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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• 740 reviews
    From$1,825incl. taxes and fees

    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.

    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
    Experience provided by Three Tiki's Sailing

    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 #J736ZE

    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

    4 Hour Private Charter

    $3,531.36

    0

    5 Hour Private Charter 1-45 Passengers

    $120

    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
    740 reviews•Google Maps

    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

    This was our 5th whale watching experience, but by far the best ever! WAY more personal! Communication was phenomenal, everyone was able to experience CLOSE and intimate whale and sea turtle encounters thanks to their boat and crew. The bigger boats just cannot compare. We will definitely repeat our excursions with them in the future!

    Photo of Dawn F

    Dawn F

    April 4, 2026

    Review 1 of 1
    5/5

    This was our 5th whale watching experience, but by far the best ever! WAY more personal! Communication was phenomenal, everyone was able to experience CLOSE and intimate whale and sea turtle encounters thanks to their boat and crew. The bigger boats just cannot compare. We will definitely repeat our excursions with them in the future!

    Photo of Dawn F

    Dawn F

    April 4, 2026

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