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 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

Private sailing charter in Hawaii

While vacationing in Hawaii, do call Sail Blue Hawaii for your private sailing charter. It could well be the highlight of your vacation.

“Kaikiwi” sails from Oahu’s south (protected) shore, not far from Waikiki. We sail 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.

When is a good time to go sailing in Hawaii?

Because this is custom sailing, you 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. 

Whether you are an old salt, or have never been on a sailboat, Kaikiwi is perfect for you. Call Sail Blue Hawaii today for your own private sailing charter.

a happy day-sail