private sailing charters Archives - Private Sailing Charters, Honolulu, Oahu, Hawaii

February 13, 2026February 14, 2026

5 BEST HONOLULU PRIVATE SAILING CHARTER IDEAS

Honolulu TRADEWIND sailing, where any time is a good time to be on the water. Highlight your Hawaii vacation aboard a sailboat on our beautiful cobalt blue Pacific Ocean. Here is our recommendation on SOME OF the MANY 5 best Honolulu private sailing charter ideas.

Private Sailing ideas; Waikiki, Hawaii

A tradewind day-sail. 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 tradewinds so any time of day is a good time to go sailing…sunrise, morning, afternoon, or sunset. IT’S ALL GOOD!
A sail to take in the beautiful views of Oahu and beyond. Outstanding views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. This is not “destination” sailing. “Destination” is sailing.
A private day-sail to capture sightings of marine life. “Kaikiwi” sails from Oahu’s south (protected) shore, not far from Waikiki, past beautiful coastline in the cobalt blue blue waters of our Pacific. Wildlife such as green sea turtles, “honu”, dolphins, “nai’a”, humpback whales, “kohola” (in winter season only), and flying fish, “malolo” are some of the critters we may see as we sail. (I believe we did see a mermaid one time; sh sh sh……………)
Birthday celebrations at sea. What better way to celebrate that special day for that special someone than aboard a private yacht charter in Honolulu?
Corporate Events. Celebrate with the team onboard a sailing yacht off the Honolulu coast. How better to raise morale and reward them for a job well done?

Many many ideas for your custom cruise are accepted and sailed

https://youtube.com/shorts/PBDlY4_DZnA

This was one beautiful day to sail around Diamond Head into Maunalua Bay. My guests got the last good sailing in before Oahu was rocked by a decent winter storm. Not all Sou’Westers are bad 😎. We were lucky. What a peaceful time.

View other movies on Sail Blue Hawaii’s youtube channel

When should we book?

NOW!! Booking ahead of time is a good idea just to secure your sail. Today is also a perfect day for a HONOLULU PRIVATE SAILING CHARTER; last-minute requests can sometimes be accommodated but don’t count on it; and, ANY occasion is a good one to get out on the water with Sail BLUE Hawaii.

a rare view while on a HI day-sail:

Koko Crater

Email with your idea for your Honolulu Private Sailing Charter sail. Your experience aboard may well be the highlight of your HI vacation

Locals too! Take a day off and let’s go sailing capt.gaelyn@sailbluehawaii.com

The Horizon is NO Limit

May 15, 2025May 30, 2025

Sail Hawaii’s Best

https://i0.wp.com/www.sailbluehawaii.com/wp-content/uploads/2021/06/IMG_2500-scaled.jpeg?ssl=1 — 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!

https://i0.wp.com/www.sailbluehawaii.com/wp-content/uploads/2021/05/image3.jpeg?ssl=1 — easy sunset cruising

April 20, 2025April 21, 2025

Honolulu Private Boat Tour, Hawaii

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**

September 4, 2022September 4, 2022

5 best reasons for a Hawaii private sailing charter

You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time?

5 best Hawaii sailing ideas

Hawaii’s trade winds provide beautiful sailing conditions any time of year.
Your private charter tour boat is 2 miles from Waikiki. Choose Kaikiwi for your Hawaii private sailing charter.
A private sailing charter is a perfect gift idea for the person in your life who has everything. Today we are done with buying physical presents. Buying an experience such as a Hawaii private sailing charter is the perfect gift idea.
After a day of island viewing, head to the ocean and release the stress of traffic and noise. How many times have I heard people breath a huge sigh of thanks and relief when I set the sails and turn the engine off. Oh, the silence…just the wind and the sound of water running past the hull. It does wonders for receiving stress.
If you really need to wind down, choose a private sunset cruise! Your Hawaii sunset sail brings beauty and tranquility like no other place on the planet

Treat yourself and your family/ loved ones. Choose a Hawaii private sailing charter with Sail Blue Hawaii. It may well be the highlight of your Hawaii vacation. For locals: !!YES!! A private sailing charter will give you the break you need.