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Private Sailing Charter in Hawaii.

When you book your private sailing charter while vacationing in Hawaii it may well be the highlight of your vacation. It is astonishing how many times my clients have said that to me. That is thrilling. It is exactly why I have worked so hard to give people the best-kept charter vessel in the islands, AND the best private sailing charter experience. That was my goal when I set up up Sail Blue Hawaii LLC.

“This is the best time I have had in my entire life.”
-Kaelyn, age 7, CA

Why choose a private sailing charter?

There are so many reasons, but let me name a few:

  • CoVid is still around. Your captain is vaccinated and boosted. How better to keep you and your loved ones safe. When you sail on “Kaikiwi”, a 42-ft Beneteau, you will feel so safe especially when you see the over-crowded catamarans.
  • delight in pure trade wind sailing any time of day for as many hours as you want.
  • whale sail. In winter, humpbacks are Hawaii’s most famous tourists, making their annual 3,500 mile trip from Alaska to the islands each December through April.  We’ll set sail and hope to find these gentle leviathans.
  • birthday parties
  • corporate fun(ctions)
  • very popular: summer only; Friday night pau hana fireworks cruise. Combine this with sunset and you have the perfect cruise.
  • for romantics: sunset cruise: a beautiful time of day to be on the water.
  • maybe you’ve just flown in from the East Coast and Waikiki doesn’t wake up early enough for you. Let’s catch sunrise over Diamond Head. Maybe we’ll see dolphins in the beautiful morning light.
  • choose the one night of the month (or, the “blue moon” second night of the month) to sail from sunset to full moon. It is truly magical to see the full moon rise over Diamond Head after sailing into the sunset. Click moon phases to see full moon calendar.
  • when the moon is close to its new phase, we have fabulous star-gazing.  Set sail for sunset and a night sail. In winter months, the iconic Southern Cross can be seen.
  • proposal:  how more romantic can you get when you propose to your loved one while sailing into the sunset?
  • weddings for romantics:  there’s nothing more special than saying “I do” under a tropical sky  while sailing into the sunset.  Your captain will marry you with a personalized  service on your own private yacht.
  • renewal of vows:  what a “wow” it is to  say those vows again, to remember and  re-ignite!
  • sailing lessons: Help set the sails and take the helm if you like as you learn the “ropes” of sailing.  The first thing you learn: they are not ropes.  They are “lines.” Captain Gaelyn will assist you to build your skills and confidence. For all levels of sailing experience.
  • memorials, ash scatterings and life celebrations
perfect tradewind sailing
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Hawaii’s BEST Private Sailing Charter

Any occasion is a great one to get out sailing on the 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.

“DON’T DREAM YOUR LIFE, LIVE YOUR DREAM”

Our most popular boat tours are the private yacht charter, weddings, anniversaries and sunset sailing cruises. In addition, sailing lessons, birthdays, corporate events, custom adventures await.

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.

Call Sail Blue Hawaii to day for your Hawaii private sailing charter. It could well be the highlight of your Hawaii vacation.

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Hawaii whale watch

It was a fabulous afternoon with tradewind sailing at its best while enjoying our Hawaii whale watch. Captain Gaelyn managed to find two sets of mom and calf humpbacks in the bay. Our private sailing charter was also blessed with dolphins swimming in Kaikiwi’s bow wake. I had read on her website: “watch spinner dolphins surfing the bow wake” but thought that an exaggeration. Nope! much to our delight.

Honolulu’s best private sailing charter

It is perfect in today’s world to sail with Sail Blue Hawaii. We choose Captain Gaelyn and her “Kaikiwi” because of her beautifully maintained sailboat and the “private” sailing charter. Keeping family safe while having fun on the ocean was our priority. Humpbacks, dolphins, turtles, flying fish… all in one fabulous balmy afternoon. When we wrote for information on her private sailing charter, she wrote back:

“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.

We didn’t miss out on one single thing in that very wordy paragraph. Cobalt blue blue? Understated! Wildlife? They were all out to play. Molokai and Lanai were both there, yes, in the distance. Destination? Sailing!

Whether you are signing up for a Hawaii whale watch, a sunset cruise, a sunrise cruise, or just an afternoon of private sailing, write for your custom quote today. Sailing with Sail Blue Hawaii could well be the highlight of your Hawaii vacation. Locals welcome too 🙂

“It appears he is adapting to this social distancing thing pretty well.” -/ courtesy of Boat US magazine.
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Hawaii ash scattering at sea

Recently, a grieving family called me to see if it was a possibility to scatter their loved ones ashes at sea in Hawaii. YES, this is a wonderful way to memorialise your special person. There is nothing more healing than being out on the ocean to celebrate this momentous occasion.

Life Memorial at sea, Oahu, Hawaii.

Not only were we blessed with a beautiful water day, a mum and calf humpback whale showed up to give an extra blessing. An unexpected whale watching cruise absorbed the sadness of the occasion and the family on board felt truly blessed:

“Dear Capt Gaelyn,

We have all said that his farewell could not have been more perfect even if we had scripted the event.  It was so peaceful and perfect for each of us to have our intimate moments with him then let him go.  I know that he is now exactly where he wanted to be. That is a huge comfort.  We are all re-charging our Aloha spirit for our return to the mainland.  You will never know how very much we appreciate how perfectly you aided our final farewell to our Bill. Thank you is inadequate but all we can offer.”

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Hawaii Private Sailing Charter

’tis the season to GIVE a Hawaii private sailing charter. Gift certificates are a terrific and unique way to say “LOVE” and “appreciation”.

5 best Reasons to buy a Honolulu Private Sailing Charter gift certificate

  1. It’s Christmas and the gift of a private sailing charter will be the highlight of the season and perhaps the best gift ever.
  2. It’s whale season. Humpbacks swim all the way to Hawaii to berth their calves and to entertain us :-). There is nothing more magical than to see these huge mammals up close on your own private sailing charter, cutely called a “whale sail”.
  3. It’s a loved one’s birthday. The “WOW” of opening a gift certificate revealing the gift of a private sailing charter will be remembered forever and could create the best birthday ever.
  4. A private sunset cruise is for romantics. You will feel the romance of Hawaii the minute your plane lands. Buy your loved one a gift certificate to say “I love you”.
  5. There needs no reason to buy a gift certificate for a Hawaii private sailing charter.

Call/ text/email Sail Blue Hawaii NOW to give the best gift ever: a Hawaii private sailing charter.

Closer than it looks!