Hawaii’s 5 best private sailing charter ideas

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  1. Whether you just want a boat tour to discover the beautiful coastline or you are a seasoned sailor wanting a full sail adventure, I can accommodate your every wish when you choose a private sailing charter with Sail Blue Hawaii.
  2. Our exquisite tradewinds and blue skies provide no better place on the planet than Honolulu to indulge in a private sailing charter/ boat tour.

Why choose a private sailing charter in Honolulu, Hawaii?

3. Safety first! You are sailing in your own private bubble. How perfect is that in these unusual times.

4. A private sailing charter/ boat tour in Honolulu, Hawaii is the best way to see Waikiki…from a distance!

5. A private sailing charter/ boat tour may well be the highlight of your Hawaii vacation.

So come on, sailor or tourist, pick up the phone and call Sail Blue Hawaii for your private sailing charter/boat tour in Honolulu, Hawaii. You won’t be disappointed!

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“Kaikiwi” is a beautiful 42 ft Beneteau available for up to 6 passengers.

Honolulu’s Best Private Sailing Charter

Sail Blue Hawaii has been blessed with many wonderful reviews proving it to be the best Honolulu private sailing charter. Recently I took a family on a day-sail. It was the first day of their Hawaii vacation. “Everything after this is going to be boring” a family member said in the middle of a brilliant day of sailing. I certainly hope the rest of their vacation was not boring, and I am sure it wasn’t, but I did love the comment.

Enjoy a private sailing charter while on Oahu

Here are some of the comments after a private sailing charter with Sail Blue Hawaii:

“This is the best time I have had in my entire life.”
-Kaelyn, age 7, CA

“Thanks for a relaxing few hours. Everything was perfect;  the wind, the weather, the seas, the boat and, of course, the skipper. The girls said that only a woman could have a boat looking so good!
We appreciated being part of your crew and hope we can do so again on our next visit to these beautiful islands.”
-David, Gillian and Leanne – Brisbane, Australia

“We would like to thank you for your help and commend you on your professionalism in planning our cruise. You have helped to make our wedding a memorable event for
both our guests and ourselves.”
-Kreg and Marjorie, Canada

“We couldn’t believe our eyes when we saw the mama and baby whale gently arching out of the water alongside the boat.”
-Virginia, Kauai

“Captain Gaelyn, we just wanted to drop you a little note thanking you again for such a wonderful time last Thursday night.  The cruise was wonderful and more than we had hoped for.  It was really nice to get out and be a couple for a little while, instead of just mommy and daddy. Thank you again!!”
-Mike and Robin, Honolulu

“Our sunset sail with Captain Gaelyn was the highlight of our trip to Honolulu. She and her friendly crew took great care of us. We had a terrific time and will enjoy our memories of the sail.”
-Kelly Rouse, CA

“ We were sailing after dark with the twinkling lights of Waikiki and Honolulu on the skyline thinking it couldn’t get any better when a gorgeous and huge fireworks display lit up the sky.
Capt. Gaelyn said it was a “little surprise”
she had arranged just for us.”
-Candace, Kauai

“As usual, I had a totally wonderful time on the ocean with you.  The whales were so cooperative, and the water was SO INCREDIBLY BLUE!!!!  Ku called it cobalt.  Mahalo nui loa for yet another absolutely beautiful and unforgettable experience!!”
-Mak, Honolulu

“Our group had so much fun on the whale cruise yesterday, Gaelyn! There were some pretty amazing photos too…Thank you, Captain Gaelyn, for a fantastic day on the boat with you. All the whales were so amazing and our whole group of yoga teacher trainees was excited about seeing them.  I felt completely relaxed and safe in your hands. I can’t wait to go again!”
-Rupali, Yoga Hawaii, Honolulu

“We will never forget the absolute magic and perfection of our wedding aboard your sailboat.  Your warm and friendly welcome made us feel immediately at ease and at home . We loved sailing into the sunset and exchanging our vows with our loved ones looking on.  Thanks for being our captain and our wedding celebrant. Our time with you was peaceful and joyful. Thanks for the cherished memories.  Wishing you the very best always.”
-C & V, Hawaii

Many, many thanks for a lovely day.  It was perfect: lovely boat, great sun and wind, and how you managed to arrange for the dolphin show is beyond me.  Great day!”
-Fredda, Waimanalo

The family of Mort Brown joins all of us here in extending our thanks to you  for doing such a terrific job last week. Your thoughtful, sensitive handling of our memorial cruise was very much appreciated. It did all of our hearts good to be able to say goodbye to a dear friend and colleague
in such a meaningful and graceful way.”
-Valerie Yee
Vice President & Asst. General Manager
Hawaii Public Radio 

” So fabulous!! I can still feel the ocean wind on my face, hear the slow sea splash against your beautiful sail boat and your gentle sailing touch, Capt Gaelyn. Thank you for such a special evening.”

