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 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.

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.

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.

Captain Katie

Position: Captain and Mate of Record

Lived On Maui Since: 2009

Have Also Lived In: Pleasanton, CA, San Luis Obispo, CA, Pathum Thani, Thailand, Seward, Alaska

Originally From: Pleasanton, CA

Worked For Trilogy Since: 2011

Has Also Worked As: Sales, High Ropes Course Facilitator, Sales and Sponsorship Marketing

Favorite Place in Maui: Waihe’e Ridge Trail, Hamoa Beach, and Honolua Bay

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

Craziest Outing You’ve Ever Had: Well, with a non-Trilogy company my craziest outing was crossing from Moloka’i in a storm. There were consistently 15-foot seas on a boat that leaked and we were managing several electrical fires the whole time we were in the channel. It was miserable. So far I haven’t had anything too bad happen with Trilogy, although I personally liked the other day when a whale was so close I thought he was going to rest his head on the swim step. It was a pretty amazing day.

Favorite Snorkel Spot: Hulopo’e

Where Do YOU Go On Vacation: Most recently I spent 6 weeks in Asia. I flew into Bangkok and traveled by train through Malaysia and down to Singapore. From there I flew into Bali for three weeks and spent a week of my time on the Gili Islands, off of Lombok.

Hobbies/What You Do On A Day Off: Hike, go to the beach, and go to Costco

Favorite Restaurant in Maui: Lahaina Grill

Best Part About Working For Trilogy: All of the people I work with

Suggestions For Passengers On First Trilogy Trip: Bring the whole family out! I love watching adults and their kids being able to enjoy the day equally.

Captain Kevin K

Captain Kevin has worked for Trilogy for over 16 years. Kevin started out as a SCUBA Dive Master and instructor for all the trips. However, soon he fell in love with the Kaanapali tour and Trilogy 4. Kevin then got his captains license and worked his way up to a driving captain and eventually Captain of Record for Trilogy 4.

Most recently, Captain Kevin has taken over the responsibility of scheduler (no easy task!) and has done an excellent job! His effort to be responsive and amenable to dozens of schedule requests a day has been noticed and appreciated by all.
Kevin is dedicated to his work, loves his job, and as a Person and Professional is always striving to be better. Kevin provides constant feedback for quality control with the caterers, has developed and continued many new and creative solutions such as a paper-free prep list, and is very supportive of the efforts of Trilogy over all the years. And, if you’ve ever worked on his boat, you know that the guy keeps his vessel extremely organized and always stocked. As a Captain, Kevin provides very clear instructions to his crew and always keeps the big picture in mind.
“I see the boats much like a live-performing orchestra. I don’t want to tell the crew how to play their instrument, I just want to conduct the orchestra to make sure the “music” sounds good!” –Capt Kevin  

Position: Senior Captain, Captain of Record, Scheduler

Lived On Maui Since: 1989

Worked For Trilogy Since: 2000

Held Captains License Since: 1992

Has Also Worked As: PADI Scuba Instructor

Favorite Place in Maui: Lahaina

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

Craziest Outing You’ve Ever Had: Encountering whale sharks. 

Favorite Snorkel Spot: Moku Ho’oniki Rock on Moloka’i

Where Do YOU Go On Vacation: Lake Belle Taine, Minnesota

Hobbies/What You Do On A Day Off: Surfing! (The internet)

Favorite Restaurant in Maui: Cool Cat Cafe in Lahaina

Best Part About Working For Trilogy: Sailing Trilogy IV

Suggestions For Passengers on First Trilogy Trip: Bring your towels and smiles!

Captain Michael

Michael Snow started with Trilogy back in 2004, though his first job connected to our company was in 2001 with Trilogy Concierge Services (known as Lifestyle Destinations Inc at that time). In between shifts of activity sales and Maui Jim retail, he also ran our beach dive program off Kaanapali Beach, and has certified over 200+ people since his start! Michael has always loved the water and with ample sea time logged he decided to pursue his Captains license. For those of you who have gone through the testing and preparation, you know this is not for the faint of heart. His dedication and focus paid off this year when he received the great title of "Captain" with the passing of his last exam. 
Michael Snow is also a true Ambassador of Aloha. He continually exhibits Trilogy's Hawaiian core values of Ho'okipa, Lokahi, and Ike'loa--both to his co-workers and to the guests that come aboard Trilogy. His kind and steady demeanor make him so likable my guests leave his tours feeling like they've just spent the day with an old friend. Besides diving and knowing exactly what Maui Jim sunglasses one should wear, Michael enjoys beach volleyball and photography. 
Mahalo Michael for all your hard work, dedication, saltiness, and Aloha! 

