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    1. Local experiences/
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    5. Sail & Swim on a Waikiki Sunset Cruise
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    Sail & Swim on a Waikiki Sunset Cruise

    Bring your own drinks on a Waikīkī sunset sail with a swim stop

    4.9 stars• 740 reviews
    From$81/ personincl. taxes and fees

    Duration

    2 hours

    Includes

    Bottled water, ice, cooler

    Highlights

    Sail Waikīkī aboard Hokulani, a spacious trimaran, and swim off Diamond Head before cruising the coastline at sunset. Bring your own canned drinks and relax with open views and onboard music.

    • Swim off Diamond Head when ocean conditions are safe
    • Cruise the Waikīkī coastline at sunset
    • Bring your own canned alcoholic or non-alcoholic drinks
    • Relax under shaded seating and enjoy unobstructed views
    • Choose a Friday night cruise to watch Waikīkī fireworks (no swim)

    What's Included

    • Bottled water
    • Ice
    • Use of onboard cooler

    Things to know

    No glass bottles or drones are allowed on board. This is not a snorkeling cruise. Gratuity is not included.

    Cancellation Policy

    Shared charters (1–5 passengers per reservation): full refund with 24+ hours notice; nonrefundable within 24 hours. Shared charters (6+): full refund with 48+ hours notice; nonrefundable within 48 hours. Full refund if operator cancels due to weather or other operator circumstances.

    FAQs

    Bring your own canned drinks. If you bring alcohol, you must be 21+ to drink, and you can’t consume alcohol before swimming.

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

    No. Your sunset sail is not a snorkeling cruise.

    Meeting details

    95 Holomoana St Honolulu, HI 96815 US

    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 #W9G57M

    Child

    $81.46

    Ages 12 and under

    0

    Adult

    $115.57

    Ages 13+

    0

    Infant

    $2

    Ages 3 and under

    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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