Moloka’i, Hawaii: 26 Switchbacks, Swimming with Turtles, and Photos Under A Waterfall

Moloka’i, Hawaii:
26 Switchbacks, Swimming with Turtles, and Photos Under A Waterfall

Last week had lots of emotion with US elections and so this week we really need to decompress and celebrate beauty in the world. That brings us to Moloka’i, Hawaii 🌴. Moloka’i is the least visited Hawaiian island and so you can enjoy the same gorgeous beaches and sunsets without the chaos of crowds. Sounds perfect right now.

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- Cris

Day 1: Kalaupapa Trail Hike

Today we test every muscle on the challenging Kalaupapa Trail, a 3.5-mile descent featuring 26 switchbacks and a 1,600-foot elevation change. This trail offers breathtaking views of the Kalaupapa Peninsula and the world's highest sea cliffs. Check to see if the trail is open before carb loading because it’s closed periodically for maintenance. If the trail is closed (or you get cold feet at the thought of 26 switchbacks), you can view the Kalaupapa Peninsula from the Kalaupapa Lookout in Pālāʻau State Park. Same amazing views, no blisters.

If your hiking partner gets spicy over the difficulty of the trail, you can casually mention that in the 19th century, the peninsula served as a place of isolation for those affected by leprosy, known as Hansen’s disease. Walking in the footsteps of those who were once banished to this remote location offers a profound and humbling experience. So zip it and smile - this is fun!

Day 2: Kayaking and Snorkeling

Yesterday was filled with awe-inspiring views of the ocean. Today, we get to experience it closer through kayaking and snorkeling. A tour, rather than going out alone, is highly recommended for kayaking because some of the most beautiful places require someone who knows where to find them. Paddle through stunning waters, explore hidden coves, and navigate carefully around the island's extensive reef. Definitely be respectful of wildlife you may encounter because you are a visitor in their home.

After lunch, snorkel in the clear waters to discover “oh my god they’re so beautiful” marine life and coral. Don’t touch the coral. Please stay far enough away that you don’t accidentally touch it. The southern coast's calm conditions make it ideal for snorkeling AND taking underwater photos. You will definitely want to bring an underwater camera and take lots of photos.

Day 3: Beaches and Surfing

Drive to the west end of Moloka’i to explore its secluded beaches. Visit Papohaku Beach, one of Hawaii's largest white sand beaches, perfect for beachcombing and drinking coffee. Revel in your brilliance for choosing the least visited Hawaiian Island and enjoy the stunning beauty, untainted by overcrowding.

Caffeinated? Head to Kepuhi Beach, known for its consistent waves suitable for experienced surfers. A crowded day by Moloka‘i standards would be considered almost empty on Maui. If there are more than three people, maybe four, just go somewhere else. With a little walking (or a high clearance vehicle), it’s still possible to find spots where there’s a good chance you’ll have the waves all to yourself.

Day 4: Halawa Valley Hike and Waterfall Swim

Head out on a guided hike through Halawa Valley, one of Hawaii's oldest inhabited areas. The trail leads to the stunning Moa'ula Falls, where you can enjoy a refreshing swim. Guided tours are essential for this hike to respect local customs and navigate the terrain safely. Molokai is known as the Friendly Isle, and for its large population of native Hawaiians. It is a place of no chain restaurants, high rises, or stop lights. Ancient fish ponds dot the coastline, tucked in behind the largest barrier reef in Hawaii. A guide will ensure that you respect the land, and its people, in the correct way.

Don’t wimp out by staying on shore at the waterfall. You are highly unlikely to die but very likely to regret missing the opportunity. And yes, have someone take your photo.

Tomorrow, we will explore the Cultural diversity and attractions of Moloka’i. While it’s not possible to experience the full diversity of their rich history on a single trip, we’ll share ideas on how to prioritize for your next trip. You can always return.

See you tomorrow.

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