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    5. /Sail on a Private Charter in Waikiki
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    Sail on a Private Charter in Waikiki

    Customize your private Waikiki charter for groups up to 40

    4.9 stars• 790 reviews

    Duration

    2-3 hours

    Ideal For

    Up to 40 people

    Highlights

    Charter a private sail and tailor the trip to your group. It’s a flexible option for celebrations and special gatherings.

    • Customize your charter for weddings, birthdays, reunions, or corporate events
    • Choose a 2–3 hour trip length
    • Bring your own drinks (21+ only)
    • Plan an ash spreading or farewell party with your group
    • Arrive at Ala Wai Harbor and check in at Three Tiki Sailing Check-In

    Things to know

    No glass bottles or drones allowed on board. Gratuity is not included; many guests tip 15%–20%.

    Cancellation Policy

    Private charters: Cancel at least 7 days before start for a full refund. Cancel less than 7 days but more than 72 hours in advance for a 50% refund. Cancel less than 72 hours before start: no refund. Full refund or credit if operator cancels due to weather or other unforeseen operator circumstances. No-shows charged full price.

    Product ID: J736ZE

    FAQs

    Arrive 20 minutes before departure.

    Yes. Each passenger must sign an individual waiver before departure.

    Bring swimming attire, easily removable footwear (you go barefoot on board), a towel, reef-safe sunscreen, sunglasses, a camera, and motion sickness remedies (take at least 1 hour before departure if needed).

    Experience provided by Three Tiki's Sailing

    Related locations

    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

    2 Hour Private Charter

    $1,825.68

    0

    2.5 Hour Private Charter

    $2,252.10

    0

    3 Hour Private Charter

    $2,678.52

    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

    4.9
    Excellent
    790 reviews•Google Maps
    715
    10
    6
    2
    8

    The crew here consistently gets praise for being friendly, fun, and safety-conscious, with guests calling out names like Captain Jack, Shaun, Johnny, and Lauren for making the trips memorable. People love the boat itself, describing it as beautiful and well-maintained, and the vibe is reliably chill with good music playing throughout. Most trips successfully spot sea turtles during snorkeling, and some lucky groups even catch dolphins swimming alongside the boat. The snorkeling experience seems solid overall, with the crew helping guests feel comfortable with equipment and finding good spots to see turtles and fish. One reviewer noted a more crowded snorkeling scene with several boats around one turtle and murky water, and felt the sailing portion fell short of expectations with only one sail deployed instead of the full setup. That said, this appears to be an isolated experience among otherwise glowing reviews. The sunset trips get special mentions for being peaceful and beautiful, making them a great way to wind down an evening in Hawaii.

    What people are saying

    Review 1 of 5
    5/5

    My wife and I were celebrating our 30th wedding anniversary on August 31st of 2026 and had a blast. The crew with Tanner,Willow and Captain Jack were so awesome, what a great time with all of them. We saw a bunch of turtles and fish while snorkeling. This was one of our highlights of our trip. Willow has the same name as our granddaughter and she is an experienced diver.Tanner the New York super model, and Captain Jack with the smooth sailing.. TOP KNOTCH

    Photo of James Bissette

    James Bissette

    September 1, 2026

    Review 1 of 1
    5/5

    My wife and I were celebrating our 30th wedding anniversary on August 31st of 2026 and had a blast. The crew with Tanner,Willow and Captain Jack were so awesome, what a great time with all of them. We saw a bunch of turtles and fish while snorkeling. This was one of our highlights of our trip. Willow has the same name as our granddaughter and she is an experienced diver.Tanner the New York super model, and Captain Jack with the smooth sailing.. TOP KNOTCH

    Photo of James Bissette

    James Bissette

    September 1, 2026

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