Captain Nick O

Captain Nick O.

This BAH-stin kid has worked for Trilogy for over 4.5 years and from the very beginning was known for his willingness to help out anywhere and everywhere. He was hired as a SNUBA guide, but worked his way up to 1st mate, Safety Coordinator, CPR trainer, got his Captain’s license, Mate Of Record of T2, is now driving full-time Captain shifts, and most recently became Captain Of Record of T5. Nick is not afraid to take on new responsibilities and put in long weeks. He has stood out recently as a new Captain and his willingness to step up into new roles of responsibility are admirable and much appreciated.

Mahalo Captain Nick!

Captain Raquel

Raquel has lived on Maui for many years and has worked for Lahaina Cruise Company, Teralani, and Extended Horizons. She is good friends with Mario and Katieand has recently made the switch to peruse a Sailing career with Trilogy and we are thrilled to have her! Raquel has been an active Captain for quite some time now and will be crewing and running transfers for us this summer. She’s driven Kaulana in and out of Lahaina harbor. Nuff said.

Captain Riley

Position: Captain and West Maui Operations Manager

Held Captain’s License Since: 2010

Lived on Maui Since: Birth (1986)

Have Also Lived In: Santa Clara, California

Worked For Trilogy Since: When I was child I would help my mom bake the cinnamon rolls of Saturdays. During middle school and throughout high school I worked with the maintenance team fixing the boats and working on other boat related projects. I started crewing on the boat from age 14 and worked as crew on and off during breaks from school and weekends. I received by Captain’s License in September of2010 and began moving into management in the fall of 2012.

Have Also Worked As: A fishing guide on an 81 ft. luxury live-aboard vessel in Southeastern Alaska.

Favorite Place on Maui: Kula

Favorite Snorkel Spot: Hulopo’e Bay

Most Exotic Place You’ve Had A Passenger From: Israel

Craziest Trilogy Outing You’ve Ever Had: Just last week on a whale watch we had a full-grown humpbackwhale breach fully out of the water only 40 feet away from the boat. I got wet from the splash! It was so amazing it made a grown mad (with a handlebar mustache I might add) cry.

Where do YOU go on vacation? Snowy places, other Pacific Islands, Alaska

What do you do on a day off? Day off? There’s no such thing as a day off when you’re getting married in a month! (April 7, 2013)

Favorite Restaurant on Maui: Mama’s Fish House

Best Part About Working For Trilogy: It’s in my blood. It is truly a legacy that blows me away and I am proud to carry on the family business.

Suggestion For Passengers Aboard Their First Trilogy Trip: Get ready to make memories of a lifetime.

Captain Seth

Position: Captain

Lived On Maui Since: Birth

Has Also Lived In: Southern California

Has Worked For Trilogy Since: 2003

Favorite Place In Maui?: Honolua Bay

Most Exotic Place You’ve Ever HadA Passenger From?:India

Favorite Snorkel Spot: Olowalu

Where Do You Go On Vacation: Snowboarding

What Do You Do On A Day Off?: Surf and sail

Favorite Restaurant: #1 BBQ in Lahaina

Best Part About Working For Trilogy: Just being on the ocean

Suggestions For Passengers On Their First Trilogy Trip: Ask us about the surroundings during the trip.

Captain Brian (Turtle)


Captain Brian


Position: Senior Captain

Held Captain’s License Since: 2003

Lived On Maui Since: 1997

Originally From: Portland, Oregon

Has Also Lived In: Portland, Santa Rosa, Santa Cruz

Worked For Trilogy Since: 2001

Has Also Worked As: Waiter, Bartender, Lifeguard

Favorite Place in Maui: Honolua Bay

Most exotic place you’ve ever had a passenger from: A small island off of Greece

Craziest Trilogy Outing You’ve Ever Had: Coming home outrunning a thunder storm!

Favorite Snorkel Spot: Kaunalu (Shark Fin Cove)

Where Do YOU Go On Vacation: Ka’anapali Beach

Hobbies/What You Do On A Day Off: Hanging with family, surfing, hiking, movies under the banana trees at Oren’s!

Favorite Restaurant in Maui: Kobe Steakhouse

Best Part About Working For Trilogy: All the cool people I get to hang out with all day and the view.

Suggestions For Passengers On First Trilogy Trip: Just pretend like you’re on vacation!