Private Sailing Charter in Hawaii.

When you book your private sailing charter while vacationing in Hawaii it may well be the highlight of your vacation. It is astonishing how many times my clients have said that to me. That is thrilling. It is exactly why I have worked so hard to give people the best-kept charter vessel in the islands, AND the best private sailing charter experience. That was my goal when I set up up Sail Blue Hawaii LLC.

“This is the best time I have had in my entire life.”
-Kaelyn, age 7, CA

Why choose a private sailing charter?

There are so many reasons, but let me name a few:

  • CoVid is still around. Your captain is vaccinated and boosted. How better to keep you and your loved ones safe. When you sail on “Kaikiwi”, a 42-ft Beneteau, you will feel so safe especially when you see the over-crowded catamarans.
  • delight in pure trade wind sailing any time of day for as many hours as you want.
  • whale sail. In winter, humpbacks are Hawaii’s most famous tourists, making their annual 3,500 mile trip from Alaska to the islands each December through April.  We’ll set sail and hope to find these gentle leviathans.
  • birthday parties
  • corporate fun(ctions)
  • very popular: summer only; Friday night pau hana fireworks cruise. Combine this with sunset and you have the perfect cruise.
  • for romantics: sunset cruise: a beautiful time of day to be on the water.
  • maybe you’ve just flown in from the East Coast and Waikiki doesn’t wake up early enough for you. Let’s catch sunrise over Diamond Head. Maybe we’ll see dolphins in the beautiful morning light.
  • choose the one night of the month (or, the “blue moon” second night of the month) to sail from sunset to full moon. It is truly magical to see the full moon rise over Diamond Head after sailing into the sunset. Click moon phases to see full moon calendar.
  • when the moon is close to its new phase, we have fabulous star-gazing.  Set sail for sunset and a night sail. In winter months, the iconic Southern Cross can be seen.
  • proposal:  how more romantic can you get when you propose to your loved one while sailing into the sunset?
  • weddings for romantics:  there’s nothing more special than saying “I do” under a tropical sky  while sailing into the sunset.  Your captain will marry you with a personalized  service on your own private yacht.
  • renewal of vows:  what a “wow” it is to  say those vows again, to remember and  re-ignite!
  • sailing lessonsHelp set the sails and take the helm if you like as you learn the “ropes” of sailing.  The first thing you learn: they are not ropes.  They are “lines.” Captain Gaelyn will assist you to build your skills and confidence. For all levels of sailing experience.
  • memorials, ash scatterings and life celebrations
perfect tradewind sailing

Hawaii’s Best Sunset Cruise

Any occasion is a great one to get out sailing on our Hawaiian waters to enjoy some relaxing and refreshing ocean time. Especially true here in Hawaii where the air is balmy and year-round trade winds provide Honolulu with wonderful sailing conditions. Sail Blue Hawaii offers private sailing charters, 365/24/7.

Combine your sunset cruise with fireworks

Why?

  • A surprise sunset sail for your loved one only gets better when you plan to include our weekly fireworks display off Waikiki.
  • A proposal at sunset culminating in the best of fireworks displays is a romantic and incredible way to begin a life together.
  • Say “I do”. Sail into the sunset after exchanging your wedding vows and finish your evening with a blast of fireworks.
  • Renew your wedding vows. What a romantic way to celebrate that best day of your lives. What could be better than a sunset/fireworks cruise?
  • A sunset cruise combined with fireworks is ideal for families too. It’s a thrill for all.
  • No need for a reason. A sunset sail/fireworks cruise will be the highlight of your Hawaii vacation.

Book today for Hawaii’s best sunset cruise with Sail Blue Hawaii. You will not be disappointed.

Let’s go sailing Oahu, Hawaii

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 in 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.

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!

true tradewind sailing as only Hawaii can offer

5 best Honolulu sunset cruise ideas

  1. It’s your birthday! What better way to celebrate. Invite friends aboard for your own Honolulu private sunset cruise.
  2. A private sunset sail is perfect for romantics. Any day is a good day for romance and how about ending the day with your own private sunset sail.

Once in a blue moon

3. The sunset sail is perfect. Then you look to the east and see the full moon rising over Diamond Head while sunset colors fill the clouds. This is a once-a-month bonus. But a blue moon is when we get a full moon twice in one month. No, the moon is not blue but this sure is a wonderful addition to you private sunset sail.

4. What better way to ask, what better way to say “I do”, as you sail into the sunset on your own private sailing charter.

5. Go sailing at sunset for no particular reason at all other than being out on the water at the best time of day.

SIGN UP TODAY for your Honolulu private sunset cruise. This could well be the highlight of your Hawaii vacation. Or, if you live on island, this could be the highlight of your year!

5 best Honolulu private sunset sail ideas

  1. It’s Mother’s Day! What better way to show mum how much she means. Take her on her own Honolulu private sunset sail.
  2. A private sunset sail is perfect for romantics. Any day is a good day for romance and how about ending the day with your own private sunset sail.

Once in a blue moon

3. The sunset sail is perfect. Then you look to the east and see the full moon rising over Diamond Head while sunset colors fill the clouds. This is a once-a-month bonus. But a blue moon is when we get a full moon twice in one month. No, the moon is not blue but this sure is a wonderful addition to you private sunset sail.

4. What better way to ask, what better way to say “I do”, as you sail into the sunset on your own private sailing charter.

5. Go sailing at sunset for no particular reason at all other than being out on the water at the best time of day.

SIGN UP TODAY for your Honolulu private sunset sail. This could well be the highlight of your Hawaii vacation.

just before sunset, the buildings capture the changing colours