Private Sailing Charter Oahu, Hawaii

Just imagine, you’ve signed up for your private sailing charter on Oahu, Hawaii. It’s a beautiful blue day, the winds are a comfortable balmy tradewind breeze. It’s everything you want and more but you are still housebound, in snow, on the mainland.

Why choose a private sailing charter in Hawaii?

Because you will be safely sailing in your own private bubble. Pick up the phone and call Sail Blue Hawaii. You will be so excited as your captain sets sail on the stunning blue waters that surround the Hawaiian Islands. “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.

Last week as we were coming to the end of a 4-hour sail, I saw something that didn’t look typical. It took me a second or more to realize it as a hawaiian monk seal. It was rolling around, swimming, dunking, splashing, rolling again around and around. The hawaiian monk seal, a protected species, is a very rare sighting in our sailing area. There are only about 300 who live around the main Hawaiian islands, no wonder we seldom see them and they are not in my list above. The hawaiian name is”ilio-holo-i-ka-uaua,” which means “dog running in the rough water.” Yup, that’s close to what we saw.

Sign up today for your own private sailing charter. You never know what your experience will be or what you will see. In conclusion, one thing is for sure, you won’t be disappointed.

Private Sailing Charter Oahu
Private Sailing Charter Oahu

Waikiki private whale watching charter

Every winter we are blessed with thrilling whale watching. Humpback whales migrate from Alaska to Hawaii to calve. Where better to see them but on your own Waikiki private whale watching charter. Better yet is to capture them while sailing.

A Waikiki whale watch sailing charter to remember

Yesterday we were enjoying an unusual morning without tradewinds… we couldn’t sail. What a perfect opportunity to view whales. Captain had killed the engine (we knew whales were in the area) when a humpback mum and calf swam by just to wow us. Mum was teaching calf to breech. All of us on board were breathless as the calf kept breeching as it approached the boat. It crossed our bow continuing to display this exceptional display of strength and playfulness. Adding to this, all 40 tons of mum was swimming close behind, crossing our bow a little too close, the captain would say, while the guests said “NO WAY!”. While not all whale watching is this fantabulous (fantastic + fabulous), do sign up for a Waikiki private whale watching charter if you are in Hawaii during our winter months. You will remember this for your lifetime.

Honolulu Sunset Cruise

Once a month a Honolulu sunset cruise will thrill you with an extra delight: as your Honolulu sunset cruise winds down, look east and BEHOLD the full moon rising over Diamond Head. You may want to opt to extend your Honolulu sunset cruise by a half hour or so to capture the stunning magic of the full moon-rise, and it will be so worth it!

A Honolulu Sailing Charter To Remember

Even if your sailing charter doesn’t coincide with a full moon, sign up for a Honolulu sunset cruise; it may well be the highlight of your Hawaii vacation. Overall incredible memories made on your sailing charter in Honolulu.

WOW, it doesn’t get any better than this

5 best Honolulu private sailing charter ideas

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

Private Sail in Honolulu Hawaii

  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?

In conclusion, 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. The reasons are endless. WE know you will have the highlight of your Hawaii vacation on your Honolulu private sailing charter.

sailing home

Honolulu Oahu Sunset Cruise

Honolulu Oahu sunset cruise
Honolulu Oahu sunset cruise

Relieve your guilt by getting your work done early and grabbing your loved ones for a spectacular Honolulu sunset cruise on a private sailing charter at the end of your day. Hawaii is fast becoming the most popular post-pandemic place to be whether you are choosing to spend a month or two here to tele-work or bringing the family for a much-needed breather. While you are here there are so many reasons to get out on the water. Go ahead and treat yourself: de-stress and take some healing time that only “being out there“ can offer.

“It’s too windy,” you say.  Captain says, “no wind, no sail”:-) Hawaii is typically a windy place, and this week has been no exception.  That being said, Captain has many hidden talents, including an easy way of trimming the sails and changing the sail plan to keep you comfortable and having fun. Overall, your private sailing experience on our Honolulu sunset cruise is of the most importance to us!