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!

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:

THE Best Private Sailing Charter in Hawaii

Create your own custom cruise and experience the best private sailing charter in Hawaii.  Sail Blue Hawaii will cater to your every whim.  Call for your special occasion and we will design the sailing adventure of your dreams.

Do you have someone special in your life and just can’t find the right way to say “thank you” or “happy birthday/anniversary”?  Stun them with a Hawaii private sailing GIFT CERTIFICATE.  It could well be the best gift they have ever received. 

5 best gift certificate sailing ideas

  • It’s Father’s Day! Surprise the best dad to a day of private sailing. Give him his own private sail boat for a whole day. He doesn’t even have to wash down afterwards.😎
  • It’s your loved one’s birthday. How better than a private sailing charter to celebrate?. The best gift ever given!
  • Wedding anniversary. A surprise sunset cruise IS HOW to embrace ROMANCE and celebrate your anniversary in style. The city lights of Honolulu and Waikiki are a perfect finishing touch.
  • Sunrise cruise. Use a private sailing gift certificate to start any day on Oahu watching sunrise over Diamond Head. It will begin the day just right. STUNNING!
  • The ideas for a Hawaii private sailing gift certificate are endless. You really don’t need a reason to buy that special person in your life a gift certificate for a day of private 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 with Sail Blue Hawaii.

Sunrise over Diamond Head:

Celebrate any occasion with a gift certificate for any kind of private Hawaii sailing: a sunrise cruise, a day-sail, a sunset cruise. Your gift will be a life-long highlight.

Private Sailing on Oahu

A perfect end to 2022 would be a private sailing charter while in Hawaii. What better way to kiss the year goodbye than to treat you and yours to a sunrise cruise; a sunset cruise; a fireworks cruise; or a 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 trade winds so any time is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨  It is all good. 

What time of day can we see marine life?

Any time is good. Our marine life don’t have a schedule. They are either close by or not. “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.

A fireworks cruise is a romantic way to bring in the New Year.

Book now for your private sailing charter on Oahu.

Private sailing charter in Hawaii

While vacationing in Hawaii, do call Sail Blue Hawaii for your private sailing charter. It could well be the highlight of your vacation.

“Kaikiwi” sails from Oahu’s south (protected) shore, not far from Waikiki. We sail 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.

When is a good time to go sailing in Hawaii?

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 is a good time to go sailing…✨SUNRISE, morning, afternoon, SUNSET.✨  It is all good. 

Whether you are an old salt, or have never been on a sailboat, Kaikiwi is perfect for you. Call Sail Blue Hawaii today for your own private sailing charter.

a happy day-sail