Operates: Monday - Saturday
Take a Maui sunset sail aboard Trilogy's safe and comfortable ocean sailing catamaran. Our sunset cruise provides the most romantic way to experience the beauty of a Maui sunset. Our chefs prepare an assortment of hot and cold appetizers that are guaranteed to satisfy the most discriminating gourmet. With breathtaking views of Moloka'i and Lana'i, spinner dolphins and flying fish, this two-hour Maui sunset sail is relaxing, delicious, and fun for the whole family! So, join Maui's oldest and most experienced sailing company for a personalized deluxe sunset sail that loads directly from world famous Ka'anapali Beach.

Included with Tour 
- Chef prepared appetizers
- Assorted beverages and water
- Beer, White Wine, Mai Tais, Champagne

Parking is available at the Ka'anapali Beach Hotel parking structure. Please take your parking ticket to our staff at the Trilogy Ocean Sports Beach Kiosk before your trip and they will validate it so you may exit the parking structure without charge. 
Check-in  at the Trilogy Ocean Sports Beach Kiosk on the beach fronting Ka'anapali Beach Hotel. Look for your Trilogy crew member wearing a blue Trilogy shirt. PLEASE NOTE - You will be loading directly from the beach, through the water, onto the boat and you will get wet. Wear your swimsuit (with a cover-up) and please place your cell phone and camera in a dry bag.
Bring your swimsuit, towel, and non-aersol sun protection. You may want a light jacket or sweatshirt and we recommend wearing deck shoes or rubber-soled shoes.

Operates: Saturday and Sunday
Sail with Trilogy to "Maui's Mother Reef" and experience one of the largest turtle cleaning stations in Hawaii!

Included with Tour 
- All Meals, refreshments, snorkeling lessons, equipmment
Lunch:
Tropical Fruit Platter
Chips & Salsa
BBQ Teriyaka Chicken
Tossed green salad
Vegetarian Luau Rice
Dinner rolls
Chocolate chip cookies

Operates: Monday - Saturday
Ka'anapali is ideally located for enjoying the many ocean adventures we offer including sailing, snorkeling, and whale watching. And it is the only location where we actually pick up and drop off guests directly from the beach. Some of the best Maui snorkel sites are only a few miles away and our crew will choose the best destination for that day. Our experienced and dedicated crew are masters of teaching first time snorkelers, and if you're an old pro and want an underwater experience that goes beyond snorkeling, you may want to try SNUBA, one of our most popular upgrades. We provide all the snorkeling equipment and instruction, as well as wet suit tops for everyone on board, breakfast, lunch, soda and snacks, and that personalized service you've come to expect from Maui's first family of sailing. With those famous Maui tradewinds just a few hundred yards off shore, our crew wastes no time in hoisting sail and getting into some serious sailing! Finally, even if you are not staying on or near Ka‘anapali beach, our later morning departures give you plenty of time to make the drive from any part of the island.

  Included with Tour: 
- Snorkeling equipment and personal instruction
- Wetsuits for everyone on board
- Breakfast with Mom's homemade cinnamon rolls & fresh fruit
- Trilogy's famous teriyaki BBQ chicken lunch
- Beverages and snacks

Parking is available at the Ka'anapali Beach Hotel parking structure. Please take your parking ticket to our staff at the Trilogy Ocean Sports Beach Kiosk before your trip and they will validate it so you may exit the parking structure without charge. 
Check-in  at the Trilogy Ocean Sports Beach Kiosk on the beach fronting Ka'anapali Beach Hotel. Look for your Trilogy crew member wearing a blue Trilogy shirt. PLEASE NOTE - You will be loading directly from the beach, through the water, onto the boat and you will get wet. Wear your swimsuit (with a cover-up) and please place your cell phone and camera in a dry bag.
Bring your swimsuit, towel, and non-aersol sun protection. You may want a light jacket or sweatshirt and we recommend wearing deck shoes or rubber-soled shoes.
***Must be a minimum of 8 years of age for SNUBA. Offered on the 8am tour.***
*Kids ages 0-2 Float FREE

