Castletown is a small village in Underhill, Dorset. It is close to Fortuneswell, on the shores of Portland Harbour, and features a sandy beach, Portland Castle, and the Weymouth and Portland National Sailing Academy. Castletown, like Portland’s other villages and settlements, is a conservation area of architectural and historic interest. Portland’s vibrant coastline is a birdwatcher’s dream. Outdoor activities include rock climbing, abseiling, and a variety of watersports. nearby pubs and shops. Take a short drive to Portland Bill’s red-and-white striped lighthouse. Weymouth, a 15-minute drive away, is a family-friendly seaside resort. A unique holiday destination year-round.