The Best Private Sailing Charter in Hawaii

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. 

Book a Waikiki private sunrise cruise

Maybe you’ve just flown in from the East Coast and Waikiki doesn’t wake up early enough for you. Let’s go sailing and catch sunrise over Diamond Head. It is possible that we’ll see dolphins in the beautiful morning light. Bring your favourite coffee and muffin. It’s so exciting to board in the pre-dawn hours and head out the channel in the dark. The anticipation of sunrise is palpable. Imagine, your own private sailboat, ON YOUR FIRST DAY OF VACATION, sailing towards one of the most famous landmarks on the planet, Diamond Head! It is exciting, thrilling, magical. AND this could be YOU!

The best way to start the day

Before you leave home, call Sail Blue Hawaii for a private sailing charter. Did you forget to do that and you are already on island? Give Sail Blue Hawaii a call and hope the sunrise cruise is still available. You will not be disappointed.

5 best reasons for a Hawaii private sailing charter

You’ll sail in the safety of your own private bubble. How perfect is that during this challenging time?

5 best Hawaii sailing ideas

  • Hawaii’s trade winds provide beautiful sailing conditions any time of year.
  • Your private charter tour boat is 2 miles from Waikiki. Choose Kaikiwi for your Hawaii private sailing charter.
  • A private sailing charter is a perfect gift idea for the person in your life who has everything. Today we are done with buying physical presents. Buying an experience such as a Hawaii private sailing charter is the perfect gift idea.
  • After a day of island viewing, head to the ocean and release the stress of traffic and noise. How many times have I heard people breath a huge sigh of thanks and relief when I set the sails and turn the engine off. Oh, the silence…just the wind and the sound of water running past the hull. It does wonders for receiving stress.
  • If you really need to wind down, choose a private sunset cruise! Your Hawaii sunset sail brings beauty and tranquility like no other place on the planet

Treat yourself and your family/ loved ones. Choose a Hawaii private sailing charter with Sail Blue Hawaii. It may well be the highlight of your Hawaii vacation. For locals: !!YES!! A private sailing charter will give you the break you need.

It doesn’t get any better than this!

Hawaii’s Best Boat Tour

Private boat tours in Waikiki are available with Sail Blue Hawaii. Weekends and holidays fill quickly so plan ahead and book early. Most importantly, your experienced captain will ensure your safety and enjoyment. Overall, the cost of a private boat tour in Waikiki is affordable and highly desired. In addition, your private yacht is spacious featuring covered and open air seating as well as an onboard restroom.

Waikiki Sailing Charters Private Boat Tour

Kaikiwi is a 42-ft Beneteau

Private Waikiki boat tours with Sail Blue Hawaii are for both tourists and locals looking to rent a private boat. Sunset cruises, tradewind sailing, coastline sightseeing and Friday night fireworks are among the most popular tours in Waikiki. Birthday and life memorials are also very popular. We accommodate a wide range of special events aboard. For Sail Blue Hawaii, the horizon is no limit.

Give Sail Blue Hawaii a call for your own private boat tour in Waikiki.

Sailing lessons in Hawaii

While you are on vacation, take the time to have a private sailing lesson in Hawaii. Take in the grand scenes, the beautiful pacific, and the awesome tradewinds, while giving yourself the gift of sailing. Whether its your birthday, your dear one’s birthday, or, just because, a private Hawaii sailing lesson may well be the highlight of your Hawaii vacation.

Don’t dream your life, live your dream

Sailing is clouded in romance. Many people dream of a life of sailing and the adventure of perhaps one day sailing to distant shores. The reality is different than the dream and this is important to understand.

So, before you go buy that boat, come sailing with Sail Blue Hawaii and begin or continue learning the skills that will gain you confidence and give you a whole bunch of joy as you succeed. Your time “out there” will also give you a taste of what true blue-water sailing is all about.

You don’t have to have the dream of distant shores to sign up for a lesson…you can begin by taking up sailing as a day-hobby.

Do you have someone in your life who has always had an itch to try sailing but has never had the opportunity? Buy him/her a gift certificate for a private sailing lesson. It will be the best present they have ever had!

Whatever your goal is, your Hawaii sailing lesson will fit.

So, whether your dream is to sail the Waikiki coast or beyond that horizon (a multi-day charter is perfect for introducing you to all aspects of sailing and living aboard), your personalized Hawaii sailing lesson is waiting for you!

Hawaii whale watch

It was a fabulous afternoon with tradewind sailing at its best while enjoying our Hawaii whale watch. Captain Gaelyn managed to find two sets of mom and calf humpbacks in the bay. Our private sailing charter was also blessed with dolphins swimming in Kaikiwi’s bow wake. I had read on her website: “watch spinner dolphins surfing the bow wake” but thought that an exaggeration. Nope! much to our delight.

Honolulu’s best private sailing charter

It is perfect in today’s world to sail with Sail Blue Hawaii. We choose Captain Gaelyn and her “Kaikiwi” because of her beautifully maintained sailboat and the “private” sailing charter. Keeping family safe while having fun on the ocean was our priority. Humpbacks, dolphins, turtles, flying fish… all in one fabulous balmy afternoon. When we wrote for information on her private sailing charter, she wrote back:

“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.

We didn’t miss out on one single thing in that very wordy paragraph. Cobalt blue blue? Understated! Wildlife? They were all out to play. Molokai and Lanai were both there, yes, in the distance. Destination? Sailing!

Whether you are signing up for a Hawaii whale watch, a sunset cruise, a sunrise cruise, or just an afternoon of private sailing, write for your custom quote today. Sailing with Sail Blue Hawaii could well be the highlight of your Hawaii vacation. Locals welcome too 🙂

“It appears he is adapting to this social distancing thing pretty well.” -/ courtesy of Boat US magazine.