Let’s go Sailing in Hawaii

Sail Blue Hawaii on Oahu provides an unparalleled sailing experience, offering guests the chance to explore the island’s breathtaking coastlines and clear azure blue waters. Whether it’s a romantic sunset cruise, a private sunrise cruise, a tradewind sailing adventure, or a relaxing day-sail, Sail Blue Hawaii’s knowledgeable captain ensures a personalized and memorable journey across Oahu’s stunning seascape. Let’s go sailing in Hawaii !

What kind of vessel will we be sailing?

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

Kaikiwi is a 42-foot Beneteau 411 and 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.

Kaikiwi is offered for day-sailing only (up to 6 passengers). Inter-island/ overnight charters are NOT currently offered. Larger vessels, for 7 + passengers, are also available for all DAY-sailing occasions and custom cruising.

Kaikiwi has lots of shade so time of day does not affect heat/ sun exposure. Sailing in summer months is very very comfortable even in the middle of the day.

“DON’T DREAM YOUR LIFE, LIVE YOUR DREAM”

I am surprised by the number of clients who come to me and say “I’ve always dreamed of sailing but never had the chance until now”. Or, “all my life I have wanted to learn how to sail. Thank you Sail Blue HI for introducing me to sailing by offering me a top-notch CUSTOMIZED sailing lesson. Wow. I want more”. A sailing lesson is a beautiful gift to give at birthdays or Christmas. It will be remembered for a life-time as a highlight. Gift certificates are available for any kind of sailing.

Let’s go sailing in Hawaii with Sail Blue Hawaii.

capt.gaelyn@sailbluehawaii.com; text: (808) 347-0235

November 17, 2024November 17, 2024

Sail Hawaii’s Best Charter Boat, “Kaikiwi”.

Private Sailing Charters

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”.

October 17, 2024

Hawaii Private Sailing Yacht Rental

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):

Trip Advisor,Yelp ,Google, and Facebook;

Instagram: https://www.instagram.com/sail_blue_hawaii/
X: @SailHawaii

Don’t Dream your Life, Live your Dream

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.

For SAIL BLUE HAWAII, THE HORIZON IS NO LIMIT!

September 1, 2024September 1, 2024

Say “YES”…Hawaii’s best private proposal at sea

The Hawaiian islands are known for their romance. So, what could be more perfect than saying “YES” aboard your own private yacht at sunrise or sunset? YES, trust Sail Blue Hawaii…Hawaii’s best proposal at sea …with this incredibly important event. Sailing this romantic Hawaii marriage proposal will guarantee she says “yes.”

Saying “yes” is just the beginning

May the love you share today be just as strong every day in all the years to come. You will look back on this day as not just the highlight of your Hawaii vacation, but the highlight of your lives. Your private Hawaii marriage proposal at sea will set the tone for your lives together as you sail off into the pacific’s incredible sunrise or sunset.

video by Dro Gregorian: Proto-Pilot.com.

Trust Sail Blue Hawaii LLC, Hawaii’s best private proposal cruise, with your Hawaii proposal while sailing on your own private yacht. Romance, baby!

August 6, 2024

Scattering ashes at Sea in Hawaii

Hawaii has a strong spiritual energy both on and off the ocean so it is no surprise that a farewell at sea is a healing and soothing way to help say goodbye and help you to have strength as you begin this life change.

Call Sail Blue Hawaii for your custom ash scattering at sea. Let us know about your loved one and how you want to celebrate their life.

What time of day should we sail?

A gentle sunrise cruise is popular. A great way to greet your new day and celebrate your loved one. “Kaikiwi” has lots of shade so time of day does not affect heat/ sun exposure.
So, a day-sail is also a good choice. Sunset cruising is very popular. All are options for your private Hawaii ash scattering. Remember your loved one as your captain sails your private sail boat upon Oahu’s stunning azure waters. Take your time, there is no rush.

Gone from my sight.

“I am standing upon the seashore. A ship spreads her white sails to the morning breeze and starts for the blue ocean.

She is an object of beauty and strength. I stand and watch her until at length she hangs like a speck of white cloud just where the sea and sky come to mingle with each other.

Then, someone at my side says: “There, she is gone!”

“Gone where?”
Gone from my sight. That is all. She is just as large in mast and hull and spar as she was when she left my side and she is just as able to bear her load of living freight to her destined port. Her diminished size is in me, not in her.

And just at the moment when someone says, “There, she is gone!” there are other eyes watching her approach and other voices ready to take up the glad shout:
“Here she comes!”
And that is dying.“

– Henry Van Dyke, a 19th Century clergyman, educator, poet, and religious writer

This image has an empty alt attribute; its file name is view-forward-with-rainbow.jpg

Call Sail Blue Hawaii to schedule your private Hawaii ash scattering, life celebration at sea.