Best 147 things to do in Chatham, MA

Stand-up paddleboard tour up Scorton Creek with an ACA Certified guide

Learn sailing fundamentals with private on-water instruction

Share a sunset motorboat ride through the harbor

Sip, Savor & Cruise: Narrated Harbor Views with Cocktails and Ice Cream Treats Onboard

Fish Cape Cod waters on a private 8-hour charter for up to 6 people

Charter a private boat for Pleasant Bay’s Fourth of July fireworks

Fish Cape Cod Bay on a private 4-hour charter for up to 6 people

Fish Cape Cod Bay on a private 3-hour charter for up to 6

Try fishing in Cape Cod Bay on a 2-hour kids-friendly private charter

Join a 6-hour Cape Cod Bay fishing charter with a licensed captain

Hunt for treasure with a pirate crew at sea

Private 3-hour morning bay cruise for up to 6

Sail Wellfleet Harbor on a private 3-hour charter, with tide-based stops for swimming or beach time

Cruise Wellfleet Harbor at sunset on a private charter for up to 6

Paddle Scorton Creek and create your own blown-glass piece

Learn to fly above the water by eFoil, kite, wing, or boat

Paddle Popponesset Bay at sunset and into the full moonlight

Build sailing skills with private coaching tailored to your goals

Build sailing skills with a private youth lesson for up to 3 sailors

Help your toddler build confidence on the water with an instructor-led sailing introduction

Build sailing confidence with instruction tailored to your experience

Refine your sailing technique and build confidence on the water

Private 3-hour beach cruise for up to six, with snacks and soft drinks included

Set your own course for a private outing on the water