TRILOGY

TRILOGY

Kaanapali Deluxe Sunset Sail

Trilogy – Kaanapali Deluxe Sunset Sail

$119.00 BOOK NOW

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Sail into the Kaanapali Sunset with Trilogy Excursions

Trilogy Excursions has been sailing the coast of Maui and Lanai since 1973 and the Trilogy Kaanapali Deluxe Sunset Sail is their marquee trip. They are the longest-running sailing charter on Maui and that’s because they do it right. The Trilogy Kaanapali Deluxe Sunset Sail is a perfectly imagined evening sailing off the coast of Kaanapali enjoying the famous Maui sunsets. Food and drinks are included and have been carefully considered as well. On a brilliant evening, the colors of the sky will reflect on the water, bringing to life a sea of colors. Sunsets on Maui are truly magical – and from a boat on the Pacific Ocean – they are absolutely EPIC!

Trilogy is owned by the Coon Family. They have shaped Maui sea activities into what it represents today. Since founded, Trilogy has expanded its offering to include just about everything you can imagine. From whale watches, Lanai and Molokini snorkeling, and Maui sunset cruises, Trilogy has an adventure for everyone. Trilogy has the largest fleet of sailing catamarans on Maui, each one represents their name – excellence.

Trilogy Excursions regularly gives back to our local Maui County community. Each year they sponsor events on Lanai and Maui for the less fortunate and ocean clean up. Through the years they have demonstrated a standard of excellence that few other companies can live up to.

During the whale-watching season, Trilogy will lower its sails to provide a Maui whale-watching tour for its passengers. The whale watching season on Maui runs from December 15th to April 15th. It’s a treat to be out on the water during sunset and have a whale watch at the same time. The photos are priceless!

Our agents on Front Stree in Lahaina regularly schedule Trilogy’s sunset sail. Our guests always seem to enjoy it. After experiencing a Maui sunset sail with Trilogy Excursions ourselves, we would have to agree with them!

What to Bring on the Day of the Sunset Sail

  • Ladies should wear a wrap for after-dark in the winter months
  • Boarding is from the beach it’s a barefoot sail

Sunset Sail Menu:

Menu Items are subject to change without notice

Sunset Menu:
Pulled Pork Slider on a sweet bun with tropical Coleslaw
Teriyaki Chicken Skewers
Tomato Basil Caprese Skewers
Hummus with vegetables (GF, Vegan/Vegetarian)
Seasonal Dessert

Dietary Restrictions:
Vegetarian-Vegan and Gluten-Free meals are available only upon request when booking your
reservation. Inform us of sever allergies.

Premium Bar:
For guests ages 21 years and older** Premium beverages are included with a valid ID
Trilogy Signature Cocktails, Prosecco, Locally Brewed Beer, Josh Pinot Noir, and Threadcount
Sauvignon Blanc.

Maui Sunset Sail Tour Restrictions

We’re sorry. We do not have handicapped access.

Other Activity Options by TrilogyTrilogy – Captain’S Sunset Dinner Sail, Trilogy – Discover LanaiTrilogy – Discover Molokini

Booking

TRILOGY DELUXE KAANAPALI SUNSET SAIL 2026

  • Best Price Guarantee
  • E-Ticket Delivery
  • Free Cancellation
per Adult $122.00

Ages 18 and Up (6.59 Fuel Charge Applied in - OSF Fee n Checkout)

Ages 13-17 (6.59 Fuel Charge Applied in - OSF Fee n Checkout)

Ages 3-12 (4.73 Fuel Charge Applied in - OSF Fee n Checkout)

Ages 0-2 (1.00 OSF Fee Applied in Checkout)

Total $0.00

Meet on Kaanapali Beach – Dig Me Beach
In front of the Hula Grill Restaurant beachside at Whalers Village
GPS: 2365 Kaanapali Park Way, Lahaina Hawaii 96761

Days Available:
Tuesday, Thursday, Saturday Only
Closed on 4th of July, Halloween, Thanksgiving, Christmas Eve & Day, New Year’s Night & Day

Times:
April 16th – August 31st: Check-in 4:30pm. Departs at 5:00pm.
Return 7:00pm
September 1st – September 30th: Check-in 4:00pm. Departs at 4:30pm.
Return 6:30pm
October 1st – January 31st: Check-in 3:30pm. Departs at 4:00pm.
Return 6:00pm
February 1st – April 15th: Check-in 4:00pm. Departs at 4:30pm.
Return 6:30pm

Check-in 30 minutes prior to activity start time.

