• This tour far exceeded our expectations. The service was EXCELLENT! And what a stunning way to see the island from a different perspective.
    - tiffobiffo on
  • What an incredible crew and cruise/sail! Amazing service loading us on the beach and at the end of the cruise. You can't go wrong with this crew or boat!
    - snowsurfer72 on


Departing directly from Ka’anapali Beach, climb aboard our luxury sailing catamaran and escape the crowded restaurants onshore. While sipping on premium signature cocktails at your private two-top table, our Crew will serve you delicious plated appetizers, cooked with locally sourced ingredients. As you take in a breathtaking Maui sunset, our Captain will also share stories of our local history and marine life. You’re sure to build lasting memories with this intimate, romantic evening tour!

Adult  (18+)
Youth  (13-17)
Child  (3-12)
Infant  (0-2)

Guest dine at personal two-top tables seated outside. We serve a tasty spread of plated appetizers that are sure to satisfy even the most discriminating gourmet.


Kula Cherry Tomato & Mozzarella Skewer with aged balsamic glaze

Hummus with cucumbers and carrots

BBQ Chicken Skewer

Kalua Pulled Pork Sliders with Coleslaw on a Sweet Hawaiian Roll


Chef’s choice : Seasonal dessert



Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Sunset Sail.


Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule – Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai – A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

Note: Guests must be 21+ with a valid I.D. to enjoy out premium alcoholic bar beverages

  • Feb 1 – Mar 31   |   4:30pm – 6:30pm
  • Apr 1 – May 31   |   5:00pm – 7:00pm
  • Jun 1 – Aug 31   |   5:15pm – 7:15pm
  • Sep 1 – Oct 14   |   4:30pm – 6:30pm
  • Oct 15- Jan 31 |  4:00pm – 6:00pm

This tour departs directly from Ka’anapali’s Dig Me Beach.  See below for exact location. Check-in time is 30 minutes prior to scheduled departure time.

  • 2 hours
  • Ka’anapali Beach Hotel

Check-in with our Crew member in a blue shirt at the Trilogy sign on grass behind the Huaka’i Beach Shack, off the beach walk.

**NOTE** If at check-in, surf conditions are deemed dangerous, guests can expect to walk 10-15 minutes north on the beach walk to a safer boarding area. Check-in location will not change.

We will be loading from the beach, you can expect to get wet up to your knees when you board. Please watch the short Beach Loading video below, taken on a small surf day. This tour is NOT recommended for guests with mobility issues. Please consider a tour with a Lahaina departure.

  • 2525 Ka’anapali Pkwy
  • Lahaina,HI 9676

Parking is available at the Ka’anapali Beach Hotel parking structure, and Trilogy will validate your parking pass.

*On days when beach loading is not possible due to large surf, we will depart from Lahaina Harbor. Guests are responsible for their transportation to Lahaina. We will always try to give ample warning if this change must take place.

Kaanapali beach loading Trilogy

This excursion loads directly from the sands of world-famous Ka’anapali Beach, and you WILL get wet when loading. Please watch this quick video showing our beach-loading process during medium shore break. Please keep in mind that beach loading requires a certain level of physical fitness.  Guests with injuries or disabilities which impede mobility may find beach loading too difficult or strenuous. It is recommended that guests with mobility issues and parents with small infants, book one of our many tours departing from the Lahaina Harbor. 

  • Comfortable seating and on-deck tables for two

  • Hot and cold appetizers and dessert

  • Premium open bar (21+ yrs must have ID)

  • Juice, Sodas, Filtered Water

  • Whale Watching (Dec-April)

  • NOTE: This tour loads directly from the beach & is NOT recommended for guests with mobility issues. You WILL GET WET. Please read all rules prior to booking. This is a barefoot cruise.

We recommend you bring your sunglasses, camera and a light jacket