Deluxe Maalaea Sunset Sail

Maui’s newest sunset sail, conveniently departing from Ma’alaea Harbor with breathtaking views!

Our family of 5 did the Sunset cruise and totally enjoyed it. The catamaran is beautiful, sunset was lovely, captain and crew were delightful and ensured everyone had a great experience - Loved the playful attitude! Drinks and appetizers were plentiful. We would highly recommend this sunset cruise!
This was one of the coolest excursions we did on Maui. These guys were cool, young, fun & really informative about the ocean. We got close to some whales, while the crew served us awesome cocktails and food (good vegetarian options). Their service was top notch! If you are thinking about a sunset cruise - Go Trilogy!

This Sunset Sail departing out of Ma’alaea Harbor provides our guests with the combination of a famous Maui sunset and 2 rounds (plus dessert!) of delicious chef-plated appetizers. Sip & sail with us on this 2-hour tour, including a deluxe premium bar.   Enjoy the sunset & unobstructed views of Kaho’olawe and Lana'i, two of Maui’s offshore islands, and discover why Trilogy has been voted the #1 sailing company on Maui for over 45 years!

Adult  (19+)
Youth  (13-18)
Child  (3-12)
Infant  (0-2)

A Look at your tour


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

• Freshly Baked Breadsticks dusted w/Ala'e Sea Salt, with Lilikoi Butter
• Basil Chicken Saté
• Kula Tomato & Fresh Mozzarella Bruschetta w/Balsamic Vinegar Glaze
• Rainbow Vegetable Summer Rolls w/Thai Chili Sauce
• Crab & Boursin Pepper Popper w/Sriracha Aioli
• Shredded Sweet Soy Pork Bao w/Pineapple Namasu

• Dark Chocolate Dipped Strawberries
• Mini Lilikoi Cheesecake


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 Dinner Sail.

Our Premium Bar consists of:

• Kona Brewing Co. Seasonal Lager
• Kona Brewing Co. Big Wave Golden Ale
• Sauvignon Blanc ~ Prosecco ~ Pinot Noir
• Moloka'i Mule- Our thirst-quenching twist on the classic Moscow Mule
• Lana'i Tai- A Mai Tai done the Trilogy way, topped with a float of Potters Tropical Breeze Special Dark Rum

Non-Alcoholic Beverages: 
Coke, Diet Coke, Ginger Ale, Pineapple Juice, POG Juice, Soda Water, Chilled filtered Water

NOTE: Guests must be 21+ to enjoy our bar beverages.


Our Ma’alaea Sunset Sail departs from Slip #62 at Ma’alaea Harbor on the Trilogy II.

There are three departure times for this tour, depending on the season: Apr 16th-Aug 31st: 5:15pm-7:15pm, Sep 1st-Sep 30th: 5pm-7pm, and Oct 1st-Dec 15th: 4pm-6pm.  

Check-in time is 15 minutes prior to departure time. Paid parking is available along Ma’alaea Harbor for .50c per hour; please pay for parking prior to checking in.  

If using a GPS, you can enter this address for directions: 11 Maalaea Harbor Rd, Wailuku, HI 96793.

Included on this tour
  • Comfortable seating and on-deck tables for two
  • 2-rounds of plated appetizers
  • Premium open bar (21+ yrs must have ID)
  • Dessert
  • Juice, Sodas, Filtered Water
  • Whale Watching Dec-April
  • Print or view the tour fact sheet 
  • NOTE: We recommend you bring your sunglasses, camera and a light jacket 

Our Trilogy family takes seriously the responsibility of supporting our local Maui community and has a strong commitment to preserving our ocean and island environment. Learn more about Trilogy's involvement with the Community & Environment.

Trilogy adheres to DOLPHIN SMART Guidelines: All photos and videos were taken while viewing from a responsible distance. The dolphins or whales in these photos and videos approached the boat while the engines were in neutral or off. All underwater photos and videos of dolphins and whales were taken with a remote device while following guidelines for responsible viewing. More information on Dolphin SMART.