Maui Bombers Bike Tours: Cycle to the Sea in Wailea-Makena

Situated along Hawaii’s sun-drenched coast of Wailea-Makena, Maui Bombers offers an unforgettable way to connect with the island’s wild landscapes—by bike. Their signature Wild Wild Wednesday tour, Cycle to the Sea, delivers a rare blend of adrenaline-soaked downhill runs and leisurely rides through charming upcountry towns. This ride capitalizes on Maui’s volcanic terrain and vibrant ecosystem, starting with a van climb up the slopes to a volcanic ridge with sweeping views of the Pacific Ocean. From there, riders cruise roughly 16 miles and around 4,000 feet of mostly downhill terrain, carving switchbacks and coastlines with an exhilarating sense of freedom.

What sets Maui Bombers apart is the smaller group size and personalized attention from guides like Matt and Eric, whose local knowledge and passion bring the island’s natural history and culture alive. The ride balances structured safety with a laid-back vibe, accommodating all skill levels. Much of the journey involves little pedaling but plenty of wind-in-your-hair, thanks to downhill sections framed by endemic flora and the ever-present sight of the shoreline. Stops include a quaint upcountry town with local shops and a bakery where guests stretch their legs and refuel on Matt’s homemade coconut muffins—a signature touch.

More than a bike trip, this tour delivers an authentic slice of Maui life, from volcanic slopes to seaside finish lines. It’s a must-do for anyone who wants to feel the island’s energy at speed but without the crowds. Whether you’re drawn by thrilling descents or cultural stops, Maui Bombers makes it personal, fun, and memorable—a standout in Hawaii’s outdoor adventure scene.