Your group will enjoy exclusive use of one of Trilogy’s spacious, modern sailing catamarans, offering comfortable seating, open-air decks, and unobstructed views of Maui’s coastline.

If you choose a dinner sail, our in-house catering team will prepare a locally inspired meal featuring fresh ingredients and elevated island flavors, served with the quality and care Trilogy is known for.

Guests may enjoy a selection of beer, wine, and handcrafted cocktails, along with non-alcoholic refreshments, all served by our professional bar staff. Feel free to request your personal favorite “Him and Hers” drinks!

Whether or not you dine onboard, every charter includes a breathtaking sunset sail, providing golden-hour lighting and serene ocean views perfect for photos and beautiful moments with loved ones. This sail also offers a stunning setting for heartfelt speeches, candid moments, and beautifully lit photographs.

Our friendly, highly trained crew members are dedicated to creating a warm and seamless experience, from navigation and service to personalized hospitality throughout the evening.

Soft background music or specially curated playlists can be arranged to match the tone of your gathering, creating the perfect atmosphere for conversation and celebration.

Couples may add personalized touches such as upgraded décor, a professional photographer, specialty desserts, floral arrangements, or additional service enhancements to further customize the event. If you can dream it, we can help make it a reality.