Sunset dinner sail with live music and a premium open bar
2.5 Hours
Dinner, open bar, live music
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.
Bring a valid picture ID if you plan to drink alcohol. High heels and platform shoes are not permitted. Crew gratuity is not included.
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.
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.
Oceanside of the Outrigger Ka'anapali Beach Resort (Teralani check-in sign at Aqualani beach kiosk)
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.
gavin tylee and tanner were the best!!! so much fun and very exceptional customer service.
Zorana Reljic
May 24, 2026
gavin tylee and tanner were the best!!! so much fun and very exceptional customer service.
Zorana Reljic
May 24, 2026