Here is an adventure involving a hike that most active visitors will really enjoy, but you must wear comfortable shoes (no flip flops) and bring along plenty of water. The Reef Bay trailhead begins nearly 5 miles from Cruz Bay on Centerline Road and descends about 2.5 miles down to the south shore beach. Along the shady, damp trail you will find a diversity of plants and the remains of sugar cane estates and abandoned farming communities.
There are usually two options to do the Reef Bay trail hike. The hard core way is to hike down and back up for a total of 5 miles. If you are in decent shape it shouldn’t be too difficult. The other option is to take the guided walk organized by the National Park Service, whereby you walk down with a guide and then take a scenic boat ride back into Cruz Bay.
There is a not to be missed short side trail near the bottom of the hike. About 1.5 miles down the Reef Bay Trail, you can follow signs leading to the petroglyphs–rock carvings attributed to early Taino Indians marked along freshwater pools. If you are lucky enough to do this hike shortly after it rains you will be rewarded with a beautiful waterfall.
When you reach the bottom of the Reef Bay trail you also have the option to wander down the Lameshur Bay trail, which continues another 1.2 miles from the junction with the Reef Bay trail. Once you get to Lameshure Bay you will be treated to a south shore beach with white sand and turquoise waters. There are also some great photo ops of the ruins that you will find there.
If you still want to hike some more there is another spur trail that leads to a salt pond and a coral rubble beach at Europa Bay.