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.

Let’s Go Sailing Oahu

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. Sunrise cruise, day-sail, sunset cruise, private sailing lessons, ash scattering..are all available. This is custom cruising at it’s best.

Incredible sights while sailing

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

While Kaikiwi is a US documented vessel she does like to fly the kiwi flag. All nationalities invited to sail!:

Email Sail Blue Hawaii today for your custom cruise. Let’s go sailing Oahu!

Hawaii Sailing Lesson

Giving the gift of a Hawaii sailing lesson will truly be a lifetime highlight. Whether you are a local or a visitor, you’ll be enchanted by sailing in Hawaii tradewinds. Your lesson begins at 0800 and builds as the wind builds.

Why Hawaii for a sailing lesson?

Sailing is clouded in romance. Many people dream of a life of sailing and the adventure of perhaps one day sailing to distant shores. The reality is often different than the dream and this is important to understand.

So, before you go buy that boat, come sailing with me and begin or continue learning the skills that will gain you confidence and give you a whole bunch of joy as you succeed. Your time “out there” with me will also give you a taste of what true blue-water sailing is all about.

You don’t have to have the dream of distant shores to sign up for a lesson…you can begin by taking up sailing as a day-hobby.

Do you have someone in your life who has always had an itch to try sailing but has never had the opportunity? Buy him/her a gift certificate for a private sailing lesson. It will be the best present they have ever had!

Whatever your goal is, the lesson will fit.

This could be your wheel time. Call Sail Blue Hawaii for your Hawaii private sailing lesson.

Honolulu Private Yacht, Private Sailing Charter

In your google search for a private yacht or private sailing charter in Hawaii, SOOOO many listings come up. It is overwhelming. How do you choose the perfect yacht for you and your sailing needs? Who do you choose for your Hawaii private sailing charter. Can you trust the websites you find?

Don’t dream your life; LIVE your DREAM

While in Hawaii, what can be more perfect than getting out on the water to unwind. The wind in your sails gifts you an incredible ride on our beautiful Pacific waters. But who do you choose for this most special experience? Don’t be overwhelmed with the choices out there. Sail Blue Hawaii is Hawaii’s premiere charter company. There is a reason people choose Sail Blue Hawaii. This trusted company has been around for years.

Your safety and comfort are our number one concern: our vessels meet all U.S. Coast Guard inspection requirements.

Whether you are a group celebrating a special occasion, or a solo sailor, we have the perfect sailing yacht for you. Whether it’s a romantic sunset cruise for two, a sailing lesson, or a laid-back blue water sail, we have the perfect occasion for you.

Kaikiwi, a 42-foot Beneteau 411, is a wonderful sailing machine for Hawaiian waters. She is well-proven.  Capt. Gaelyn sailed her home from Mexico, with two crew, and was delighted with the way she handled in all conditions.

You can book Kaikiwi for day-sailing (up to 6 passengers). Or choose larger vessels for your party of 7 to 35. With Sail Blue Hawaii you book with confidence, knowing that you are well cared for. Get ready for the highlight of your Hawaii vacation on your private yacht, sailing a private charter.

Private Sailing Lesson in Hawaii

If you are feeling like you need something new and inspiring in your life, sign up for a private sailing lesson while in Hawaii. It may well be a highlight of a lifetime.

5 best reasons to choose a private sailing lesson

  • it makes a terrific and original gift idea! Especially for the person who has everything. They will be thrilled and on their own private sailing boat!
  • for kids, it’s a team-building experience. For a couple, sailing can be something you share for a lifetime. For a family, it is a terrific “together” experience.
  • sailing is clouded in romance. Many people dream of a life of sailing and the adventure of perhaps one day sailing to distant shores. The reality is often different than the dream and this is important to understand. A private sailing lesson will introduce you to the realities.
  • Hawaii is blessed with beautiful trade winds almost every day. They are perfect for learning to sail. Unlike other places who need an afternoon sea breeze to lift their sailboat.
  • you really don’t need a reason at all to choose a private sailing lesson while in Hawaii. You will not be disappointed!

you will learn about seamanship

“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

A little romance is not at all bad 😍. Sign up with SailBlueHawaii today for your private sailing lesson.