Hawaii Private Sailboat Tour for the Whole Family

It’s the summer holidays already! Sail Blue Hawaii offers private sailboat tours for the whole family. It doesn’t matter how young or how old. This may well be the best family “tour” of your HI vacation.

private sailing fun for the whole family

FAQ: “Do you REALLY sail or do you just motor around?”

At Sail Blue Hawaii we SAIL. Due to harbour rules, we cannot hoist sail within the marina but, once we are clear of the # 1 buoy at the top of the channel, the sails go up. With Sail Blue Hawaii, unlike other companies, we HOIST SAIL at the BEGINNING of your charter; the engine is turned off until we need it again at the end of your charter!!

YES, WE SAIL THE ENTIRE CHARTER!!

Even if this is your first time sailing, Capt. Gaelyn customises your sail to your wants and needs. In other words, you can be given a gentle sail or, for those with more experience, an exciting full-sail “heel on” adventure; this is monohull sailing at its best!. All choices take advantage of the consistent and refreshing trade winds that sweep across the Hawaiian Islands.

FAQ: When can we sail?

Delight in pure trade wind sailing any time of day for as many hours as you want. Our islands are almost consistently graced with trade winds so any time is a good time to go sailing…✨✨✨magical SUNRISE cruise, full-sail morning and afternoon, romantic/ peaceful SUNSET cruise.✨✨✨ It is all good. 


these keiki and mom know how to hang loose!

Whether your family members are seasoned (monohull) sailors or those who want to experience the thrill of sailing for the first time, a Hawaii day-sail is an excellent way to connect with our ocean, embrace the trade winds, and create lasting memories of your time in paradise.

Kiss the tour bus goodbye. This is the ride and experience of your lives. Two + hours of pure exhilaration with the wind and waves off Waikiki as your engine. 

Choose Sail Blue Hawaii for your Hawaii private sailboat tour for the whole family TODAY!

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

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.

Let’s go Sailing in Hawaii

Sail Blue Hawaii on Oahu provides an unparalleled sailing experience, offering guests the chance to explore the island’s breathtaking coastlines and clear azure blue waters. Whether it’s a romantic sunset cruise, a private sunrise cruise, a tradewind sailing adventure, or a relaxing day-sail, Sail Blue Hawaii’s knowledgeable captain ensures a personalized and memorable journey across Oahu’s stunning seascape. Let’s go sailing in Hawaii !

What kind of vessel will we be sailing?

Your safety and comfort are our number one concern: our vessels meet all U.S. Coast Guard inspection requirements.

Kaikiwi is a 42-foot Beneteau 411 and a wonderful sailing machine for Hawaiian waters. She is well proven: Capt. Gaelyn sailed her home from Mexico with two crew and was delighted with the way she handled in all conditions.

Kaikiwi  is offered for day-sailing only (up to 6 passengers). Inter-island/ overnight charters are NOT currently offered. Larger vessels, for 7 + passengers, are also available for all DAY-sailing occasions and custom cruising. 

Kaikiwi  has lots of shade so time of day does not affect heat/ sun exposure. Sailing in summer months is very very comfortable even in the middle of the day.

DON’T DREAM YOUR LIFE, LIVE YOUR DREAM

I am surprised by the number of clients who come to me and say “I’ve always dreamed of sailing but never had the chance until now”. Or, “all my life I have wanted to learn how to sail. Thank you Sail Blue HI for introducing me to sailing by offering me a top-notch CUSTOMIZED sailing lesson. Wow. I want more”. A sailing lesson is a beautiful gift to give at birthdays or Christmas. It will be remembered for a life-time as a highlight. Gift certificates are available for any kind of sailing.

Let’s go sailing in Hawaii with Sail Blue Hawaii.

capt.gaelyn@sailbluehawaii.com; text: (808) 347-0235