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    1. Local experiences
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    5. /Honolulu 3-Hour Sailing Lesson
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    Honolulu 3-Hour Sailing Lesson

    Take the Helm With Private Sailing Instruction

    4.7 stars• 164 reviews
    From$1,381

    Duration

    3 hrs

    Ideal For

    Up to 6 people

    Includes

    Sailing yacht, captain, beverages

    Highlights

    Take an active role in sailing as you build practical skills with a US Coast Guard-licensed captain. Choose a monohull or catamaran lesson tailored to your comfort level.

    • Take the helm and practice steering
    • Trim sails and learn how wind direction affects your course
    • Practice tacking and maneuvering under captain guidance
    • Learn essential sailing vocabulary as you sail
    • Explore instruction aboard a Jeanneau 43' monohull or 40' Scape catamaran

    Itinerary

    1. Check in at Kewalo Harbor (15–20 minutes before departure)
    2. Meet your captain and go over basic safety and sailing overview
    3. Depart harbor and begin hands-on sailing instruction
    4. Practice steering, sail trimming, and understanding wind direction
    5. Enjoy scenic cruising along the Waikiki coastline
    6. Return to harbor after your session

    What's Included

    • US Coast Guard-licensed captain instruction
    • Complimentary boat beverages
    • Onboard restroom
    • Cockpit and deck seating

    Cancellation Policy

    Free cancellation with at least 72 hours' notice. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    FAQs

    Bring a hat or visor, swimwear and a cover-up, sunscreen, towels, binoculars, and a camera. Bring lunch for a midday sail.

    Your sailing lesson includes an onboard restroom, cockpit and deck seating, complimentary boat beverages, boogie boards, and snorkeling equipment.

    The Jeanneau 43' monohull lesson is limited to 4 guests. The 40' Scape catamaran accommodates up to 6 people.

    Meeting details

    Kewalo Harbor, 1125 Ala Moana Blvd., Honolulu, HI 96814

    Experience provided by Tradewind Charters

    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

    Reference #JZCYUK

    40' Sailing Catamaran

    $1,381.60

    3 Hour Charter, 1-6 people

    0

    43' Sailing Yacht

    $965.04

    1-4 People

    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

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.7
    Excellent
    164 reviews•Google Maps
    136
    4
    0
    2
    9

    Captain Mikey and his crew consistently earn praise for creating memorable experiences on the water. Guests mention the spacious, well-maintained boats and the crew's genuine hospitality that makes everyone feel welcome. The snorkeling trips seem particularly popular, with multiple people raving about encounters with sea turtles and even large pods of dolphins. Several reviews highlight the Friday night fireworks cruises as a fantastic way to see Honolulu from the water. What really stands out is how the team handles special occasions with care and professionalism. From engagements to a deeply moving memorial ceremony, Captain Mike and crew bring thoughtfulness to meaningful moments. People who've done multiple boat tours in Hawaii say this ranks among their best experiences. The combination of local knowledge, genuine warmth, and attention to detail keeps impressing visitors, making this a solid choice for anyone looking for a charter experience in Honolulu.

    What people are saying

    Review 1 of 5
    5/5

    We had a fantastic ride today on the SeaScape for our family of 9! Gehrig and Wes took us to a great snorkeling spot where we saw tons of sea turtles that came up near us. And on the way back there was a pod of dolphins with babies that swam alongside! The boat was clean and comfy and it was a fantastic ride. Highly recommend doing this, especially if you have a larger party.

    Photo of Bridget Edwards

    Bridget Edwards

    July 1, 2026

    Review 1 of 1
    5/5

    We had a fantastic ride today on the SeaScape for our family of 9! Gehrig and Wes took us to a great snorkeling spot where we saw tons of sea turtles that came up near us. And on the way back there was a pod of dolphins with babies that swam alongside! The boat was clean and comfy and it was a fantastic ride. Highly recommend doing this, especially if you have a larger party.

    Photo of Bridget Edwards

    Bridget Edwards

    July 1, 2026

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