Category: Sailing Lessons

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Start Keiki Young on Hawaii Private Sailing Charters

A potential client the other day asked about the child age limit for a Hawaii private sailing charter. When I said “there is no limit” he signed up immediately for a day-sail, 6 family members on board. The keiki had a blast and, with life jackets on, with an adult, the little ones gleefully sat on Kaikiwi’s forward deck. “The best seat in the house”, I call it. Sometimes you get wet, which often pumps the kids to laugh even more.

The Foredeck is not just for Keiki

Hawaii private sailing charters cover every type of request: proposal, saying “I Do”, sunrise cruise, adventure day-sail, (romantic) sunset cruise, sailing lessons, life celebrations and ash scattering. 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. Create your own adventure, any day, any time of day.

Keiki having a thumbs up moment…one of many

Hawaii Sailing at it’s Best: with the Whole Family

The easiest way to proceed is to email Sail Blue Hawaii (captain probably has hands on the wheel and can’t chat right now). We are priced right to get you out there!    Pricing depends on number in your group, duration desired, etc, so email for your personalised quote.  Indicate the number in your party, age of young ones, what kind of charter you want and when you are traveling. 

Dreams Come True in BLUE Hawaii:

This private sailing family experience may well be the highlight of your Hawaii vacation. You’ll love watching your kids respond to the sailing and the ocean; especially if they see wild life. A highlight for sure! Book now for your Hawaii private sailing charter.

On a more personal note:

Brian G, if you are reading this , please reach out. In 2016, your lovely little one became my first mate. Gosh, she is a young lady already.

capt.gaelyn@sailbluehawaii.com

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Private Sailing Charter Hawaii

Because this is a custom PRIVATE sailing charter, 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. 

Dreams Come True in Blue Hawaii

Sail Blue Hawaii offers private sailing charters for all ages. There is no limit to children’s ages, nor elderly, as long as the latter is mobile and agile.

I can’t say enough good things about the people who find my website and sign up to sail with me. It’s a delight for me to spend Kaikiwi time with you. Whether you have never sailed before, or even perhaps never been on a boat, OR you are a seasoned sailor, I taper the sail to your comfort and/ or (:-)) your excitement. Because we are gifted with tradewinds, I can “wind it up” or “wind it down”, customised just for you and your expectations. For a more adventurous sail do choose a day-sail when we sail full sail. Sunset cruising is all about kicking back and relaxing, perhaps enjoying a cocktail. I sail with a lighter sail plan than during the day unless otherwise requested. Because our sunsets don’t tend to linger, we are back at the dock very soon after sunset. If you decide while we are out there that you would like extend your cruise to see city lights, by one half hour or more, can do. This is common, especially on spectacular evenings. No need to decide until then.

sunrise cruise

“Years from now you will be more disappointed by the things you didn’t do than by the ones you did do. So throw off the bow lines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.”
-Mark Twain

Email with your charter request today. Any type of request is encouraged: proposal, wedding, ash scattering, life celebration, sailing lesson OR: you need no reason at all other than to enjoy ocean time with close ones, with the wind as your engine, and the sounds of sailing. It’s magic.

We are priced right to get you out there. I look forward to spending Kaikiwi time with you.

With warm aloha, Capt. Gaelyn (808) 347-0235 

Visit https://www.SailBlueHawaii.com for your HI sailing vacation

capt.gaelyn@sailbluehawaii.com

“There is nothing, absolutely nothing, half so much worth doing as simply messing around in boats”.  – –Kenneth Grahame

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Let’s go Sailing in Hawaii

Sail Blue Hawaii on Oahu provides an unparalleled sailing experience, offering guests the chance to explore the island’s breathtaking coastlines and clear azure blue waters. Whether it’s a romantic sunset cruise, a private sunrise cruise, a tradewind sailing adventure, or a relaxing day-sail, Sail Blue Hawaii’s knowledgeable captain ensures a personalized and memorable journey across Oahu’s stunning seascape. Let’s go sailing in Hawaii !

What kind of vessel will we be sailing?

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 offered for day-sailing only (up to 6 passengers). Inter-island/ overnight charters are NOT currently offered. Larger vessels, for 7 + passengers, are also available for all DAY-sailing occasions and custom cruising. 

Kaikiwi  has lots of shade so time of day does not affect heat/ sun exposure. Sailing in summer months is very very comfortable even in the middle of the day.

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

I am surprised by the number of clients who come to me and say “I’ve always dreamed of sailing but never had the chance until now”. Or, “all my life I have wanted to learn how to sail. Thank you Sail Blue HI for introducing me to sailing by offering me a top-notch CUSTOMIZED sailing lesson. Wow. I want more”. A sailing lesson is a beautiful gift to give at birthdays or Christmas. It will be remembered for a life-time as a highlight. Gift certificates are available for any kind of sailing.

Let’s go sailing in Hawaii with Sail Blue Hawaii.

capt.gaelyn@sailbluehawaii.com; text: (808) 347-0235

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Hawaii’s Best Private Sailing Charter

When you book Hawaii’s best private sailing charter, it may well be the highlight of your HI vacation (locals invited too!!). It is truly 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 provide the best private sailing charter experience. That was my goal when I set up up Sail Blue Hawaii LLC, and bought my beloved “Kaikiwi”.

“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 beautiful 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, NOW!, 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.
  • perhaps you’ve just flown in from the East Coast and Waikiki doesn’t wake up early enough for you. Let’s catch an exceptional time of day: 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 at sea:  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

Choose an adventurous day-sail as the photo suggests, or a gentle sail…the whole spectrum is available, any time of day, any length of time. Just communicate your wish when you email

Sail Blue Hawaii

your choice for Hawaii’s best sailing charter. We are the only charter company who REALLY SAILS!!.

Don’t dream your life, live your dream

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Sail Hawaii’s Best at Sunrise

Any reason is a great one to get out of bed early and sail Hawaii’s best at sunrise. This is an experience you will remember forever: our Diamond Head sunrise Cruise. Greet the new day aboard your private sailboat “Kaikiwi“. This is not only a great photo opportunity but a beautiful time of day to sail : a special way to remember your vacation in Honolulu. Certainly not everyone is an early riser but the view of Diamond Head, the early sun’s effect on the water, the sounds of early morning wind in the sails…it is so well worth the effort. And the view of early morning Waikiki is Waikiki at its best!  (Yes, the best way to see Waikiki is from a distance:-), on your very own private sailing charter.

Oahu Sunrise Cruise

A sunrise sailing charter starts with a lighter gentle early morning wind. Morning is also the best time for a sailing lesson. We start with a lighter wind and build your lesson as the wind builds. Your sailing lesson will begin at 0800. Earlier if you prefer, esp if you have just flown in from the east coast. Yes, you could include sunrise with your private sailing lesson.

Any time, any reason…Sailing Hawaii’s best at sunrise will be your vacation highlight

You certainly won’t regret getting out of bed early!  Contact Sail Blue HI today to Sail Hawaii’s best at sunrise. 

astonishing sunrise a couple of weeks ago

Dreams come true in blue Hawaii. Don’t dream your life, let Sail Blue Hawaii help you live your dream.

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