Waikiki Sailing School is affordable and fun for the whole family. Join us for an afternoon sail off Diamond Head or a multi-day, over-night cruise. We offer custom packages for every budget and experience level. Let us help you find your sea legs for the first time or chart your own course across the Hawaiian Islands.

With our excellent tradewinds and warm weather year-round, sailing with our well-maintained vessels is always an exciting adventure! Our experienced instructors will assist you in becoming an ASA Certified independent sailor ready to sail anywhere!

Aloha! Sail Hawaii offers beginner to advanced sailing and navigation instruction and private sailing cruises to visitors and kama’aina in the beautiful waters of Hawai’i. Day sailing and live aboard courses are taught by professional and experienced instructors, both in a comfortable classroom and with practice aboard our classic style sailboats. Our courses are regularly scheduled and affordably priced for individuals and small private groups.

We offer a wide range of ASA courses but the amazing amount of life experiences on the ocean that our instructors have shows in their patience and always positive attitude.  We enjoy a lot of repeat customers and referrals. Hard to beat the good sailing conditions our location has to offer.  Boats used are late model Beneteaus that are also popular bareboat charter boats used by moorings and Sunsail.

Our oceanfront clubhouse is the ideal location to learn new sailing skills, gain confidence, and have an experience of a lifetime. With over 50 years of combined experience, our team of knowledgeable and supportive staff can provide you with the skills you need to achieve your sailing goals and enjoy your nautical adventures.