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    Waikiki Sailing Tours

    Waikiki Sailing Tours

    5.0 • 121 reviews
    Honolulu, HI

    Waikiki Sailing Tours invites guests to experience Oahu from the water aboard an intimate luxury yacht. Led by a USCG-licensed captain, each small-group or private excursion pairs thoughtful hospitality with unforgettable coastal ...

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    Book Waikiki Sailing Tours

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    Waikiki 2-Hour Whale Watching Cruise

    Spot humpbacks and Oahu coastal landmarks from a luxury yacht

    From$120person
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    2-Hour Sunset Boat Tour In Hawaii

    Watch Hawaii’s sunset on a 2-hour boat tour with a licensed captain

    From$109person
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    Diamond Head Sail & Swim From Waikiki

    Sail past Diamond Head, then anchor off Waikiki for a swim

    From$109person
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    Sunrise Turtle Canyon Snorkeling Cruise

    Greet the sunrise and snorkel Turtle Canyon's reef with views of Diamond Head

    From$109person
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    Sail Waikiki At Sunset On A Private 2-Hour Charter

    Private 2-hour Waikiki sail for couples, with sunset views

    $332.14

    Review summary

    5.0
    Excellent
    121 reviews•Google Maps

    Captain Tony clearly runs an outstanding operation here, with multiple reviewers praising his sailing expertise, storytelling abilities, and genuine hospitality. He's frequently mentioned by name, along with crew members like Abe, who shines as a snorkel guide with impressive knowledge of marine life. Guests consistently rave about swimming with turtles at Turtle Canyon, often spotting 8-10 during their outings, and appreciate the well-maintained 45-foot yacht that provides an intimate alternative to large group tours. The flexibility stands out too. When weather forces cancellations, Tony works to reschedule and even offers local sightseeing tips. Tours range from sunrise snorkel adventures to romantic sunset sails, with all necessary gear provided. The crew includes certified lifeguards, adding peace of mind for families. One guest did experience seasickness while snorkeling, though the captain handled it compassionately. If you're prone to motion sickness, come prepared. Overall, visitors describe their time on the water as a trip highlight, praising both the spectacular Diamond Head coastline views and the crew's ability to balance professionalism with laid-back island vibes.

    What people are saying

    Review 1 of 5
    5/5

    Great views, great crew and lots of turtles and fish to spot while snorkeling! We took the 8:30am snorkel sail last week and it was so much fun. The boat loads on the beach in Waikiki and was easy to find and board. The crew explained everything super well and was very helpful the entire time. I don't remember all of their names, but for sure a shout out to Jenna and Claire. They serve coffee and some other drinks included, and the cold brew served was super tasty. After snorkeling - we ordered a couple of their cocktails and it was honestly the least expensive drink my entire trip. And it was good too! Thank you for helping to make our Oahu trip memorable.

    Photo of Julie Gonzales

    Julie Gonzales

    August 5, 2026

    Review 1 of 1
    5/5

    Great views, great crew and lots of turtles and fish to spot while snorkeling! We took the 8:30am snorkel sail last week and it was so much fun. The boat loads on the beach in Waikiki and was easy to find and board. The crew explained everything super well and was very helpful the entire time. I don't remember all of their names, but for sure a shout out to Jenna and Claire. They serve coffee and some other drinks included, and the cold brew served was super tasty. After snorkeling - we ordered a couple of their cocktails and it was honestly the least expensive drink my entire trip. And it was good too! Thank you for helping to make our Oahu trip memorable.

    Photo of Julie Gonzales

    Julie Gonzales

    August 5, 2026