While the name sounds the same, Sydney is not blood-related to the Coon Family, but she is now officially a member of the Trilogy 'Ohana. Sydney has recently moved to Maui and is pursuing a Mariner career. New to boating, she is eager to learn and climb the ranks. She has the goal of getting her Captains License one day. Sydney comes with 3-years previous restaurant experience ranging from the back of the house kitchen to bussing, to being the hostess.


Bree has desired to come on board with Trilogy for some time now and is excited to be a member of the ʻOhana. Bree is originally from San Diego, but moved out to Maui 1.5 years ago and has fallen in love with the Island. Hobbies include surfing, SUP, Yoga, running, hiking, and anything with an Aloha Spirit. Bree is PADI Open water certified and comes with previous boating experience on the Lahaina Cruise Company dinner cruises. Bree has also worked at Goofy Foot surf school for some time now. Bree is considering a Captains license in the future. 

Aunty Coral

Aunty Corallyne is Trilogy's "Hale Queen". Since her start with Trilogy back in January of 2004, she has cared for the Hale and its guests with true Aloha. If you've ever had a conversation with Aunty Coral, you know she is as sweet as her voice conveys. No matter the size of the group (30 people to 200 people), Aunty Coral keeps her cool and her professionalism, organizing the crew and her "Hale helpers" to prepare the tables and serve our guests with the island hospitality Trilogy is known for. When not at the Hale, Aunty Coral enjoys spending time with her grandchildren. A big MAHALO for the hard work, dedication, and quality you put into your job on a daily basis. We appreciate you!

Captain Brian (Barnes)


Formerly a Captain for Pacific Whale Foundation, Captain Brian came on board with our Trilogy Ohana back in August 2015. Brian has become our resident Captain on our Captain’s Sunset Dinner Sail and along with the crew have helped grow the trips popularity and help us expand the trip to Lahaina. Guest’s rave about Brian’s astronomy class he does with his high powered laser pointer.  
Mahalo and Congratulations Brian!

Captain Carrie

Position: Senior First Mate, Mate of Record

Lived On Maui Since: 1997-1999 and again since 2009.

Originally From: Jacksonville, Florida

Worked For Trilogy Since: 1997-1999, 2009-Present

Has Also Worked As: Research Analyst at mutual fund company

Favorite Place in Maui: Hana!

Most exotic place you’ve ever had a passenger from: South Africa

Craziest Outing You’ve Ever Had: Getting mugged by a whale for the entire two hours of a whale watch!

Favorite Snorkel Spot: Honolua Bay

Where Do YOU Go On Vacation: Florida to see family, but I want to go to New Zealand!

Hobbies/What You Do On A Day Off: Take my dogs hiking, and read in the air conditioning at Barnes and Noble

Favorite Restaurant in Maui: Honu

Best Part About Working For Trilogy: My office

Suggestions For Passengers on First Trilogy Trip: Don't use aerosol sunscreen! That, and just be ready to have a good time.

Captain Caleb

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Position: Captain

Lived On Maui Since: 2008

Worked For Trilogy Since: 2010

Has Also Worked As: Pharmacy Technician, Chef, Roofer

Favorite Place in Maui: Big Beach

Most exotic place you’ve ever had a passenger from: Sri Lanka

Craziest Outing You’ve Ever Had: Sailing back to Maui after two weeks of intense dry dock in Kona! Surfing waves and sailing about 17 knots!

Favorite Snorkel Spot: Honolua Bay

Where Do YOU Go On Vacation: Back to Oregon every winter to snowboard.

Hobbies/What You Do On A Day Off: Go hiking, bodysurfing, or sailing with friends.

Favorite Restaurant in Maui: Paia Fish Market by far my favorite!

Best Part About Working For Trilogy: Being on the water everyday, out in the sun with awesome people.


First Mate Dani. 

Dani has a tremendous passion, appreciation, and education for all things ocean. With a BS in Marine Science from University Hawaii-Hilo and a Master’s degree in Marine Biology from Texas A&M, her level of expertise and training is commendable. Some of her previous experiences include research Diving in Antarctica, responding to stranded marine mammals on the beaches of Hilo, Aquarist for the Maui Ocean Center Aquarium, 5 scientific journal publications, and 5 video productions. She is also a NAUI dive instructor and has recently certified many of her Captains and Crew. 

Dani always has a big smile on her face and a can-do attitude that is admired by her co-workers as well as the guests. She is not afraid of working hard and at is kicking butt while she is 5-months pregnant! Mahalo Dani for all that you do.

Captain Casey


Position: Senior Captain, Captain of Record

Lived On Maui Since: Born and Raised in Maui since 1985

Worked For Trilogy Since: 2001

Has Also Worked As: A beekeeper along the Central California coastline!

Favorite Place in Maui: Upcountry

Most exotic place you’ve ever had a passenger from: Alberta, Canada

Craziest Outing You’ve Ever Had:  We once had an aging hippie man who wanted to take a “clothing optional” approach to the tour, and he would also engage in “dolphin chants” and wanted to jump into the pod of dolphins as we sailed away in the the other direction!

Favorite Snorkel Spot: Honolua Bay

Where Do YOU Go On Vacation: Somewhere cold

Hobbies/What You Do On A Day Off: Surf’s Up!

Favorite Restaurant in Maui: Leilani’s on the Beach! Get the Hula Pie!

Suggestions For Passengers on First Trilogy Trip: No need to sunscreen the bottom of da feet!

