Sail Hawaii’s Best

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having doused the sails at the finish of another fabulous sailing adventure… nobody wants it to end

Sail Hawaii’s Best with Sail Blue Hawaii’s private sailing charters in Honolulu aboard the 42-foot Beneteau yacht named Kaikiwi. These custom tours and adventures 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 day sail, the consistent trade winds in Hawaii ensure a pleasant sailing experience at any time.​

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 and open-air seating, along with an onboard restroom, ensuring a comfortable journey .
  • Variety of Experiences: Popular options include coastline sightseeing, Friday night fireworks viewing, and special events like proposals, weddings, birthdays and life memorials.​
  • Experienced Captain: Captain Gaelyn brings extensive knowledge and a passion for sailing, ensuring a safe and enjoyable experience. Read about her:​ https://www.sailbluehawaii.com/about-us/
  • Affordable Pricing: Private charters are competitively priced, often comparable to shared tours. But a choice of PRIVATE offers a more personalized and quality experience that could well be the highlight of your HI vacation.!!

Booking Information:

Weekends and holidays fill quickly so plan ahead and book today.

  • Contact: Email: capt.gaelyn@sailbluehawaii.com
  • Phone: (808) 347-0235 ​
  • Location: Kewalo Basin Harbor, Slip C30, 1025 Ala Moana Blvd, Honolulu, HI 96814​

For more details and to view available tours and sailing adventures, visit our ocean activities page:  https://www.sailbluehawaii.com/hawaii-ocean-activities/

If you need assistance with booking or have specific questions, do ask!

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easy sunset cruising

Honolulu Private Boat Tour, Hawaii

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Private boat tours in Hawaii are available with Sail Blue Hawaii. Weekends and holidays fill quickly so plan ahead and book today. A private boat tour in Waikiki is affordable and highly desired. Our private yacht is spacious featuring covered and open air seating as well as an onboard restroom. Your experienced captain will ensure your safety and enjoyment.

Chose a Waikiki Private Sailing Charter

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. A client this week was concerned if we left at 0800 for a 3-hour sail we wouldn’t have enough wind. So much sailing, anywhere in the world, relies on the afternoon seabreeze. The fact is, we rely on tradewinds and not sea/land breezes. This makes Hawaii sailing unique and desirable, ANY TIME OF DAY. His concern was also the mid-day heat. “Kaikiwi” has lots of shade, so, time of day does not affect heat/ sun exposure.

Private Waikiki Boat Tours

Sail Blue Hawaii’s tours are for both tourists and locals. Sunset cruises, sunrise cruising, tradewind day-sailing, coastline sightseeing and Friday night fireworks are among the most popular tours in Waikiki. Birthday celebrations and life memorials are also very popular. We accommodate a wide range of special events aboard.

So, give Sail Blue Hawaii a call for your own private boat tour in Hawaii.

Full sail or boat tour; the choice is yours

Private Sailing Charter Hawaii

Because this is a custom PRIVATE sailing charter, 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. 

Dreams Come True in Blue Hawaii

Sail Blue Hawaii offers private sailing charters for all ages. There is no limit to children’s ages, nor elderly, as long as the latter is mobile and agile.

I can’t say enough good things about the people who find my website and sign up to sail with me. It’s a delight for me to spend Kaikiwi time with you. Whether you have never sailed before, or even perhaps never been on a boat, OR you are a seasoned sailor, I taper the sail to your comfort and/ or (:-)) your excitement. Because we are gifted with tradewinds, I can “wind it up” or “wind it down”, customised just for you and your expectations. For a more adventurous sail do choose a day-sail when we sail full sail. Sunset cruising is all about kicking back and relaxing, perhaps enjoying a cocktail. I sail with a lighter sail plan than during the day unless otherwise requested. Because our sunsets don’t tend to linger, we are back at the dock very soon after sunset. If you decide while we are out there that you would like extend your cruise to see city lights, by one half hour or more, can do. This is common, especially on spectacular evenings. No need to decide until then.

sunrise cruise

“Years from now you will be more disappointed by the things you didn’t do than by the ones you did do. So throw off the bow lines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.”
-Mark Twain

Email with your charter request today. Any type of request is encouraged: proposal, wedding, ash scattering, life celebration, sailing lesson OR: you need no reason at all other than to enjoy ocean time with close ones, with the wind as your engine, and the sounds of sailing. It’s magic.

We are priced right to get you out there. I look forward to spending Kaikiwi time with you.

With warm aloha, Capt. Gaelyn (808) 347-0235 

Visit https://www.SailBlueHawaii.com for your HI sailing vacation

capt.gaelyn@sailbluehawaii.com

“There is nothing, absolutely nothing, half so much worth doing as simply messing around in boats”.  – –Kenneth Grahame

Let’s Go Hawaii Sailing

When you get to your hotel room, even before!, and settle in, the first thing you do, I guarantee, is look out at our azure blue pacific ocean. It just pulls you in.  Then the idea occurs: let’s go for a private sailing charter; let’s go Hawaii sailing. Wave the Waikiki tour bus goodbye. Book Sail Blue Hawaii for your day-sail adventure. You will not be disappointed.

Highlight of our Hawaii vacation

I’ve heard that a lot. I heard it again this week:

Thank you, Capt. Gaelyn.  It was indeed a great experience for all of us.   Certainly, the highlight of our trip to Oahu…..- guests from LA and Germany

Such a simple statement but it means the world to me. All the hard work to keep the boat sparkling clean: the wax waxed, the stainless stainless, the rig safe, the sails solid, the hull clean; on it goes. Few people know what to takes to make a boat the “best-kept charter boat in the islands.” All that hard work and all it takes is that simple statement to know it is all worth it. Your joy becomes my joy.

Kaikiwi is upper right..sailing south (to Tahiti, we wish LOL)

The Best Day-Sail !

The photo’s story: My LA client was going to hike Diamond Head after his charter. I said “look for me”. He did… and… he found me. From the top of Diamond Head with his best lens: there is Kaikiwi, full sail. In the original photo, the zoom-in capacity is brilliant. The hazey grey in the photo is the vog coming from the Big Island’s volcanic activity.

Don’t Dream Your Life, Live Your Dream

Email Sail Blue Hawaii today for your custom quote. The choice is all yours:

a sunrise cruise, an adventure day-sail, a sunset cruise, a whale sail (whale watch, if lucky), an any-type-of sailing charter!. Let’s go Hawaii sailing.

Private Sailing Charter Hawaii

Sail Blue Hawaii wishes you and yours a HAPPY 2025. If you vacation to Hawaii, make sure to book a private sailing charter with us. You will NOT be disappointed. It may well be the highlight of your HI vacation.

More next year!. Tune in then.

I look forward to spending Kaikiwi time with you.

With warm aloha,

Capt. Gaelyn

(808) 347-0235 

Visit https://www.SailBlueHawaii.com for your HI sailing vacation

“There is nothing, absolutely nothing, half so much worth doing as simply messing around in boats”. 

Kenneth Grahame