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    1. Local experiences
    2. /Things to do in Haleiwa…
    3. /Animal Encounters
    4. /Dolphin Watching
    5. /Dolphin Watching Cruise on Oahu's North Shore
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    Dolphin Watching Cruise on Oahu's North Shore

    Private North Shore sail to spot dolphins and see Waimea Bay

    5.0 stars• 59 reviews
    From$1,147incl. taxes and fees

    Duration

    3-4 Hours

    Ideal For

    Up to 6 people

    Includes

    Private sailboat charter

    Highlights

    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.

    • Set sail from the harbor on a private charter for up to 6 people
    • Cruise the North Shore coastline and take in views of Waimea Bay
    • Watch for dolphins swimming near the sailboat
    • Learn about dolphin behavior and biology from the crew
    • Choose a 3- or 4-hour charter based on your schedule

    Things to know

    The captain may cancel or shift the booking time/day due to inclement weather.

    Cancellation Policy

    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.

    FAQs

    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.

    Meeting details

    Pier 300, Haleiwa Boat Harbor, Haleiwa, HI 96712

    Experience provided by North Shore Sailing Adventures
    Experience provided by North Shore Sailing Adventures

    Related locations

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    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

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    Reference #3XVBVY

    Three Hour Private Charter

    $1,147.12

    Price includes up to 6 people

    0

    Four Hour Private Charter

    $1,376.54

    Price includes up to 6 people

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    59 reviews•Google Maps
    58
    0
    0
    0
    0

    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.

    What people are saying

    Review 1 of 4
    5/5

    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.

    Photo of Sam Mikelic

    Sam Mikelic

    July 1, 2026

    Review 1 of 1
    5/5

    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.

    Photo of Sam Mikelic

    Sam Mikelic

    July 1, 2026

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