If you’re ready for an unforgettable ride, the 60-mile West Maui Loop is a bucket list-worthy challenge. With epic ocean views, steep climbs, and heart-pounding descents, this route has it all—plus some insider tips to make it your best cycling experience yet. Here’s how we tackled it, with some hard-won advice for anyone brave enough to take on this gorgeous, grueling journey.
Why Counterclockwise is the Way to Go
We rolled out of Kaanapali at 5 AM sharp, heading counterclockwise for these key reasons:
- Low Traffic Bliss: Early morning traffic heading into Lahaina and Kaanapali is heavy, but you’ll be on the opposite side of the road, sailing through minimal outbound traffic.
- Sunrise Magic: About 15–18 miles in, you’ll catch the sunrise over Papawai Point. Trust me, it’s worth the early alarm.
- Peaceful Wailuku: By riding early, you’ll experience Wailuku before the hustle of the work and school day. It’s a quiet step back in time with charming, historic buildings.
- Kahekili Highway Awaits: This stunning stretch starts around mile 27. The road winds through old Hawaiian ranches dotted with sheep, goats, and horses—quintessential island vibes.
- Narrow Roads, Fewer Cars: The Kahekili Highway has shrunk to more one-lane sections over the years. Early starts mean fewer cars and a safer ride through the trickiest parts.
Pit Stop Perfection: Lorraine’s in Kahakuloa
At mile 40, we hit the jackpot—Lorraine’s Shave Ice. This legendary spot isn’t just about treats (although her banana bread is to die for). She kindly filled our water bottles with ice-cold water, gave us access to her backyard’s jaw-dropping views of a black rock beach, and shared a warm aloha chat. Pro tip: Lorraine’s is cash only, but she stocks cyclist essentials like tubes and soda alongside her delicious breads.
What You’ll Love About West Maui Loop CCW
- Ocean-Side Riding: Going counterclockwise keeps you on the ocean side for uninterrupted views of the sparkling Pacific.
- Beat the Tourist Rush: You’ll hit hotspots like the Nakalele Blowhole (mile 46) early, avoiding the parking chaos and distracted drivers.
- Cooler Weather: Starting early helps you dodge the worst heat, wind, and humidity, which can feel 10x worse when you’re already spent.
What to Watch Out For
- Headwinds: The stretch from Papawai Point to the airport turnoff (8–10 miles) packs a punch with fierce headwinds. It’s tough, but once you hit mile marker 4 by Kahili Golf Course, the trees usually give you a welcome break.
- Road Conditions: Narrow lanes, blind turns, and clay-based dirt that’s slick when wet mean you need to stay sharp—especially on descents. Dust and debris add another layer of challenge, so keep it slow and steady.
The Ride at a Glance
- Route: A mix of coastline hugging, relentless climbs, and thrilling descents.
- Distance: 60 miles of breathtaking beauty and adrenaline.
- Elevation Gain: 4000 feet
- Tips:
- Pace yourself—this ride is no sprint.
- Start early to avoid heat and maximize safety.
- Always be aware of wind direction, road conditions, and other riders.
Why It’s Worth Every Pedal Stroke
The West Maui Loop serves up everything from sweeping ocean views to rugged cliffs and charming towns frozen in time. Yes, it’s challenging, but it’s also exhilarating, beautiful, and unforgettable.
So, grab your bike, set that alarm, and get ready to make some memories. The West Maui Loop is calling, and trust me, you won’t regret answering.