Private Hawaii Sailing Charter

TODAY call Sail Blue Hawaii to book your dream private Hawaii sailing charter. Kaikiwi, a 42 ft Beneteau, is the perfect choice for any and all occasions. Whether you want an adventurous tradewind sail (we are the only ones who will sail you out past Diamond Head, and only if that’s what you want!!), a sailing lesson, a more relaxed kick-back sunset cruise..whatever it is…you dream it, we will sail it.

Where do we sail to?

“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.

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? Your private sailing charter in Hawaii offers you an incredible opportunity to explore the stunning waters of the Hawaiian Islands in a luxurious and personalized way.

Feel free to create your own custom cruise.  We will cater to your every whim.  Call Sail Blue Hawaii for your special occasion and we will design the sailing charter 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/anniversary”?  Stun them with a GIFT CERTIFICATE.  It could well be the best gift they have ever received. 

The horizon is no limit.

Kaikiwi is a beautiful 42ft Beneteau. The best-kept yacht in the islands!

Email, text or call TODAY for your private Hawaii sailing charter.

Sailing Yacht Rental Hawaii

Our current tradewind flow made for a beyond awesome day-sail yesterday for a couple’s sailing yacht rental while in Hawaii. Typically, for a private day-sail charter, clients choose 2-, 3- or 5- hour sails. Because yesterdays’ tradewinds were in the range of 15 knots we were able to sail way beyond the Diamond Head wind line. Fabulous. We found a false orca whale swimming around..that is a seldom sight.

What time of day is best for a private sail 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.  You can email Sail Blue Hawaii NOW to sign up for a sunrise cruise, a day-sail, or a magical sunset cruise.

Where are we sailing to?

While on your private sailing yacht rental, we sail 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.

any time is a good time for a private sailing charter but a sunset cruise is for romantics

Email Sail Blue Hawaii today to get your custom quote for your private sailing yacht rental. It’s the best money can buy.

Hawaii Whale Watch

The season for your private Hawaii whale watch is fast coming to the end. These marvellous leviathans have given us the best season in the last 5 years. No one knows exactly why whales have been fewer in numbers over the last few years. No worries!. We had a fabulous season. And it is not over yet.

Why do humpback whales visit the Hawaiian Islands?

Humpback whales come to our warm waters, from Alaska, to have their babies. That is 3000-odd miles away!. It takes mama 6 weeks to get here. She stays for around six weeks..has her calf, re-mates, then it’s a 6-week passage back with baby to Alaska. All this happens between November and April every year. During that whole long time, mama does not eat, but does milk her calf. When she gets back to Alaska, she is very emaciated. Wow, what a story!

Why don’t whales feed while in Hawaiian waters?

We have no krill. Krill are found further north, in cooler waters. Begs the question…WHY?? Why travel all this way. Humans have their theories, of course, but only the whales know.

Before this season is over, call Sail Blue Hawaii for your private whale sail. We’ll set sail in beautiful tradewinds and enjoy the thrill of seeing humpbacks up close and personal as we sail. How better to spend a winter’s day?

Call today for your private Hawaii whale watch. It could well be the highlight of your Hawaii vacation.

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.

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!