ModerateRam Head TrailShort, hot ridge to sweeping Caribbean views and a post-hike swim2.6 mi · 1.5 hr · Moderate
EasyLeinster Bay TrailEasy shoreline stroll to Waterlemon Cay and the island’s best snorkeling1.9 mi · 48 min · Easy
ModeratePetroglyph TrailShaded descent to Taíno petroglyphs and a seasonal waterfall3.3 mi · 2 hr · Moderate
ChallengingReef Bay TrailRainforest to petroglyphs and ruins, ending at a quiet beach4.1 mi · 2.4 hr · Challenging
EasySalt Pond Bay TrailShort walk to a calm beach with snorkeling and Ram Head access0.5 mi · 30 min · Easy
ModerateCaneel Hill TrailShort, steep climb from Cruz Bay to sweeping bay and island views4.3 mi · 3.1 hr · Moderate
ChallengingReef Bay to Lameshur ConnectorQuiet ridge-to-bay link to petroglyphs and sugar mill ruins4.6 mi · 2.8 hr · Challenging
ChallengingJohnny Horn TrailSteep ridge walk with ruins, big Caribbean views, and snorkel bonus3.2 mi · 2.1 hr · Challenging
EasyAnnaberg Historic TrailShort, sobering ruins walk with big views over Leinster Bay0.25 mi · 30 min · Easy
EasyFrancis Bay TrailEasy boardwalk-and-beach loop with standout birding and calm snorkeling0.7 mi · 20 min · Easy
ModerateCinnamon Bay TrailSteep, shaded climb from beach to ridge with ruins and bay peeks2.4 mi · 1.5 hr · Moderate
ChallengingLameshur Bay TrailRugged ridge-to-valley route to Reef Bay’s ruins and petroglyphs3.8 mi · 2.5 hr · Challenging
ModerateL'Esperance TrailQuiet historic descent to Reef Bay with ruins and views5.2 mi · 3.5 hr · Moderate
ChallengingBordeaux Mountain TrailShort, steep grind linking Lameshur Bay to St. John’s high point2.2 mi · 2 hr · Challenging
ModerateBrown Bay TrailQuiet climb to a secluded bay with views and snorkel potential1.6 mi · 1.3 hr · Moderate
EasyCinnamon Bay Nature LoopShady stroll through sugar plantation ruins and rainforest0.5 mi · 30 min · Easy
ModerateTektite TrailShort, scrappy climb to sweeping sea cliffs and seabirds1.4 mi · 54 min · Moderate
EasyDenis Bay TrailQuick drop to a quiet, shaded beach with smart snorkel options0.4 mi · 12 min · Easy
EasyYawzi Point TrailShort coastal stroll to ruins, coves, and big Lameshur Bay views0.7 mi · 48 min · Easy
ModerateEuropa Bay TrailQuiet spur to a wild, cobble beach with salt pond views1 mi · 30 min · Moderate
ModerateMaria Hope TrailSteep shady connector from Maho Bay to Centerline with history.1.5 mi · 1.3 hr · Moderate