Operates: Monday - Friday
We depart from Lahaina Harbor at around 10 am (seasonally we offer a sunrise departure at 6:30am--this is the "Crew's Favorite"!) and begin our day with an island style breakfast of Mom's homemade cinnamon rolls, coffee, juice and seasonal fruit. Deli snacks are also served on-board during the one and a half hour sail to this very special island (10am departure only). Because we are the only company with permission to bring guests to Hulopo'e Marine Preserve (Voted the #1 beach in America by Dr. Beach), we pay close attention to both your safety and comfort. Our Trilogy crew, as well as our island born Beach Boys, are trained in CPR and First Aid, and are experts at insuring your safety in and out of the water. Besides swimming, snorkeling, sunbathing, beach volleyball, and the increasingly popular SNUBA, we also offer a guided tour of Lana‘i's historic plantation town narrated by island born and raised Hawaiian Cultural Guides. Our Kiawe wood BBQ dinner, served at the Hale O Manele over looking Manele Bay, is considered by many to be one of the best in Hawai‘i! The return sail to Maui can be restful and relaxing, or wet & wild, but it is always safe and lots of fun. So whether you are a sunrise or sunset kind-of-person, many of our guests write to tell us that Discovering Lana‘i with Trilogy was the highlight of their whole vacation! So, discover for yourself why  Trilogy has been chosen the #1 sailing company on Maui for over 40 years!

Included with Tour 
- Fresh water showers,  beach mats, lawn chairs, palm trees, and one of the most beautiful beaches in Hawaii are all included. 
- Snorkeling equipment and personal instruction
- Guided snorkel-reef tour with a trained Trilogy naturalist
- Whale Watching December - April
- Narrated van tour of Lana'i plantation town
- Breakfast with Mom's homemade cinnamon rolls & fresh fruit
- Assorted wraps on board for lunch (10am Departure only)
- Trilogy's famous Plantation-style BBQ
- Beverages and snacks served all day
- Adult beverages available on return sail
Unique to Trilogy 
- Only company in Hawaii with permission to escort guests to Hulopo'e Beach Park & Marine Preserve
- Island born beach boys insure your safety in and out of the water
- State-of-the-art medical emergency equipment on the boats and at the beach
- Staff are all CPR trained and certified
- Hale O Manele Pavilion overlooking Manele Harbor for Hawaiian style dining at its best
- Lana'i Island tours narrated by a certified Hawaiian Culture Guide

Parking at the Republic Parking Lot on Dickenson Street in Lahaina, look for the "Trilogy Parking" sign. The parking fee is $10.00 (credit card only) for the day (other lots may charge up to $20). A Trilogy crew member will meet you and help with parking and directions to Lahaina Harbor where our Captain will check you in.
Bring your swimsuit, towel, and non-aersol sun protection. You may want a light jacket or sweatshirt and we recommend wearing deck shoes or rubber-soled shoes.
***Must be a minimum of 8 years of age for SNUBA. Offered on the 7am and 8am tour.***

*Kids ages 0-2 Float FREE

Operates: Daily
For many, to snorkel Molokini crater is a "must-do" on their Maui vacation. But, with so many boats to choose from, why choose Trilogy? For starters, we are one of the few real sailing trips, and Ma'alaea Bay is one of the great flat water sailing destinations in Hawaii. Next, we take 40-50 guests while the big power cats can average 125-149 passengers. That should be reason enough to go with Trilogy, but there's more! We also go to two snorkeling sites rather than just one. Not only does this give our guests additional variety, it's our way of avoiding some of the crowds. We provide all snorkel equipment including instruction and wetsuits. We also offer the option to try the new exciting sport of SNUBA! Finally, while it's tough to beat Mom's homemade cinnamon rolls baked fresh daily at Trilogy's kitchen or Capt. Coon's BBQ'd teriyaki chicken cooked by your captain for lunch, what really sets Trilogy apart is the personal attention each of our guests receive. I guess that's the main reason Trilogy guests are so loyal and come back sailing with us year after year. And they have been doing just that for over 40 years! If you haven't already, isn't it time you became part of the Trilogy family?

Included with Tour 
- Snorkeling equipment and personal instruction
- 2 Molokini snorkel sites for variety and to avoid the crowd
- Whale Watching December - April
- Free wetsuit tops for everyone on board
- Breakfast with Mom's homemade cinnamon rolls & fresh fruit
- Trilogy's famous teriyaki BBQ chicken lunch
- Personal attention to each one of our guests
Please meet our Trilogy crew member in front of the restaurant "Buzz's Wharf". You will be directed to a parking location and the slip-# at that time. $5 parking is available at Maui Ocean Center for the day or there is free parking along Ma'alaea Harbor. Please note this trip departs out of Ma'alaea Harbor. If you are using GPS please use the following address: 101 Ma'alaea Boat Harbor Road, Wailuku, Hawaii 96793. 
Bring your swimsuits, towels, and sun protection along with a light jacket or sweatshirt for the early morning. We recommend wearing deck shoes or rubber-soled shoes.

