Hawaii’s 5 best private sailing charter ideas

Site Icon
  1. Whether you just want a boat tour to discover the beautiful coastline or you are a seasoned sailor wanting a full sail adventure, I can accommodate your every wish when you choose a private sailing charter with Sail Blue Hawaii.
  2. Our exquisite tradewinds and blue skies provide no better place on the planet than Honolulu to indulge in a private sailing charter/ boat tour.

Why choose a private sailing charter in Honolulu, Hawaii?

3. Safety first! You are sailing in your own private bubble. How perfect is that in these unusual times.

4. A private sailing charter/ boat tour in Honolulu, Hawaii is the best way to see Waikiki…from a distance!

5. A private sailing charter/ boat tour may well be the highlight of your Hawaii vacation.

So come on, sailor or tourist, pick up the phone and call Sail Blue Hawaii for your private sailing charter/boat tour in Honolulu, Hawaii. You won’t be disappointed!

This image has an empty alt attribute; its file name is 2294784_20.jpeg
“Kaikiwi” is a beautiful 42 ft Beneteau available for up to 6 passengers.

Your Hawaii Whale Watch

This has been a busy week for our humpback visitors as the season winds down for a Hawaii whale watch. I prefer to call it a “whale sail”: we set sail with the hope of seeing these gentle leviathans cruising our waters. February and March are the best for Oahu. The females come to the Lahaina area to have their calf and re-mate before heading back to their Alaska feeding grounds. We have the fortune of seeing mums and calves playing and gaining strength in our Waikiki waters before their 3000 mile trip north.

What time of day should we schedule our whale watch?

Because this is custom sailing, and humpback whales do not have a schedule, 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…✨book a SUNRISE cruise, a morning or afternoon day-sail, or our most popular SUNSET cruise ✨ It is all good for a whale sail.

Will we see marine life other than humpback whales?

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

Sign up today for your private whale watch with Sail Blue Hawaii. A whale sail you’ll remember for a lifetime.

Lets Go Oahu 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 Oahu?

Common marine wildlife sightings on Oahu are 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 from the island of Oahu. This is not destination sailing, destination is sailing!

Let’s go Sail Oahu

Oahu Sunrise cruise

Your birthday is a great excuse to get out of bed early and experience the Diamond Head Sunrise Cruise. Greet the new day aboard our private boat charter “Kaikiwi“. Not only a great photo opportunity but something special to remember on your vacation in Honolulu. Certainly not everyone is an early riser but the view of Diamond Head is well worth the effort. And the view of early morning Waikiki is the best!  Yes, the best way to see Waikiki is from a distance.

Why go sailing while on a Hawaii Vacation?

A sunrise sailing charter starts with a lighter gentle early morning wind. Morning is also the best time for a sailing lesson. We start with a lighter wind and build your lesson as the wind builds. Your sailing lesson will begin at 0800. Earlier if you prefer, esp if you have just flown in from the east coast. Yes, include sunrise with your private sailing lesson.

Any time, any reason…YOUR private Oahu Sunrise Cruise will be your vacation highlight

You certainly won’t regret getting out of bed early!  Call today for your Oahu sunrise cruise.  Dreams come true in blue Hawaii.

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