Waikiki Sailing School
Honolulu, Hawaii
(808) 382-4437 | waikikisailingschool.com

Waikiki Sailing School is a certified American Sailing Association (ASA) School located in Honolulu, Hawaii. At WSS we pride ourselves on going the extra mile for our clients, whether you are taking the helm for the first time or have earned the title of “Old Salt” amongst your friends, we are here to indulge your craving for the wind and sea.

At WSS, we welcome all sailing experience levels as well as those that just want to get out on the water for a little R&R. Unlike other sailing schools, all of our courses are taught in the big blue ocean. We also offer a variety of Cruise & Learn packages that will not only give you a solid footing on the sailboat of your choice, but we also give you THE experience of a lifetime.

WSS will show you hidden anchorages, gorgeous seascapes and provide unparalleled customer service. We won’t waste your time with a non-descript boat or tour packed full of people. At WSS we give you an intimate, one-on-one approach to sailing.

So if you’re looking for a Captain with decades of sailing experience in Hawaii and the South Pacific, small class sizes, fun, and affordability in the waters off Hawaii, consider getting your feet wet with WSS, today.

American Sailing Certifications Offered

ASA 101, Keelboat Sailing 1
ASA 101, Keelboat Sailing 1
Learn to skipper a 20' - 27' sloop-rigged keelboat by day, in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards.
ASA 103, Coastal Cruising
ASA 103, Coastal Cruising
Learn to skipper a sloop-rigged auxiliary powered 25'-35' keelboat by day in moderate winds and sea conditions. Learn cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship.
ASA 104, Bareboat Cruising
ASA 104, Bareboat Cruising
Learn how to sail a sloop-rigged, auxiliary powered 30'-45' sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.
ASA 106, Advanced Coastal Cruising
ASA 106, Advanced Coastal Cruising
Learn to safely act as skipper and crew of a sailing vessel about 30 to 50 feet in length in coastal and inland waters, in any conditions.
ASA 114, Cruising Catamaran
ASA 114, Cruising Catamaran
Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45' feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions.

Other Services Available

  • Women Only Courses
  • Couples Courses
  • Private Courses
  • Weekday Courses
  • Weekend Courses
  • Corporate Team Building Courses
  • ASA 'Challenges'
  • Day Sail Charters (public)
  • Day Sail Charters (member-only)
  • Vacation Charters
  • Sunset Cruises
  • Sailboat Cruises
  • Sail Trim Courses


ASA Veterans Sailing Education Program - Sign Up Now >>

At ASA we recognize the sacrifices made by the brave men and women who have served or are serving in our country's armed forces. As a token of our appreciation, and our way of saying thank you, we are inviting veterans and active military personnel to share our passion for sailing by offering a discount on our ASA 101 Basic Keelboat Sailing course. Waikiki Sailing School is offering a minimum of $50.00 or 10% off their ASA 101 Basic Keelboat Sailing course.

Sailing School Reviews / Testimonials

  • Waikiki Sailing School was the best time my girlfriend and I have had in a while. The wind and salt spray off Diamond Head were thrilling for both of us and made us want to get out on the water again as soon as possible.

    N. Thompson - Waikiki Sailing School

  • My husband and I wanted to learn how to sail and Captain Matt was there to help us every step of the way. We feel so fortunate to have had this experience and we would definitely recommend Waikiki Sailing School to our friends.

    T. Wolcott - Waikiki Sailing School

  • If you’re looking for a fun, laid-back way to spend your vacation look no further than Waikiki Sailing School. We loved their bare boat package! Mahalo Nui Loa, Captain Matt.

    Melissa, Jim and Keoni - Waikiki Sailing School

Contact Information

Waikiki Sailing School

Address 1651 Ala Moana BlvdHonoluluHI96815United States
Phone (808) 382-4437
Website waikikisailingschool.com

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