Trilogy Excursions

Trilogy Excursions

Captain's Sunset Dinner Cruise

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Trilogy – Captain’s Sunset Dinner Sail

by Trilogy

$169.00 BOOK NOW

Best Price Guarantee

Board the Trilogy Captain’s Exclusive Sunset Dinner Sail

On this deluxe sunset dinner sailing cruise, you’ll feel like you are at a 5-star restaurant…on the water! All of the tables are arranged for a private restaurant feel without the crowds, aboard one of Maui’s newest sailing catamarans.

The evening begins with your choice of cocktail as you sail along the Pali Sea Cliffs. This Maui sunset dinner cruise will take you to a beautiful and secluded location off the island’s shore to anchor, where the first course of an exceptional meal is served.

Imagine yourself and a loved one peacefully listening as the waves lap at the ship’s hull and watching the splendor of the sun as it sets in a tropical ocean setting. Smelling the ocean breeze and an expertly planned chef’s meal.

Whether you are treating someone special to an amazing sunset meal experience or you are searching for the perfect romantic date night activity, this deluxe sunset dinner sail fits the bill. With its stunning views, delicious food, and attentive staff, it’s sure to be an unforgettable experience.

Experience a 5-star dining experience on the water!

The next two courses will then be served, including an entrée of your choice that our onboard chef is preparing in the galley.

Chef Bailey has thoughtfully incorporated fresh local ingredients into each course that will make your meal a memorable one. Not to mention the experienced service of the staff and crew that will be taking care of your every need.

Sailing out of Lahaina Harbor – Thursday and Saturday

Sailing out of Maalaea Harbor – Monday, Wednesday, and Friday

Book your Captain’s Sunset Dinner Sail today!

Menu:
FIRST-CLASS DINING
New and upgraded menu!
Guest dine on a chef-prepared gourmet 4-course dinner at intimate two-top tables seated on deck. The courses are fixed with exception to your entree, which you must select when booking. We do not offer vegan/veg appetizers.

Guests will start their evening with Local Sourdough bread and Lilikoi Honey Butter

Items are subject to change without notice (Appetizer Style)

Pupus:
Smoked Salmon Musubi-Sticky rice, Pickled Onion, Locally Smoked Salmon
Honey Braised Pork Belly-Guava Glazed, Pink Sea Salt
Pineapple Shrimp Ceviche-Citrus Marinated Shrimp, Fresh Herbs, Chilis, Sweet Red onion, Pineapple.
Roasted Beet Poke-Ginger Shoyu Marinade, Shaved Red Onion

Salad:
Roasted Beet and Romain Spears-Toasted Pepita, Lilikoi Vinaigrette, Pecorino, Sourdough Croutons

Entree:
Dinner options are served with: Ube-Golden Potato Gratin, Harissa Roasted Carrots, and Ginger-Shoyu
Braised Bok Choy.

Pre-Select One:
Miso-Wild Honey Roasted Butterfish
Pineapple-smoked chili Braised Short Rib with A Soy Demi Sauce
Guava Brined Huli Huli Roasted Chicken
Market Vegetable, Tofu, Green Curry with Steamed Jasmine Rice (V, GF, DF)

Dessert:
Dark Chocolate Mousse Parfait with Vanilla Bean Chantilly Cream and Fresh Strawberries. Paired with an espresso martini.

Dietary Restrictions:
Vegetarian-Vegan, and Gluten-free meals are available only upon request when booking your
reservation.

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.

Paid parking is available along Ma‘alaea Harbor, 11 Ma‘alaea Boat Harbor Road, Wailuku, HI 96793. Please prepay for parking at one of the
many parking kiosks by scanning the QR code with your smartphone.

Other Activity Options by TrilogyTrilogy – Discover MolokiniTrilogy – Discover Lanai,

 

 

Booking

Trilogy Captain's Sunset Dinner Cruise 2026

  • Best Price Guarantee
  • E-Ticket Delivery
  • Free Cancellation
per Adult $180.00

Ages 18 and Up (9.28 Fuel Surcharge - OSF Fee Added in Checkout)

Premium seating is the first two rows which is assigned on a first-come first-served basis.

Total $0.00

Maalaea Harbor


Lahaina Harbor

Meet in Maalaea Harbor, Slip 62 on the break wall side of the harbor.
GPS: 11 Maalaea Boat Harbor Road, Wailuku, Hawaii, 96793

The parking lot located at the Maui Harbor Shops/Maui Ocean Center Aquarium is no longer free. As of November 1st, they are charging $1 per hour (see below). Please update your voucher information and alert your concierges/agents about this change so that your guests are not surprised when they arrive.

Starting Monday, November 1, 2022 the main parking lot (in front of Maui Ocean Center and the Harbor Shops) will be a paid lot between the hours of 5:00am – 6:00pm. The parking fee is $1.00/hour and the first 15 minutes are free. They’ll use an app-based system and reinforce by towing.

2 Premium Drinks Free. Cash Bar After.
Reschedule fees within 24 hours apply: $30.00 = Pay Direct

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 - Captain's Sunset Dinner Sail4.9
Based on 2568 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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