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

Hawaii Private Sailing Charter

Our year-round tradewinds make for a perfect Hawaii private sailing charter. Treat yourself and loved ones to what may well be the highlight of your Hawaii vacation.

Why choose a private sailing charter?

  • You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time?
  • It’s whale season! Enjoy a 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.
  •  Leave Waikiki and the crowds behind. Step onto your own private yacht and enjoy the ride of your life. The wind is our engine as we sail the beautiful azure blue Pacific waters. The sound of the ocean is hard to beat.
  • Romance is in the air? Say “I do!” Say “I will”. Renew your vows. How better than on a private stunning 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.

Customise your Hawaii private sailing charter with Sail Blue Hawaii. TODAY.

Honolulu Private Yacht, Private Sailing Charter

In your google search for a private yacht or private sailing charter in Hawaii, SOOOO many listings come up. It is overwhelming. How do you choose the perfect yacht for you and your sailing needs? Who do you choose for your Hawaii private sailing charter. Can you trust the websites you find?

Don’t dream your life; LIVE your DREAM

While in Hawaii, what can be more perfect than getting out on the water to unwind. The wind in your sails gifts you an incredible ride on our beautiful Pacific waters. But who do you choose for this most special experience? Don’t be overwhelmed with the choices out there. Sail Blue Hawaii is Hawaii’s premiere charter company. There is a reason people choose Sail Blue Hawaii. This trusted company has been around for years.

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

Whether you are a group celebrating a special occasion, or a solo sailor, we have the perfect sailing yacht for you. Whether it’s a romantic sunset cruise for two, a sailing lesson, or a laid-back blue water sail, we have the perfect occasion for you.

Kaikiwi, a 42-foot Beneteau 411, is 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.

You can book Kaikiwi for day-sailing (up to 6 passengers). Or choose larger vessels for your party of 7 to 35. With Sail Blue Hawaii you book with confidence, knowing that you are well cared for. Get ready for the highlight of your Hawaii vacation on your private yacht, sailing a private charter.

5 best Hawaii private sailing charter ideas

  • You want to treat your family to a private boat tour while vacationing in Hawaii. How better than to choose a private sailing charter to keep your family safe and Covid-free. Not to mention experiencing the pure joy of sailing‼
  • At sea, on your Hawaii private sailing charter, you find a different and very unique way to see the island of Oahu. Sometimes “the best way to see Waikiki is from a distance”. Clients always chuckle and agree!!. Sit back, relax and take in the beautiful views of Oahu and Diamond Head. On clear days, far in the distance, you can see Molokai and Lanai. 

You can’t bring your boat with you on vacation

  • You have a sailboat back home. It’s so frustrating to sit on the beach and watch the boats go sailing by. Your Hawaii private sailing charter with Sail Blue Hawaii will blow that frustration away and give you the supreme tradewind sail that only Hawaii can offer. 
  • You have a boat back home but have never stepped aboard a sailboat! Now is your opportunity to have the experience you’ve always wanted. With an experienced and local-knowledge-savy skipper you can sit back and relax without the annoying sounds or smells of your back-home power boat. You might finally understand the reason why sailing is not about a destination”.  “Destination” is sailing. You might even get hooked!
  • Because this is custom sailing, you 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 of day is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨  It is all good. 
Yet another day of fabulous sailing from Mexico to Honolulu. Kaikiwi.

Celebrate on a private sailing charter

A private sailing charter in Honolulu, Oahu, Hawaii is a perfect choice to celebrate anything and everything. 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.

5 celebratory ideas to choose a private sailing charter in Hawaii

  1. JULY 4th!! Get your family and friends together, stay in your safe bubble and come sailing on your own private yacht. What a perfect way to see the fireworks and spend time with close ones after the year we have had!

2. Birthday celebrations aboard a private sailing yacht are so popular. Whether it is a gift certificate for a future sail or a surprise sail, a private sailing charter is the perfect birthday gift and one that will be remembered for a lifetime.

3. Graduations are uniquely celebrated aboard as you sail on your private sailing charter. This graduation celebration will be remembered forever.

4. Whether it is a wedding anniversary or a renewal of vows, choose a private sailing charter to celebrate ROMANCE. Your captain will sail you into the sunset and it will be a sunset embedded in your minds year after year.

5. Celebrate your loved one’s life in a fitting life memorial at sea. Whether it is to scatter ashes or to just remember in a peaceful and outstanding setting your loved one’s life, on board a private yacht, sailing with your family and friends… remember and hold close. Bring your memories and stories. Your minister and /or live musician are welcome on board to make this day extra special.

There are so many reasons to get out on the water to CELEBRATE all life’s occasions. Call Sail Blue Hawaii for yours and take time to tell me about your special day. A private sailing charter is beyond any other experience to make your celebration unique and one to be remembered for a lifetime.