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    1. Local experiences
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    5. /Private Afternoon Sail in Waikiki
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    Private Afternoon Sail in Waikiki

    Private Waikiki afternoon catamaran sail with Diamond Head views and beach boarding

    4.9 stars• 847 reviews
    From$2,259incl. taxes and fees

    Duration

    1.5 hours

    Includes

    Beach boarding, Open bar

    Highlights

    Sail Waikiki’s south shore on a private catamaran for 1.5 hours, boarding directly from the beach. Enjoy coastal views toward Diamond Head as you ride the trade winds.

    • Board directly from the beach near Waikiki
    • Sail past the Waikiki Natatorium War Memorial
    • Pass Diamond Head Lighthouse with ocean views
    • Spot shoreline scenery by Black Point and Koko Head
    • Relax on a custom beach catamaran with shaded seating

    What's Included

    • Beer
    • Wine
    • House cocktail
    • Non-alcoholic beverages

    Things to know

    Children under 18 must be accompanied by an adult. Bring an ID to enjoy alcoholic beverages. Boarding from the beach requires walking on loose sand and climbing eight steps.

    Cancellation Policy

    Bookings within 24 hours are not eligible for a refund or rebook. Private charters: full refund if you cancel 30+ days prior; 7+ days prior gets a full refund less a 10% fee; within 7 days is non-refundable. No show/no call is charged in full. Full refund if the operator cancels due to weather.

    FAQs

    Yes. Every guest, including children, must complete the online waiver before check-in.

    Arrive 30 minutes before your departure time.

    The boat departs on time. If you arrive late, you will not receive a refund.

    Meeting details

    2169 Kalia Rd Honolulu, HI US

    Experience provided by Holokai Catamaran
    Experience provided by Holokai Catamaran

    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 1-877-GREET-WELL

    Report an issue

    Reference #PAEUGK

    Private Charter

    $2,259.42

    0

    Why book through Greetwell?

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      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

    4.9
    Excellent
    847 reviews•Google Maps
    753
    31
    10
    0
    13

    The crew consistently stands out here as genuinely friendly, professional, and fun. Captain Ryan, Cole, and Kevin get specific shoutouts for making trips memorable with their relaxed, hilarious energy. People love the open bar with good drink selections, the clean and newer boat, and the chill music vibe. The sunset and Friday fireworks cruises are particular favorites, with many saying the 1.5-hour duration feels just right. One honest note: Turtle Canyon can get crowded with multiple tour boats sharing the same snorkeling spot, which some found chaotic rather than peaceful. If you've done catamaran tours in quieter locations, this may feel more mass-tourism oriented. That said, guests still spot plenty of turtles (up to seven at once), dolphins, and colorful fish. A few mention rougher waters on the way out, so seasickness-prone visitors might want to take precautions. Overall, this is a solid, well-run operation with a crew that genuinely makes the experience special.

    What people are saying

    Review 1 of 4
    5/5

    The crew were funny and made the trip so fun! We had such a blast on this sunset cruise. The boat had a nice soft deck and the boat ran like a dream. Highly recommend!!!

    Photo of Janessa Wright

    Janessa Wright

    July 6, 2026

    Review 1 of 1
    5/5

    The crew were funny and made the trip so fun! We had such a blast on this sunset cruise. The boat had a nice soft deck and the boat ran like a dream. Highly recommend!!!

    Photo of Janessa Wright

    Janessa Wright

    July 6, 2026

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