Things To Do
Circle M Ranch Horseback Rides
This historic working ranch offering sweeping ocean views, open pastures, and an authentic paniolo cowboy atmosphere. This is where we’ll gather for our welcome dinner, and we highly recommend booking a trail ride for a memorable horseback adventure while you’re on Maui!
Waihee Ridge Trail Hike
A scenic and rewarding hike featuring panoramic views of valleys, waterfalls, and the dramatic North Shore coastline. Parking lot is at the end of a short drive off the highway open Sunrise to Sunset. Great local Maui hike! Recommend to go in the morning when it's cooler. Don't forget to bring water! Trailhead located across the street from Circle M Ranch.
Sunset Dinner Cruise and Sailing Excursions with Trilogy
Trilogy offers luxury Maui sailing experiences including sunset dinner cruises, snorkeling trips, and more aboard a spacious catamaran. Not to mention an open bar on most trips!
Duke's Beach House
A classic Maui favorite located right on Kaʻanapali Beach, Duke’s Beach House serves fresh island-inspired dishes, tropical cocktails, and live music in a relaxed, open-air setting perfect for a casual lunch or dinner with great ocean views and sunset vibes. Save room for the Hula Pie!
Kapalua Ziplines
So much fun!! Stunning views too!! An exhilarating zipline adventure through lush West Maui landscapes with sweeping coastal views and a dose of adrenaline.
Monkeypod Wailea
BEST Mai Tai's on the island!!! A lively Wailea favorite known for farm-to-table dishes served in a relaxed island setting. No reservations accepted, waitlist in person. There is a second location at Whalers Village in Ka'anapali if you are spending time in that area.
Ka'anapali Golf Courses
With two stunning world class Championship courses, Kai & Royal, enjoy a nice round of golf with breathtaking views of the Pacific Ocean. Royal has more ocean front courses (more expensive) but Brian thinks Kai is a very fun and enjoyable course as well!
The Gazebo
A beloved breakfast spot overlooking Napili Bay, famous for its macadamia nut pancakes and oceanfront morning views. Expect long lines as they don't take reservations!
Whalers Village
Great shopping & restaurant options! An open-air beachfront shopping and dining destination in Kāʻanapali, perfect for strolling, dining, and sunset views.
Sea House Restaurant
An oceanfront restaurant at Napili Kai offering fresh island cuisine, sunset dining, and a classic Maui resort atmosphere.
Napili Bay
A crescent-shaped beach known for calm waters, snorkeling, and postcard-worthy sunsets, perfect for a relaxed beach day.
Pa'ia Town
A charming surf town with colorful boutiques, art galleries, casual eateries, and a laid-back, bohemian vibe near Maui’s North Shore.
Mama's Fish House
An iconic Maui institution offering ultra-fresh seafood, oceanfront views, and one of the island’s most memorable dining experiences. If you want to eat here, we highly recommend you make a reservation online IMMEDIATELY. One of the best restaurants on the island.
ʻĪao Valley State Monument
A lush, culturally significant valley in the West Maui Mountains, ʻĪao Valley State Monument is home to the iconic ʻĪao Needle, rainforest scenery, and peaceful walking paths offering a glimpse into Maui’s history and natural beauty. An easy scenic hike for all! Must reserve visit time on Hawaii State Parks website.