Regina Leilani & Jereme Francis
Island Exploration
Haleakala National Park
Haleakalā, “House of the Sun,” is one of Maui’s most iconic natural wonders. This volcanic summit has been sacred to Native Hawaiians for centuries and holds deep cultural significance in Hawaiian legends and history. Today, visitors can explore its dramatic landscapes, volcanic craters, and unique native flora and fauna. One of the most popular experiences is watching sunrise from the summit—a truly unforgettable sight. Reservations are required for sunrise viewing, so be sure to book well in advance. If sunrise isn’t in your schedule, sunset is also breathtaking and does not require a reservation. For hikers, there are several trails that wind through the crater and native forests, offering both short and longer treks. Dress warmly, even in summer, as temperatures at the summit can be surprisingly chilly. Whether you choose sunrise, sunset, stargazing, or a daytime hike, a visit to Haleakalā is a must-do for any Maui adventure.
Hana Highway
The Road to Hāna is one of Maui’s most scenic and unforgettable drives. Winding along the island’s lush eastern coastline, the route features waterfalls, tropical rainforests, black sand beaches, and stunning ocean vistas. Along the way, you’ll pass charming small towns, fruit stands, and hidden spots perfect for photos or a quick snack. The journey is all about the experience, not just the destination—so take your time, enjoy the stops, and drive carefully on the narrow, winding roads. Many visitors also like to extend the adventure with a hike to Waimoku Falls or a visit to Seven Sacred Pools at Ohe’o Gulch in Haleakalā National Park. Plan for a full-day trip, pack snacks, water, and sunscreen, and embrace the adventure—it’s one of Maui’s most iconic must-do experiences.
Iao Valley
ʻĪao Valley, also known as the Valley of the Gods, is a lush, sacred valley in central Maui rich with Hawaiian history and culture. Its most iconic feature, the ʻĪao Needle, rises 1,200 feet from the valley floor and is surrounded by vibrant greenery, streams, and walking paths. This serene location is perfect for a short hike, nature walk, or photo stop, offering a peaceful glimpse into Maui’s natural beauty and cultural heritage. Be sure to wear comfortable shoes and bring water, as trails can be steep in spots. A visit to ʻĪao Valley is a quick and easy way to experience Maui’s lush landscapes and rich history in just a few hours—perfect for combining with other island adventures.
Surfing
Jereme highly recommends trying surfing while you’re on the island! South Maui, particularly Kīhei, is ideal for beginners, thanks to small, gentle waves and minimal reefs or rocks. For an easy start, check out the surf instructors located across from Cove Beach—they’ll have you riding the waves in no time.
Maui Ocean Center
The Maui Ocean Center is a must-see for anyone visiting the island, featuring Hawai‘i’s incredible marine life, from colorful tropical fish to majestic sharks and rays. Explore immersive exhibits, walk through the underwater tunnel, and learn about the island’s unique ocean ecosystem. Of course, we highly recommend visiting—and we’d love for you to join us for our optional “Sleep in the Deep” wedding adventure for a once-in-a-lifetime experience sleeping alongside the aquarium’s Open Ocean exhibit! Even if you are unable to attend, the Maui Ocean Center is a must not miss.
Whale Watching
Maui’s waters are home to magnificent humpback whales, especially during the winter months when they migrate to the islands to breed and calve. A whale-watching excursion is an unforgettable way to see these gentle giants breach, slap their fins, and play in their natural habitat. Of course, we hope you’ll join us for our optional Trilogy Sunset & Whale Watch adventure, where you can enjoy sunset, chef-prepared appetizers, drinks, and front-row views of these incredible animals—an experience we’ll never forget and would love to share with our guests!
Snorkeling on Maui
Maui’s crystal-clear waters make snorkeling a must-do while you’re here. From schools of tropical fish to vibrant coral reefs, you’ll find some of the island’s most stunning marine life just a short swim from shore. Popular beginner-friendly spots include Kapalua Bay, Napili Bay, and Maluaka Beach, where calm conditions often make for easy, relaxing swims. If you’re hoping to see Hawaiian green sea turtles (honu), South Maui is especially known for them — just remember to admire from a respectful distance. For a more adventure-filled outing, consider a snorkel tour to Molokini Crater, famous for its visibility and dramatic underwater landscape. Pack reef-safe sunscreen, go early for calmer waters, and enjoy a glimpse into Maui’s incredible underwater world.
Ululani Shave Ice
No trip to Maui is complete without a shave ice from Ululani’s—widely regarded as some of the best on the island! Fluffy, finely shaved ice is topped with house-made syrups in flavors like li hing mui, passion fruit, and guava, with options to add sweetened condensed milk or ice cream for an extra treat. It’s the perfect refreshing snack while exploring the island, and we highly recommend stopping by to taste why locals and visitors alike can’t get enough of Ululani’s shave ice.
Da Kitchen
If you want a true taste of local grindz, Da Kitchen is the spot. Famous for its huge portions and Hawaiian comfort classics, this beloved eatery serves everything from kalua pork and loco moco to chicken katsu that locals swear by. And don’t miss their fried Spam musubi — a crispy, golden twist on Hawaii’s favorite snack made of grilled Spam and rice wrapped in seaweed. If you’ve never had one before, this is the place to try it. Come hungry — Da Kitchen does not hold back.
Paia Town
A laid-back surf town on Maui’s North Shore, Pāʻia is where boho charm meets true island soul. Once a thriving sugar plantation community, today it’s filled with colorful boutiques, art galleries, cozy cafés, and some of the best people-watching on the island. Wander Baldwin Avenue, grab a fresh juice or plate lunch, browse local artisans’ shops, and soak in the breezy, eclectic vibe. And if you keep heading east, Pāʻia is the gateway to the iconic Road to Hāna — making it the perfect stop to fuel up before an adventure. Equal parts quirky, historic, and undeniably Maui, Pāʻia is a must-see.
