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    5. Private Sunset Sailing Charter on Monohull Nova
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    Private Sunset Sailing Charter on Monohull Nova

    Enjoy a private sunset sail with light appetizers and soft drinks

    5.0 stars• 141 reviews
    From$1,449

    Duration

    2 hours

    Ideal For

    Up to 6 people

    Includes

    Light appetizers, Soft drinks

    Highlights

    Set sail on a private sunset cruise aboard S/V Nova, a 42' sailing monohull for up to 6 guests. Celebrate special occasions and enjoy as much sailing as possible with a helpful crew.

    • Sail aboard the 42' S/V Nova with crew
    • Learn basic sailing with optional hands-on instruction
    • Enjoy light appetizers and non-alcoholic beverages onboard
    • Bring your own alcoholic beverages; we provide glassware
    • Add an extra hour to extend your time on the water
    • Experience more sailing and less motoring

    What's Included

    • Light appetizers
    • Non-alcoholic beverages

    Things to know

    Alcoholic beverages are not provided; you may bring your own. Gratuity is not included. Occasional water spray can occur; bring a light jacket.

    Cancellation Policy

    Full refund with 48 hours' notice. No refunds within 48 hours of departure. Full refund if the operator cancels due to weather or unforeseen circumstances. No-shows are charged the full price.

    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

    Reference #S3D3SP

    Two Hour Charter - Monohull

    $1,449.07

    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
    141 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

    Amazing private charter with Captain Anna. Perfect sunset cruise! We were lucky enough to see and listen to whales in late November.

    Photo of Sarah Brackett

    Sarah Brackett

    January 1, 2026

    Review 1 of 1
    5/5

    Amazing private charter with Captain Anna. Perfect sunset cruise! We were lucky enough to see and listen to whales in late November.

    Photo of Sarah Brackett

    Sarah Brackett

    January 1, 2026

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