Come Sail With Us

Stage Harbor Lighthouse - Cape Sailing Charters, Chatham Cape Cod

Cape Sailing Charters is your guide to connecting with what Cape Cod is truly about: a link to the marine world and the area’s rich maritime history. Situated on the elbow of Cape Cod where Nantucket Sound meets the Atlantic Ocean, quaint and historic Chatham is the perfect port from which to sail.

Your group of up to six people has private and exclusive use of Hannah for the duration of your charter; we do not pack multiple groups onto the boat for our trips. Whether you’re envisioning a fun family excursion, a romantic sunset sail, or gathering with good friends to share stories and a bottle of wine, Hannah is all yours! Coming aboard is as easy as stepping off the Chatham town dock at Stage Harbor and onto the boat, an ideal setup for children and elderly family members.

Amazing Cape Cod sky - Cape Sailing Charters, Chatham Cape Cod

We specialize in personalizing your onboard experience. We’ve celebrated birthdays and retirements, witnessed marriage proposals, served as a unique photo shoot locale, and whisked brides and grooms off into married life.

Captain Chris Sammartino grew up sailing these waters and has been leading sailing charters out of Chatham since 2000. His knowledge and experience are unparalleled. Our 38-foot sailboat, Hannah, is a spacious and safe (not to mention beautiful!) vessel that can accommodate up to six passengers. We look forward to having you on the water with us!