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 lessonsHelp 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

Learn to Sail in Hawaii

Summer is almost over but there’s still time to add the highlight to your summer vacation: learn to sail in Hawaii. Sail Blue Hawaii specialises in Private Sailing Tours on Oahu, also offering all popular boat charters and sailing instruction in Honolulu. Before you go buy that sailboat, come sail with me! Whether you are a beginner or need continued instruction, you’ll learn the important skills to gain confidence, while sailing in Hawaiian waters.

Private Sailing Lessons, Honolulu

“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 often different than the dream and this is important to understand.

Before you go buy that boat, come sailing with me 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” with me 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, the lesson will fit.

Even if you are the only one who wants to learn and you don’t wish to come alone, your friends/ family are welcome on board and can enjoy the sail while you learn.

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 lesson is waiting for you!

“You must have patience to learn the craft of sailing, which has set and orderly ways of doing each operation, schemes of success that have been polished for generations. Even the nautical vocabulary is specialized, for it is necessary to be able to describe every part of a vessel and to talk about each maneuver and action with unmistakable precision. You can learn the fundamentals quickly, but half a lifetime seems scarcely enough to perfect your techniques. A good sailor is always studying and learning and asking questions. People who travel and work on the sea tend to be literate souls who often write books. There is an astonishing library of nautical volumes that you can digest bit by bit to hurry your learning process. But in spite of the help to be got from books, you must learn about sailing at first hand. You do not become a seaman by reading. You need practice. You need to get your hands dirty” – HAL ROTH, after 50,000 miles

Is there an age limit? Nope. Best first mate yet! 🙂

Hawaii’s Best Private Sailing Charter

This week has been a treat for gifting Hawaii’s best private sailing charter. Locals and tourists, both, signed up their loved ones with Sail Blue Hawaii for a surprise private sailing charter. In just two days I had three surprise birthday celebrations onboard.

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

Why sign up for a private sailing charter in Hawaii?

Any reason at all is a good reason to sign up for a private sailing charter. Feel free to create your own custom cruise.  We will cater to your every whim.  Call us for your special occasion and we will design the sailing adventure of your dreams.

Do you have someone special in your life and just can’t find the right way to say “thank you” or “happy birthday” “happy anniversary” “happy Mother’s/ Father’s Day” ?  Stun them with a GIFT CERTIFICATE.  It could well be the best gift they have ever received. 

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

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”.