Get Engaged on a Catamaran!

There are moments in life that deserve a setting as unforgettable as the memory itself — and a marriage proposal is one of them. If you’re searching for a romantic, breathtaking, and truly unique place to ask the biggest question of your life, a catamaran on the waters of Hawaii offers everything you could dream of and more.

At Trilogy Excursions, we’ve witnessed countless proposals unfold at sea — each one filled with magic, intimacy, and the natural beauty that only Hawaii can provide. Here’s why getting engaged on a catamaran is an experience couples love, and how Trilogy helps make the moment nothing short of perfect.

why a catamaran is the perfect place to propose

A private, romantic setting

As the boat glides across the water, it naturally creates a world of your own. No crowds. No noise. Just the two of you, surrounded by ocean, sky, and a sense of calm that makes the moment feel personal and intimate. Whether you envision a quiet sunset proposal or a joyful celebration with loved ones, a catamaran gives you space to craft the moment your way.

Unmatched views and natural beauty

Hawaii’s ocean is full of color and movement — golden sunlight reflecting across waves, breezes drifting across the deck, silhouettes of neighboring islands in the distance. Whether you propose at sunrise or sunset, at anchor or under sail, the scenery frames your moment beautifully and effortlessly.

a sense of adventure you’ll remember forever

There’s something undeniably exciting about being on the water. The thrill of sailing, the sound of the wind in the sails, and the sparkle of the ocean all come together to elevate the experience. Couples often say that the adventure itself becomes part of the memory — something you talk about for years to come.

why propose with trilogy excursions

A crew that helps make the moment smooth and special

Our Trilogy ‘Ohana has supported many proposals, and we understand the blend of nerves and excitement leading up to the big moment. If you want privacy, the crew knows how to give you space. If you want a little help setting the scene, we can coordinate timing, photos, champagne toasts, and more.

Everything is done with warmth, care, and discretion — because we know these moments matter.

Your choice of experience

When booking a private charter, you have complete freedom to build the sail (and proposal) of your dreams! Whether you want to embark on a sunset sail, a snorkeling excursion, or even on a whale watching tour (if in season) you can customize your perfect proposal backdrop with unmatched privacy.

Room to celebrate the moment

Whether you want to savor the moment quietly together or celebrate with cheers, photos, and your favorite drinks, Trilogy creates a natural transition from proposal to celebration. Once the ring is on, the night becomes a memory filled with good food, ocean breeze, and the warmth of sailing beneath Hawaiian skies.

Planning to propose? Trilogy makes it easy

Here are a few simple ways couples often elevate their engagement experience with Trilogy:

  • A private bow moment at sunset

  • A hidden photographer on board

  • Champagne ready for the “yes!”

  • Custom playlists for the perfect atmosphere

  • A post-proposal dinner sail later in the week

  • A surprise engagement sail with family waiting on board

You bring the ring — Trilogy helps with the rest.

Start forever with a moment you’ll never forget

A proposal should feel meaningful, romantic, and true to your story. On a catamaran in Hawaii, surrounded by the beauty of the ocean and the warmth of Trilogy’s hospitality, your engagement becomes more than a single moment — it becomes a shared experience that feels natural, magical, and deeply memorable.

Whether you’re dreaming of a private proposal on a quiet morning sail or a sunset moment that glows with color, Trilogy is honored to help you begin the next chapter of your love story.

Ready to plan the perfect proposal at sea?

Request a Quote now