Let’s Go Hawaii Sailing

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 off 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!

When should we go sailing?

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. 

Kaikiwi happy at anchor.

Call Sail Blue Hawaii TODAY for your private Hawaii sailing charter.

Honolulu’s best private sailing charter

Honolulu sailing, where any time is a good time to be on the water. Highlight your Hawaii vacation aboard a private sailboat in the pacific ocean. Here is our recommendation on the 5 best Honolulu private sailing charter ideas.

5 best private sailing ideas.

  1. A tradewind sail. 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 tradewinds so any time of day is a good time to go sailing…sunrise, morning, afternoon, or sunset! IT’S ALL GOOD!
  2. A private sailing charter to take in the beautiful views of Oahu and beyond. 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.
  3. A private day-sail to capture the sightings of marine life. “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.
  4. Birthday celebrations at sea. What better way to celebrate that special day then aboard a private yacht charter in Honolulu?
  5. Corporate Events. Celebrate with the team onboard a luxury sailing yacht in Honolulu. How better to raise moral and reward them for a job well done?

There are many reasons to come sailing with us beyond these 5 best Honolulu private sailing charter ideas…beauty, serenity, exciting tradewind sailing, family time. MOTHER’S DAY!!. The reasons are endless. WE know you will have the highlight of your Hawaii vacation on your Honolulu private sailing charter.

sailing home

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.

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!

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