Honolulu’s Best Private Sailing Charter

Sailing In Oahu
Kaikiwi happy at anchor

Kaikiwi sails from Oahu’s south shore. You will embark at Kewalo Basin boat harbor, not far from Waikiki beach hotels. We sail past beautiful coastline in the cobalt blue blue waters of our Pacific. The south shore is the protected side of Oahu: calm and crystal clear, making it the perfect sailing destination.

Why go sailing Oahu?

Common marine wildlife sightings on Oahu are for example, Hawaiian green sea turtles, honu, dolphins, nai’a, and humpback whales, kohola (in winter season only). In addition, flying fish, malolo are some of the critters we may see as we sail about the island.

Incredible sights while sailing

Beautiful breathtaking views of Diamond Head are just one of the highlights while sailing Oahu. On clear days, although far in the distance, Molokai and Lanai can sometimes be seen. This is not destination sailing, destination is sailing!

Those cobalt blue waters we sail in (mentioned above) are remarked about with awe every time we go sailing. It’s just as if someone came along and dropped colouring in the water before we sailed. It is exceptional.

Come see for yourselves! Call Sail Blue Hawaii today for your exceptional Honolulu’s best private sailing charter

Learn to sail in Hawaii

Whether you’re an avid sailor wishing to hone your skills or a newbie, you can learn to sail in Hawaii. Hawaii waters have some of the best sailing conditions on the planet. Learn the ropes with Sail Blue Hawaii and discover the excitement of yachting.

Talking about “learning the ropes,” the first thing you learn in boating is that they are “lines”, not “ropes”. A rookie shows who s/he is because their ease (or lack of) with the nautical language will give them away in a heartbeat. And, there is nothing wrong with being a rookie…we all start at the beginning. Boating, and especially during sailing lessons, does indeed have its own language. This language is learned over time by just being around sailors and by being onboard. Sit back and listen and you can learn a lot through osmosis. Participate, ask questions, listen and learn and you will soon be talking this language too. What fun!

Honolulu Sailing Lessons

Sail Blue Hawaii specialises in Private Sailing Tours on Oahu and offers all popular boat charters (sunrise cruise, day-sailing, sunset sail) and sailing instruction in Honolulu. Before you go buy that sailboat, come sail with me! Whether you are a beginner or need continued instruction, you’ll learn the important skills to gain confidence in Hawaiian waters.

Come on over to Sail Blue Hawaii for some Oahu sailing: sit back, relax, indulge yourself in a private sailing charter and the gift of “just being out there” and I bet you go home with some of that nautical language in your head, whether you want it there or not.

So, if your dream is to sail the Waikiki coast or beyond, your personalized lesson is waiting for you! Learn to sail in Hawaii

Your Hawaii Whale Watch

This has been a busy week for our humpback visitors as the season winds down for a Hawaii whale watch. I prefer to call it a “whale sail”: we set sail with the hope of seeing these gentle leviathans cruising our waters. February and March are the best for Oahu. The females come to the Lahaina area to have their calf and re-mate before heading back to their Alaska feeding grounds. We have the fortune of seeing mums and calves playing and gaining strength in our Waikiki waters before their 3000 mile trip north.

What time of day should we schedule our whale watch?

Because this is custom sailing, and humpback whales do not have a schedule, 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…✨book a SUNRISE cruise, a morning or afternoon day-sail, or our most popular SUNSET cruise ✨ It is all good for a whale sail.

Will we see marine life other than humpback whales?

“Kaikiwi” sails from Oahu’s south (protected) shore, not far from Honolulu, 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.

Sign up today for your private whale watch with Sail Blue Hawaii. A whale sail you’ll remember for a lifetime.

Hawaii Ash Scattering

Hawaii has a strong spiritual energy both on and off the ocean so it is no surprise that a farewell at sea is a healing and soothing way to help say goodbye and help you to have strength as you begin this change.

Call for your custom ash scattering at sea.  Let us know about your loved one and how you want to celebrate their life.

When should we sail?

A gentle sunrise cruise, a day-sail, an awesome sunset cruise. All are options for your private Hawaii ash scattering. Remember your loved one as your captain sails your private sail boat upon Oahu’s stunning azure waters. Take your time, there is no rush.

Gone from my Sight

 “I am standing upon the seashore. A ship spreads her white sails to the morning breeze and starts for the blue ocean. 

She is an object of beauty and strength. I stand and watch her until at length she hangs like a speck of white cloud just where the sea and sky come to mingle with each other.

Then, someone at my side says: “There, she is gone!”

“Gone where?”
Gone from my sight. That is all.  She is just as large in mast and hull and spar as she was when she left my side and she is just as able to bear her load of living freight to her destined port. Her diminished size is in me, not in her.

And just at the moment when someone says, “There, she is gone!” there are other eyes watching her approach and other voices ready to take up the glad shout:
“Here she comes!”
And that is dying.

– Henry Van Dyke, a 19th Century clergyman, educator, poet, and religious writer

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Call Sail Blue Hawaii to schedule your private Hawaii ash scattering, life celebration.

5 BEST private HAWAII sailing charter ideas

  1. Sign up for a brilliant tradewind full-sail private sailing charter. You’re on your own yacht with just you and your’s in your bubble. How more perfect can it be?
  2. A private sailing charter sails 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. This is not “destination” sailing.  “Destination” is sailing. Last week as we sailed, we saw an endangered monk seal. This week a monk seal has given birth and she and her pup are hanging out at Kaimana Beach!

Looking towards the Island of Oahu

3. As we sail, especially in winter months, there is a huge chance we will see rainbows which thrill as they follow us as we sail up the coast.

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4. If conditions are light, we’ll sail outside the shelter of Diamond Head where wind and waves are bigger, perhaps spraying you with delight. It is a rare day we get outside the shipping lanes!

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5. I was asked the other day: “don’t you ever get bored sailing every day, doing the same thing every day?”. I was speechless. Every day the ocean is different, the weather is different, and YOU, the client, are different. Such variety! Such entertainment for me! Welcome to my OFFICE!!

So, come on sailor and non-sailor alike: Let’s throw off the dock lines and explore my office by signing up for your very own Honolulu Hawaii private sailing charter. It doesn’t get any better than this!