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Trilogy - Captain's Sunset Dinner Sail (Sunset Sail)

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Trilogy - Captain's Sunset Dinner Sail (Ocean Sail)

Trilogy – Captain’s Sunset Dinner Sail

by Trilogy

$149.00 BOOK NOW

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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 Trilogy: Trilogy – Discover Molokini, Trilogy – Discover Lanai,

Maui Activities: Departing Lahaina, Departing Maalaea Harbor, Maui Dinner Cruises, Maui Ocean Activities, Maui Sunset Cruises. Locations: Blog,

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Trilogy Captain's Sunset Dinner Cruise

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per Adult $149.00

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Adult - $149.00

Ages 18 and Up (6.95 Fuel Surcharged Added in Checkout)

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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.

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.

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(808) 856-3500

Trilogy - Captain's Sunset Dinner Sail

5.0

Based on 2151 reviews

Trilogy Excursions

4.9

Based on 171 reviews

Trilogy Excursions

5.0

Based on 1980 reviews

Julie E.

It's awesome! Every crew member is exquisite!! Nothing better! Clay, shamous, and all of them are completely awesome!! Go have fun!! BUT leave a 20% tip or...

Zade C.

Unbelievable trip! Recently went on the Lanai excursion and it was phenomenal. Captain Raquel and the crew took us over for the day. The weather was out of...

Jacey F.

Incredible day with the super people of Trilogy. Adept and doing pretty much everything, the crew was absolutely astounding. Big-time inspired by...

Jessica C.

Enjoyed the Discover Lanai excursion on the Trilogy IV this morning. Our party consisted of adults aged 33-37 and two kids ages 10 and 8. The directions...

Brian M.

Always the BEST! We highly recommend Trilogy Excursions! Captain Mario, First Mate Chancy, and Safety Officer Joel! Excellent crew, photographer, food, and...

Luis R.

My partner and I started with a 6:30AM departure from Maui to Lāna'i. We were greeted by Captain Riley before onboarding. The sun had just started rising as...

Charlie L.

We did the 8hr morning Lana'i excursion. The crew was amazing!! Captain Raquel and Captain Riley did such an amazing job motivating the people and crew!!...

Lily S.

We took the Discover Kaanapali snorkeling tour and would highly recommend it for great snorkeling. In between the snorkeling, the crew served us yummy...

Jeff T.

Amanda Bradley Courtney and Capt Dani were all phenomenal! Great service and very knowledgeable. Would absolutely recommend.

Betsy S.

Our family had an amazing time on the Discover Lana'i trip today. The captain and entire crew were friendly and knowledgeable. We had a great time talking...

Linda W.

My daughter surprised me for my birthday with a Trilogy sail to Lanai. Without a doubt the most wonderful personalized sailing trip ever. Three generations!...

Jae L.

Love, love, love this experience. This is a must do if you're in Maui. It's once in a lifetime feeling and sensation you get from being a fish basically for...

Brenna L.

There's a reason why they are rated 5 stars with almost 2000 reviews! One of the best sail excursions in Maui!A huge thank you to Sue, Captain Nick, Helen,...

Keith V.

What a fantastic excursion! Trilogy took us snorkeling out to Molokini crater and it was sooo good. The perfect combination of safety, professionalism,...

Albert K.

We got there about 20 mins early. We just parked our car on the opposite side of the pier. As soon as it hit 8 am, the captain calls out our names to see...

Ashley C.

Wow, just wow. If you are in Maui you have to book an excursion with this family owned business. We did the full day at Lanai. We will do this every time we...

Shawn R.

My husband and I took a snorkel trip to Lanai and we had an absolute blast! $265/pp, but you get a 6:30am catamaran tour to the island of Lanai, and a...

Katie M.

We had an excellent time with Trilogy yesterday. Highly recommend! We took a 5 hour trip out of the Maalea Harbor yesterday on a really nice catamaran. The...

Steve P.

