Let’s Go Sailing Oahu

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 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. Sunrise cruise, day-sail, sunset cruise, private sailing lessons, ash scattering..are all available. This is custom cruising at it’s best.

Incredible sights while sailing

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

While Kaikiwi is a US documented vessel she does like to fly the kiwi flag. All nationalities invited to sail!:

Email Sail Blue Hawaii today for your custom cruise. Let’s go sailing Oahu!

A perfect Honolulu Sunset Charter

Honolulu sunset sailing… a beautiful time of day to be on the water. What can be more romantic than sunsets aboard a sailboat in the pacific ocean. This tour is definitely something you’ll want to experience on your vacation in Honolulu. Here is our recommendation on the 5 best Honolulu sunset sailing ideas.

5 Best reasons for a Hawaii sunset cruise

  1. Friday night fireworks in Honolulu. This is the most popular and something everyone enjoys while on vacation in Honolulu. Summer only.
  2. Birthday celebrations at sea. What better way to celebrate that special day than on board a private yacht charter in Honolulu?
  3. Wedding and Engagement. Something truly unique, this is a way to make this day special. Several party planners in Honolulu highly recommend our services to guests visiting Hawaii.
  4. 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?
  5. Hawaii Ash Scatterings and Memorial Services. Remember that special person in your life. We realize that it’s a very difficult time losing a loved one and we are here to help.

There is no better way than to wind down your day with a Honolulu Sunset cruise.

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 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:

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.