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 multi-day sailing charter

Pre-covid, a multi-day sailing charter in Hawaii was the best adventure to sign up for. It still looks like a while before I have the opportunity to safety re-start these amazing sailing adventures. In the meantime, do book a private sailing charter for the day. A day-sail can be just the adventure you want.

Why chose a multi-day sailing charter?

“DON’T DREAM YOUR LIFE, LIVE YOUR DREAM”

“So, where are we going?”

“We are going sailing.”

… with island-stops and remote anchorages, sailing Oahu and Maui county from home-base, Oahu.  Where we go between day-one and journey’s end will depend on wind and weather. If you want to take time to have a day here and there to just hang out “on the hook” or at the beach, we can also accommodate this.

To understand Hawaii sailing is to understand her geography:  remote islands in the middle of the Pacific Ocean, shallow channels between these islands, high mountain peaks on each of these islands. This combination can brew very windy and high-sea-state conditions, especially in the channels.

Please understand this is NOT A CRUISE. IT IS adventure sailing…some call it “extreme” sailing…from easy light air and downwind runs to upwind sailing in strong winds and big seas.  Yes, on some days, conditions will be challenging. Rest assured: your USCG-licensed captain has sailed these waters for years and the boat is a sturdy workhorse in these conditions. This is blue water sailing at its best as only Hawaii can offer.

A multi-day charter in the Hawaiian Islands is perfect for adult sailors who have some ocean in their veins.  That being said, if you are sailing as a newbie, all you need is a sense of adventure, love of the outdoors and “roughing it”, and your cheery disposition.

Inter-island trips are offered as multi-day sailing vacations for adults only, (max four adults) not ferry services.  In other words, if all you want is a quick delivery from one island to another, this is not offered.  While land-time can be arranged, please understand that your destinations are weather-permitting and it is best to keep the sailing vacation schedule as loose as possible. Land-based activities can be arranged within an extended trip. Our inter-island sailing grounds are off Oahu, Molokai, Lanai and Maui.  They do not include passage to Big Island or Kauai.

sailing Oahu’s west end

Overnight adventures (minimum 2 nights, 3 days) are also available, Oahu-based. This is a wonderful way to enjoy tradewind sailing if the idea of channel crossing sounds more than your idea of “fun”.