Category: Private Sailing charters

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Hawaii private sailing charter

Your custom private sailing charter can sail any time of day. 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.

5 best private sailing ideas

  • A private sunrise cruise will set your day right, especially if you have just flown in from the east coast and your internal clock is not yet on Hawaii time.
  • Choose the one night of the month (or, the famous “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. 
  • 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.
  • Hawaii private sailing lesson: 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.
  • Just for the joy of it. Choose a private sailing charter and it could well be the highlight of your Hawaii vacation.
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Hawaii Ash Scattering

It’s a very difficult time losing a loved one.

Hawaii has a strong spiritual energy both on and off the ocean so it is no surprise that a farewell at sea is a healing and soothing way to say goodbye and begin anew.

Call for your custom ash scattering/ life celebration.  Let us know about your loved one and how you want to celebrate their life.

Gone From my Sight

  I am standing upon the seashore. A ship spreads her white sails to the morning breeze and starts for the blue ocean. 

She is an object of beauty and strength. I stand and watch her until at length she hangs like a speck of white cloud just where the sea and sky come to mingle with each other.

Then, someone at my side says: “There, she is gone!”

“Gone where?”
Gone from my sight. That is all.  She is just as large in mast and hull and spar as she was when she left my side and she is just as able to bear her load of living freight to her destined port. Her diminished size is in me, not in her.

And just at the moment when someone says, “There, she is gone!” there are other eyes watching her approach and other voices ready to take up the glad shout:
“Here she comes!”
And that is dying.

– Henry Van Dyke, a 19th Century clergyman, educator, poet, and religious writer

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Hawaii’s best private sailing charter

A Hawaii private sailing charter means you are not sharing the boat with others. A good idea in the current era. Or, as a client recently shared, “we just don’t play well with others”. Any reason is a good one to call Sail Blue Hawaii for your own Hawaii private sailing charter.

What’s in a boat name?

“Kaikiwi” was featured in a cruising magazine. The article went on to say: “Recently, I put out a call for your favourite boat name and the reason behind it. Capt Gaelyn shared the story of “Kaikiwi”, her Beneteau 411. Capt Gaelyn was born and raised in New Zealand before finding the warmer waters of Hawaii to sail as a charter boat captain. What does “Kaikiwi” mean? Kai in Hawaiian means salt water. Kiwi is the fond nickname for a New Zealander. That makes a simple and unique boat name that summarises the experiences of Captain Gaelyn.”

If you call Sail Blue Hawaii for your Hawaii private sailing charter, you will find Captain Gaelyn behind the wheel of her beloved “Kaikiwi”.

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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
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Sailing lessons in Hawaii

While you are on vacation, take the time to have a private sailing lesson in Hawaii. Take in the grand scenes, the beautiful pacific, and the awesome tradewinds, while giving yourself the gift of sailing. Whether its your birthday, your dear one’s birthday, or, just because, a private Hawaii sailing lesson may well be the highlight of your Hawaii vacation.

Don’t dream your life, live your dream

Sailing is clouded in romance. Many people dream of a life of sailing and the adventure of perhaps one day sailing to distant shores. The reality is different than the dream and this is important to understand.

So, before you go buy that boat, come sailing with Sail Blue Hawaii and begin or continue learning the skills that will gain you confidence and give you a whole bunch of joy as you succeed. Your time “out there” will also give you a taste of what true blue-water sailing is all about.

You don’t have to have the dream of distant shores to sign up for a lesson…you can begin by taking up sailing as a day-hobby.

Do you have someone in your life who has always had an itch to try sailing but has never had the opportunity? Buy him/her a gift certificate for a private sailing lesson. It will be the best present they have ever had!

Whatever your goal is, your Hawaii sailing lesson will fit.

So, whether your dream is to sail the Waikiki coast or beyond that horizon (a multi-day charter is perfect for introducing you to all aspects of sailing and living aboard), your personalized Hawaii sailing lesson is waiting for you!

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