Ka'anapali Sunset & Live Music Sail

Ka'anapali Sunset & Live Music Sail & Whale Watch

Live Local Musician
Adults: $80 | Children: $60

If you’re looking for a little more excitement on your sunset sail, then Sunset Live is the trip for you! It’s the traditional sunset cocktail sail with upbeat and fun live music performed by popular local musicians. Spice up your night with some awesome cocktails, tasty food, and some great jams. They don’t call Sea Maui “Ka'anapali’s FUN BOAT” for nothing. These guys really know how to entertain. Real pros!

Maui’s “Sunset Live” was designed for those guests who are looking for a little more excitement during their time out on the water. Our seasoned performers are
popular local artist who totally play for the crowd, interact with the customers and make every Sunset Live not just a sail with music, but an entirely different experience available only on Sea Maui. Premium open bar included! Local beers, white wine, champagne, light rum, dark rum, vodka, whisky and mixers.


Duration: Approx. 2 hours

Availability: Tuesday, Thursday & Saturday

(Monday, Wednesday, Friday & Sunday we offer our Sunset Cocktail Sail)

Included: Pupus (appetizers) with Open Bar and Live Local Musician

Whale Watching: Enjoy whale watching on your sunset trip from Dec. 15 – April 15

2435 Kaanapali Parkway
Lahaina, HI 96761

Check in at the "Ocean Activities" Booth Next to Leilani's and The Westin at Whaler's Village Shopping Center


Tacoma, Washingto

Reviewed September 2019

Fantastic trip

The boat was beautiful and the music was excellent as was the food. We thoroughly enjoyed ourselves. The captain and crew were wonderful as well. We will be back in Maui in a few months and will definitely book with these guys again.

San Francisco, California

Reviewed July 27, 2019

What you need to know about sunset sail live (with live entertainment)

1 - The trip is on catamaran with some bench seating and some bean bag seating. No shoes. Dress accordingly.
2 - All you can drink bar for people who like hard liquor and cocktails. Not much options for those who don't drink or prefer wine (that's where they lost a star).
3 - Food is simple, but tasty. 3 appetizers (mini burgers, chicken, and brussels sprouts) and a plate of veggies.
4 - They have bathroom on board.
5 - The trip I was on - they had a guy playing a guitar and singing popular songs. It was well done.
6 - The crew is super fast to get everybody started with the drinks and are very attentive through out the trip to do refills.
7 - Bring cash to tip the crew.

Overall - it's a great way to start (or end - for someone) the evening. The waves, the breeze, nice music - creates a good memorable experience.

Reviewed September 13, 2019


My husband and I, along with our two young boys, did this sail. There was live music by a husband and wife duo; her voice was insanely gorgeous. Such a relaxing vibe all throughout the sail. The crew was fantastic and very attentive; there were no empty glasses. Pupus came towards the end of the sail and were delcious: brussells sprouts and pork sliders....delicious. Such a beautiful evening on the water with a gorgeous sunset to watch. Great experience and well worth the cost:)