Honolulu’s 5 best private sailing charter ideas.

Honolulu’s best private sailing charter, where any time is a good time to be on the water. Highlight your Hawaii vacation aboard a sailboat in the pacific ocean.

  1. A tradewind 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 tradewinds so any time of day is a good time to go sailing…sunrise, morning, afternoon, or sunset! IT”S ALL GOOD!
  2. A private sailing charter will take in the beautiful views of Oahu and beyond. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. This is not “destination” sailing.  “Destination” is sailing.

What will we see on our private Hawaii sailing charter?

3. A private day-sail captures sightings of marine life. “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.

4. Birthday celebrations at sea. What better way to celebrate that special day than aboard a private yacht charter in Honolulu?

5. Corporate Events. Celebrate with the team onboard a luxury sailing yacht in Honolulu. How better to raise moral and reward them for a job well done?

perfect tradewind sailing

Sail Blue Hawaii caters to all: sailor or newbie. A private Honolulu sailing charter will be the highlight of your Hawaii vacation.

A perfect Honolulu Sunset Charter

Honolulu sunset sailing… a beautiful time of day to be on the water. What can be more romantic than sunsets aboard a sailboat in the pacific ocean. This tour is definitely something you’ll want to experience on your vacation in Honolulu. Here is our recommendation on the 5 best Honolulu sunset sailing ideas.

5 Best reasons for a Hawaii sunset cruise

  1. Friday night fireworks in Honolulu. This is the most popular and something everyone enjoys while on vacation in Honolulu. Summer only.
  2. Birthday celebrations at sea. What better way to celebrate that special day than on board a private yacht charter in Honolulu?
  3. Wedding and Engagement. Something truly unique, this is a way to make this day special. Several party planners in Honolulu highly recommend our services to guests visiting Hawaii.
  4. Corporate Events. Celebrate with the team onboard a luxury sailing yacht in Honolulu. How better to raise moral and reward them for a job well done?
  5. Hawaii Ash Scatterings and Memorial Services. Remember that special person in your life. We realize that it’s a very difficult time losing a loved one and we are here to help.

There is no better way than to wind down your day with a Honolulu Sunset cruise.

5 best ideas for a Hawaii sunset cruise

Why sign up for a private Hawaii 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. But some say sunset is the best!

Why a private sunset cruise?

  • You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time?
  • When the moon is close to its new phase, we have fabulous star-gazing.  Set sail for sunset and a night sail. In winter months, the iconic Southern Cross can be seen.
  • How more romantic can you get when you propose to your loved one while sailing into the sunset?
  • There’s nothing more special than saying “I do” under a tropical sky  while sailing into the sunset.  Your captain will marry you with a personalized  service on your own private yacht.
  • For romantics: a sunset cruise is a beautiful time of day to be on the water. Treat yourself!

Sail Blue Hawaii is ready to take you on your private Hawaii sunset cruise. It may well be the highlight of your HI vacation.

5 best reasons for a Hawaii private sailing charter

You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time?

5 best Hawaii sailing ideas

  • Hawaii’s trade winds provide beautiful sailing conditions any time of year.
  • Your private charter tour boat is 2 miles from Waikiki. Choose Kaikiwi for your Hawaii private sailing charter.
  • A private sailing charter is a perfect gift idea for the person in your life who has everything. Today we are done with buying physical presents. Buying an experience such as a Hawaii private sailing charter is the perfect gift idea.
  • After a day of island viewing, head to the ocean and release the stress of traffic and noise. How many times have I heard people breath a huge sigh of thanks and relief when I set the sails and turn the engine off. Oh, the silence…just the wind and the sound of water running past the hull. It does wonders for receiving stress.
  • If you really need to wind down, choose a private sunset cruise! Your Hawaii sunset sail brings beauty and tranquility like no other place on the planet

Treat yourself and your family/ loved ones. Choose a Hawaii private sailing charter with Sail Blue Hawaii. It may well be the highlight of your Hawaii vacation. For locals: !!YES!! A private sailing charter will give you the break you need.

It doesn’t get any better than this!

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