Category: Sunset Sail

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Hawaii’s best private sunset cruise

Sunset is a beautiful time to be on the water. Why does Sail Blue Hawaii have the best sunset cruise in Hawaii? Nothing can beat your own private yacht. Kaikiwi is beautifully maintained, clean, with no “boat smells”. One client actually commented she could eat off the deck, it was so clean. Beyond all that tho, treat yourself as you sit back and relax with the sound of water rushing by the hull and the sound of surf breaking on the beach a mile or 2 away.

Sunset cruising is for romantics

Perhaps you want to propose, say “I do” or just sail into the sunset with your loved one beside you. Nothing will beat the private sunset cruise with Sail Blue Hawaii. Bring a bottle of bubbly and take yourselves to the foredeck where you can snuggle up and take in the beauty that is all around you. From the rainbow and cloud-filled mountains to the blue sky and cobalt-blue Pacific, you will breath in a new energy that will stay with you long after you have disembarked. You will not be disappointed with Hawaii’s best private sunset cruise.

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A private day-sail in Hawaii.

From sun-up to sun-down, Sail Blue Hawaii offers you the best private day-sail in Hawaii that money can buy. Feel the tradewinds blow and delight in dolphins playing in the bow wake as you set sail. Private sailing charter options are limitless: kick-back sailing, full-sail adrenaline-rushing heeling, sailing lessons, relaxing sunset cruise, a boat tour, ash scattering, life celebrations, saying “I do”, saying “I will”, multi-day charters, corporate fun(ctions), custom cruises…For Sail Blue Hawaii, the horizon is no limit.

We are the Rainbow State

and it is thrilling to sail with the awesome beauty of rainbows all around us. But, you say, where there are rainbows, there is rain. Not over Sail Blue Hawaii.

How can that be? The mountains catch the clouds, giving us blue skies while we are sailing the azure blue Pacific. It is thrilling and never tiresome.

In the case of inclement weather (Captain’s call; day of…please put the weather app/ forecast away while you are on vacation. They are very general and very misleading and don’t consider our microclimates. It’s always raining somewhere in Hawaii but seldom on Sail Blue Hawaii. I have you covered..I don’t want to be out in nasty weather either!.) every attempt will be made to re-schedule your charter. If this is not possible, there is no booking or cancellation fee.

Give Sail Blue Hawaii a call TODAY to book your private day-sail in Hawaii.

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Hawaii’s 5 Best Private Sailing Charter Ideas

Oh the luxury and awe of sailing your own private yacht in Hawaii. “Kaikiwi” is the best-kept charter boat in the islands. She is a US Coast Guard approved vessel, perfect for any kind of Hawaii sailing. Whether it’s an intimate sunset sail for two, a sailing afternoon with family and friends, whale watching, entertaining business colleagues, saying “I do”, or an overnight/inter island adventure; (but that makes 6 best ideas…and I could keep going:-); the experience will most probably be the highlight of your Hawaii vacation.

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

“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.

The best first mate ever!
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Hawaii ash scattering/ life celebration

As captain of your private sail boat, it is an honour to help facilitate your Hawaii ash scattering/ life celebration at sea.

Your ash scattering includes a private sailing charter 

A reflective sail to Diamond Head establishes the mood for your ash scattering/ life celebration. How often are we surrounded by rainbows during this boat tour? Almost always. Talk about setting the mood!

Take as long as you need to talk about your loved one as you scatter their ashes and celebrate their life. When all is done, an easy down-wind sail brings your back to the harbour.

When is the best time to sail? Anytime is good…sunrise, sunset, morning, afternoon..you choose.


I hope your days here in Hawaii have lots of sunshine and brightness to them.
Hawaii is such a healing place…immerse yourself in that richness while here, and take it with you when you leave.

Choose Sail Blue Hawaii for your Hawaii ash scattering/ life celebration.

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Hawaii Marriage Proposal

The Hawaiian islands are known for their romance. So, what could be more perfect than saying “I will” aboard your own private yacht at sunset. Yes, your Hawaii marriage proposal will guarantee she says “yes.”

Saying “yes” is just the beginning

May the love you share today be just as strong every day in the years to come. You will look back on this evening as not just the highlight of your Hawaii vacation, but the highlight of your lives. Your private Hawaii marriage proposal will set the tone of your lives together as you sail off into the sunset.