Start Me Up offers a variety of share charters with a maximum capacity of 6 anglers. For the big game fish the angler should consider ...(see more)
Maui Activities: Maui Ocean Activities, Maui Fishing Charters
Trilogy – Kaanapali Deluxe Sunset Sail
$105.00 BOOK NOW
Best Price GuaranteeTrilogy 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 magical. Trilogy is owned by the Coon Family. They have shaped Maui sea activities into what it represents today. Since founded, Trilogy has expanded their offering to include just about everything you can imagine. From whale watches, Lanai and Molokini snorkeling and Maui sunset sails, Trilogy has an adventure for everyone. Trilogy has the largest fleet of sailing catamarans on Maui, each one represents their name – excellence. Trilogy regularly gives back to the community. Each year they sponsor events on Lanai and Maui for the less fortunate and ocean clean up. Through the years Trilogy has demonstrated a standard of excellence that few other companies can live up too.
During the whale watching season, Trilogy will lower its sails to provide a whale watching tour for their guests. 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 Street regularly schedule Trilogy’s sunset sail. Our guests always seem to enjoy it. After experiencing a Maui sunset sail with trilogy, we would have to agree with them.
Tip of the Day:
Ladies should wear a wrap for after dark in the winter months.
Boarding is from the beach it’s a barefoot sail
Menu:
Chef prepared appetizers.
Beverage:
Juice, soda, and chilled filtered water.
Bar:
Molokai Mule, Lanai Tai, Maui Brew Co.’s Bikini Blonde Lager, Kona Brewing Company’s Big Wave Golden Ale, Prosecco, Sauvignon Blanc, & Pinot Noir.
Valid photo ID required to consume alcohol.
Restrictions:
No handicap access
Other Activity Options by Trilogy: Trilogy – Captain’S Sunset Dinner Sail, Trilogy – Discover Lanai, Trilogy – Discover Molokini
Booking
TRILOGY DELUXE KAANAPALI SUNSET SAIL
- Best Price Guarantee
- E-Ticket Delivery
- Free Cancellation
per Adult
$105.00
Meet Location: On the beach lawn in front of the Ka’anapali Beach Hotel.
GPS: 2525 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.
Based on 3707 reviews
Based on 1887 reviews
Based on 1820 reviews
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...
Dave B.
Had an awesome whale watching trip today on Trilogy 5. Fantastic that we got the all women crew too! They made the trip fun, and we got to see SO MANY whales! We also got to enjoy a couple of beverages and some snacks. There was plenty of space to move about and the two hours flew past. One of the best excursions we’ve ever done ! Will do it again, next visit!
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....
Traci C.
This tour was literally the BEST excursion we have ever done! Everything was so well done down to each detail. All of the food that was served was fresh and yummy! And they fed us all day long. The private beach was wonderful and the snorkeling was some of the best we have seen in Maui! All of the staff on the boat were friendly and so attentive! Can’ say enough good about this day of fun:) it was amazing!!
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....
Scott N.
Happily greeted by crew member Sidney's big smile for Trilogy III Sunset Tour. From the beach, she safely boarded all passengers on to their super clean Catamaran. More awesome crew members Lindsey, Kobe, Eric served 1st class yummy bites and tasty beverages. Captain Michael navigated us towards great whale watching opportunities. The ocean breeze filled the sails while taking in Maui's majestic sunset. A Must See aboard the Trilogy III. Thank you Captain and Crew for creating a wonderful life memory for us to take home. Planning our return visit 😉
Roger C.
Had a truly great experience today on the Lanai trip with Captain Seth, Kristyn, Seth, Sierra, and Leo. From the check-in to the disembarking in Lahaina it was a joy. The service, the attention to our needs, the food, the attention to detail and concern for our safety was top notch! Great professionals working hard to make our experience the best it could be! I would also like to complement the company on the vessel (Trilogy IV) we sailed on! Very well appointed and in beautiful shape! It’s obvious the company wants the highest quality experience for its customers! I would highly recommend Trilogy cruises, and in particular this trip to anyone! Thanks for a wonderful day!
Kate R.
Highly recommend! We loved our day with Captain Katie and her crew! It was an early start but we had a great morning sail with breakfast (loved the cinnamon rolls!). Made it to Lanai for a few hours of snorkeling and a fabulous lunch. The trip back was fantastic - tons of whales, great cocktails, and ice cream for the kids. It was a fabulous day all around. We have been to Maui several times and even to Lanai; this was our first trip with Trilogy, and we would definitely do another trip!
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...
Susan D.
This was by far the best thing we could have done! Looking around at the other boats at the harbor, I knew that we had been guided correctly to Trilogy. Captain Emily was fabulous as was her crew... Sydney, etc. My mother and I saw so many whale AND learned so much! The breakfast and mimosas were a fabulous surprise. They do not pack these boats. Plenty of room. Best most beautiful boats in the harbor and they know exactly what they are doing. Don't miss out on Trilogy.
Dawn F.
Went on Trilogies morning Whale watch and had a phenomenal trip. Saw a mother her calf and her male escort swim right close beside us. We also saw a adult breech and a calf breech. We could not have had a better experience. The crew was knowledgeable and the refreshments were delicious. I would recommend this tour for whale watching in Maui! Captain Raquel and her crew were amazing.
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,...
Heidi R.
This tour was spectacular! We’ve been on many tours and usually other tours are oversold and too many people gathered on their boats - this tour was the opposite and everyone has a seat. The Captain and crew were amazing and watched out for whales and dolphins. The food was also wonderful. Diverse drink menu as well - unlimited. If you are looking for a high class sail catamaran - this is it! We opted for the sunset sail and it was incredible! Coming from someone that books private tours and travels well I highly recommend Trilogy!
Cheryl S.
Such a great experience! I highly recommend this excursion to anyone interested in checking out the island of Lanai! We had our young kids with us and they loved it. The staff was super friendly and accommodating and the boat was really nice and clean. They pretty much take care of everything for you from snacks and drinks on the boat, to chairs, sand mats, sand toys and snorkeling gear at the beach on Lanai. They provide lunch on the island and it was awesome! We also saw several whales and dolphins.Overall, one of the best excursions I’ve done!
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