***Must be a minimum of 8 years of age for SNUBA. Offered on the 7am and 8am tour.***

*Kids ages 0-2 Float FREE

Operates: Wednesday and Friday
Experience fine dining with an unbeatable view! Tables are set for intimacy and comfort; a private restaurant feel, without the crowds, aboard Maui’s newest sailing catamaran. As you are escorted to your individual table, the evening begins with cocktails and sailing along the pali sea cliffs.  After mooring in a protected cove, the first course is served. From there on, our crew are quick to accommodate your every need and will serve your remaining three courses including an entrée of your choice that our onboard chef is preparing in the galley.  Dessert and drinks are enjoyed as the sun sets on another beautiful Maui day and the evening continues with music under the stars. This is no ordinary dinner! Under the direction of executive Chef Bailey, each course has been thoughtfully put together using fresh, local ingredients, creating a masterpiece for your tastebuds. Pair that with a glass of champagne, outstanding service, and postcard-worthy scenery, and you have a dinner you’ll remember for a lifetime. 
$5 parking is available at Maui Ocean Center for the day or there is complimentary parking at Ma'alaea Harbor. Please note this trip departs out of Ma‘alaea Harbor. If you are using GPS please use the following address: 10 Ma‘alaea Boat Harbor Road, Wailuku, Hawaii 96793. 
Jacket or light cover-up. If you are not wearing deck shoes or rubber-soled shoes, we will collect your footwear at the beginning of the trip.

Operates: Thursdays, Saturdays, and Sundays
Experience fine dining with an unbeatable view! Tables are set for intimacy and comfort; a private restaurant feel, without the crowds, aboard Maui’s newest sailing catamaran. As you are escorted to your individual table, the evening begins with cocktails and sailing along the pali sea cliffs.  After mooring in a protected cove, the first course is served. From there on, our crew are quick to accommodate your every need and will serve your remaining three courses including an entrée of your choice that our onboard chef is preparing in the galley.  Dessert and drinks are enjoyed as the sun sets on another beautiful Maui day and the evening continues with music under the stars. This is no ordinary dinner! Under the direction of executive Chef Bailey, each course has been thoughtfully put together using fresh, local ingredients, creating a masterpiece for your tastebuds. Pair that with a glass of champagne, outstanding service, and postcard-worthy scenery, and you have a dinner you’ll remember for a lifetime. 
Parking is complimentary parking along Front Street. Please note this trip departs out of Lahaina Harbor. If you are using GPS please use the following address: 675 Wharf Street Lahaina, HI 96761. 
Jacket or light cover-up. If you are not wearing deck shoes or rubber-soled shoes, we will collect your footwear at the beginning of the trip.

Kanapali Operates: Daily Maalaea Operates: Daily Lahaina Operates: Daily
A Sanctuary Dedicated to the Endangered Humpback Whale and its Habitat
The Hawaiian Islands Humpback Whale National Marine Sanctuary is dedicated to protecting the Endangered Humpback Whale and its Habitat. Trilogy is an official sponsor of the Whale Sanctuary and has been involved in supporting and promoting the goals of the Sanctuary since its inception. Captain Jim Coon was the first Chairman of the Sanctuary Advisory Council (SAC) and served as such for almost a decade (Jim is still actively involved helping to determine the management plan and direction of the SAC).
On this two hour whale watch out of either LAHAINA, KAANAPALI or MAALAEA , Trilogy is dedicated to sharing accurate information about the Endangered Humpback Whale and its habitat with our guests through our on-board naturalists. Trilogy's goal is to give guests a meaningful encounter with these magnificent creatures without disturbing their behavior while following the Sanctuary Whale Watching Guidelines (recognizing the approach limits of 100 Yards). Trilogy has Hydrophones on board so you are often able to hear the Whales sing their incredible songs.
Enjoy an assortment of snacks and a variety of soft drinks and filtered water throughout the trip. Alcoholic beverages are available for purchase throughout your excursion.
*Kids ages 0-2 Float FREE