Enjoy a sail on a beautiful day or a relaxing evening sail while the sun sets to the west. The sweeping vistas of Chatham's coastline, historical landmarks like the Chatham Lighthouse and North Beach Island provide the perfect backdrop for your sail. Daily one-hour sailing trips are available at 11am, 1pm and 3pm. One-hour evening sails are daily at 5pm.
Please call Concierge at 508-945-6871 to reserve. Sailing trips are now closed for the season. We look forward to welcoming you back in May 2026.
A late-morning or late-afternoon sail is a wonderful way to enjoy sweeping vistas of Chatham's coastline. You will sail past the historic Chatham Lighthouse and North Beach Island, part of the Cape Cod National Seashore. These sailing trips are available for 1 or 2 hours.
Available upon request, our instructors will provide guests with basic sailing instruction in a safe and fun environment. The goal is for each guest to develop skills while building knowledge and confidence. Learn basic boat handling, terminology, rigging and sail trim. Participants must be 7 years of age or older.
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