things to do in Chatham, MA

Choose your beach and use the boat as your home base for swimming and relaxing

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

Paddle into a Cape Cod sunset with an ACA-certified guide

Paddle Scorton Creek with an ACA-certified guide, with routes picked for the tides

A relaxed guided paddle with a midway ice cream boat stop

Fish for sharks off Cape Cod on an 8-hour private charter

Cruise for seals, fish, and lobster traps with the kids

Build wing-foiling skills with tailored instruction and boat support

Take in Nantucket Harbor views as the day turns toward sunset

Paddle through a clue-filled pirate quest with a water cannon showdown

Honor a loved one with an End of Watch tribute at sea

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

See seals and three historic lighthouses from Provincetown Harbor

Explore Shark Alley by private motorboat with expert guidance and aerial spotting

See Nantucket's whaling-era landmarks from the water before the day gets busy

Learn paddleboarding basics with an ACA certified guide

Discover Nantucket's glacial past on an evening hike with harbor views

Private boat charter for up to six people

Build sailing confidence with instruction tailored to your experience

Explore Nantucket waters on a spacious 275-hp boat for up to 9 people

Build kiteboarding skills with tailored instruction and boat support

Pick up at Scorton Creek and paddle Cape Cod at your own pace

A tailored on-water session for families and groups

Scan the water for sharks with a naturalist guide and aerial spotting support