Sail Blue Hawaii wishes you and yours a HAPPY 2025. If you vacation to Hawaii, make sure to book a private sailing charter with us. You will NOT be disappointed. It may well be the highlight of your HI vacation.
Oh !! the luxury and awe of sailing your own private yacht in Hawaii. Sail Hawaii’s best charter boat,”Kaikiwi”, the best-kept charter boat in the islands. She is a US Coast Guard approved vessel, perfect for any kind of Hawaii sailing. Whether it’s an intimate sunset sail for two, an adventurous day-sail with family and friends, whale watching, entertaining business colleagues, watching sunrise over Diamond Head, saying “I do” under a full moon…the reasons to go sailing on “Kaikiwi” are endless and the experience will most probably be the highlight of your Hawaii vacation.
When is the best time to go sailing in Hawaii?
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 of day is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨ It is all good.
“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.
What does “Kaikiwi” mean?
“Kai” in Hawaiian means “salt water”; “kiwi”… enough said (unless you are unfamiliar with the global nickname for a New Zealander). “Salt water kiwi” perfectly sums up the captain and her beloved 42-ft Beneteau :-).
Don’t Dream your Life, Live your Dream
Sail Blue Hawaii on Oahu provides an unparalleled sailing experience, offering guests the chance to explore the island’s breathtaking coastlines and clear blue waters. Captain Gaelyn, their knowledgeable captain, ensures a personalized and memorable sail across Oahu’s stunning seascape. Email Sail Blue Hawaii to sail on Hawaii’s best charter boat, “Kaikiwi”.
Any reason is a great one to get out of bed early and sail Hawaii’s best at sunrise. This is an experience you will remember forever: our Diamond Head sunrise Cruise. Greet the new day aboard your private sailboat “Kaikiwi“. This is not only a great photo opportunity but a beautiful time of day to sail : a special way to remember your vacation in Honolulu. Certainly not everyone is an early riser but the view of Diamond Head, the early sun’s effect on the water, the sounds of early morning wind in the sails…it is so well worth the effort. And the view of early morning Waikiki is Waikiki at its best! (Yes, the best way to see Waikiki is from a distance:-), on your very own private sailing charter.
Oahu Sunrise Cruise
A sunrise sailing charter starts with a lighter gentle early morning wind. Morning is also the best time for a sailing lesson. We start with a lighter wind and build your lesson as the wind builds. Your sailing lesson will begin at 0800. Earlier if you prefer, esp if you have just flown in from the east coast. Yes, you could include sunrise with your private sailing lesson.
Any time, any reason…Sailing Hawaii’s best at sunrise will be your vacation highlight
You certainly won’t regret getting out of bed early! Contact Sail Blue HI today to Sail Hawaii’s best at sunrise.
astonishing sunrise a couple of weeks ago
Dreams come true in blue Hawaii. Don’t dream your life, let Sail Blue Hawaii help you live your dream.
You are in paradise and what could be better than to experience your very own Hawaii Private Sailing Yacht Rental ! Because this is custom sailing, we can sail any time of day 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…✨a stunning SUNRISE over Diamond Head, tradewind DAY-SAILING, a romantic SUNSET cruise✨. It is all good.
What are people saying about Sail Blue Hawaii?
After you have read this blog, you can check out Sail Blue Hawaii’s Rave Reviews page: https://www.sailbluehawaii.com/testimonials/. More timely posts are celebrated on popular social media platforms where people who have sailed with Sail Blue HI have left their thoughts, reviews and photos (finish reading this blog first):
So, again, when is the best time to sail your very own Hawaii Private Sailboat charter? EVERY TIME of day, all day long; LOL. I obviously am biased. After your time of day has been chosen, some people prefer the beginning of their vacation to relax into it by hanging back and just listening to the wind and enjoying their on-board company; others choose a day-sail according to what they feel might be the biggest wind day because they want adrenaline; others sail their last evening to relax into their final sunset. There are a myriad of choices for a myriad of personalities. It truly is all good and can be customised. So, here is what else I have heard from clients:
This group sailed the first or second day of their vacation; after the sail it was stated: “anything after this is going to be boring!” (oh no! They did of course find plenty to excite them through their week. HOWEVER, we do all know hot exclamation in the moment !)
This group sailed the first day of their vacation: “What a terrific way to begin our vacation! We cannot wait for tomorrow”!
“Sailing with you has been the highlight of our vacation”. From groups who have been on island a few days through to their very last day. Extremely sad to be leaving they ask: “Can we come back tomorrow PLEASE”. Cute. Do come back, yes, or next year!! (I have had a group who had so much fun they did come back “tomorrow”; another “next week”.)
“What an incredible way to finish our vacation ..the best activity, the best day of them all. THE HIGHLIGHT. ” Final-day vacationers.
Dreams do come true in BLUE Hawaii
Whether you want to see sunrise over Oahu, go for a “real” full-sail tradewind sail way south on the cobalt blue blue of our beautiful pacific, or slow down for a romantic cruise at sunset, Sail Blue Hawaii can give you your very own Hawaii private sailing yacht charter. All levels of adrenaline (or none) catered to 🙂 YOU WILL NOT BE DISAPPOINTED.
The Louis Vuitton Cup is at this moment being sailed in Barcelona. Whether you’re an avid Cup follower and know a bit or a lot about sailing, or just interested in sailing lessons to learn the ropes, Sail Blue Hawaii can give you a lesson at your level. By the way, the LVC leads up to the America’s Cup, the most exciting event in yacht racing. Well worth watching at any stage of sailing know-how.
Talking about “learning the ropes”
Choose Sail Blue Hawaii for a genuine sailing lesson aboard your own private yacht. Talking about “learning the ropes,” the first thing you learn in sailing 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 sailing, does indeed have its own language and it is learned over time by just being around sailors and being onboard. Sit back and listen and you can learn a lot through osmosis. OR, participate, ask questions, and learn with hands-on, and you will soon be talking this language too. What fun!
You can understand from the way these docklines above are tied what kind of boater each is. You can even maybe sum up how they handle their boat and, perhaps, how “bristol” (shipshape) their boat is. Two different styles, indeed! I know whose boat I want to sail on.
Come on over to Sail Blue Hawaii….
…. for some Oahu sailing. If you don’t care for a sailing lesson, GREAT!..just 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. 😉
