Discover Lanai

Trilogy Excursions (4.7)

The best way to experience Lana'i

Set sail from the harbor and enjoy breakfast on board. Then get ready for a day of swimming, snorkeling, sunbathing, beach volleyball and the increasingly popular SNUBA. Head off on an optional tour of Lana'i town before tucking into a tasty Kiawe wood BBQ overlooking Manele Bay.

We depart from Lahaina Harbor at around 10 am (seasonally we offer a sunrise departure at 6:30 am--this is the "Crew's Favorite"!) for the one and a half hour sail to this very special island. Because we are the only company with permission to bring guests to Hulopo'e Marine Preserve, we pay close attention to both your safety and comfort. Our crew, as well as our island-born Beach Boys, are trained in CPR and First Aid and are experts at ensuring your safety in and out of the water. For those wanting to deepen their ocean adventure, we recommend upgrading to SNUBA.

Besides swimming, snorkeling, sunbathing, and beach volleyball, we also offer a guided tour of Lana'i's historic plantation town narrated by island-born Cultural Guides. Our Kiawe wood BBQ dinner, served at the Hale O Manele overlooking 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 was the highlight of their whole vacation! Come out and discover for yourself why we have been chosen #1 sailing company on Maui for over 42 years.

  • Fresh-water showers, beach mats, lawn chairs, the shade of palm trees, and one of the most beautiful beaches in all of Hawaii
  • Snorkeling equipment and an optional SNUBA upgrade
  • For safety purposes, we require our passengers to wear a type of flotation while snorkeling.
  • Discover Lanai offers two comfortable options for guests to choose from.
  • Guided snorkel-reef tour with a trained naturalist
  • Whale Watching December - April
  • Narrated Island Tour of Lana'i plantation town by certified Hawaiian Cultural Guides
  • Only company in Hawaii with permission to escort guests to Hulopo'e Beach & Marine Preserve
  • Crew ensure 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
  • Lunch is served at Hale O Manele Pavilion overlooking Manele Harbor

Food and DRINKS
  • Breakfast - Mom Coon's 4th generation recipe Cinnamon Rolls, Fresh Fruit, Kona Coffee, Hot Tea and Cocoa, and Pineapple Juice. En route to Lana'i, the 6:30 am tour will serve an Egg Croissant
  • Sandwich and the 10 am will serve a variety of Deli Wraps
  • BBQ meal - Captain Coon’s kiawe pulehu (grilled) BBQ Chicken *GF, Asian Stir-fried Noodles,
  • Seasonal Vegetable, Tossed Green Salad with Mom's Secret Blue Cheese Dressing, Assorted Rolls, and Fresh Hawaiian Pineapple
  • Beverages - wide assortment of non-alcoholic beverages. Our premium selection of adult beverages are available after your ocean activities. Bar Includes Moloka'i Mule, Lana'i Tai, Locally Brewed Beer, and White Wine. For guests ages 21 years and older, two premium beverages are included on the return sail! *Must have I.D. present
    Dietary restrictions - Vegetarian and vegan meals are available only upon request when booking your reservation. *GF- gluten free

Time 6:30 am or 10:00 am
Not available Saturday and Sunday
Duration 8.5 hours
Location Lahaina Harbor

Please view the cancellation policy and restrictions.

Cancellation Policy

1 - 8 Guests = Must cancel 48 Hours prior to trip departure time 
9 or more Guests = Must cancel 72 Hours prior to trip departure time  
Or full amount will be charged for your tour.

Last Minute Bookings

Please be aware that these bookings are subject to confirmation. If this is a same-day or next-day booking, there is a reasonable chance this will not be confirmed. For bookings that are confirmed, there will be no cancellations or refunds.


Entering and exiting the boat and accessing the on-board restrooms requires ascending and descending steep stairs.  Customers must have the necessary mobility to navigate this.
No wheelchairs or walkers permitted (small or collapsable cane okay).

Frequently Asked Questions


Review Summary
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- Dec 2015 -


My husband and I booked the lanai day trip and left at 10 am. The crew of Captn Brian, Katie and Matthew were awesome. Attentive, educational and fun. The weather was terrific and the trip over great. We saw a school of spinner Dolphins as a bonus. The beach on lanai is beautiful and the snorkeling great. We had great visibility the day we were there. We opted out of the island tour to spend more time on the beach. There is a great walk up to the cliff and into the tidal pools. The BBQ was yummy and again the crew awesome. We sailed some on the way back to Lahaina but the conditions weren't the best so we motored most of the way but it doesn't matter as the ride is still wonderful. The sunset was gorgeous. And we saw a whale too! A GREAT day and we would do it again if we ever have the chance to return to Maui.

- Dec 2015 -

Bonnie A L

Our BFF's with my husband and I have taken several catamaran tours here on Maui and over on Kauai...this was by far the BEST trip we have been on! The crew of 3 wonderful people made our day very special! Captain Brian, Co-Captain Katie and Dive Master Matthew were friendly, easy to talk to and answered all our questions and encouraged us to be part of the day! We took the all day cruise leaving from Lahaina at 1000 am and from the moment we arrived to the time we were disembarked at around 6p, we were sad to have it end! We went over to the Island of Lanai where we snorkeled seeing beautiful fish and coral! The local expert was wonderful who provided the snorkel equipment on Lanai! The trip to see Lanai with our tour guide Pauline was great! She is a native of Lanai and told us of the history and learned her family went back as far at the 1400's! She was knowledgeable, friendly, funny and truly loves where she comes from on this beautiful island in the Pacific! We had yummy cinnamon buns for breakfast, juice and coffee with fruit on the way. After snorkel time and our tour of Lanai, the crew whipped up the most tastie BBQ chicken, Maui corn on the cob and noodles/veggie stir fry...the salad and rolls to start was great too! We departed to head back to Maui under power but had enough wind to watch the crew put up the sails and we were under wind power for awhile! The Mule cocktail on the way back was the best! We were lucky enough to see a pod of Dolphins and one whale off in the distance as they are coming back to Maui for the season. Their service and love for their jobs showed thru in everything they did! You will not find friendlier more capable folks who are great at their craft...helping you enjoy their passion...the deep blue sea and the Pacific Islands! The only draw back which wasn't their fault was the construction that was going on to build a new dock in the harbor in Lanai. Noisy and distracting at times but would love to see it when its done. Will definitely be back and when we come to live on Maui, I am applying to work with this group of fine people! :) Mahalo! Bonnie, John, Pam and Bob


Cynthia R.

Awesome 5-star experience. You Must go! Breathtaking views! Excitement of sailing! Snorkeling on an idyllic bay on Lanai! Great food and drinks! Go! This is...


David F.

The 5 Star Reviews Are Accurate! I found these guys on yelp a few years ago, and booked them on a snorkeling tour to Lanai. One of the best excursions of...


Kristen B.

We had a great time on our sail to Lanai with trilogy. I really wanted to give this five stars because the sailing crew was high energy, provided great...