Category: Private Sailing charters

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Private Sailing Charter in Hawaii.

When you book your private sailing charter while vacationing in Hawaii it may well be the highlight of your vacation. It is astonishing how many times my clients have said that to me. That is thrilling. It is exactly why I have worked so hard to give people the best-kept charter vessel in the islands, AND the best private sailing charter experience. That was my goal when I set up up Sail Blue Hawaii LLC.

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

Why choose a private sailing charter?

There are so many reasons, but let me name a few:

  • CoVid is still around. Your captain is vaccinated and boosted. How better to keep you and your loved ones safe. When you sail on “Kaikiwi”, a 42-ft Beneteau, you will feel so safe especially when you see the over-crowded catamarans.
  • delight in pure trade wind sailing any time of day for as many hours as you want.
  • whale sail. In winter, humpbacks are Hawaii’s most famous tourists, making their annual 3,500 mile trip from Alaska to the islands each December through April.  We’ll set sail and hope to find these gentle leviathans.
  • birthday parties
  • corporate fun(ctions)
  • very popular: summer only; Friday night pau hana fireworks cruise. Combine this with sunset and you have the perfect cruise.
  • for romantics: sunset cruise: a beautiful time of day to be on the water.
  • maybe you’ve just flown in from the East Coast and Waikiki doesn’t wake up early enough for you. Let’s catch sunrise over Diamond Head. Maybe we’ll see dolphins in the beautiful morning light.
  • choose the one night of the month (or, the “blue moon” second night of the month) to sail from sunset to full moon. It is truly magical to see the full moon rise over Diamond Head after sailing into the sunset. Click moon phases to see full moon calendar.
  • 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.
  • proposal:  how more romantic can you get when you propose to your loved one while sailing into the sunset?
  • weddings for romantics:  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.
  • renewal of vows:  what a “wow” it is to  say those vows again, to remember and  re-ignite!
  • sailing lessons: Help set the sails and take the helm if you like as you learn the “ropes” of sailing.  The first thing you learn: they are not ropes.  They are “lines.” Captain Gaelyn will assist you to build your skills and confidence. For all levels of sailing experience.
  • memorials, ash scatterings and life celebrations
perfect tradewind sailing
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Learn to Sail in Hawaii

Summer is almost over but there’s still time to add the highlight to your summer vacation: learn to sail in Hawaii. Sail Blue Hawaii specialises in Private Sailing Tours on Oahu, also offering all popular boat charters and sailing instruction in Honolulu. Before you go buy that sailboat, come sail with me! Whether you are a beginner or need continued instruction, you’ll learn the important skills to gain confidence, while sailing in Hawaiian waters.

Private Sailing Lessons, Honolulu

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

Sailing is clouded in romance. Many people dream of a life of sailing and the adventure of perhaps one day sailing to distant shores. The reality is often different than the dream and this is important to understand.

Before you go buy that boat, come sailing with me and begin or continue learning the skills that will gain you confidence and give you a whole bunch of joy as you succeed. Your time “out there” with me will also give you a taste of what true blue-water sailing is all about.

You don’t have to have the dream of distant shores to sign up for a lesson…you can begin by taking up sailing as a day-hobby.

Do you have someone in your life who has always had an itch to try sailing but has never had the opportunity? Buy him/her a gift certificate for a private sailing lesson. It will be the best present they have ever had!

Whatever your goal is, the lesson will fit.

Even if you are the only one who wants to learn and you don’t wish to come alone, your friends/ family are welcome on board and can enjoy the sail while you learn.

Whether your dream is to sail the Waikiki coast or beyond that horizon (a multi-day charter is perfect for introducing you to all aspects of sailing and living aboard), your personalized lesson is waiting for you!

“You must have patience to learn the craft of sailing, which has set and orderly ways of doing each operation, schemes of success that have been polished for generations. Even the nautical vocabulary is specialized, for it is necessary to be able to describe every part of a vessel and to talk about each maneuver and action with unmistakable precision. You can learn the fundamentals quickly, but half a lifetime seems scarcely enough to perfect your techniques. A good sailor is always studying and learning and asking questions. People who travel and work on the sea tend to be literate souls who often write books. There is an astonishing library of nautical volumes that you can digest bit by bit to hurry your learning process. But in spite of the help to be got from books, you must learn about sailing at first hand. You do not become a seaman by reading. You need practice. You need to get your hands dirty” – HAL ROTH, after 50,000 miles

Is there an age limit? Nope. Best first mate yet! 🙂
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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

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Hawaii’s BEST Private Sailing Charter

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.

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

Our most popular boat tours are the private yacht charter, weddings, anniversaries and sunset sailing cruises. In addition, sailing lessons, birthdays, corporate events, custom adventures await.

While sailing in Honolulu we often see Hawaiian green sea turtles lazing in the sun, dolphins jumping the bow, whales (winter only) spouting off to starboard, and the stunning shine of Venus at sunset.

Call Sail Blue Hawaii to day for your Hawaii private sailing charter. It could well be the highlight of your Hawaii vacation.

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Hawaii’s Best Sunset Cruise

Any occasion is a great one to get out sailing on our 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. Sail Blue Hawaii offers private sailing charters, 365/24/7.

Combine your sunset cruise with fireworks

Why?

  • A surprise sunset sail for your loved one only gets better when you plan to include our weekly fireworks display off Waikiki.
  • A proposal at sunset culminating in the best of fireworks displays is a romantic and incredible way to begin a life together.
  • Say “I do”. Sail into the sunset after exchanging your wedding vows and finish your evening with a blast of fireworks.
  • Renew your wedding vows. What a romantic way to celebrate that best day of your lives. What could be better than a sunset/fireworks cruise?
  • A sunset cruise combined with fireworks is ideal for families too. It’s a thrill for all.
  • No need for a reason. A sunset sail/fireworks cruise will be the highlight of your Hawaii vacation.

Book today for Hawaii’s best sunset cruise with Sail Blue Hawaii. You will not be disappointed.