The Best Sailing Tour in Hawaii

Hawaii is one of the best places in the world to go sailing—warm trade winds, clear water, dolphins, turtles, and dramatic coastlines on every island. Whether you’ve never sailed before or you are an “old salt”, the best Oahu sailing tour is, without doubt, the one Sail Blue Hawaii offers: an authentic sailing experience. Whether you choose a full-sail day-sail, sunset romance, sunrise cruising, sailing “just because”, “no-reason” sailing, this is REAL sailing; custom PRIVATE sailing. You get to choose; it’s entirely up to you, whatever your vibe is. (Do understand the use of “you” throughout this post refers to “you and yours”.)

What is an authentic sailing experience?

Do we really sail? YES! with Sail Blue HI, unlike other “sailing charter” companies who boast “sailing”, sails are hoisted once clear of the channel and are doused (“struck”) around the same salty place at the end of your sailing charter. Same is true even on a romantic sunset cruise when the sail plan is lighter to align with the relaxing sunset-hour vibe.

Why your sailing tour in Hawaii is so special

Let me count the ways LOL:

  • It’s super easy to get to Kewalo Basin (Honolulu) where your 42-ft Beneteau “KAIKIWI”, the best-kept charter boat in the islands, awaits YOU.
  • This is a PRIVATE sail…that on its own is so very very special. Leave the Waikiki crowds behind or on that catamaran following you out the channel. Those folks on the crowded cat are jealous of your beautiful space.
  • Whether a full-sail day-sail, a sunrise sail, a special event sail, or an evening sunset sail, it is a perfect, low-effort sailing experience for you. What a vacation!

But that is not all:

  • NO engine; NO exhaust fumes. Just the beautiful, peaceful sounds of waves lapping against the hull and the wind in the sails. What we all need today is this kind of peace. You and yours deserve this pleasure. Yes you do!

Skip the lines. Choose the best sailing tour in Hawaii. Dive into your sailing adventure NOW. Or book for next week, next month. It may well be the highlight of your HI vacation.

5 BEST HONOLULU PRIVATE SAILING CHARTER IDEAS

Honolulu TRADEWIND sailing, where any time is a good time to be on the water. Highlight your Hawaii vacation aboard a sailboat on our beautiful cobalt blue Pacific Ocean. Here is our recommendation on SOME OF the MANY 5 best Honolulu private sailing charter ideas.

Private Sailing ideas; Waikiki, Hawaii

  1. A tradewind 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 tradewinds so any time of day is a good time to go sailing…sunrise, morning, afternoon, or sunset. IT’S ALL GOOD!
  2. A sail to take in the beautiful views of Oahu and beyond. Outstanding 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 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.  (I believe we did see a mermaid one time; sh sh sh……………)
  4. Birthday celebrations at sea. What better way to celebrate that special day for that special someone than aboard a private yacht charter in Honolulu?
  5. Corporate Events. Celebrate with the team onboard a sailing yacht off the Honolulu coast. How better to raise morale and reward them for a job well done?

Many many ideas for your custom cruise are accepted and sailed

https://youtube.com/shorts/PBDlY4_DZnA

https://youtube.com/shorts/PBDlY4_DZnA

This was one beautiful day to sail around Diamond Head into Maunalua Bay. My guests got the last good sailing in before Oahu was rocked by a decent winter storm. Not all Sou’Westers are bad 😎. We were lucky. What a peaceful time.

View other movies on Sail Blue Hawaii’s youtube channel

When should we book?

a rare view while on a HI day-sail:

Email with your idea for your Honolulu Private Sailing Charter sail. Your experience aboard may well be the highlight of your HI vacation

Locals too! Take a day off and let’s go sailing capt.gaelyn@sailbluehawaii.com

The Horizon is NO Limit

Private Boat Tour off Waikiki, Oahu

LAY BACK AND RELAX while your crew takes care of you. You do NOT have to know how  to sail to board and experience our beautiful blue Pacific. Sailing with Sail Blue HI can be a sit-back and relax sailing boat tour!, and, yes, a HIGH to boot!. OR, as an experienced sailor, sign up for your private sailing charter today. ( All sailing is private; all levels of experience are a perfect fit for Kaikiwi.)

Any time is a good time to go sailing

Want to do something you’ll remember forever? Last night’s sunset cruise could well be that for all on board…perfect sailing conditions, humpback whales, (call it a whale sail; a whale watch), great company and conversation, AND THE MYSTERIOUS GREEN FLASH! Want to know more about the green flash? Come sail with me at sunset.

DON’T DREAM YOUR LIFE, LIVE YOUR DREAM

SailBlueHawaii.com

Hawaii’s BEST July 4th Boat Charter

Enjoy Hawaii’s BEST July 4th boat charter…whether you are local (or, ESPecially if you are local !!) or tourist, you will not regret sailing with Sail BLUE Hawaii. The experience may well be the highlight of your HI vacation or the end of your work week.

Where do we go?

“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.

Because this is custom sailing, we can sail any time of day you want and whatever length of time you wish. Our islands are almost consistently graced with trade winds so any time is a good time to go sailing…✨✨✨magical SUNRISE cruise, full-sail morning and afternoon, romantic/ peaceful SUNSET cruise.✨✨✨ It is all good. 

July 4th Fireworks

The Waikiki fireworks show that were especially dynamic, are still not happening after a long break since the pandemic. If you wish to see fireworks from your private yacht, they will appear from far away; after the 8pm Hilton show. Worth staying out late for? Maybe. Either way, choose your time of day and enjoy your day off by laying back on your private sailing charter. Choose Sail BLUE Hawaii, Hawaii’s BEST custom July 4th private boat charter.

Hawaii Private Sailboat Tour for the Whole Family

It’s the summer holidays already! Sail Blue Hawaii offers private sailboat tours for the whole family. It doesn’t matter how young or how old. This may well be the best family “tour” of your HI vacation.

private sailing fun for the whole family

FAQ: “Do you REALLY sail or do you just motor around?”

At Sail Blue Hawaii we SAIL. Due to harbour rules, we cannot hoist sail within the marina but, once we are clear of the # 1 buoy at the top of the channel, the sails go up. With Sail Blue Hawaii, unlike other companies, we HOIST SAIL at the BEGINNING of your charter; the engine is turned off until we need it again at the end of your charter!!

YES, WE SAIL THE ENTIRE CHARTER!!

Even if this is your first time sailing, Capt. Gaelyn customises your sail to your wants and needs. In other words, you can be given a gentle sail or, for those with more experience, an exciting full-sail “heel on” adventure; this is monohull sailing at its best!. All choices take advantage of the consistent and refreshing trade winds that sweep across the Hawaiian Islands.

FAQ: When can we sail?

Delight in pure trade wind sailing any time of day for as many hours as you want. Our islands are almost consistently graced with trade winds so any time is a good time to go sailing…✨✨✨magical SUNRISE cruise, full-sail morning and afternoon, romantic/ peaceful SUNSET cruise.✨✨✨ It is all good. 


these keiki and mom know how to hang loose!

Whether your family members are seasoned (monohull) sailors or those who want to experience the thrill of sailing for the first time, a Hawaii day-sail is an excellent way to connect with our ocean, embrace the trade winds, and create lasting memories of your time in paradise.

Kiss the tour bus goodbye. This is the ride and experience of your lives. Two + hours of pure exhilaration with the wind and waves off Waikiki as your engine. 

Choose Sail Blue Hawaii for your Hawaii private sailboat tour for the whole family TODAY!