Private North Shore sail to spot dolphins and see Waimea Bay
3-4 Hours
Up to 6 people
Private sailboat charter
Cruise along Oahu’s North Shore on a private sailboat charter as you look for dolphins and take in coastal views. Your crew shares insights on dolphin behavior and biology along the way.
The captain may cancel or shift the booking time/day due to inclement weather.
Full refund or credit with 72 hours notice. No-shows and late arrivals are charged full price. Private charters require 7 days notice for refund; 20% fee for any canceled private charters. Full refund or credit if operator cancels due to weather or unforeseen circumstances.
Arrive 10 minutes before sail time for a meet and greet, then a safety briefing before you head out.
Meet at Haleiwa Harbor at Pier 300, slip 322.
The captain may cancel the trip or shift your booking time/day due to inclement weather.
Pier 300, Haleiwa Boat Harbor, Haleiwa, HI 96712
Captain Porter and his crew, particularly Chad and Will, have built something really special here. Families consistently rave about the intimate, private experience - these aren't crowded cattle boats, with just one family or small groups of up to six guests at a time. The captains bring genuine enthusiasm and deep knowledge of sailing and marine life, expertly navigating to spots where guests regularly encounter dolphins, sea turtles, and during whale season, humpback whales. Multiple reviewers call their trip the highlight of their entire Oahu vacation. The operation runs smoothly from start to finish. Communication is excellent, with quick responses to questions and clear instructions. The crew is described as laid-back yet professional, creating a relaxed vibe without any pressure or time constraints. They provide thoughtful touches like homemade lunches, cold drinks, and even raincoats when weather shifts. The trimaran offers plenty of deck space for snorkeling, swimming, and dolphin watching, though there's minimal shade coverage, so bring sun protection. Whether you're booking a snorkeling adventure, sunset sail, or even a proposal, the consensus is clear: this experience delivers unforgettable memories and genuine value.
We could not have asked for a better sunset selling experience! Thank you Captain Porter and Ashley! We would come back out with you again and again and again.
Sam Mikelic
July 1, 2026
We could not have asked for a better sunset selling experience! Thank you Captain Porter and Ashley! We would come back out with you again and again and again.
Sam Mikelic
July 1, 2026
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