Trilogy Excursions

Trilogy Excursions

Captain's Sunset Dinner Cruise

Trilogy - Captain's Sunset Dinner Sail (Pink Sky)Trilogy - Captain's Sunset Dinner Sail (Staff)Trilogy - Captain's Sunset Dinner Sail (Ocean Sunset)Trilogy - Captain's Sunset Dinner Sail (Ocean Sail)Trilogy - Captain's Sunset Dinner Sail (Romantic Sail)Trilogy - Captain's Sunset Dinner Sail (Trilogy 6)
Trilogy - Captain's Sunset Dinner Sail (Sunset Sail)
Trilogy - Captain's Sunset Dinner Sail (Pink Sky)
Trilogy - Captain's Sunset Dinner Sail (Staff)
Trilogy - Captain's Sunset Dinner Sail (Ocean Sunset)
Trilogy - Captain's Sunset Dinner Sail (Ocean Sail)
Trilogy - Captain's Sunset Dinner Sail (Romantic Sail)
Trilogy - Captain's Sunset Dinner Sail (Trilogy 6)

Trilogy – Captain’s Sunset Dinner Sail

$135.00 BOOK NOW

Best Price Guarantee

Aboard the Trilogy Captain’s Sunset Dinner Sail you will 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 Maui’s newest sailing catamaran. The evening begins with your choice of cocktail and a sail along the Pali sea cliffs. Trilogy will take you to a beautiful and secluded location to anchor, where the first course is served. The next two courses will then be served, including an entrée of your choice that our onboard chef is preparing in the galley. Set sail in style! Chef Bailey has thoughtfully incorporated fresh local ingredients into each course that will make your meal a memorable one for sure. Not to mention the service of the staff and crew that will be taking care of your every need.

Lahaina Harbor Available Days:
Thursday, Saturday

Maalaea Harbor Available Days:
Monday, Wednesday, Friday

Both Locations Closed on ALL Major Holidays

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




Trilogy Captain's Sunset Dinner Cruise

  • Best Price Guarantee
  • E-Ticket Delivery
  • Free Cancellation
per Adult $135.00

Ages 18 and Up (6.75 Fuel Surcharged Added in Checkout)

Please specify details

Total $0.00

Meet in Lahaina Harbor public loading dock
GPS: Lahaina Harbor, 675 Wharf Street. Lahaina, Hawaii 96761

Use Republic Parking Lot on Dickenson Street in Lahaina. Look for the “Trilogy Parking” sign. Parking is $10.00 for the day. A Trilogy crew member will meet you & help with parking & directions to Lahaina Harbor where Trilogy will check you in.

48 hour cancellation policy

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

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Trilogy Excursions
Based on 171 reviews
Trilogy Excursions
Based on 1545 reviews
Michelle R.
Michelle R.
My family and I had such a nice time on a sunset Trilogy cruise Friday night. Riley and crew were incredibly good hosts - we enjoyed the food and cocktails...
Dani F.
Dani F.
Thank you for not canceling our reservation during these unpredictable times! We did the Molokini Express Snorkle. It was so much fun! Their photographer...
Myles F.
Myles F.
This review is incredibly overdue, but I have to thank Captain Jeff & Crew! My wife and I purchased the Discover Molokini tour and it turned out to be an...
Jim Lincoln
Jim L.
We went on the sunset cruise and it was such a delight. We had gone on another catamaran cruise with another company, but Trilogy seemed much more professional and took pride in what they were doing. We were lucky enough to have Captain Katie, who was great, raise the sail and move around without the engines. The other three staff members on board, Shannon, Jason, and Brandon worked their butts off to make sure that everyone had drinks and food while always remaining friendly. We were also lucky enough to see some whales.
Lola J.
Lola J.
I don't like boat cruises. They're crowded and cheesy. Trilogy excursions redefines the boating experience. **Room to sit and watch the water in peace....
Zach Sanford
Zach S.
We have been to Hawaii 5 times now, and have gone on many excursions. Trilogy does it the best. Great crew, friendly and helpful. Boat is the nicest we have been on. Can't say enough about them. Well worth the money!
Beth H.
Beth H.
The reviews are spot on. This is the best tour on the island. We had such a great time. The staff was amazing. The boat was perfect. Not too many people....
Terrific way to watch whales! Smaller boat, great crew (all female this time). Very knowledgeable and we saw 12 whales all in a pod? Bathroom on board. No views blocked, and drinks/snack included. Best adventure ever.
Lisa Johnson
Lisa J.
First of all, the CPT & crew were OUTSTANDING!! The snorkeling, whale watching, snacks, and service is top notch! Everyone has a good vibe/attitude, very friendly and professional. High energy, family friendly, very informed & informative. This was just a really great experience! Get on board/in line ahead of the throng for the best seats. The cook-out was superb! Everyone was really friendly & fun to be around, very accommodating, and knew exactly how to be there for everyone. I would recommend to one and all! Don't forget to give 'em a tip before you disembark...these people deserve it. Mahalo!!
Kelly K.
Kelly K.
THE BEST! We had so much fun on our whale watch tour on 01/29/2020. We departed from Ka'anapali Beach and did the early tour. It was very convenient for...
Taryn S.
Taryn S.
Trust in all the 5-star reviews! Fantastic!We did the Deluxe Sunset Sail that leaves from Kaanapali Beach and had the best time. January is whale season,...
Howard Bernstein
Howard B.
We just finished the 8 hour sailing/snorkeling / whale watching trip to Lanai. It was fantastic ! Crew and food were great. We saw a number of whales.Highly recommended trip. A shout out to Eric, the new guy, who did a great job.
Angela Galbreath
Angela G.
We did a whale watching excursion with Trilogy on one of their catamarans. It was a great excursion staffed by a very nice crew. Although we didn’t get any close up views of the whales the captain did all he could to hunt for them. After all, it is January; early in the season for humpbacks. I wish we could come back in February! We did see several blows and two whales breaching. Braden served us fruit, cocktails (as much as we wanted....we drank cokes. ), turkey pesto sliders and a chocolate chip cookie. Jenny, the co-captain did a nice job educating us about humpback whales. Kevin, the captain, was very friendly.
Nicci Westbrook
Nicci W.
We loved our special birthday trip on the Trilogy, especially the time we spent with Amanda. She was in the water with us when we were snorkeling and she taught us so much about the wildlife we saw and even pointed out a few things we would have missed. Once back on board, she took great care of us as well! Great day!
Veronica Mejia
Veronica M.
We did the day trip to Lanai and let me tell you it was absolutely worth it . Captain Turtle was hilarious and a such a fun person to be around. The boat we sailed is one of the newest boats the island of Maui has it was such an awesome experience.They give you so much good food and I took great pictures while there. I had read some bad reviews and was hoping for the best but so glad I went through Trilogy. Me and my boyfriend had such a good time thanks to Captain Turtle and his team !!

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