St. John Trail Tour

This hike features three 800-foot ascents from beach to hill starting with the climb out of Cruz Bay to Caneel Hill with stunning views at the lookout. It follows the ridgeline to Margaret Hill then drops down to the Catchment Trailhead. From there, a 1.3-mile stretch of Centerline Road is used to get to the L'Esperance or Seiban Road Jeep Trail which takes you down along the Fish Bay Gut then across to Reef Bay. The lush vegetation of the Fish Bay gut slowly changes to dry forest and the wide jeep trail narrows to singletrack on a cliff edge with great views. Trees give way to cacti in the steep descent to Reef Bay. Climb the gentle trail out of Reef Bay (Reef Bay Trail) along with the soldier crabs. The trail follows switchbacks around sugar plantation ruins and only gets very steep near the top as you reach Centerline Road. Cross over Centerline, and to the far right is an unmarked entrance to the Maria Hope Trail which carries you steeply down to Maho Bay. Hike along Maho Bay Beach and then get back on the road that takes you to the Annaberg Plantation and the Leinster Bay Trail. This flat trail winds along the shore with beautiful views of Waterlemon Cay. Continue at the end of the beach up the hill for another stunning lookout from a plantation ruin and the connection to the Johnny Horne Trail to Coral Bay.

The sugar plantation ruins throughout the course were from Dutch settlements in the 1800s with the last working one on Reef Bay Trail lasting into the early 1900s running on steam engines. The circular stone structures for donkeys to grind the cane are featured at Annaberg right before the Leinster Bay Trail.