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A route with beautiful views, diverse ecosystems, and challenging singletrack climbs and descents.

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Point to Point

796' 243 m


12' 4 m


2,646' 807 m


2,635' 803 m



Avg Grade (4°)


Max Grade (22°)

Dogs Off-leash

Features River/Creek · Views


This hike, along the St. John Trail Race course from Cruz Bay to Coral Bay, follows a renowned series of National Park trails that traverse peaks, ridges, ravines, and beaches across the entire island.

Need to Know

Dropping down into the Reef Bay Trail from the end of the Seiban Road Jeep Trail after the cactus keep left, not right, at a T junction to drop into Reef Bay. When climbing the Reef Bay Trail after the sign for the Petroglyphs, you hike in a creek bed for a while but a small "Trail" sign leads you out of it to the right. That sign is sometime easy to miss, leaving you scrambling up rocks to the left of the actual trail.


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.

Flora & Fauna

Hermit crabs range over nearly the entire island. White tail deer have become more common, which also results in increased vsiability in the bush near trails where the browse on lower vegetation. Iguana are fairly common to see, and lizards of all sizes are ubiquitous. Coming up from Reef Bay beach watch the land crabs scurry back into their holes along the flats. There's also a species of large black butterfly that seems to dive bomb hikers in these valleys.

History & Background

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.


Shared By:

Kyle Hart with improvements by Kyle Hart

Trail Ratings

  4.8 from 5 votes


in Cruz Bay


  4.8 from 5 votes
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in Cruz Bay


32 Views Last Month
8,511 Since Dec 22, 2015
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Caneel Hill Outlook
Dec 22, 2015 near Cruz Bay, VI
View of Leinster Bay from the trail to the ruins.
Feb 12, 2020 near Cruz Bay, VI
View in to Leinster Bay.
Feb 12, 2020 near Cruz Bay, VI
Walk between sharp objects on the Lind Point Trail.
Jul 28, 2016 near Cruz Bay, VI
Leinster Bay Trail, Virgin Islands National Park.
Dec 16, 2015 near Cruz Bay, VI
Leinster Bay Trail, Virgin Islands National Park.
Dec 16, 2015 near Cruz Bay, VI


Current Trail Conditions

Add Your Check-In


Jan 25, 2024
Tom Herr
This trail taught me a lot about the island! Sections were on the road to connect the trails. My favorite trails were Reef Bay and Leinster Bay. 13.6mi
Feb 11, 2023
Christian Gardner
Aug 14, 2022
Shannon Moran
June 2022
Jan 19, 2020
Christine Miller
Dec 26, 2019
Christine Miller

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