Oahu private sailing charter

While visiting Hawaii, treat yourselves to an Oahu private sailing charter. Getting away from the hustle and bustle of Waikiki and Honolulu, the wind is our engine and the ocean is our playground. I always say the best way to see Waikiki is from a distance. 😎 Everyone agrees.

Where are we going?

“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. 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.

Just yesterday the air was so clear, it was magical. We could even see as far as Maui…straight through the channel to Lahaina. That happens once in a blue moon.

Speaking of Lahaina and Maui. Our hearts continue to break as the impacts reach further and deeper, far and wide. Please check out where you can help our families and businesses there. I don’t single out a particular organisation, but there is a list on my website. Please give where you can and PLEASE DO NOT CANCEL YOUR HAWAII VACATION. WE NEED YOU MORE THAN EVER NOW.

When should we 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 trade winds so any time is a good time to go sailing…✨choose a SUNRISE cruise, a morning or afternoon adventure, or a relaxing SUNSET cruise.✨  It is all good.

Waikiki from a distance:

Email or text Sail Blue Hawaii NOW to sign up for your Oahu private sailing charter

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. 

Hawaii Sailing Lesson

Giving the gift of a Hawaii sailing lesson will truly be a lifetime highlight. Whether you are a local or a visitor, you’ll be enchanted by sailing in Hawaii tradewinds. Your lesson begins at 0800 and builds as the wind builds.

Why Hawaii for a sailing lesson?

Sailing is clouded in romance. Many people dream of a life of sailing and the adventure of perhaps one day sailing to distant shores. The reality is often different than the dream and this is important to understand.

So, before you go buy that boat, come sailing with me and begin or continue learning the skills that will gain you confidence and give you a whole bunch of joy as you succeed. Your time “out there” with me will also give you a taste of what true blue-water sailing is all about.

You don’t have to have the dream of distant shores to sign up for a lesson…you can begin by taking up sailing as a day-hobby.

Do you have someone in your life who has always had an itch to try sailing but has never had the opportunity? Buy him/her a gift certificate for a private sailing lesson. It will be the best present they have ever had!

Whatever your goal is, the lesson will fit.

This could be your wheel time. Call Sail Blue Hawaii for your Hawaii private sailing lesson.

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.

Your Hawaii Marriage Proposal

Why a Hawaii marriage proposal? The Hawaiian Islands are known as a romantic archipelago. You will feel romance the minute you step off the plane…the balmy tradewind, the scent of plumeria in the air, coconut trees swaying in the breeze, the azure blue waters lapping the beautiful white sand beaches. So, what better place on the planet than Hawaii for your proposal of a lifetime?.

Hawaii proposal at sea.

You cannot be any more romantic when you propose to your loved one while sailing into the sunset. Saying “YES” under a tropical sky, on your own private yacht, will be a memory of a lifetime. It is a stunning way to begin your commitment to each other. Of course, you don’t need the sunset to complete your proposal: 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.

Saying “yes” is just the beginning!

May the love you share today be just as strong every day in the years to come. You will look back on your Hawaii proposal on s/v Kaikiwi as not just the highlight of your Hawaii vacation, but the highlight of your lives. Your private Hawaii marriage proposal will set the tone of your lives together as you sail off into the beautiful pacific waters off Oahu.

I have sailed many a couple and witnessed their Hawaii proposal. Every single one gives me chicken skin. It is an honour. Call Sail Blue Hawaii to book your Hawaii marriage proposal at sea.