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.

Hawaii Sunrise Sailing Charter

Nothing beats the morning peace and beauty that a Hawaii sunrise sailing charter gives. Because this is custom sailing, we can, of course, sail any time of day you want and whatever length of time you wish. But if you choose sunrise, your day begins with magic. The rest of your day becomes just a breeze.

When is a good time to go sailing?

Our islands are most consistently graced with trade winds so any time is a good time to go sailing…✨magical SUNRISE, full- sail morning and afternoon, romantic/ peaceful / easy SUNSET.✨  It is all good.  Choosing a sunrise cruise for a special occasion such as a birthday, anniversary, even saying “I DO”, will make that day and that year a highlight, remembered for a lifetime.

magical sunrise over Diamond Head

So, kiss the tour bus goodbye. Take the ride of your life with the wind off Waikiki as your engine, hearing the lapping of gentle waves on the boat’s hull.

Email now to book your Hawaii (SUNRISE) sailing charter:

mailto:capt.gaelyn@sailbluehawaii.com?subject=Ahoy%20Capt!

Waikiki’s BEST Boat Tour

It’s hot. Its summer. How best to escape the heat than to get on your own private yacht and enjoy Waikiki’s BEST boat tour. Private sailing (you are not sharing the boat with another group) on “Kaikiwi”, the 42 ft Beneteau 411 featured here on my website, has lots of shade so time of day does not affect heat/ sun exposure. It also has lots of space for “bow babes” to soak up the sun and get that rich Hawaiian sun tan. “Kaikiwi” is your yacht for however long you want to sail.

Enjoy a cooling Hawaii trade wind sail.

Feel the fresh trade wind cooling you off immediately as we set sail (YES, we actually DO sail) from Kewalo Basin, 2 miles west of Waikiki. 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 balmy year-round trade winds, so, any time is a good time to go sailing…..✨✨enjoy a magical SUNRISE cruise, a full sail morning and afternoon adventure sail, or a romantic/ peaceful SUNSET cruise.✨✨.  It is all good. 

Sail BLUE Hawaii does not have a liquor license, so please do bring your beverage of choice to help keep you hydrated and COOL (water is supplied). There is ice and a cooler on board for your convenience.

Why choose a sailing charter?

Any occasion is a great one to get out sailing on Hawaiian waters, to enjoy some relaxing and refreshing ocean time, privately and with loved ones. You are NOT sailing with “49 of your closest friends”. 30-60 pax boats, sailing masses of strangers together, seem to have taken over our waters. Sail BLUE Hawaii offers an intimate and exciting atmosphere where you can lay back and catch up with friends and family. Or just spend some quiet and reflective time on your own at the bow. Yes, this is custom sailing…your choice of gentle or adventurous…your captain LISTENS to your specific request.

Whether you are a seasoned sailor or have never been on a sail boat before, the “oh yes” you feel ( or murmur or SHOUT!) when the sails are set and that engine is turned off is real. I hear the sighs of peace/ relief every time…sailor and newbie alike. No engine, much peace. So, say goodbye to the noisy, smelly motorised boat tours that speed through the waves giving you whiplash (and others boat wake :-() ) and are so annoyingly noisy..so much so you can’t even sit back and relax and chat.

Sign up for Sail BLUE Hawaii’s custom private charter, Waikiki’s best boat tour, the one with NO engine noise and smells because, yes, we actually SAIL.

custom sailing…your choice of gentle or adventurous…your captain LISTENS to your specific request.

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.

Sail Hawaii’s Best

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having doused the sails at the finish of another fabulous sailing adventure… nobody wants it to end

Sail Hawaii’s Best…….. with Sail Blue Hawaii’s private sailing charters in Honolulu aboard the 42-foot Beneteau yacht named Kaikiwi. These custom tours and adventures are tailored to your preferences, allowing you to choose the time of day and duration that suits you best. Whether you’re interested in a sunrise sail, a romantic sunset cruise, or a leisurely day sail, the consistent trade winds in Hawaii ensure a pleasant sailing experience at any time.​

Highlights of Sail Blue Hawaii’s Private Tours:

  • Customizable Itineraries: You can select from sunrise, morning, afternoon, or sunset sails, depending on your schedule and preferences.​
  • Comfortable Yacht: The Kaikiwi features both covered and open-air seating, along with an onboard restroom, ensuring a comfortable journey .
  • Variety of Experiences: Popular options include coastline sightseeing, Friday night fireworks viewing, and special events like proposals, weddings, birthdays and life memorials.​
  • Experienced Captain: Captain Gaelyn brings extensive knowledge and a passion for sailing, ensuring a safe and enjoyable experience. Read about her:​ https://www.sailbluehawaii.com/about-us/
  • Affordable Pricing: Private charters are competitively priced, often comparable to shared tours. But a choice of PRIVATE offers a more personalized and quality experience that could well be the highlight of your HI vacation.!!

Booking Information:

Weekends and holidays fill quickly so plan ahead and book today.

  • Contact: Email: capt.gaelyn@sailbluehawaii.com
  • Phone: (808) 347-0235 ​
  • Location: Kewalo Basin Harbor, Slip C30, 1025 Ala Moana Blvd, Honolulu, HI 96814​

For more details and to view available tours and sailing adventures, visit our ocean activities page:  https://www.sailbluehawaii.com/hawaii-ocean-activities/

If you need assistance with booking or have specific questions, do ask!

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easy sunset cruising