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    1. Local experiences/
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    5. Full-Day Private Sailing Charter to Waimea Bay
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    Full-Day Private Sailing Charter to Waimea Bay

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

    5.0 stars• 56 reviews
    From$1,937incl. taxes and fees

    Duration

    6 Hours

    Ideal For

    Up to 6 people

    Includes

    Sailing, Swim/snorkel, Anchor

    Highlights

    Sail on a private charter from Oahu’s North Shore and anchor at Waimea Bay. Swim, snorkel, and enjoy real sailing with your group.

    • Charter a private sail for up to 6 people
    • Anchor at Waimea Bay
    • Swim and snorkel during the trip
    • Experience real sailing on the water
    • Bring your own food and beverages

    Things to know

    A 20% fee applies for any canceled private charters

    Cancellation Policy

    Full refund with 7 days notice for private charters. 20% fee for any canceled private charters. No-shows and late arrivals charged full price. Full refund if the operator cancels due to weather or other unforeseen circumstances.

    FAQs

    Arrive 10 minutes before your sail time for a meet and greet, then a safety briefing before you head out.

    Yes. You may bring your own food and beverages.

    Yes. You can add a charcuterie board.

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

    How can we help?

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

    Call or text (650) 414-7338

    Report an issue

    Reference #BTCSGJ

    Six Hour Private Charter

    $1,937.42

    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
    56 reviews•Google Maps

    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

    Would recommend to anyone. Nice experience and the staff was very nice and ressourceful.

    Photo of David Belanger

    David Belanger

    February 10, 2026

    Review 1 of 1
    5/5

    Would recommend to anyone. Nice experience and the staff was very nice and ressourceful.

    Photo of David Belanger

    David Belanger

    February 10, 2026

    Great for groups

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