LAY BACK AND RELAX while your crew takes care of you. You do NOT have to know how to sail to board and experience our beautiful blue Pacific. Sailing with Sail Blue HI can be a sit-back and relax sailing boat tour!, and, yes, a HIGH to boot!. OR, as an experienced sailor, sign up for your private sailing charter today. ( All sailing is private; all levels of experience are a perfect fit for Kaikiwi.)
Any time is a good time to go sailing
Want to do something you’ll remember forever? Last night’s sunset cruise could well be that for all on board…perfect sailing conditions, humpback whales, (call it a whale sail; a whale watch), great company and conversation, AND THE MYSTERIOUS GREEN FLASH! Want to know more about the green flash? Come sail with me at sunset.
Enjoy Hawaii’s BEST July 4th boat charter…whether you are local (or, ESPecially if you are local !!) or tourist, you will not regret sailing with Sail BLUE Hawaii. The experience may well be the highlight of your HI vacation or the end of your work week.
Where do we go?
“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.
Because this is custom sailing, we can sail any time of day you want and whatever length of time you wish. Our islands are almost consistently graced with trade winds so any time is a good time to go sailing…✨✨✨magical SUNRISE cruise, full-sail morning and afternoon, romantic/ peaceful SUNSET cruise.✨✨✨ It is all good.
July 4th Fireworks
The Waikiki fireworks show that were especially dynamic, are still not happening after a long break since the pandemic. If you wish to see fireworks from your private yacht, they will appear from far away; after the 8pm Hilton show. Worth staying out late for? Maybe. Either way, choose your time of day and enjoy your day off by laying back on your private sailing charter. Choose Sail BLUE Hawaii, Hawaii’s BEST custom July 4th private boat charter.
It’s the summer holidays already! Sail Blue Hawaii offers private sailboat tours for the whole family. It doesn’t matter how young or how old. This may well be the best family “tour” of your HI vacation.
private sailing fun for the whole family
FAQ: “Do you REALLY sail or do you just motor around?”
At Sail Blue Hawaii we SAIL. Due to harbour rules, we cannot hoist sail within the marina but, once we are clear of the # 1 buoy at the top of the channel, the sails go up. With Sail Blue Hawaii, unlike other companies, we HOIST SAIL at the BEGINNING of your charter; the engine is turned off until we need it again at the end of your charter!!
YES, WE SAIL THE ENTIRE CHARTER!!
Even if this is your first time sailing, Capt. Gaelyn customises your sail to your wants and needs. In other words, you can be given a gentle sail or, for those with more experience, an exciting full-sail “heel on” adventure; this is monohull sailing at its best!. All choices take advantage of the consistent and refreshing trade winds that sweep across the Hawaiian Islands.
FAQ: When can we sail?
Delight in pure trade wind sailing any time of day for as many hours as you want. Our islands are almost consistently graced with trade winds so any time is a good time to go sailing…✨✨✨magical SUNRISE cruise, full-sail morning and afternoon, romantic/ peaceful SUNSET cruise.✨✨✨ It is all good.
these keiki and mom know how to hang loose!
Whether your family members are seasoned (monohull) sailors or those who want to experience the thrill of sailing for the first time, a Hawaii day-sail is an excellent way to connect with our ocean, embrace the trade winds, and create lasting memories of your time in paradise.
Kiss the tour bus goodbye. This is the ride and experience of your lives. Two + hours of pure exhilaration with the wind and waves off Waikiki as your engine.
Choose Sail Blue Hawaii for your Hawaii private sailboat tour for the whole family TODAY!
May 21, 2025 was a beautiful day on the water to celebrate a life and scatter the ashes. It’s never easy, but when ocean conditions lie down flat or the wind ramps up , it is often a reflection of the character of the soul we are scattering. No kidding, this happens often.
May 21, 2025. I mention the date again because Hawaii whale season ends late March /early April. Sailing slowly back to the harbour in a reflective mood we were suddenly stirred by the sight of a mum and calf surfacing as they swam west. WOW!
You never know what your Private Sailing Charter will capture
Every day is different. In my many, many sea hours I am still captured and delighted by the many unusual happenings as I sail each Hawaii private charter. I had someone ask me the other day, “don’t you get bored doing the same thing every day”? I was speechless. Never, ever, NO. Every day is different and you really can’t beat sailing out to scatter ashes and meeting a mum and calf on the way home, in MAY. That is a first for me. Just exactly who was this person we had just said “aloha” to anyway ?
For Sail Blue Hawaii, the horizon is no limit. Choose your own particular type of Hawaii private sailing charter. The choices are endless. (Use the link below to peruse). Your custom adventure on our beautiful Pacific may well be the highlight of your Honolulu, Oahu, Hawaii vacation.
When you get to your hotel room, even before!, and settle in, the first thing you do, I guarantee, is look out at our azure blue pacific ocean. It just pulls you in. Then the idea occurs: let’s go for a private sailing charter; let’s go Hawaii sailing. Wave the Waikiki tour bus goodbye. Book Sail Blue Hawaii for your day-sail adventure. You will not be disappointed.
Highlight of our Hawaii vacation
I’ve heard that a lot. I heard it again this week:
Thank you, Capt. Gaelyn. It was indeed a great experience for all of us. Certainly, the highlight of our trip to Oahu…..- guests from LA and Germany
Such a simple statement but it means the world to me. All the hard work to keep the boat sparkling clean: the wax waxed, the stainless stainless, the rig safe, the sails solid, the hull clean; on it goes. Few people know what to takes to make a boat the “best-kept charter boat in the islands.” All that hard work and all it takes is that simple statement to know it is all worth it. Your joy becomes my joy.
Kaikiwi is upper right..sailing south (to Tahiti, we wish LOL)
The Best Day-Sail !
The photo’s story: My LA client was going to hike Diamond Head after his charter. I said “look for me”. He did… and… he found me. From the top of Diamond Head with his best lens: there is Kaikiwi, full sail. In the original photo, the zoom-in capacity is brilliant. The hazey grey in the photo is the vog coming from the Big Island’s volcanic activity.
Don’t Dream Your Life, Live Your Dream
Email Sail Blue Hawaii today for your custom quote. The choice is all yours:
a sunrise cruise, an adventure day-sail, a sunset cruise, a whale sail (whale watch, if lucky), an any-type-of sailing charter!. Let’s go Hawaii sailing.
