Best 152 things to do in Chatham, MA

Rent a 52cm road bike with helmet and lock for 24 hours to 1 month

Rent a 58cm road bike and explore Cape Cod at your own pace

Rent a road bike and ride Cape Cod your way

Rent a performance mountain bike for a Cape Cod ride

Ride Cape Cod your way with a road bike rental for all ages

Explore the water your way in a single recreational kayak

Pick up a kayak or paddleboard at Scorton Creek and explore at your own pace

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

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

Pick up a kayak or paddleboard at Lawrence Pond and explore at your own pace

Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

Build foundational paddling skills with an ACA-certified guide

Cruise Cape Cod’s outer beaches with a spotter pilot to look for great white sharks

Set your own course across Popponesset Bay

Paddle Popponesset and Ockway bays at sunset with an ACA-certified guide

Paddle Cape Cod’s barrier beaches with an ACA-certified guide

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

Paddle Popponesset Bay at your own pace with included gear

Set out on a self-guided paddle through Popponesset Bay

Beginner stand-up paddleboard tour with ACA-certified guidance

Charter a private sail in Provincetown for up to 34 guests

Sail Provincetown at sunset on the historic Schooner Hindu

Private classic schooner sail with lighthouse and cove views

Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.