Chatham Sailboat Rentals

Kayaks, stand up paddle boards and sailboat rentals in Chatham, Massachusetts..

We have many boats to choose from. You can rent a boat for the half day, whole day, or just a couple hours. We are committed to sharing the experience of boating with any and everyone, experienced or not. You can go cruising around the Nantucket Sound and visit the many beaches and views the bay offers.

ChathamSail Sailboat Rentals was founded with the idea of a relaxed, laid back environment where our customers can get out and enjoy a boat rental on clean, well equipped and inspected sailboats. Our number one priority is customer service. We own all of our sailboats and take pride in keeping every vessel in great shape. For more information, please contact us by calling us at (508) 432-4339. To see our sailboat selection for rent, check out The Fleet and Our Rates.