Category: whale watch

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Hawaii Ash Scattering turns to Whale Watching

May 21, 2025 was a beautiful day on the water to celebrate a life and scatter the ashes. It’s never easy, but when ocean conditions lie down flat or the wind ramps up , it is often a reflection of the character of the soul we are scattering. No kidding, this happens often.

May 21, 2025. I mention the date again because Hawaii whale season ends late March /early April. Sailing slowly back to the harbour in a reflective mood we were suddenly stirred by the sight of a mum and calf surfacing as they swam west. WOW!

You never know what your Private Sailing Charter will capture

Every day is different. In my many, many sea hours I am still captured and delighted by the many unusual happenings as I sail each Hawaii private charter. I had someone ask me the other day, “don’t you get bored doing the same thing every day”? I was speechless. Never, ever, NO. Every day is different and you really can’t beat sailing out to scatter ashes and meeting a mum and calf on the way home, in MAY. That is a first for me. Just exactly who was this person we had just said “aloha” to anyway ?

For Sail Blue Hawaii, the horizon is no limit. Choose your own particular type of Hawaii private sailing charter. The choices are endless. (Use the link below to peruse). Your custom adventure on our beautiful Pacific may well be the highlight of your Honolulu, Oahu, Hawaii vacation.

Let’s Go Sailing
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Sail Hawaii’s Best Charter Boat, “Kaikiwi”.

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Private Sailing Charters

Oh !! the luxury and awe of sailing your own private yacht in Hawaii. Sail Hawaii’s best charter boat,”Kaikiwi”, the best-kept charter boat in the islands. She is a US Coast Guard approved vessel, perfect for any kind of Hawaii sailing. Whether it’s an intimate sunset sail for two, an adventurous day-sail with family and friends, whale watching, entertaining business colleagues, watching sunrise over Diamond Head, saying “I do” under a full moon…the reasons to go sailing on “Kaikiwi” are endless and the experience will most probably be the highlight of your Hawaii vacation.

When is the best time to go sailing 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 of day is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨  It is all good. 

“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.

What does “Kaikiwi” mean?

“Kai” in Hawaiian means “salt water”; “kiwi”… enough said (unless you are unfamiliar with the global nickname for a New Zealander). “Salt water kiwi” perfectly sums up the captain and her beloved 42-ft Beneteau :-).

Don’t Dream your Life, Live your Dream

Sail Blue Hawaii on Oahu provides an unparalleled sailing experience, offering guests the chance to explore the island’s breathtaking coastlines and clear blue waters. Captain Gaelyn, their knowledgeable captain, ensures a personalized and memorable sail across Oahu’s stunning seascape. Email Sail Blue Hawaii to sail on Hawaii’s best charter boat, “Kaikiwi”.

The best first mate ever 🙂
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Hawaii private sunset cruise

Your Hawaii private sunset cruise: a beautiful time of day to be on the water. What can be more romantic than sunset aboard a sailboat in the pacific ocean. You’ll want to experience a sunset cruise on your vacation in Honolulu. Here is my recommendation on the 5 best Hawaii sunset cruise ideas.

Honolulu’s best sunset cruise

  1. Have you ever seen the green flash? On your private sunset sail, this may well be what captures your joy the most. There are theories about what makes the green flash. Check them out online. I have seen more than my share of this delicious phenomena on numerous sunset sails.
  2. The other evening my charterer pulled off an especially perfect surprise sunset cruise for his girlfriend. She had no idea she was about to go sailing and had always expressed a desire to be on a private sail boat/ a private boat tour. It was with teary eyes she climbed on board.
  3. Of course, saying “I do” is particularly romantic at sunset. A private yacht, just the two of you and the captain. YES, this is the perfect reason to choose a sunset cruise with Sail Blue Hawaii.
  4. A life celebration/ ash scattering is particularly special in the easy sunset hours. A sunset sail with family and friends will stay in your mind forever as you remember and celebrate your loved one.
  5. Of course, you need no reason at all to choose a Hawaii sunset cruise. It is the best time of a day. Sail out there and enjoy all that Hawaii’s beauty has to offer.

SUNSET SERVED DAILY with Sail Blue Hawaii

Call Sail Blue Hawaii today and sign up for your own private sunset cruise. If you are especially lucky, because of the time of year, your private sunset cruise may well turn into whale watching! It could well be the highlight of ANY vacation.

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Your Hawaii Whale Watch

This has been a busy week for our humpback visitors as the season winds down for a Hawaii whale watch. I prefer to call it a “whale sail”: we set sail with the hope of seeing these gentle leviathans cruising our waters. February and March are the best for Oahu. The females come to the Lahaina area to have their calf and re-mate before heading back to their Alaska feeding grounds. We have the fortune of seeing mums and calves playing and gaining strength in our Waikiki waters before their 3000 mile trip north.

What time of day should we schedule our whale watch?

Because this is custom sailing, and humpback whales do not have a schedule, 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…✨book a SUNRISE cruise, a morning or afternoon day-sail, or our most popular SUNSET cruise ✨ It is all good for a whale sail.

Will we see marine life other than humpback whales?

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

Sign up today for your private whale watch with Sail Blue Hawaii. A whale sail you’ll remember for a lifetime.

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