Hawaii Private Sailing “off the beaten track”

Set the tone (adventure, romance, fast sailing, slow easy sailing…) for your New Year and book a Hawaii private sailing charter A client this week (I am always interested, of course, how customers navigate to my site) said he had searched ” ‘un-touristy’ sailing charter”. ha ha. I love that Sail Blue Hawaii is thought of as different, AND un-touristy! Indeed, Sail Blue Hawaii does offer a different ocean experience than the many many catamaran tours (you’ll find online) where you “sail” with 59 of your closest friends. A novel approach another customer took to find exactly what she wanted was by the use of A.I “CoPilot”. Her request was immediately answered with the details sought and the suggestion of: “email capt.gaelyn@sailbluehawaii.com”. Do just that and you’ll find that we are priced right to get you out there.

5 best ideas that makes Sail Blue Hawaii unique and different

  1. We raise sails at the beginning of your charter and sail the entire time. For Hawaii, where many others motor or motor-sail, this is a unique treat. Sailors love this, as does everyone else…newbies too. Welcome aboard a true sailing charter.
  2. You have a uniquely private sailing charter. This means it’s only you and your family group. Perfect for romantic couples and celebrations too. No flu-bugs here.
  3. This is custom sailing. Unlike other companies who have a strict timetable, you can sail any time of day you want and whatever length of time you wish. No one else on island offers this: you are limited to their schedule. Our islands are mostly graced with consistent trade winds so any time is a good time to go sailing.
  4. Sailing lessons are offered for those wanting the taste. When else could one have the opportunity to put their hands on the wheel of a beautiful pricey yacht? Certainly no one else in Hawaii offers sailing lessons without you first signing up for the rigid ASA program on sub-par sailboats.
  5. You get to bring your own food and beverage. With today’s dietary needs, nothing is worse than having a pre-catered expensive menu, with foods you cannot eat, and having that cost hidden in your charter fee. You will appreciate this too if you have keiki.

HAVE A HAPPY NEW YEAR

by setting sail with Sail Blue Hawaii. You can navigate to the website with tag “un-touristy” sailing and/or using A.I. with your unique request. You’ll leave the chaos of snorkeling with a hundred others to others and appreciate the QUIET and PEACE of true sailing. There is no crowd as you leave the tour bus and the overloaded tour catamaran behind. The wind is our engine and the ocean is our song. You will not be disappointed with your choice of Hawaii’s best private sailing “off the beaten track”.

NO RULES! Bananas on board is OK with me 🙂

DON’T DREAM YOUR LIFE, LIVE YOUR DREAM

Hawaii’s BEST Private Sailing Charter

Choose Hawaii’s BEST private sailing charter, Sail Blue Hawaii. Any occasion is a great one to get out sailing on the Hawaiian waters. Enjoy some relaxing and refreshing ocean time here 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, life celebrations and custom adventures await.

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

another amazing Hawaii sunset; it can take your breath away

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

Private Hawaii Boat Tour

Sail Blue Hawaii offers private sailing charters in Honolulu aboard the 42-foot Beneteau yacht named Kaikiwi. These custom tours are tailored to your preferences, allowing you to choose the time of day and duration that suits you best. Whether you’re interested in a sunrise sail, a romantic sunset cruise, or a leisurely/ robust day sail, the consistent trade winds in Hawaii ensure a pleasant sailing experience at any time. Custom sailing includes proposals, weddings, life celebrations and ash scatterings; any occasion is a good one to sail with Sail Blue Hawaii.

Highlights of Sail Blue Hawaii’s Private Tours:

  • Customizable Itineraries: You can select from sunrise, morning, afternoon, or sunset sails, depending on your schedule and preferences.​
  • Comfortable Yacht: The Kaikiwi features both covered (lots of shade) and open-air seating, along with an onboard restroom, ensuring comfort.​
  • Variety of Experiences: Popular options include coastline sightseeing, Friday night fireworks viewing, and special events like birthday celebrations and anniversaries.
  • Experienced Captain: Captain Gaelyn brings extensive knowledge and a passion for sailing, ensuring a safe and enjoyable experience.​ (https://www.sailbluehawaii.com/about-us/)
  • Affordable Pricing: Private charters are competitively priced, often comparable to shared tours, offering a more personalized and intimate experience.

