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.

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

Private Sailing on Oahu

A perfect end to 2022 would be a private sailing charter while in Hawaii. What better way to kiss the year goodbye than to treat you and yours to a sunrise cruise; a sunset cruise; a fireworks cruise; or a day-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 trade winds so any time is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨  It is all good. 

What time of day can we see marine life?

Any time is good. Our marine life don’t have a schedule. They are either close by or not. “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.

A fireworks cruise is a romantic way to bring in the New Year.

Book now for your private sailing charter on Oahu.

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.

Hawaii’s Best Sunset Cruise

Any occasion is a great one to get out sailing on our Hawaiian waters to enjoy some relaxing and refreshing ocean time. Especially true here in Hawaii where the air is balmy and year-round trade winds provide Honolulu with wonderful sailing conditions. Sail Blue Hawaii offers private sailing charters, 365/24/7.

Combine your sunset cruise with fireworks

Why?

  • A surprise sunset sail for your loved one only gets better when you plan to include our weekly fireworks display off Waikiki.
  • A proposal at sunset culminating in the best of fireworks displays is a romantic and incredible way to begin a life together.
  • Say “I do”. Sail into the sunset after exchanging your wedding vows and finish your evening with a blast of fireworks.
  • Renew your wedding vows. What a romantic way to celebrate that best day of your lives. What could be better than a sunset/fireworks cruise?
  • A sunset cruise combined with fireworks is ideal for families too. It’s a thrill for all.
  • No need for a reason. A sunset sail/fireworks cruise will be the highlight of your Hawaii vacation.

Book today for Hawaii’s best sunset cruise with Sail Blue Hawaii. You will not be disappointed.