet, Diamond Head! It is exciting, thrilling, magical. AND this could be YOU!

The best way to start the day

Before you leave home, call Sail Blue Hawaii for a private sailing charter. Did you forget to do that and you are already on island? Give Sail Blue Hawaii a call and hope the sunrise cruise is still available. You will not be disappointed.