About a quarter mile from the trailhead, the path splits into upper and lower branches. The upper trail will be to your right while the lower trail continues straight ahead. Both trails access Salomon and Honeymoon Bays. The lower trail is slightly shorter and less hilly, than the upper trail, but it does not pass the Lind Point Overlook as does the more scenic upper trail.
The upper trail gains elevation through a series of switchbacks and then continues north toward Lind Point, the headland that defines the northern extremity of Cruz Bay and the north western corner of the island. When you get to Lind Point, a loop trail on your left leads to the Lind Point Battery Overlook. This trail is located in Cruz Bay.
Caneel Bay/ Margaret Hill
The Caneel Hill Trail begins in Cruz Bay about twenty yards past the Mongoose Junction parking lot and rises to the summit of Caneel Hill. The trail then descends, running along the ridgeline to the saddle, or low point, between Caneel Hill and the next mountain peak, Margaret Hill. From the saddle, the trail leads to the top of Margaret Hill from where it descends the northern face of the mountain arriving at the North Shore Road just across from the entrance to the Caneel Bay Resort. The total distance is 2.4 miles.
Peace Hill & Denis Bay
Peace Hill is aptly named. From the hilltop at the end of the headland separating Hawksnest and Denis Bay, you can enjoy an absolutely spectacular view of the north coast of St. John and beyond. Years ago, a windmill was powered by the constant trade winds that passed unimpeded over the hill. The semi-restored ruin now provides a dramatic backdrop to the unique tranquility of the hilltop.
The trail to Peace Hill begins at the parking area located about a half mile east of Hawksnest Beach and leads to the top of Peace Hill. It’s a short easy walk, only about a tenth of a mile on a well-maintained track with a moderate grade.
Cinnamon Bay Trail
The Cinnamon Bay Trail connects Cinnamon Bay with Centerline Road. It begins about 100 feet east of the entrance to the Cinnamon Bay Campground on the North Shore Road just past the ruins, which are visible on the side of the road. This trail is 1.2 miles long and ascends steeply, gaining about 700 feet in altitude
The Annaberg area, south of Mary Point, was once the most populated section of St. John. There were plantations at Maho Bay, Mary Point, Fredriksdal, Annaberg, Leinster Bay and Windberg. The historical ruins and places of interest can be accessed via the North Shore Road, south of Leinster Bay Road. This is an excellent area for a leisurely stroll. The terrain is relatively flat, and the surrounding forest is shady and lush. The historical sites are close to the road and easy to get to. The more intrepid can make their way further into the bush to explore the area to a greater degree.
Francis Bay Trail
The Francis Bay Trail begins at the restored stone building at the intersection of the Leinster Bay Road and the Maho Bay Campground access road. It is a relatively easy 0.3-mile walk with only one small hill to negotiate.
The trail goes through a dry scrub forest, past the ruins of an old residence and on to the beach at Francis Bay. It then winds through a mangrove forest and passes by a brackish pond before emerging from the mangroves at the dirt road between the beach entrance and the paved road at Mary's Creek.
The Leinster Bay Trail is a flat 0.8-mile trail that follows the shoreline of Leinster Bay from the end of the paved road (Leinster Bay Road) beyond the Annaberg parking lot to the beach at Waterlemon Bay. The Johnny Horn Trail begins just behind the beach and continues on to Coral Bay.
The Trail runs right along the water's edge with splendid, unobstructed views of Leinster Bay, the Narrows, Sir Francis Drake Channel, and West End, Tortola. Moreover, it provides land access to one of St. John's best snorkeling locations, Waterlemon Cay, the small island that lies just offshore of the beautiful little beach at Waterlemon Bay.
Johnny Horn Trail
The Johnny Horn Trail connects the Leinster Bay Trail at the eastern end of the beach at Waterlemon Bay with the historic Emmaus Moravian Church in Coral Bay. The trail is 1.8 miles long and follows the mountain ridge through a dry upland forest environment. There are some steep hills reaching an approximate elevation of 400 feet. Some sections of the trail, especially on the Coral Bay side, run through private property and inholdings.
There are five spur trails off the main trail. The first (starting from Waterlemon Bay) provides access to the best place to cross the channel if you would like to snorkel around Waterlemon Cay. The second spur leads to the remains of an old Danish guardhouse. The third trail takes you to the ruins at Windy Hill, the fourth is the Brown Bay Trail to Brown Bay and East End and the fifth is the Base Hill Spur.
Reef Bay Trail
The Reef Bay Trail begins at Centerline Road 4.9 miles east of Cruz Bay. Parking for four or five vehicles is available opposite the trail entrance. The trail runs between Centerline Road and the ruins of the Reef Bay Sugar Factory near the beach at Genti Bay. The well-maintained 2.4-mile trail descends 937 feet from the road to the floor of the Reef Bay Valley. The average hiking time is two hours downhill from Centerline Road to the beach.
The National Park Service offers guided hikes down the Reef Bay Trail. Transportation is provided from the National Park Visitors Center in Cruz Bay to the head of the trail. An experienced Park Ranger will act as your guide. In addition to the Reef Bay Trail, the walk will include the spur trail to the petroglyphs and a visit to the Reef Bay Sugar Mill.
From the beach near the mill, you will be met by a boat, which will take you back to Cruz Bay, allowing you to avoid the more strenuous walk back up the trail. This popular activity is offered for a modest fee and is available by reservation only. Call the National Park at (340) 776-8811.
Those making their own arrangements for this hike need to consider their transportation to the trailhead on Centerline Road and the method of return from the bottom of the trail. The simplest procedure is to leave your vehicle in the parking area across from the trailhead on Centerline Road, walk down the trail, and then walk back up the way you came. No formal arrangements have to be made; you can go whenever you want, with whomever you want.
Ram Head Trail
The trail to Ram Head Point begins at the eastern end the beach at Salt Pond Bay.
This walk can be particularly sunny and hot, so bring water and sun protection. For this reason, the best time to take this hike is early in the morning when it is still cool, possibly at sunrise.
Visiting Ram Head at sunrise, sunset and full moon can be an impressive experience. Those choosing to undertake this adventure, however, should exercise extreme caution. The steep, narrow and slippery path, which can be tricky enough during the day, is even more perilous during periods of low light. Bring a flashlight and walk slowly and carefully.
The L’Esperance Road runs between Centerline Road and Reef Bay. The top of the trail can be found at a point about 0.3 miles east of the Cathrineberg Road. The foundation of an old house can be seen at the beginning of the road. Park here if you arrived by vehicle. This is not an official Park trail.