Searching the web, you WILL, of course, find a sailboat charter in Hawaii. What a dream to get out and sail our beautiful islands! There are few charter companies, perhaps only one :-), who offer a REAL sailing experience, hoisting sail at the beginning of your charter and sailing back to the top of the channel at the end. Booking a sailboat charter may well be the highlight of your Hawaii vacation. You’ll leave the chaos of snorkelling with a hundred others to others and appreciate the QUIET and PEACE of sailing. There is no crowd as you leave the tour bus and the overloaded tour catamaran behind. The wind is our engine and the ocean is our song.
Kaikiwi in “Cruising Compass”:
A few years back, the e-magazine I follow, “Cruising Compass”, reached out to readers to share their boat’s name and story. Kaikiwi and Captain Gaelyn were immediately mentioned and I was thrilled to see Kaikiwi in print! in a magazine! WOW.
A few weeks ago I put out a call for your favourite boat name or the story behind the naming of your boat. I’ve received many interesting stories and I’ll share a few at a time.
Gaelyn Penberthy shared the story of Kaikiwi, her Beneteau 411, pictured above. Gaelyn was born and raised in New Zealand before finding the warmer waters of Hawaii to sail as a charter captain. What does “Kaikiwi mean? “Kai” in Hawaiian means salt water and most know “kiwi” as the global nickname for a New Zealander. A simple and unique boat name that summarizes the experiences of Captain Gaelyn, a true salt water kiwi.
Please continue to share your naming story and send photos of unique boat names you have come across. Send them along to us at cruisingcompass@bwsailing.com.
Choose Sail Blue Hawaii
for your next sailboat/ KAIKIWI charter while here in Hawaii. This time of year is busy with both locals and tourists sailing so get booked now for your desired time and duration. Booking is easy. You will not be disappointed!!
Vacationing in Hawaii MUST include a private charter while on Oahu. “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.
Should we book at the beginning or end of our vacation?
Of course, this is a personal preference. Some choose day-one to get over their jet lag and, before they left home, already booked a private sailing charter with Sail Blue Hawaii for day-two. This is perfect. You can sit back and relax, taking in the stunning sights of ocean and land. Having this “do-nothing” second day of vacation will pump you with the excitement and wonder that is Hawaii, while adjusting to Hawaiian time.
Others choose the last day for their private Oahu charter. Before they leave home they book, most commonly, a beautiful and unforgettable sunset cruise. This highlight is keeping them warm and happy as they pack their bags for the cold flight home. An adventurous day-sail is also a common option. Photos and videos of this last day on Kaikiwi, their private Oahu sailboat, keep their memories flowing, certainly taking much HI home with them.
Better, yet. Sail both :-):
“Our first sail was so exceptional that I texted her just a few days later to see if we could go out again before returning home. Our second sail was even more spectacular than the first. The trade winds were perfect, the scenery was breathtaking, and once again, Captain Gaelyn made the entire experience educational, comfortable, and memorable, including seeing sea turtles and dolphins in the distance. Starting and ending our vacation on the water with her was truly special, and it’s an experience I will carry with me forever. I cannot recommend Sail Blue Hawaii enough, especially for anyone who wants to experience the beauty and thrill of true ocean sailing. I will absolutely be referring all of my sailing friends to Captain Gaelyn and Kaikiwi Sail Blue Hawaii. Captain Gaelyn, thank you for sharing KaiKiwi with us!” you are so welcome!!!
So there you have it ! Book your private charter Oahu today with Sail Blue Hawaii. Pre-booking before you leave home, ensures the charter day and time of your choice…beginning, ending, middling…or all THREE! LOL The season ahead is busy..time slots fill fast so do pre-book a week or two out.*** Local or tourist…set your holiday season with the gift of Sail Blue Hawaii’s private charter Oahu … pleasure guaranteed!
(***last-minute bookings are of course also accommodated, room permitting)
Honolulu sunset sailing: a beautiful time of day to be on the water. What can be more romantic than sunset aboard a sailboat on the Pacific Ocean. You will want to experience a sunset cruise during your vacation in Waikiki. Here are the 5 best Hawaii sunset cruise ideas:
Honolulu’s Best Sunset Cruise
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 phenomenon on numerous sunset sails.
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 until she got to the dock. She 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.
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. Sail on a Friday evening and enjoy a fireworks display just for you! A combined sunset and fireworks cruise is a highlight…how can she say anything but “yes”in this most romantic ambiance.
A life celebration/ ash scattering is particularly special in the easy sunset hours. Your sunset sail with family and friends will stay in your mind forever as you remember and celebrate your loved one.
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.
Call Sail Blue Hawaii today and sign up for your own private sunset cruise. If you are especially lucky, in the winter months, your private sunset cruise may well turn into whale watching! This Hawaii Sunset Cruise could well be the highlight of ANY vacation.
Sai! Blue Hawaii offers a full range of sailing options; from casual sightseeing boat tours to special occasions (weddings, proposals at sea) to Hawaii’s BEST tradewind sailing. Whether you have never stepped foot on a sailboat before (exciting first time !!) or you are an old salt, your private sailing charter is catered to you. (Visit the “Let’s go Sailing” page for ideas.)
Where do we sail to?
“Kaikiwi” sails from Oahu’s (protected) south shore, near 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. We do look for mermaids too. The first to see one gets a free boat ride. 🙂 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.
Whoever needs to arrive to be happy?
Where in the world are you going to get this kind of tradewind sailing? Only here in Hawaii ! Sai! Blue Hawaii offers Hawaii’s BEST tradewind sailing daily on your vey own private sailing charter. Other companies may pop a little sail out but mostly motor-sail. Sai! Blue Hawaii offers REAL sailing. Who needs a theme park when you can do this for real? Remember, gentle sailing is offered too! The range is limitless. Just voice your pick.
Because this is a custom PRIVATE sailing charter, 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.
Dreams Come True in Blue Hawaii
Sail Blue Hawaii offers private sailing charters for all ages. There is no limit to children’s ages, nor elderly, as long as the latter is mobile and agile.
I can’t say enough good things about the people who find my website and sign up to sail with me. It’s a delight for me to spend Kaikiwi time with you. Whether you have never sailed before, or even perhaps never been on a boat, OR you are a seasoned sailor, I taper the sail to your comfort and/ or (:-)) your excitement. Because we are gifted with tradewinds, I can “wind it up” or “wind it down”, customised just for you and your expectations. For a more adventurous sail do choose a day-sail when we sail full sail. Sunset cruising is all about kicking back and relaxing, perhaps enjoying a cocktail. I sail with a lighter sail plan than during the day unless otherwise requested. Because our sunsets don’t tend to linger, we are back at the dock very soon after sunset. If you decide while we are out there that you would like extend your cruise to see city lights, by one half hour or more, can do. This is common, especially on spectacular evenings. No need to decide until then.
sunrise cruise
“Years from now you will be more disappointed by the things you didn’t do than by the ones you did do. So throw off the bow lines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover.” -Mark Twain
Email with your charter request today. Any type of request is encouraged: proposal, wedding, ash scattering, life celebration, sailing lesson OR: you need no reason at all other than to enjoy ocean time with close ones, with the wind as your engine, and the sounds of sailing. It’s magic.
We are priced right to get you out there. I look forward to spending Kaikiwi time with you.