Sailing is at the heart of Bitter End. Guests have the chance to enjoy the exhilaration of the Sound. Nothing compares to the fun and freedom of skimming over North Sound with the trade winds filling the sails, blue water slipping past the boat and an easy hand on the tiller.
Bitter End Sailing School
Guests can learn to sail at Bitter End's US Sailing accredited Sailing and Windsurfing school. Courses range from An Introduction to Sailing to Cruising Preparation for Bare Boating. The Admiral's package includes the Introduction to Sailing course.
- Sailing 101: Introduction to Sailing
- Sailing 102A and 102B: Learn to Solo Sail a rhodes 19 and Hunter 216
- Sailing 201 A and 201B: Sailing and Racing IC-24s
- Sailing 202: Cruising Preparation for Bare boating Aboard a Freedom 30
- Board sailing 150 & 250: Begriming and Advanced Windsurfing
The Bitter End maintains a Club fleet of over 100 boats and offers more than 15 weekly excursions to many of the British Virgin Islands' treasured islands and reefs.

The Club's Fleet for your personal, unlimited use:
- Hobie catamarans
- Lasers
- Vanguard 15s
- Kayaks
- Rhodes 19s
- Small Boats – Sunfish, Escapes, Optimist Sailing Dinghies, Laser Picos, Hunter Xcites
- Hunter 216s
- IC-24s (converted J-24s)
- Windsurfers
- Boston Whalers
- Barnett 1400