Best results for Sailing in Haleiwa, HI

Private sailing charter on Oahu’s North Shore for up to 6 people

Private 6-hour sail to Waimea Bay for up to 6 people

Private 2-hour Honolulu sunset sail with voyaging dinner and cultural activities

A weekday sail with Hawaiian cultural activities and refreshments

Sail into Hawaiian culture with music, activities, and refreshments

Explore Hawaiian culture and ocean landscapes on a family-friendly morning sail

Sail O'ahu's Kona coast with Hawaiian stories, activities, and deckside relaxation

Sail Ko Olina at sunset with drinks and light appetizers

Set your own agenda on a private Waikiki sail for up to 6 guests

Sail a Hobie Wave on Wai Kai Lagoon with a self-guided or captain option

Sail Honolulu at sunset with Diamond Head views and a full bar onboard

Sail Oahu’s south shore for Diamond Head and Honolulu skyline views

See wild dolphins, snorkel with turtles, and enjoy lunch on a 3-hour West Oahu sail

Sail Waikīkī at sunset with drinks and light bites included

Unwind on a West O‘ahu sunset cruise with panoramic views, drinks, and light bites included

Sail at sunset for front-row views of Waikiki’s Friday fireworks, with drinks and a bento included

Cruise Waikiki toward Diamond Head with drinks and snacks included

Sail Ko Olina at sunset with live Hawaiian music and an open bar

Sail Ko Olina at sunset, then head ashore for a Kaula Luau

Private sailing with Waikiki views, swimming, and snorkeling options

Learn foundational sailing skills with professional captains in Hawaii

Sail, swim, and enjoy massage time on a private ocean spa escape

Private catamaran views of Waikiki’s Friday fireworks

Private Friday-night sail with sunset, city lights, and Waikiki fireworks views