Luxury Private Sailing on the Jurassic Coast

If you’re staying in a Curated Cottage near Weymouth, Dorchester, or Portland, step aboard a luxury Beneteau Oceanis 45 and experience the Jurassic Coast in a memorable way. Departing from Weymouth Harbour, sail towards the iconic Durdle Door and the calming beauty of Lulworth Cove, with time to swim, explore, dine, or relax on deck with a drink. On board, paddleboards and windsurfing sails are available for use while anchored. For a lasting memory, drone footage of your experience can also be arranged.

Led by Captain James, a qualified RYA Yachtmaster with extensive knowledge of this coastline, each trip is tailored by our concierge team to create your perfect trip: from relaxed evening sailings during the week to half or full day experiences at weekends. Dolphins are often spotted along this stretch of coast, adding to the magic, although sightings cannot be guaranteed.

Enjoy a sundowner at sea, or join a special Monday evening sail from late July to the end of August to watch Weymouth’s fantastic firework display from the bay. Speak to our guest concierge to check availability and plan your sailing experience.