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

5 best private sailing charter ideas

  1. Celebrate Dad!. On Sunday, I had the delight of taking a family of six out on an eight-hour privater sailing charter. “Eight hours?’ you say “way too long”. Yes for many, but not this family. The day dawned glorious and with flat seas and light wind we throw off the bowlines and sailed south without a care in the world. As the private sailing charter progressed, the winds increased but stayed moderate even outside the notorious Diamond Head windline. What a spectacular day. “This was my best Father’s Day yet. Mahalo for making it so special”. My pleasure!

2. Celebrate LOVE. Last week, at sunset, John brought his girlfriend aboard Kaikiwi for their very own private sailing charter. It was a surprise for her but that wasn’t the only surprise she was getting that evening. There was a ring involved. Just before sunset, he got down on his knee ( a hard thing to do on a moving sail boat) and proposed. She said “YES!!” You too can make your proposal the highlight of your lifetime by choosing a private sunset cruise. Sailing is the most romantic type of boating.

Check out my Tube channel for an idea of how to propose aboard your private sailing charter:

https://www.youtube.com/watch?v=x9LO9YerNDg

A birthday surprise sailing charter will be remembered forever

3. Celebrate a birthday. Carmen called me to book a private sailing charter as a surprise for her husband’s birthday and what a surprise it was. He had tears in his eyes as he boarded Kaikiwi. He had always wanted to sail, had watched videos and talked about it as a dream but never thought he could have it. Carmen made it happen and they will be back for more sailing.

4. Celebrate your Hawaii vacation. Perhaps you have never sailed before and the thought of it is hugely outside your comfort zone. An easy boat tour may be all you want and I can certainly accommodate that. Whether or not we raise sail, we can do an easy boat tour up the coast to check out the island of Oahu from a different angle and her marine life! Just explain your booking needs when you call and you will be completely taken care of.

5. Celebrate life. If you are a serious sailor, a full sail private sailing charter is for you! Yes, this is where we go full out, heel over and let the wind take Kaikiwi to her finest sailing ability. She is a perfect sailing machine for Hawaii waters.

Give Sail Blue Hawaii a call for all your boating needs and you will have your own private sailing charter customized just for you.

Full sail or boat tour? Your choice!