Hawaii Private Sailing Yacht Rental

Today is a great day to call Sail Blue Hawaii for your private sailing charter. Why choose a private sailing charter? In the words of those who have:

“It was sheer joy! Everything was perfect;  the water, the sky, the wind, the fish and the dolphins!!
What a way to end our stay in Hawaii!
Capt Gaelyn, your love of the water made it extra special.”

-Harold & Sheryl, Houston, TX

When should we sail?

Some sail at the beginning of their vacation to sail, often choosing an adventurous day-sail. Others prefer the end of their vacation. What better way to end your vacation than with a relaxing sunset sai?. Those who sail at the begining of their charter have said: “anything after this will be boring”. Those who end their vacation with a private sailing charter have said “sailing with Capt. Gaelyn has been the highlight of our Hawaii vacation.”

Reviews of Sail Blue Hawaii

You can go to my review tab, or see what Yelp and Trip Advisor have to say. Among the words carefully chosen have been:

“part of hidden Hawaii”
“off the beaten track”
“I have never felt so alive”
“memory of a lifetime”
“one of Hawaii’s secret jewels”

“Captain Gaelyn, sailing with you was the highlight of our Hawaiian vacation.”

I have been thinking about Maui so much. I’ve had the privilege to sail to and from, anchor off of, Lahaina many times. One stunning sunrise, on the hook, some years back:

Hawaii Sailing Yacht Rental

Ready for your private Hawaii sailing yacht rental is Kaikiwi, a beautiful 42-ft Beneteau. Kaikiwi is Oahu-based. When sailing in Hawaii, it is important to understand the geography of the islands. Due to the heartbreak that happened on Maui this week, I already have people asking if they should cancel their travel plans. Please don’t. While we reel with the devastation that engulfed Maui, do understand that Oahu is a separate island, 100 miles away. Oahu is physically unaffected by the fires. First the pandemic. Now this. Hawaii needs continued support from those of you who love her, and those who are planning a visit for the first time.

Where do we sail to?

Kaikiwi sails from Oahu’s south (protected) shore, not far from Waikiki. She sails 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. Beautiful views of Oahu, Diamond Head and, on clear days, far in the distance, Molokai and Lanai can sometimes be seen. Please understand this is not “destination” sailing.  “Destination” is sailing.

How can we help Maui?

While my platform is to encourage you to sign up for a private sailing charter, today I want to use it for something way more important.

Fire destroyed Lahaina and ravaged other areas of Maui, and thousands of displaced people there are desperate for your kindness. Please do what you can.
Aloha United Way
Aloha United Way has set up the Maui Fire Relief Fund, where donations will go directly to Maui United Way to support Maui victims. 
American Red Cross of Hawaii
The American Red Cross opened five emergency shelters to provide those affected by the Maui wildfires with information, a hot meal, opportunities to charge their phone, pick up relief supplies, and get health services. More information here
Council for Native Hawaiian Advancement
CNHA is matching up to $250,000 in community donations providing critical assistance to families and businesses in Lahaina. 
The Hawaiʻi Community Foundation
The Hawai’i Community Foundation’s Maui Strong Fund was created to provide community resilience with resources for disaster preparedness, response, and recovery. The fund is currently supporting communities affected by the wildfires on Maui. 
The Lahui Foundation
The Lāhui Foundation strives to become a dependable resource for underrepresented and underserved communities here in Hawai’i. They are asking for monetary donations that will go directly to fire recovery efforts for residents of Maui. 
Maui Food Bank
The Maui Food Bank collaborates with various relief organizations to distribute supplies throughout Maui County. 
Maui Mutual Aid Fund
The Maui Mutual Aid is a local effort run by volunteers. They are asking for donations to support vulnerable residents, such as the elderly, those with physical disabilities, renters, and individuals without insurance. More information here
Maui United Way
Maui United Way is accepting donations to its Maui Fire and Disaster Relief fund – all donations will provide direct relief to families and nonprofits directly affected by the Maui Fire Disaster. 

Let’s Go Hawaii Sailing

Kaikiwi sails from Oahu’s south shore. You will embark at Kewalo Basin boat harbor, not far from Waikiki beach hotels. We sail past beautiful coastline in the cobalt blue blue waters of our Pacific. The south shore is the protected side of Oahu: calm and crystal clear, making it the perfect sailing destination.

Why Go Sailing off Oahu?

Common marine wildlife sightings on Oahu are, for example, Hawaiian green sea turtles, “honu”, dolphins, “nai’a”, and humpback whales, “kohola” (in winter season only). In addition, flying fish, “malolo” are some of the critters we may see as we sail about the island.

Incredible Sights While Sailing

Beautiful breathtaking views of Diamond Head are just one of the highlights while sailing Oahu. On clear days, although far in the distance, Molokai and Lanai can sometimes be seen. This is not destination sailing, destination is sailing!

When should we go sailing?

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. 

Kaikiwi happy at anchor.

Call Sail Blue Hawaii TODAY for your private Hawaii sailing charter.

Honolulu’s best private sailing charter

Honolulu sailing, where any time is a good time to be on the water. Highlight your Hawaii vacation aboard a private sailboat in the pacific ocean. Here is our recommendation on the 5 best Honolulu private sailing charter ideas.

5 best private sailing ideas.

  1. A tradewind 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!
  2. A private sailing charter to take in the beautiful views of Oahu and beyond. Beautiful 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.
  3. A private day-sail to capture the 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.
  4. Birthday celebrations at sea. What better way to celebrate that special day then aboard a private yacht charter in Honolulu?
  5. Corporate Events. Celebrate with the team onboard a luxury sailing yacht in Honolulu. How better to raise moral and reward them for a job well done?

There are many reasons to come sailing with us beyond these 5 best Honolulu private sailing charter ideas…beauty, serenity, exciting tradewind sailing, family time. MOTHER’S DAY!!. The reasons are endless. WE know you will have the highlight of your Hawaii vacation on your Honolulu private sailing charter.

sailing home

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.