A Timeless Maui Experience: Why Our Golden Age Travelers Love the Trilogy Captain’s Sunset Dinner Sail

There’s truly nothing like a Maui Sunset. You know what they say — Maui No Ka Oi (Maui is the best)!

With incredible views, crystal clear waters, and Aloha spirit on every corner, Maui has a special way of captivating those who seek the finer, simpler moments in life. For our cherished travelers in the golden years—those with a love for adventure, comfort, and meaningful memories—there’s one experience that consistently stands out: the Trilogy Captain’s Sunset Dinner Sail.

TAKE ME TO GOLDEN HOUR

An Elegant Maui Dinner Cruise: Fine Dining with Unbeatable Views

Imagine savoring a luxurious four-course dinner while surrounded by Maui’s stunning coastal scenery. From towering sun-drenched cliffs behind you to the sun setting in front of you over Lanai, on our intimate two-top tables, you’ll enjoy a private, refined dining experience—without the crowds—aboard our spacious sailing catamaran. It’s the perfect way to indulge in a special evening, combining comfort, elegance, and breathtaking views.

Capt. Jim Coon, co-founder of Trilogy Excursions and beloved wife Lynn out on a Dinner Cruise back in 2014!

Your evening begins with a welcoming cocktail as the vessel gently sails along Maui’s scenic coastline. As you take in the scenic views and cool ocean breeze, the atmosphere is relaxed yet sophisticated. Once we anchor in a peaceful, protected cove, the first course is served—fresh, chef-prepared, and beautifully presented.

Service with Aloha

The smile says it all! Our crew are here to treat and take care of you — You can always find Captain Sierra with a smile on his face… I mean, how can you not be smilin’ when this is your office?! And look at those delicious salads he is serving for the first course.

Throughout the evening, our attentive crew will be quick to accommodate your every need, ensuring your experience is seamless and enjoyable. After the initial course, you’ll be treated to two more delicious courses, all crafted with local ingredients and culinary skill, featuring a chef-prepared entrée that delights the senses.

This isn’t just a dinner—it’s a memory in the making. After sunset, enjoy the gentle return sail under a stars, with after-dinner drinks in hand, celebrating Maui’s beauty and the magic of a perfect evening on the water. It’s an experience you’ll cherish long after your trip ends.

Why Choose the Trilogy Captain’s Sunset Dinner Sail?

  • Elegant Comfort: Our luxury catamarans offers a sophisticated but relaxed atmosphere, perfect for mindful travelers who enjoy the finer things in life.

  • Stunning Views: Enjoy unobstructed views of Kaho’olawe and Lāna’i

  • Unforgettable Sunsets: Experience the incredible beauty of Maui’s famed golden hour.

An Invitation to Experience Maui Like Never Before

If you’re seeking a classic and iconic Maui adventure—one that balances natural grandeur with comfort and authentic local touches—the Trilogy Captain’s Sunset Dinner Sail is the perfect choice. It’s not just a cruise; it’s a celebration of life’s most meaningful moments.

Reserve your spot today and discover why so many seasoned travelers and lovers of life choose Trilogy to create their own unforgettable Maui memories.

Discover Maui’s Golden Hour

About Trilogy Excursions, Inc. 

Trilogy Excursions is a pioneering sailing company founded in 1973 by the Coon family in Maui, Hawaii. With their unwavering commitment to exceptional customer service, Trilogy Excursions has created lifelong memories that span the generations for countless guests from around the world. They are best known for their snorkel and sunset boat tours along with their flagship tour, “Discover Lanai”. For more information, please visit https://sailtrilogy.com/.