The Cruz Bay's South Shore area encompasses some of St John's most desirable residential neighborhoods, all just minutes from the conveniences of Cruz Bay. Great Cruz Bay is home to a mix of luxurious villas and family residences, often with direct access to a sandy beach and boat moorings. Chocolate Hole, known for its spectacular waterfront and hillside homes, is ideal for those seeking both privacy and expansive water views. Many homes here are in demand as high-end vacation rentals, given their easy access to dining, shops, and Cruz Bay’s vibrant scene. Fish Bay, further east, offers a more secluded environment and attracts buyers seeking a tranquil lifestyle surrounded by nature. With its variety of property types and proximity to amenities, Cruz Bay's South Shore appeals to a wide range of buyers, from luxury seekers to families and investors looking for rental potential.
This area is strictly residential. Check out the Cruz Bay list!
Great Cruz Bay Beach
Reef Bay Beach
Hart Bay Beach + Walking Trail
Chocolate Hole Beach
Reef Bay Trail – This popular trail begins near Fish Bay and descends through lush forest, passing historical sugar mill ruins and ancient petroglyphs before ending at a secluded beach. It’s one of the island's best-known hikes for nature and history lovers alike.
Bordeaux Mountain Trail – Starting near Fish Bay, this challenging trail ascends to St John’s highest point, Bordeaux Mountain, offering panoramic views of the island and nearby cays. The rigorous climb is worth it for the incredible views from the summit.
Chocolate Hole Coastal Path – A lesser-known trail along the rocky coastline of Chocolate Hole, offering tranquil ocean views and peaceful spots to watch the waves. It’s a relatively easy walk, ideal for a quiet nature stroll or beach picnic.
Fish Bay Trail – A short and scenic trail in Fish Bay, ideal for a relaxing nature walk with opportunities to spot local flora and fauna. This path is popular among local walkers and joggers and provides a peaceful escape into the island’s natural beauty.
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