Deluxe Kaanapali Sunset Sail was a great time, worth the money, beautiful views, and well taken care of by Matt, Mitch, Zee, and ? All were fantastic. We'll...

Jeff L.

Another amazing Trilogy trip five years after my first one. Not going to focus on the food here, as it was the same (awesome) as on my first trip. The...

Enoch C.

highlight of our trip!! captain katie and her crew were amazing! she even remembered my name when we were leaving the ship! that, in and of itself, is a...

Sara S.

Our group of 7 (4 adults, 1 child, 2 infants) booked the 630am Discover Lanai tour out of Lahaina. Captain Riley and his crew were absolutely amazing - the...

Chantel S.

The best snorkel excursion I have ever been on, Trilogy is top tier when it comes to all inclusive experiences. We booked the Lanai coastal tour, and...

Debra F.

Captain Katie and her Trilogy crew were totally awesome.they were fun and Knowledgeable. The things they told us about dolphins and turtles was very...

Christine B.

My family has always enjoyed booking with Trilogy. The staff really hustles to make it a nice trip for you: they brief you on everything, serve your food...

Bradley H.

We went out this morning to molokini crater and turtle town. What an amazing crew. These guys and gal were top notch! All the way from the new guy Justin...

Neil S.

We had a group of 12 family members booked on the Trilogy VI. The crew was so professional and courteous to all on board. The food was delicious and was...

Craig B.

We did the 5 hour cruise and snorkeling on Trilogy 2 to the Molokini Crater. The entire crew was fantastic, they had positive attitudes, engaged all of the...

Ciera R.

WOW def one of my top 3 favs of Maui I absolutely loooved it! I do recommend a waterproof phone camera case so I can take cool pics but they have a...

Angelo B.

Highly recommend bringing a gopro or waterproof case for phone as there are ample great photo opportunities. Tour was amazing. The crew were really good....

Jazzi M.

The only reason it is 4 starts instead of 5 is we were pretty disappointed in the lack of things to see. Which I know isn't necessarily the operators fault....

Carl L.

The BEST snorkeling trip ever. Today was our second time with them last time was 2019. What I love about trilogy:1) safety. In every way. Trilogy 2 is a...

Fonda T.

Loved:- Captain Nick & the Triology Crew, Clay, Emma, and Kaylin- Snorkeling at Molokini Crater & Turtle Town- Snuba-ing along the reef w/ Tiger- The...

Eddie K.

This cruise was the best one I was ever on, definitely worth it. We came as a group of 6 guys and it was one of our most memorable days we had in Maui. We...

Kristina N.

Could not recommend this company enough. We had the best time on our catamaran snorkeling tour. We booked the Discover Kanapali tour in the morning...

Kacey M.

I won't add anything that hasn't already been said. We had a lovely excursion to the Molokini Crater on the Trilogy II, led by Captain Chris from Boston and...

Dawn V.

Absolutely an unforgettable experience and the very best part of our Hawaiian vacation!I researched the different tour companies fairly thoroughly and so...

Danny M.

My family has been going to the islands for 15 years and this was, by far, my favorite. The crew was helpful, kind, welcoming, funny and from the get go I...

Kerry K.

I read such great reviews for Trilogy but sadly our experience wasn't amazing. The staff was very friendly and helpful. They get 5 stars thereThey did...

Kayla A.

This is a MUST, the crew was absolutely hilarious and so fun! We also felt super safe, there was a crew member in the water at all times. They were so so...

Michelle D.

I want to take a moment to say mahalo to the amazing crew today on our Discover Kaanapali tour (4/16/22). Captain Spencer and his wonderful, amazing,...

Desiree G.

Wow, what a day! This company is first class in fun and service. I booked the Olowalu Snorkel excursion yesterday on pretty short notice. Our concierge...

Martin P.

Simply the best.Over the top team. Clean ship and lots of fun. Service and assistance is over the top.Only suggestion is the chicken was ahhhhh. Miss...

jack W.

Just awesome! We had the best time on the Discover Lana'i excursion. A great crew, food, drink, snorkeling, sailing, and whale watching! It is a family...