Total Duration: 2 hours.

Maui Tickets For Less Cancelation Policy:
A 72 hours notice is required for a refund. Only exception is a note from a local doctor.
No-shows” will be charged full.

Need Help ?

(808) 856-3500

Excellent
Trilogy - Kaanapali Deluxe Sunset Sail4.9
Based on 4284 reviews
Katie G.
THE BEST THING WE DID ON MAUI!!! We did the Ma'alaea Sunset Cruise with Captain Zach, Catherine, and Becca. The crew was so kind and so attentive. And the...
Kaila R.
We had the best time on our snorkeling tour today! It was our first snorkeling tour, and we truly couldn't have asked for a better experience. My husband...
Lyndsay L.
Absolutely amazing experience I had today with the Trilogy boat, the crew was amazing and the food was delicious! PJ was great to chat with during the sail...
Judy O.
Our snorkeling trip to Lanai was fabulous with Joel and Captain Steve! We highly recommend this adventure!
Marissa D.
This is one of the best excursions I've taken anywhere. From beginning to end is incredible service, fun, and food. The cinnamon roll breakfast to the...
Mike R.
So, let me start by saying this was a great trip. We did the dinner cruise. However, there's some things that aren't disclosed to you when you book. 1. All...
Megan F.
We made a mistake. We sailed to Lana'i with Trilogy on our first full day in Maui....and NOTHING could top that experience! Everything at Triology is...
Aleyna L.
I picked this excursion and tour after a deep research on internet 2 months before the trip. So I had a big anticipation for this event and it didn't...
Kristie A.
Did the Molokini excursion today. Captain Sierra and crew were outstanding! They were so attentive to our every need. We had 2 dive spots, and both were...
Wells L.
Went on a sunset dinner cruise to celebrate our anniversary with captain Jim and had a fantastic time. You could immediately tell this was going to be a...
T C.
Our Trilogy Tour to Lanai was the BEST part of our Maui trip. So many core memories made for our family and kids (ages 8 and 6). I would 100% do this again...
Mel K.
This snorkeling trip far exceeded our expectations. The crew was amazing, knowledgeable, and very helpful. We came as a group of 9 (five adults for kids)...
Kate F.
I did the Molokini morning snorkel and it was a great experience from start to finish. The captain was funny and made his speeches entertaining. During the...
Allison F.
Amazing service and a wonderful snorkeling experience with Captain Brian and crew Kenzie, PJ, and more. Our excursion was enhanced by their knowledgeable...
Keythan E.
I happen to be snorting off the coast of Lanai when my mask started giving me issues, next thing you know this check on a surfboard from trilogy excursions...
Nh 2.
We sailed on Trilogy again in September of 2024 and had another great experience. A shout out to Captain Mike, Kevin, and the rest of Trilogy VII crew....
Brooke R.
Omg! Such an amazing fun time! Everyone on board was AMAZING! The captain and his crew were GREAT! They were so quick to serve our drinks and food and...
Reagan R.
My family and I went on the Lanai excursion with Captain Turtle and his crew Chad, Maurice and Kris. They were the absolute best! They treated my niece (4)...
Kayle B.
Truly excellent experience with a competent, friendly crew (I wish I could remember everyone's names)! We did the daylong tour to Lanai and it was perfect....
Jodi S.
We went on the snorkeling excursion yesterday and it was AMAZING from start to finish. Mike, the captain, along with Zac and Joel couldn't have been better...
Christopher Z.
Sailed/motored out yesterday morning Lanai for snorkeling. The crew was AMAZING! Everything about the trip was truly a memorable experience. Captain Zach...
Marisa C.
Giving this expierence 10 stars! We left for the 6:30am excursion with Capt Turtle and his crew. The breakfast, amazing! The lunch, DELICIOUS. The crew,...
Deena J.
We did the sunset/appetizer cruise tonight on the Trilogy 1 cruise. It's our first cruise and we didn't know what to expect. The captain and crew were...
Kelly F.
This was our third time to Maui and we were looking for an activity that would equal or surpass our previous experiences. WOW!!! This day with Trilogy was...
Laura J.
My boyfriend and I chose Trilogy for our booze cruise had the most amazing beautiful experience!! Truly breath taking views and the drinks and food were...
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