– Arlei, Honolulu

“You certainly gave us such a wonderful gift of a relaxing sail; which in turn brings back memories of previous sails and, as always such a panoramic view of our beautiful city and Diamond Head.”

– George, New Mexico

“This is the best evening I have had in many years. I feel rejuvenated.”
-Nancy, Honolulu.

“It was sheer joy! Everything was perfect;  the water, the sky, the wind, the fish and the dolphins!!
What a way to end our stay in Hawaii!
Capt Gaelyn, your love of the water made it extra special.”

-Harold & Sheryl, Houston, TX


“part of hidden Hawaii”
“off the beaten track”
“I have never felt so alive”
“memory of a lifetime”
“one of Hawaii’s secret jewels”

“Captain Gaelyn, sailing with you was the highlight of our Hawaiian vacation.”
-more people than I have room to list

Kaikiwi at rest

Sign up for your Hawaii sailing adventure today with Honolulu’s best private sailing charter

5 best Hawaii private sailing charter ideas

  • You want to treat your family to a private boat tour while vacationing in Hawaii. How better than to choose a private sailing charter to keep your family safe and Covid-free. Not to mention experiencing the pure joy of sailing‼
  • At sea, on your Hawaii private sailing charter, you find a different and very unique way to see the island of Oahu. Sometimes “the best way to see Waikiki is from a distance”. Clients always chuckle and agree!!. Sit back, relax and take in the beautiful views of Oahu and Diamond Head. On clear days, far in the distance, you can see Molokai and Lanai. 

You can’t bring your boat with you on vacation

  • You have a sailboat back home. It’s so frustrating to sit on the beach and watch the boats go sailing by. Your Hawaii private sailing charter with Sail Blue Hawaii will blow that frustration away and give you the supreme tradewind sail that only Hawaii can offer. 
  • You have a boat back home but have never stepped aboard a sailboat! Now is your opportunity to have the experience you’ve always wanted. With an experienced and local-knowledge-savy skipper you can sit back and relax without the annoying sounds or smells of your back-home power boat. You might finally understand the reason why sailing is not about a destination”.  “Destination” is sailing. You might even get hooked!
  • Because this is custom sailing, you 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. 
Yet another day of fabulous sailing from Mexico to Honolulu. Kaikiwi.

Celebrate on a private sailing charter

A private sailing charter in Honolulu, Oahu, Hawaii is a perfect choice to celebrate anything and everything. Any occasion is a great one to get out sailing on the 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.

5 celebratory ideas to choose a private sailing charter in Hawaii

  1. JULY 4th!! Get your family and friends together, stay in your safe bubble and come sailing on your own private yacht. What a perfect way to see the fireworks and spend time with close ones after the year we have had!

2. Birthday celebrations aboard a private sailing yacht are so popular. Whether it is a gift certificate for a future sail or a surprise sail, a private sailing charter is the perfect birthday gift and one that will be remembered for a lifetime.

3. Graduations are uniquely celebrated aboard as you sail on your private sailing charter. This graduation celebration will be remembered forever.

4. Whether it is a wedding anniversary or a renewal of vows, choose a private sailing charter to celebrate ROMANCE. Your captain will sail you into the sunset and it will be a sunset embedded in your minds year after year.

5. Celebrate your loved one’s life in a fitting life memorial at sea. Whether it is to scatter ashes or to just remember in a peaceful and outstanding setting your loved one’s life, on board a private yacht, sailing with your family and friends… remember and hold close. Bring your memories and stories. Your minister and /or live musician are welcome on board to make this day extra special.

There are so many reasons to get out on the water to CELEBRATE all life’s occasions. Call Sail Blue Hawaii for yours and take time to tell me about your special day. A private sailing charter is beyond any other experience to make your celebration unique and one to be remembered for a lifetime.

Ash Scattering at Sea Honolulu, 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 begin anew.

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

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

your own private sailing charter

to memorialize your loved one.