Category: Private Sailing charters

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Hawaii Private Sailing Charter

Our year-round tradewinds make for a perfect Hawaii private sailing charter. Treat yourself and loved ones to what may well be the highlight of your Hawaii vacation.

Why choose a private sailing charter?

  • You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time?
  • It’s whale season! Enjoy a 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.
  •  Leave Waikiki and the crowds behind. Step onto your own private yacht and enjoy the ride of your life. The wind is our engine as we sail the beautiful azure blue Pacific waters. The sound of the ocean is hard to beat.
  • Romance is in the air? Say “I do!” Say “I will”. Renew your vows. How better than on a private stunning sunset cruise.
  • 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.

Customise your Hawaii private sailing charter with Sail Blue Hawaii. TODAY.

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Hawaii Whale Watch

Tis the season for a Hawaii whale watch. I like to call it a “whale sail’. We’ll set sail, on your own private charter. If we find whales, that is a bonus!. 2023 has been an abundant season. Every time I go out, there are whales close by. Usually a mum and a calf.

What type of whales do we see?

Humpbacks are Hawaii’s most famous tourists, making their annual 3,500 mile trip from Alaska to the islands each December through April.  They come to the islands to have their young and to mate. We’ll set sail and hope to find these gentle leviathans. Sign up today for you Hawaii whale watch.

This is what greeted us at the top of Kewalo channel!
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5 best reasons for a private sailing charter in Hawaii

Why choose a private sailing charter in Hawaii?

  • With CoVid still around, you have the safety and security of your own bubble while sailing the pristine pacific waters.
  • Sunset cruising is romantic. Don’t sign up with the masses. Choose a private sunset cruise to celebrate being together.
  • With a private sailing charter you have a custom cruise. 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.
  • Perhaps you have just flown in from the east coast. You are awake way before Waikiki is stirring. Call Sail Blue Hawaii and get out on the water to see the sunrise over Diamond Head. This will be something you remember for a lifetime.
  • You really don’t need a reason. But you will remember your Hawaii private sailing charter. It may well be the highlight of your Hawaii vacation.
what a way to start the day
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Hawaii Private Sailing Lesson

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.

So, 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.

Don’t dream your life, live your dream

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.

So, whether your dream is to sail the Waikiki coast or beyond that horizon, your personalized lesson is waiting for you!

This could be you at the wheel.

Call Sail Blue Hawaii today for your Hawaii private sailing lesson.

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Private Sailing into the New Year

A great way to celebrate the New Year is on a private sailing charter. Your host: Sail Blue Hawaii LLC. Your vessel: “Kaikiwi”. 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.

Where do we sail?

“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.

Blasting in the New Year. Notice the dove in the starboard quarter.

Today is a beautiful balmy tradewind day. Perfect for a Hawaii private sailing charter.