Captain Emily

Captain Emily has been an incredible team member and has gone above and beyond by spending multiple days on Lana'i for Storm watch. She single-handedly Captain-ed TRILOGY I from Lahaina to Lana'i at night with an approaching Kona wind cold front and did it with a smile.

Emily has been a big help with the introductory nights of the New Deluxe Ka'anapali Sunset Sail. She provided fantastic insight and an amazing experience for our guests, who have been completely blown away with the new tour.

Emily has done a great job as Mate of Record for TRILOGY I, which is no easy task and now has been promoted to Captain of Record for TRILOGY ELUA. Her attention to detail, passion for boats and the ocean, and many friendships with other operators in the marine industry are admirable.

Captain Gabe

Position: Captain, Director of Operations

Held Captain’s License Since: 2010

Lived On Maui Since: 2007

Worked For Trilogy Since: 2007

Originally From: Northwestern Washington

Has Also Lived In: Hermosa Beach, California, Portland, Orego, Austria

Has Also Worked As: Roofer, Restaurant Owner, Hula Dancer, Underwear Model

Favorite Place in Maui: Hana

Most exotic place you’ve ever had a passenger from: Nome, Alaska

Craziest Outing You’ve Ever Had: I think it’s a tossup between being surrounded by pilot whales as they hunted mahimahi before one of them jumped out of the water with it in their mouth, OR, coming to work early in the morning for an exclusive trip to find out that we were doing a top secret Sports Illustrated swimsuit shoot on the boat.

Favorite Snorkel Spot: Mala Ramp

Where Do YOU Go On Vacation: Tahiti, or anywhere there is no cell phone service and good waves!

Hobbies/What You Do On A Day Off: I used to surf, but now I change diapers…

Favorite Restaurant in Maui: Flatbread Pizza…order the “Mopsy”!

Best Part About Working For Trilogy: Our wonderful ohana and getting to wear board shorts to work every day.

Suggestions For Passengers on First Trilogy Trip: Don’t forget to fully charge your camera batteries before you come out!

Captain Jason

Position: Captain

Lived On Maui Since: 2008

Originally From: Otisville, New York

Worked For Trilogy Since: 2009

Held Captain’s License Since: Currently 3 days into Captain’s course (April, 2013). Red over green is a sailing machine.

Has Also Worked As: Ski Instructor, Physical Education instructor

Favorite Place in Maui: Honolua Bay

Most exotic place you’ve ever had a passenger from:Luxembourg

Craziest Outing You’ve Ever Had: MarkoSeth and I were on aDiscover Lana’i trip halfway across the channel. We thought we came upon a pod of bottlenose dolphins, but realized they were a pod of false killer whales in feeding mode. They were chasing a mahi mahi and then one of them jumped out of the water striking the mahi and catching it in its mouth. Marco and I actually got it on video. We were all going crazy. Passengers and crew alike. By far, one of the coolest things I’ve ever seen. A week later we found out the worlds leading researcher on false killers was staying on Lana’i trying to capture what we just happened upon, on a regular trip. Just another day in the life at Trilogy with good friends and new friends.

Favorite Snorkel Spot: Olowalu or Honolua Bay

Where Do YOU Go On Vacation: Tahiti or Park City for a ski trip

Hobbies/What You Do On A Day Off: Surf, Paddle, BBQ with friends

Favorite Restaurant in Maui: West Side-Merrimans, and Choice Health Bar in Lahaina
North shore-anywhere in Paia, Cafe des AmisFlatbread and I always stop at Mana Foods (local grocery store) for a quick and easy lunch or people watching

Best Part About Working For Trilogy: Get to meet new people from around the world, while working with some of my best friends. Its amazing to help someone who doesn’t know how to swim or snorkel do both for the first time and be a part of their new experience.

Suggestions For Passengers on First Trilogy Trip: Relax and enjoy the day. We take care of everything for you.

Dave W.

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Dave was Born and raised in Cincinnati, Ohio. After college in Chicago for improv and theater,  he moved to NYC to make it big. Well, the Big Apple took a bite out of him, so he packed it up and moved to Maui in 2009 and has been working on boats doing SNUBA, crew, fishing, and just having a good 'ole time in general. Favorite quote: "Be the change you wish to see in the world, " Mahatma Ghandi.

Captain Kai

Lived On Maui Since: Birth

Originally From: Maui, Hawaii

Has Also Lived In: Washington

Has Worked For Trilogy Since: 2012

Has Also Worked As: Mobile Electronics Installer

Favorite Place in Maui: Ka’anapali Beach

Favorite Snorkel Spot: Honolua Bay

Where Do YOU Go On Vacation: Washington (Snowboarding!)

Hobbies/What You Do On A Day Off: Wakeboarding, Hiking, Relax

Favorite Restaurant in Maui: Sansei!

Best Part About Working For Trilogy: My “job” is to go out on boats.

Suggestions For Passengers On First Trilogy Trip: Bring a camera, towel, wallet, sunscreen, and shades.  Don’t pack for an overnighter.


Gillian is originally from Vancouver, Canada, studied General Biology at Biola University in LA and has been following the sun ever since.  Playing Semi-Pro Soccer in Austria, Boat Driving in Howe Sound, Canada and Marine Naturalist for Pacific Whale Foundation are just a few of the jobs she has had after graduating from college. Gillian has lived on Maui for two years and has loved every minute of it.  When she is not working on the boats she can be found cooking up a storm, reading in her hammock, teaching a bible study, paddle boarding, hiking, hanging out with kids from the west side or playing soccer.