Tom C.

Best catamaran/snorkel tour I have ever taken. I have been vacationing in Hawaii for nearly 20 years and have experienced several different similar trips...

Anthony G.

I must warn: I think the whole thing was scripted... Spectacular experience! We saw a whale smack his fin 20something times in a row (fully showing off),...

Bri D.

10/10 Molokini Snorkeling Tour! The crew was so helpful, knowledgeable, and kind. We felt so taken care of for our 5 1/2 hour day with them! The parking...

Esther K.

You're in Maui and want to be on the water. Do a little snorkeling and whale watching. Where do you go? Book a tour on Trilogy! The boat is clean and well...

Rebecca S.

Took the tour this morning and couldn't have had a better time or experience with Captain Nick and his crew. The meals and service they provided was...

Marshall G.

Yesterday was a private company charter with Captain Tyler and a crew of 3.Open bar, catered, sailed under full sail for a while .. just in time for...

Manakai S.

The best day trip in all of Maui. Discovery Lanaii is so much fun! I've done almost all the boat tours since living on island for 15 years. The level of...

Amy A.

First time in Maui and my sister who has been coming here for years insisted on this tour. It did not disappoint, early morning to make it to the boat...

Warren S.

These guys are the best. Very professional and get the job done and keep you engaged. A lot of great knowledge regarding wheels or whatever cruise you're...

Cathy R L.

Awesome company - super organized and so much fun! The captain was awesome as well as the crew! We did the molikini snorkeling trip and could not have had a...

Holly F.

We had the best time on a molokini snorkel trip and a sunset cruise out of Lahaina. The crews on both boats were so friendly and work hard to give you the...

Kathy K.

There isn't much that I can add to the other hundreds of 5 star reviews Trilogy has earned.Only to say that they provided an amazing sailing and snorkeling...

Michelle S.

Perfect for families! We had two families with 6 kids total (ages 2, 3, 6, 8, 8, 10) and the Trilogy crew catered to our every need. Endless POG juice for...

Vidyun S.

Went for a sunset sail cruise from the Lahaina harbor and it was a really fun experience. Captain Rachael and her crew were super fun, attentive, gave us a...

Candice C.

Trilogy 3 was a fantastic crew and Captain! They were extremely hospitable, helpful, and made the experience stress free. They also played awesome music!...

Ron D.

We had a great time on Trilogy 6, the crew was great. Capt. Turtle was was great, very fun and informative with facts and safety. The crew was very...

Jacqueline K.

Wow, I can honestly say this is the best excursion I've ever taken. To start was the sail over to Lanai, first we were treated with a story from the...

Patti R.

Yesterday we went out with Turtle, Chris, Kenzie, and Katie on the Lanai catamaran trip.This group of folks are really wonderful. They are fun to be with...

Magan P.

Captain Turtle, Zach, and Clay did a wonderful job on our trip to Lanai! this was our second time to experience this excursion and have Captian Turtle as...

Eren L.

This is a must do every time I visit!The people and the environment are the perfect half day trip you're looking for.Plenty of honestly delicious food...

Carol T.

We went on a sunset cruise out of Maalaea harbor with Trilogy and booked through a third party called Veltra. Everything from booking to hopping off the...

Katy M.

Absolutely amazing! My husband and I did snorkeling at Kaanapali and the sunset sail. Mario, Claire, Kenzie, bella, and zach did fabulous with both.

Julia F.

We did the snorkeling trip and i have no complaints!! Staff was super friendly and attentive and the food / drinks were delicious. They all made sure we had...

David C.

Amazing. Thank you Triology team led by Captain Turtle. We took the day trip to Lanai. Captain Turtle is the most friendly Cap we have met on these tours....

Kelley B.

My family took the Discover Lanai tour with Trilogy a few days ago and I was a bit hesitant about booking because of the price, but it was worth every penny...

Pam D.

Turtle and crew did awesome job. enjoyed the ride and had an excellent meal with good drinks. Go on this one!

