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    5. Sunset Dinner Sail With Live Music In Lahaina
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    Sunset Dinner Sail With Live Music In Lahaina

    Sunset dinner sail with live music and a premium open bar

    4.9 stars• 1.9K reviews
    From$199/ personincl. taxes and fees

    Duration

    2.5 Hours

    Includes

    Dinner, open bar, live music

    Highlights

    Sail along Kaʻanapali’s coastline at sunset and enjoy a surf-and-turf dinner with live Hawaiian music onboard. Sip from the premium open bar as you take in ocean views during this 2.5-hour cruise.

    • Check in 30 minutes before departure at the Aqualani Beach Activities Kiosk
    • Board from the beach and be prepared to get wet up to your thighs
    • Dine on Hawaiʻi-caught fresh fish and braised beef short ribs
    • Enjoy a premium open bar with cocktails, wine, beer, and soft drinks
    • Listen to live Hawaiian music while you cruise the Kaʻanapali shoreline
    • Watch for dolphins and seasonal humpback whales from December to April

    What's Included

    • 2.5-hour sunset sail
    • Surf-and-turf dinner
    • Premium open bar
    • Live Hawaiian music and entertainment

    Things to know

    Bring a valid picture ID if you plan to drink alcohol. High heels and platform shoes are not permitted. Crew gratuity is not included.

    Cancellation Policy

    48 hours cancellation notice is required or you will be charged in full. No cancellation or changes can be made within 48 hours of trip.

    FAQs

    Yes. You will board from the beach, and you may get wet up to your thighs. Boarding also requires climbing a set of stairs from the sand to the vessel’s deck.

    Wear flat, sturdy footwear (high heels and platform shoes are not permitted). Bring sunglasses and any necessary cover-ups. Bring a swimsuit and towel if applicable, plus a camera and binoculars if you’d like.

    No. Maui County liquor laws prohibit outside alcoholic beverages on board. If you plan to drink during the dinner sail, bring a valid picture ID.

    Meeting details

    Oceanside of the Outrigger Ka'anapali Beach Resort (Teralani check-in sign at Aqualani beach kiosk)

    Experience provided by Teralani Sailing Adventures
    Experience provided by Teralani Sailing Adventures

    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 #BVZARQ

    Adult

    $199.94

    Ages 13+

    0

    Child

    $165.83

    Ages 6-12

    0

    Infant

    $126.03

    Ages 0-5

    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

    4.9
    Excellent
    1.9K reviews•Google Maps

    The crew consistently earns rave reviews for being friendly, knowledgeable, and genuinely attentive to guests. Captains like Bama, Tanner, and Patrick get mentioned by name repeatedly, along with crew members who clearly work hard to make every sailing memorable. People appreciate how personable everyone is, from helping guests board through the beach to sharing local recommendations and keeping the drinks flowing. Whale watching is a major highlight, with travelers reporting incredible up-close encounters during season. The snorkeling trips also deliver, with beautiful fish and coral at great spots. The catamarans themselves get praised for being spacious, clean, and comfortable without feeling crowded. Most guests find the food solid and the drinks plentiful, though one reviewer noted the lunch options could use more flavor. Overall, this operation has people booking return trips and calling their excursions the highlight of their Maui vacation.

    What people are saying

    Review 1 of 3
    5/5

    We took the 7.30am boat on Friday the 3rd April. Firstly the crew are so so lovely and full of knowledge but not thrown at you like a lecture. The boat is super comfy we were luck to only be a group of 24 people but it's still spacious if full. The bar provided was great and great snacks as we were hungry as still on UK time! Getting on board was easy and great for all abilities. The best part was we managed to see some whales we say a baby and a mom with a group of males trying their luck to which she waved them off. The photographer on board was a great extra and very reasonable photo package price.

    Photo of Carl Robinson

    Carl Robinson

    April 5, 2026

    Review 1 of 1
    5/5

    We took the 7.30am boat on Friday the 3rd April. Firstly the crew are so so lovely and full of knowledge but not thrown at you like a lecture. The boat is super comfy we were luck to only be a group of 24 people but it's still spacious if full. The bar provided was great and great snacks as we were hungry as still on UK time! Getting on board was easy and great for all abilities. The best part was we managed to see some whales we say a baby and a mom with a group of males trying their luck to which she waved them off. The photographer on board was a great extra and very reasonable photo package price.

    Photo of Carl Robinson

    Carl Robinson

    April 5, 2026

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