When it comes to planning the perfect getaway, every couple dreams of a destination that combines romance, adventure, and memories that will last a lifetime. 

Nestled in the heart of the Hawaiian Islands, the exclusive island of Lana’i offers just that—an untouched paradise where you and your beloved can escape the hustle and bustle of everyday life, and embrace the serenity of a secluded island together.

Trilogy’s Discover Lanai excursion provides the ideal opportunity to experience this enchanting location in all its glory and magic! For over 50 years, Trilogy has sailed guests from the island of Maui to experience Lanai — providing world-class service with Aloha as Maui’s oldest sailing catamaran company.

A Romantic Getaway Unlike Any Other

Experience the morning sun peaking over Haleakala as you reach for your love’s hand. The smell of freshly brewed coffee mingles with a sweet aroma of Mom Coon’s famous cinnamon rolls hot out of the oven. Even in the pale dawn light, you feel the warmth and magic of Maui all around you–it’s even sweeter to be enjoyed with the love of your life by your side. You pinch yourself that this is real. It’s time to sit back, relax, and embrace each other, as you are in for a guided day of relaxation and adventure!

Trilogy’s Discover Lanai excursion begins with a scenic and intimate cruise across the Au‘au Channel, offering breathtaking views of Maui, Kaho‘olawe, Molokai, Molokini, and Lanai. As you glide over the crystal-clear waters of Maui Nui, keep an eye out for Maui’s amazing marine life from majestic humpback whales (seasonal), to malolo (flying fish), to the extra playful pods of spinner dolphins! 

Rest assured, your experienced Captain and crew are here to serve you with the utmost care and Aloha, as we make our way over to beautiful Lanai!

Discovering Lanai’s Hidden Gems

Upon arriving on the secluded “Pineapple Isle” as it is fondly called–a tribute to its pineapple plantation era (1922-1992)– our crew will guide you through the island’s stunning landscapes and rich history as you are shuttled over to Hulopo’e Marine Preserve.

Romance seekers will find that Lanai offers the perfect blend of adventure and relaxation. Whether you’re strolling hand-in-hand along the pristine Hulopo’e Bay — named one of America’s Best Beaches — snorkeling crystal clear waters alongside a diverse array of marine life, or exploring the rugged beauty of the Pu’u Pehe Trail, there’s no shortage of awe-inspiring sights to discover together

Legend of Pu’u Pehe “Sweetheart Rock” 

To the left of Hulopo’e Bay, there stands a towering sea stack known as Pu‘u Pehe, nicknamed Sweetheart Rock—a place steeped in legend and love. Pro Tip: make sure you snap a couple’s photo in front of this breathtaking landmark. 

The Hawaiian mo’olelo goes that a ravishing young princess from Maui, was captured by a young warrior from Lanai. He took her as his wife and brought her back to his home island. He was so stricken with her beauty that he was afraid to let other men see her, and thus he confined the princess to a sea cave near the rock. One day, as the warrior was away, the weather suddenly changed drastically, and the raging surf began to pound this side of the island. The warrior rushed back to the cave, but it was too late: His beloved Pu‘u Pehe had drowned. Heartbroken, he retrieved her body and, with the help of the gods, climbed the steep rock island, where he buried her in a tomb. Overcome with grief, the warrior then leapt off the rock to his death.

Pu‘u Pehe stands today as a poignant symbol of love and loss, a place where visitors can reflect on the enduring power of these emotions. For Couples on Trilogy’s Discover Lanai excursion, visiting Sweetheart Rock is a touching reminder of the deep connections that bind us together, even in the face of tragedy. As you explore Lanai’s breathtaking landscapes, the story of Pu‘u Pehe adds a layer of history and meaning to your journey, enriching the experience of discovering this magical island.

A Gourmet Harborside PULeHu (BBQ LUNCH)

After a morning of exploration and adventure, you will relax and indulge in a gourmet lunch prepared by Trilogy’s culinary team and served by their 5-star crew. Enjoy a delicious spread of island-inspired cuisine, including a Hawaiian Pulehu BBQ teriyaki chicken, grilled to perfection at our private Hale O Manele venue. The fresh vegetables along with crisp lettuce, are all grown on Lana’i! Making this farm-to-table experience even tastier. 

Why We Love It: Instead of a typical restaurant lunch where you have to shower, get dressed, find the location, and pay, the all-inclusive aspect of Trilogy’s Discover Lanai Excursion allows you and your honey to live in the moment, stay truly relaxed, and be served.

Creating lifelong memories

As the day on Lana’i draws to a close, our crew has prepared a special sail back to Maui for you to relax and enjoy! Imagine this — ice cream sundaes, open bar (21+), music, marine life, and cruising back to Maui with your honey! The perfect way to end a magical day.

Capture the special moments with Island Dream Productions

When was the last time you had professional photos taken of you and your beloved? Typically, you’ll get great photos from your wedding — but what about your honeymoon, anniversary, or a trip away from the kids? It’s usually quite expensive to hire a personal photographer for a session, and it’s a whole other activity to plan around. We have the perfect solution, and it is to get your photos professionally captured on Trilogy with Island Dream Productions!

Island Dream Productions is Trilogy’s in-house photography service, offering professional photography packages during every tour. Their talented photographers capture the magic and unforgettable moments of your experience on the water, ensuring high-quality images that perfectly capture your adventure.

Guests often find the professional photos to be far superior to their own, making it a worthwhile investment to preserve special memories. Reasonably priced and handled with care, Island Dream Productions is the perfect way to remember your Trilogy excursion.

“There is a professional photographer on board, but their services are totally optional (they’re not at all pushy). So, if you're interested in buying photos at the end of the day (which are very reasonably priced for this type of excursion), I'd highly recommend letting the photographger know at the start of the trip so that they’ll focus some effort on capturing your family's experience. I took lots of my own pictures, but theirs are significantly better than anything that I took, and are the best photos that we have of this excursion. It's well worth the cost, in my opinion. In summary, this is a first rate excursion. I highly recommend it. If I'm ever fortunate enough to return to Maui, I'll be booking another excursion with Trilogy (for the third time)” -StMartinDave, Tripadvisor

Why Choose Trilogy’s Discover Lanai for Your romantic getaway?

Trilogy’s Discover Lanai excursion is more than just a tour; it’s a journey into the heart of one of Hawaii’s most enchanting islands, crafted to offer honeymooners an experience that is both intimate and extraordinary.

From the personalized service provided by Trilogy’s crew to the exclusive access to Lanai’s hidden treasures, every detail of this excursion is designed to create memories that will last a lifetime.
Whether you’re a couple who loves to explore or simply wants to relax and enjoy each other’s company in a stunning setting, Trilogy’s Discover Lanai excursion offers the perfect blend of adventure, romance, and relaxation. It’s the ultimate way to celebrate your love and start your life together with an unforgettable Hawaiian experience.

Book your honeymoon adventure with Trilogy today, and let Lanai’s untouched beauty and Trilogy’s world-class service create the honeymoon of your dreams.