Booking Information:

  • Contact: Email: capt.gaelyn@sailbluehawaii.com​ is the best way to connect.
  • Phone: (808) 347-0235​….but TEXT is BEST
  • Location: Kewalo Basin Harbor, 1025 Ala Moana Blvd, Honolulu, HI 96814​

If you need assistance with booking or have specific questions about the tours, feel free to ask!. If captain’s hands are on the wheel, a call to personal line (808) 347-0235 will have a slower response time than a text.

DON’T DREAM YOUR LIFE: LIVE YOUR DREAM

Hawaii Ash Scattering

As captain of your private sail boat, I am honoured to help facilitate your Hawaii ash scattering/ life celebration at sea.

Your ash scattering includes a private sailing charter 

A reflective sail to Diamond Head establishes the mood for your ash scattering/ life celebration. How often are we surrounded by rainbows during this boat tour? Almost always. Talk about setting the mood!

Take as long as you need to talk about your loved one as you scatter their ashes and celebrate their life. Bring as many un-strung flowers/petals as you want. When all is done, an easy down-wind sail brings you back to the harbour.

When is the best time to sail?

Anytime is good…sunrise, sunset, morning, afternoon..you choose.


I hope your days here in Hawaii have lots of sunshine and brightness to them.
Hawaii is such a healing place…immerse yourself in that richness while here, and take it with you when you leave.

Choose Sail Blue Hawaii for your Hawaii ash scattering/ life celebration.

(turn on your sound)

Waikiki’s BEST Boat Tour

It’s hot. Its summer. How best to escape the heat than to get on your own private yacht and enjoy Waikiki’s BEST boat tour. Private sailing (you are not sharing the boat with another group) on “Kaikiwi”, the 42 ft Beneteau 411 featured here on my website, has lots of shade so time of day does not affect heat/ sun exposure. It also has lots of space for “bow babes” to soak up the sun and get that rich Hawaiian sun tan. “Kaikiwi” is your yacht for however long you want to sail.

Enjoy a cooling Hawaii trade wind sail.

Feel the fresh trade wind cooling you off immediately as we set sail (YES, we actually DO sail) from Kewalo Basin, 2 miles west of Waikiki. 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 balmy year-round trade winds, so, any time is a good time to go sailing…..✨✨enjoy a magical SUNRISE cruise, a full sail morning and afternoon adventure sail, or a romantic/ peaceful SUNSET cruise.✨✨.  It is all good. 

Sail BLUE Hawaii does not have a liquor license, so please do bring your beverage of choice to help keep you hydrated and COOL (water is supplied). There is ice and a cooler on board for your convenience.

Why choose a sailing charter?

Any occasion is a great one to get out sailing on Hawaiian waters, to enjoy some relaxing and refreshing ocean time, privately and with loved ones. You are NOT sailing with “49 of your closest friends”. 30-60 pax boats, sailing masses of strangers together, seem to have taken over our waters. Sail BLUE Hawaii offers an intimate and exciting atmosphere where you can lay back and catch up with friends and family. Or just spend some quiet and reflective time on your own at the bow. Yes, this is custom sailing…your choice of gentle or adventurous…your captain LISTENS to your specific request.

Whether you are a seasoned sailor or have never been on a sail boat before, the “oh yes” you feel ( or murmur or SHOUT!) when the sails are set and that engine is turned off is real. I hear the sighs of peace/ relief every time…sailor and newbie alike. No engine, much peace. So, say goodbye to the noisy, smelly motorised boat tours that speed through the waves giving you whiplash (and others boat wake :-() ) and are so annoyingly noisy..so much so you can’t even sit back and relax and chat.

Sign up for Sail BLUE Hawaii’s custom private charter, Waikiki’s best boat tour, the one with NO engine noise and smells because, yes, we actually SAIL.

custom sailing…your choice of gentle or adventurous…your captain LISTENS to your specific request.