Courtney D.

Our trip to Molokini was definitely one of the highlights of our trip. Capt Dani, Siera, Rocco and Jason were all awesome. The food was great (kiddos LOVED...

Sam H.

My wife and I went on the sunset sail. It was a beautiful night, nice breeze, the ship was well taken care of and the Staff was very nice. Unfortunately the...

Stephanie C.

I'm here to add to the overflowing pile of 5 star reviews for Trilogy, because they are just THAT GOOD.My fiancé and I signed up for the 5-hour Discover...

Lisa C.

We had a GREAT time on the sunset sail from Kaanapali beach on Trilogy III. The beach loading was tough but the crew did a great job. You WILL get wet...

Evelyn C.

We took the snorkeling tour to Lanai coast. The tour starts at 7:30 and the parking situation is a little bit tricky (10 min walk to the Lahaina Harbor and...

Dinah R.

We had such a great experience with trilogy for our snorkel trip to Lanai! We had an all lady crew that were absolutely amazing! The food was good, the...

Ajanaa J.

This was my first time sailing and it was an unforgettable experience. The girls that work on the sail boat were so sweet and friendly. The views were...

Amanda L.

Enjoyed the snorkeling excursion! The crew members were amazing and very attentive. Customer service was 100%. I will book with them again!

Tara R.

My family and I went on a snorkel excursion today with Trilogy on the Trilogy III. The day was amazing! All communication with booking was very clear and...

Trina H.

We booked the day trip with snorkeling for 3 and enjoyed every moment of it. Very covid social distancing friendly!The staff were very fun, very...

Charmian M.

The absolute highlight of our amazing trip to Maui! We were onboard with Captain Casey and crew for the most wonderful morning sailing along the Auau...

Lulu M.

Our adventure with Trilogy was whale watching and it was amazing! We embarked on the Trilogy VI- the newest boat in their fleet that i believe holds about...

Nina F.

Post Covid review- feb 2021Came on this tour for our honeymoon at the recommendation of our travel agentthey did not disappoint!! All the crew learned...

Ryan G.

Great crew for Lahaina catamaran whale watch! Very fun, knowledgeable and courteous! Highly recommend for everyone! Great for all ages. We saw many...

QBar A.

This is not the first time we used Trilogy while in Maui. We did the Molokini trip with 5 of us. Top notch service... especially during COVID. They are...

Michelle M.

The folks at Trilogy NEVER disappoint. We took friends on a snorkel trip and Captain Katie and crew did an outstanding job. Winds were too strong for...

Nicole J.

Hands down, the best boat tour we've taken in a long time. We typically choose a smaller outfit to avoid a large crowd, but thought we would try this...

Meloni K.

We loved captain turtle and his crew. They were very helpful and was able to entertain us through the whole trip. The boat was pretty and it was spacious....

Craig N.

My wife and I, and two other couples in my family, had an amazing evening on board with Sail Trilogy for their Sunset Cruise out of Kaanapali Beach! The...

Terry C.

This is one of the best snorkeling trips I've been on ever! The boat is beautiful and clean, the crew Covid sensitive. Our crew was Captains Turtle &...

Sarah C.

Soooo phenomenal . We loved everything about this experience. Amazing crew of courteous, professional, fun people. They jumped to do anything any everything...

Diane C.

Traveled out with Trilogy yesterday. Great trip, excellent crew, friendly, and very safe. COVID guidelines very well delineated and followed. Great...

Julia T.

Just got back from the Lahaina Sunset Sail -- 10/10 HIGHLY RECOMMEND.Crew: the crew was AMAZING! We were greeted at check in by Captain Turtle who...

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.

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.

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 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.

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 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.

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....

SuzyQ1962

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 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.

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.

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 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 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 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 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 !!

Trilogy Excursions

Captain's Sunset Dinner Cruise

Trilogy – Captain’s Sunset Dinner Sail

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Trilogy Captain's Sunset Dinner Cruise

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