Our Hunter daysailers are a safe, versatile boat designed with the novice in mind. The high sides, contoured self-bailing cockpit, and wide beam provide a comfortable and confident feeling while under sail. These boats are easy to sail and can hold up to 4 people, depending upon size.

These single, main sail boats are one of the most popular dinghies in the world,  emphasizing simplicity and performance on the water. But don’t be fooled, sailing lasers can be both physically and technically demanding, especially on those blustery Cape days. While these boats can support two people, they are most often enjoyed as a single sailor vessel.

The Optis is a  spirit-rigged,  single sail , single-handed sailing dinghy designed for use by children up to the age of 15. It provides the perfect boat for the beginning to intermediate sailor and these “floating bathtubs” as they are often called, are the perfect introduction to solo sailing!

Chequessett’s fleet of single and double kayaks are perfect for experiencing Wellfleet Harbor from a completely new vantage point. Enjoy paddling around the harbor, along Mayo Beach, around to the gut or even over to Great Island for a picnic lunch. In addition to discovering new parts of Wellfleet Harbor, you’ll enjoy a bit of afternoon exercise in the sun. Stand up Paddleboards (SUPs) offer another fun and peaceful way to be on the water and explore Wellfleet Harbor!