A perfect course for anyone staying at or near the St. John Westin, Great Cruz Bay Road is a two mile roller coaster of a paved street running along the rocky peninsula between Cruz Bay and Chocolate Hole. Please keep in mind that this road, like most roads in the USVI, is extremely narrow with lots of blind corners. However, locals say it is a safe bet if you go early in the morning before traffic builds up. Do yourself a favor and get up early — the sunrise views from Maria Bluff are totally worth it. There are not water views along most of this road, but there’s some nice greenery and fancy homes.
Note: You might be able to do the loop around on Maria Bluff Rd., but as of the time of this writing the road looked under construction/private.