Honolulu’s 5 best private sailing charter ideas.

Honolulu’s best private sailing charter, where any time is a good time to be on the water. Highlight your Hawaii vacation aboard a sailboat in the pacific ocean.

  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 will 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.

What will we see on our private Hawaii sailing charter?

3. A private day-sail captures 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 than 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?

perfect tradewind sailing

Sail Blue Hawaii caters to all: sailor or newbie. A private Honolulu sailing charter will be the highlight of your Hawaii vacation.

Hawaii private sunset cruise

Your Hawaii private sunset cruise: a beautiful time of day to be on the water. What can be more romantic than sunset aboard a sailboat in the pacific ocean. You’ll want to experience a sunset cruise on your vacation in Honolulu. Here is my recommendation on the 5 best Hawaii sunset cruise ideas.

Honolulu’s best sunset cruise

  1. Have you ever seen the green flash? On your private sunset sail, this may well be what captures your joy the most. There are theories about what makes the green flash. Check them out online. I have seen more than my share of this delicious phenomena on numerous sunset sails.
  2. The other evening my charterer pulled off an especially perfect surprise sunset cruise for his girlfriend. She had no idea she was about to go sailing and had always expressed a desire to be on a private sail boat/ a private boat tour. It was with teary eyes she climbed on board.
  3. Of course, saying “I do” is particularly romantic at sunset. A private yacht, just the two of you and the captain. YES, this is the perfect reason to choose a sunset cruise with Sail Blue Hawaii.
  4. A life celebration/ ash scattering is particularly special in the easy sunset hours. A sunset sail with family and friends will stay in your mind forever as you remember and celebrate your loved one.
  5. Of course, you need no reason at all to choose a Hawaii sunset cruise. It is the best time of a day. Sail out there and enjoy all that Hawaii’s beauty has to offer.

SUNSET SERVED DAILY with Sail Blue Hawaii

Call Sail Blue Hawaii today and sign up for your own private sunset cruise. If you are especially lucky, because of the time of year, your private sunset cruise may well turn into whale watching! It could well be the highlight of ANY vacation.

Private Hawaii Sunrise Cruise

Your birthday is a great excuse to get out of bed early and experience your private Hawaii sunrise cruise. Greet the new day aboard our private charter boat “Kaikiwi“. This will be 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.

Why a private sailing charter?

My clients volunteer many reasons to select a private charter but mostly they just want to be away from the crowds. The hustle and bustle of Waikiki sends them to require quiet ocean time.

Kiss the tour bus goodbye. This is the ride of your life. We set sail to experience the pure exhilaration of tradewind sailing… the wind and waves are our engine. 

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. 

Contact Sail Blue Hawaii today for your private Hawaii sunrise cruise

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.

Hawaii Proposal at Sea

Definition of romance: chartering your private yacht to propose to your loved one while in Hawaii. Imagine saying “YES” while sailing into the sunset.

Sail Sunset on Valentine’s Day

This Valentine’s Day was a highlight for me. I have been running private charters for many years now but this one stands out. The young couple, delighted in each other, chose to spend their time on the forward deck…what I call the “best seat in the house”. Not long into our sunset sail, a whale breeched, some distance from us but still out-of-this-world spectacular. We spent the two hours enjoying 2 whale groups as they swam and played in Mamala Bay. Honolulu, Hawaii. Humpback whale sighting rules are strict here: keep a minimum 100 yard distance and do not change direction to follow them. No worries! We just sailed our track and the whales theirs and the show went on. The couple I took sailing earlier in the day have been thrilled daily by whale sightings from their Waikiki lanai. But there is NOTHING better than seeing them from your Hawaii private yacht.

Dolphins too!

Yep. As if the humpbacks weren’t thrilling enough, the Hawaiian spinner dolphins came out to play. Usually in my sailing area, dolphins cruise by around 10 in the morning. So imagine the thrill of this huge pod swimming in Kaikiwi’s bow wake, frolicking and spinning all around us. WOW! As sunset came on, he asked, she said “YES”! How could you not after a show like this?

Sail Blue Hawaii

Call today for your Hawaii proposal at sea. It will stay with you for your lifetime.