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    1. Local experiences/
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    5. Sail on a Private Charter in Maalaea Bay
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    Sail on a Private Charter in Maalaea Bay

    Book a private S/V Nova sailing charter for up to 6 guests

    5.0 stars• 153 reviews
    From$1,637incl. taxes and fees

    Duration

    2 - 12 Hours

    Ideal For

    Up to 6 people

    Includes

    Appetizers, drinks

    Highlights

    Celebrate on a private sailing charter aboard S/V Nova, with flexible charter lengths and space for up to six passengers. Enjoy a personal onboard experience designed for your group.

    • Choose a 2 to 12 hour private charter for your group
    • Celebrate a wedding, proposal, birthday, or private dinner onboard
    • Enjoy light appetizers during your time on the boat
    • Bring your own alcohol onboard and use provided glassware
    • Sail in Ma’alaea Bay from Maalaea Harbor

    What's Included

    • Light appetizers
    • Non-alcoholic beverages (water, juices, sodas)
    • Deli lunch (4+ hour charters)
    • Breakfast (4+ hour charters, depending on departure time)
    • Glassware for serving alcohol

    Things to know

    Gratuity is not included (private yacht standard generally starts at 20%). Alcohol is not included, but you are welcome to bring your own.

    Cancellation Policy

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

    FAQs

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

    Yes. Alcohol is not included, but you are welcome to bring your own adult beverages onboard. Glassware for serving is provided.

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

    Meeting details

    Maalaea Harbor, Maui

    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 #H3KS2C

    Two Hour Charter

    $1,637.45

    Seats 6 Passengers

    0

    Four Hour Charter

    $3,274.91

    Seats 6 Passengers

    0

    Six Hour Charter

    $4,912.36

    Seats 6 Passengers

    0

    Eight Hour Charter

    $6,549.81

    Seats 6 Passengers

    0

    Three Hour Charter

    $2,456.18

    Seats 6 Passengers

    0

    Five Hour Charter

    $4,093.63

    Seats 6 passengers

    0

    Ten Hour Charter

    $8,187.26

    Seats 6 Passengers

    0

    Seven Hour Charter

    $5,731.08

    Seats 6 Passengers

    0

    Nine Hour Charter

    $7,368.54

    Seats 6 Passengers

    0

    Eleven Hour Charter

    $9,005.99

    Seats 6 Passengers

    0

    Twelve Hour Charter

    $9,824.72

    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
    153 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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