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    1. Local experiences/
    2. Things to do in Maalaea…/
    3. Water Activities/
    4. Whale Watching/
    5. Sail on a Private Maui Whale Watching Cruise
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    Sail on a Private Maui Whale Watching Cruise

    Private sailboat whale watch from Ma‘alaea Harbor (Jan–Apr), with hydrophone listening

    5.0 stars• 151 reviews
    From$2,456incl. taxes and fees

    Duration

    Three Hour Charter

    Ideal For

    Up to 6 people

    Includes

    Snacks, drinks, hydrophone

    Highlights

    Set sail from Ma‘alaea Harbor on a private 42-foot monohull and search for North Pacific humpback whales from January through April. Enjoy a quieter ride away from crowds, with onboard interpretation and the chance to listen underwater via hydrophone.

    • Charter a private 42-foot sailing monohull for up to 6 passengers
    • Depart from Ma‘alaea Harbor and sail in search of whale activity
    • Listen underwater using a hydrophone (waterproof microphone)
    • Learn about whale behavior from expert interpretation onboard
    • Bring your own alcoholic drinks if you’d like; glassware is provided

    What's Included

    • Expert interpretation of whale behavior
    • Hydrophone listening
    • Light snacks
    • Non-alcoholic beverages (water, juices, sodas)
    • Glassware for alcoholic beverages you bring

    Things to know

    Gratuity is not included (private yacht standard generally starts at 20%). This cruise operates January through April.

    Cancellation Policy

    Full refund with 48 hours notice of cancellation. No refund inside 48 hours of charter departure. Full refund in case of operator cancellation due to weather or other unforeseen circumstances. No-shows will be charged the full price.

    FAQs

    Bring swimwear and towels, plus a sweater or jacket in case you get water spray on deck. Pack sunglasses, sunscreen (reef safe preferred), and a hat you can secure against the wind.

    Yes. Alcoholic beverages are not included, but you are welcome to bring adult beverages on board, and glassware is provided for serving.

    No. Gratuity is not included in your charter price. Private yacht standard generally starts at 20%.

    Meeting details

    Ma'alaea harbor

    Experience provided by Maui Custom Charters
    Experience provided by Maui Custom Charters

    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 (650) 414-7338

    Report an issue

    Reference #PFE6Q9

    Three Hour Charter

    $2,456.18

    Seats 6 Passengers

    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

    5.0
    Excellent
    151 reviews•Google Maps

    With a perfect track record across well over a hundred reviews, this charter operation consistently delivers exceptional private sailing experiences around Maui. The crew—particularly Captain Anna, JJ, Nessa, Tim, and Marcella—earn universal praise for being knowledgeable, personable, and genuinely attentive to their guests. They regularly spot whales, dolphins, and sea turtles during tours, and their expertise about marine life adds real depth to every outing. The boats themselves (a 42-foot Catalina and 47-foot Leopard catamaran) are described as immaculate, spacious, and comfortable. What stands out is how the crew adapts to different occasions. Guests have celebrated proposals, birthdays, and even memorial services, with the team handling each event thoughtfully and professionally. They're also skilled photographers who capture beautiful moments without being asked. Whether you're snorkeling, whale watching, or simply enjoying a sunset sail, the crew creates a relaxed atmosphere while prioritizing safety and comfort. Communication from booking through the trip itself is reportedly excellent, with weather updates and helpful planning support. This is clearly a top-tier choice for anyone wanting a memorable, personalized day on the water.

    What people are saying

    Review 1 of 5
    5/5

    What a fabulous day! I recommend this over a big group whale watch any day!

    Photo of Lily Morningstar

    Lily Morningstar

    April 3, 2026

    Review 1 of 1
    5/5

    What a fabulous day! I recommend this over a big group whale watch any day!

    Photo of Lily Morningstar

    Lily Morningstar

    April 3, 2026

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