Best 143 things to do in Chatham, MA

Rent a mountain bike for 24 hours to 1 month, with helmet and lock included

Rent a 49cm road bike with helmet and lock for 24 hours to 1 month

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

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

Sail Provincetown Harbor and Cape Cod Bay on a private 4-hour charter

Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter

Sail Provincetown Harbor on a private, captained 2-hour charter for up to six guests

Sail Cape Cod Bay at sunset on a bring your own food and drinks cruise

Sail Cape Cod Bay on the historic Schooner Hindu

Charter a private sail in Provincetown for up to 34 guests

Sail Provincetown at sunset on the historic Schooner Hindu

Charter a private sail for up to 42 people from MacMillan Pier

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

Share a whale watch trip from Provincetown and split the boat with other travelers

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

Cruise Provincetown Bay at sunset with snacks and soft drinks

Set your own course for a private outing on the water

Enjoy a two-hour self-guided sail aboard a stable Rhodes 19 from Jetties Sailing Center

Learn to sail with a private instructor at Jetties Beach